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WO2019149260A1 - Pyridazinol compound, derivative thereof, preparation method therefor, herbicidal composition and use thereof - Google Patents

Pyridazinol compound, derivative thereof, preparation method therefor, herbicidal composition and use thereof Download PDF

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Publication number
WO2019149260A1
WO2019149260A1 PCT/CN2019/074315 CN2019074315W WO2019149260A1 WO 2019149260 A1 WO2019149260 A1 WO 2019149260A1 CN 2019074315 W CN2019074315 W CN 2019074315W WO 2019149260 A1 WO2019149260 A1 WO 2019149260A1
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group
alkyl
substituted
cycloalkyl
alkoxy
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PCT/CN2019/074315
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French (fr)
Chinese (zh)
Inventor
连磊
征玉荣
华荣保
王建峰
彭学岗
崔琦
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Qingdao Kingagroot Chemical Compound Co Ltd
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Qingdao Kingagroot Chemical Compound Co Ltd
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Priority claimed from CN201811035352.5A external-priority patent/CN110128352A/en
Application filed by Qingdao Kingagroot Chemical Compound Co Ltd filed Critical Qingdao Kingagroot Chemical Compound Co Ltd
Priority to EP19747728.4A priority Critical patent/EP3747870A4/en
Priority to RU2020128758A priority patent/RU2786833C2/en
Priority to BR112020015713-9A priority patent/BR112020015713B1/en
Priority to US16/966,667 priority patent/US20220312770A1/en
Publication of WO2019149260A1 publication Critical patent/WO2019149260A1/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
    • C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
    • C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D237/14—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/10—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings

Definitions

  • the invention belongs to the technical field of pesticides, and in particular relates to a pyridazinol compound and a derivative thereof, a preparation method, a herbicidal composition and application.
  • Patent CN106316962A discloses a protoporphyrinogen oxidase inhibitor herbicide 3-arylpyrazinone compound, the structural formula of which is It has a controlling effect on agricultural broad-leaved weeds, farm grass weeds and sedge weeds; and azine-based herbicides such as valerian Pyridazinol Etc. is a photosystem II inhibitor herbicide that inhibits the progress of photosynthesis by blocking electron transfer and transfer of light energy.
  • the present invention provides a pyridazinol compound and a derivative thereof, a preparation method, a herbicidal composition and application, and the herbicidal activity of the compound, the derivative thereof and the composition are very High and safe for crops.
  • A represents an unsubstituted or substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl group and an unsubstituted or substituted aryl, heteroaryl or heteroheterocyclyl;
  • substituted aryl, heteroaryl or heteroheterocyclyl refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide, or Halogen-free alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, unsubstituted or substituted aryl, arylalkyl, heteroaryl, heteroarylalkyl, Aliphatic or heteroheterocyclylalkyl, RO-(CH 2 ) n -,RO-(CH 2 ) p -O-(CH 2 ) q -,RO-(CH 2 ) p -S-(CH 2 ) q -,RS-(CH 2 ) n -,RS-(CH 2 ) p -O-(CH 2 ) q -,RS-(CH 2 ) p -S-(CH 2 ) q -
  • n n
  • q represent an integer between 0 and 8, respectively
  • p represents an integer between 1 and 8;
  • R represents hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl with or without halogen, and unsubstituted or substituted aryl, arylalkyl, heteroaryl Heteroarylalkyl;
  • R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl with or without halogen.
  • heteroaryl refers to an aromatic group containing at least one (eg 1, 2, 3, 4) heteroatom selected from N, O and S, such as on the ring, such as 5-14 membered heteroaryl, 5-10 membered heteroaryl, 5-9 membered heteroaryl, 5-6 membered heteroaryl.
  • the ring member of the heteroaryl group includes an N atom, it also includes a heteroaryl group in which the N atom is substituted with a substituent.
  • the substituent is selected from the group consisting of hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2 ⁇ with or without fluorine, chlorine, bromine.
  • A represents an unsubstituted or substituted C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C 2 ⁇ 8 alkynyl group, C 3 ⁇ 8 cycloalkyl, C 3 ⁇ 8 cycloalkenyl group, C 3 ⁇ 8 cycloalkyl a C 1-8 alkyl group and an unsubstituted or substituted 5-14 member aryl, heteroaryl or heteroheterocyclic group;
  • substituted C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C 2 ⁇ 8 alkynyl group, C 3 ⁇ 8 cycloalkyl, C 3 ⁇ 8 cycloalkenyl group, C 3 ⁇ 8 cycloalkyl C 1-8 alkyl means substituted by one or more selected from the group consisting of halogen, cyano, nitro, azide, unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxyl, carboxyl, mercapto, amino and C with or without halogen-containing alkyl group having 1 to 8,. 3 ⁇ C 8 cycloalkyl group,.
  • substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide. group, with or without a halogen-C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C 2 ⁇ 8 alkynyl group, C 3 ⁇ 8 cycloalkyl, C 3 ⁇ 8 cycloalkenyl group, C 3 ⁇ 8 cycloalkyl Alkyl C 1-8 alkyl, unsubstituted or 1 to 5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, decyl, amino and C 1-8 alkyl with or without halogen, C 3-8 cycloalkyl, C 3-8 cycloalkenyl group, C 3 ⁇ 8 cycloalkyl C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C
  • n n
  • q represent an integer between 0 and 6, respectively
  • p represents an integer between 1 and 6;
  • R represents hydrogen, or halogen-containing C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C 2 ⁇ 8 alkynyl group, C 3 ⁇ 8 cycloalkyl, C 3 ⁇ 8 cycloalkenyl group, C 3 ⁇ 8 -cycloalkyl C 1-10 alkyl, and unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, decyl, amino, and C 1-8 alkane with or without halogen group, C 3 ⁇ 8 cycloalkyl, C 3 ⁇ 8 cycloalkenyl group, C 3 ⁇ 8 cycloalkyl C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C 2 ⁇ 8 alkynyl group, C 1 ⁇ 8 a group in an alkoxy group, a C 1-8 alkylcarbonyl group, a C 1-8 alkoxycarbonyl group, a C 1-8
  • R 1, R 2, R 3 each independently represent hydrogen, nitro, hydroxy, amino, a halogen containing or not containing C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C 2 ⁇ 8 alkynyl, C 3 3-8 cycloalkyl group, C 3 ⁇ 8 cycloalkenyl group, C 3 ⁇ 8 cycloalkyl C 1 ⁇ 8 alkyl, C 1 ⁇ 8 alkoxy, C 2 ⁇ 8 alkenyloxy, C 2 ⁇ 8 alkynyl alkoxy group, C 3 ⁇ 8 cycloalkyl group, C 1 ⁇ 8 alkoxy-C 1 ⁇ 8 alkyl, C 1 ⁇ 8 alkoxycarbonyl, C 1 ⁇ 8 alkylcarbonyl, C 1 ⁇ 8-alkyl , C 1-8 alkylthiocarbonyl, C 1-8 alkylsulfonyl, C 1-8 alkylsulfonyl C 1-8 alkyl, C 1
  • the derivative means an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I.
  • X represents a halogenated C 1-6 alkyl group
  • A represents an unsubstituted or substituted C 1-6 alkyl group, a C 2-6 alkenyl group, a C 2-6 alkynyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, a C 3-6 cycloalkane. a C 1-6 alkyl group and an unsubstituted or substituted 5 to 14 membered aryl, heteroaryl or heteroheterocyclic group;
  • substituted C 1-6 alkyl group, C 2-6 alkenyl group, C 2-6 alkynyl group, C 3-6 cycloalkyl group, C 3-6 cycloalkenyl group, C 3-6 cycloalkyl group C. 1 to 6 alkyl means substituted by one or more selected from the group consisting of halogen, cyano, nitro, azide, unsubstituted or 1-3 independently selected from halogen, cyano, nitro, hydroxyl, carboxyl, mercapto, amino and halogen, with or without C 1-6 alkyl, C 1-6 cycloalkyl. 3,. 3 ⁇ C 6 cycloalkenyl group, C 1-6 cycloalkyl.
  • substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide. group, with or without a halogen-C 1 ⁇ 6 alkyl group, C 2 ⁇ 6 alkenyl group, C 2 ⁇ 6 alkynyl group, C 3 ⁇ 6 cycloalkyl, C 3 ⁇ 6 cycloalkenyl group, C 3 ⁇ 6 cycloalkyl Alkyl C 1-6 alkyl, unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, decyl, amino and C 1-6 alkyl with or without halogen, C 3-6 cycloalkyl, C 3-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl,
  • n n
  • q represent an integer between 0 and 4, respectively
  • p represents an integer between 1 and 4;
  • R represents hydrogen, or halogen-containing C 1 ⁇ 6 alkyl group, C 2 ⁇ 6 alkenyl group, C 2 ⁇ 6 alkynyl group, C 3 ⁇ 6 cycloalkyl, C 3 ⁇ 6 cycloalkenyl group, C 3 ⁇ 6 cycloalkyl C 1-6 alkyl, and unsubstituted or 1-3 independently selected from halogen, cyano, nitro, hydroxy, carboxy, thiol, amino and C 1-6 alkane with or without halogen a group, C 3-6 cycloalkyl, C 3-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 a group in an alkoxy group, a C 1-6 alkylcarbonyl group, a C 1-6 alkoxycarbonyl group, a C 1-6 alkylsulfonyl group, a C 1-6
  • R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3 with or without halogen.
  • the aryl group is selected from
  • the heteroaryl group is selected from:
  • R' represents hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl with or without fluorine, chlorine, bromine C 3-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 1-6 alkoxy, C 2-6 alkenyloxy, C 2-6 alkynyloxy, C 3 to 6 cycloalkyloxy group, C 1-6 alkoxy C 1-6 alkyl group, C 1-6 alkoxycarbonyl group, C 1-6 alkylthiocarbonyl group, C 1-6 alkylsulfonyl group, C 1 to 6 alkylsulfonyl C 1-6 alkyl, C 1-6 alkylcarbonyl, C 1-6 alkylcarbonyl C 1-6 alkyl, C 1-6 alkyl acyloxy, C 1 ⁇ 6 alkylamino group, C 1-6 alkylaminocarbony
  • alkyl group C 2 ⁇ 6 alkenyl group, C 2 ⁇ 6 alkynyl group, C 1 6 alkoxy, C 1 ⁇ 6 alkylcarbonyl group, C 1 ⁇ 6 alkoxycarbonyl, C 1 ⁇ 6 alkylsulfonyl, C 1 ⁇ 6 alkylamino or C 1 ⁇ 6 alkyl acyloxy
  • aryl aryl C 1-6 alkyl, aryloxy, aryl C 1-6 alkyloxy, aryloxy C 1-6 alkyl, arylcarbonyl, aryl Sulfonyl, heteroaryl, heteroaryl C 1-6 alkyl, heteroaryloxy, heteroaryl C 1-6 alkyloxy, heteroaryloxy C 1-6 alkyl, heteroaryl Carbonyl group, heteroarylsulfonyl group, aliphatic heterocyclic group, aliphatic heterocyclic group C 1-6 alkyl group, aliphatic heterocyclic oxy, alipha
  • the aliphatic heterocyclic group is selected from
  • the derivative refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including esters, oximes, hydroxylamines and ether derivatives thereof.
  • X represents a halogenated C 1-6 alkyl group
  • A represents an unsubstituted or substituted C 1-6 alkyl group, a C 2-6 alkenyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, and an unsubstituted or substituted 5 to 14 membered aryl group, a heteroaryl or an aliphatic heterocyclic group;
  • substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide. group, with or without a halogen-C 1 ⁇ 6 alkyl group, C 2 ⁇ 6 alkenyl group, C 2 ⁇ 6 alkynyl group, C 3 ⁇ 6 cycloalkyl, C 3 ⁇ 6 cycloalkyl C 1 ⁇ 6 alkyl group , unsubstituted or 1 to 5 independently selected from the group consisting of halogen, cyano, nitro, hydroxy, carboxy, decyl, amino, and C 1-6 alkyl, C 3 -6 cycloalkyl, C with or without halogen 3- to 6 -cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy, C 1-6 alkylcarbon
  • n n
  • q represent an integer between 0 and 4, respectively
  • p represents an integer between 1 and 4;
  • R represents hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl or C 3-6 cycloalkyl C 1-6 with or without halogen.
  • R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3 with or without halogen.
  • the aryl group is selected from
  • the heteroaryl group is selected from:
  • R' represents hydrogen, C 1-6 alkyl with or without fluorine, chlorine or bromine, C 1-6 alkoxy C 1-6 alkyl, C 1-6 alkoxycarbonyl, C 1-6 alkane a carbonyl group, an aliphatic heterocyclic group, a phenyl group or a benzyl group;
  • the aliphatic heterocyclic group is selected from
  • the derivative refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including esters, oximes, hydroxylamines and ether derivatives thereof.
  • X represents a halogenated C 1-4 alkyl group
  • A represents an unsubstituted or substituted C 1-4 alkyl group, a C 2 4 alkenyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, and an unsubstituted or substituted 5 to 14 membered aryl group, a heteroaryl or an aliphatic heterocyclic group;
  • the "5- to 14-membered substituted aryl, heteroaryl or heteroheterocyclyl” refers to being substituted with one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, and cyano. , nitro, azide group, C 1-4 alkyl group, C 2 4 alkenyl group, C 2 4 alkynyl group, C 3-6 cycloalkyl group, C 3 ⁇ with or without fluorine, chlorine or bromine.
  • n n
  • q represent an integer between 0, 1, 2 or 3, respectively
  • p represents an integer between 1, 2 or 3;
  • R represents hydrogen, C 1-4 alkyl, C 2 to 4 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl or C 3-6 cycloalkyl C 1-4 with or without halogen.
  • R 1 , R 2 and R 3 each independently represent hydrogen, C 1-4 alkyl, C 2 to 4 alkenyl, C 2 to 4 alkynyl, C 3 to 6 ring with or without fluorine, chlorine or bromine.
  • the aryl group is selected from
  • the heteroaryl group is selected from:
  • R' represents hydrogen, C 1-4 alkyl with or without fluorine, chlorine or bromine, C 1-4 alkoxy C 1-4 alkyl, C 1-4 alkoxycarbonyl, C 1-4 alkane Carbonyl group, Phenyl or benzyl;
  • the aliphatic heterocyclic group is selected from
  • the derivative refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including esters, oximes, hydroxylamines and ether derivatives thereof.
  • X represents CH 2 F, CHF 2 , CF 3 , CF 2 CF 3 ;
  • A represents methyl, ethyl, And an unsubstituted or substituted 5 to 14 membered aryl, heteroaryl or aliphatic heterocyclic group;
  • substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl refers to being substituted with one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, and cyano.
  • nitro, azide group C 1-4 alkyl group having or not containing fluorine, chlorine or bromine, C 2 to 4 alkenyl group, C 2 to 4 alkynyl group, C 3 to 6 cycloalkyl group, C 3 ⁇ 6 cycloalkyl C 1-2 alkyl, unsubstituted or 1-3 selected independently from fluorine, chlorine, bromine, cyano, hydroxy, and C 1-4 alkyl with or without fluorine, chlorine, bromine, C 1 ⁇ 4 alkoxy, C 1 ⁇ 4 alkoxycarbonyl, C 1 ⁇ 4 alkylsulfonyl or C 1 ⁇ 4 alkylamino group substituted with a phenyl, pyrrolyl, furanyl, imidazole Base, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl, thiadiazolyl, triazolyl, pyridyl,
  • R represents hydrogen, C 1-4 alkyl with or without fluorine, chlorine or bromine, C 2 to 4 alkenyl, C 2 to 4 alkynyl, C 3 to 6 cycloalkyl, C 3 to 6 cycloalkyl a C 1-2 alkyl group, and a phenyl group, a benzyl group or a thienyl group which is unsubstituted or substituted by 1 to 3 groups independently selected from fluorine, chlorine or bromine;
  • R 1 , R 2 and R 3 each independently represent hydrogen, a C 1-4 alkyl group having or not containing fluorine, chlorine or bromine, a C 2 to 4 alkenyl group, a C 2 to 4 alkynyl group, and a C 3 to 6 ring.
  • the 5- to 14-membered aryl group is selected from
  • the heteroaryl group is selected from:
  • R' represents hydrogen, C 1-4 alkyl with or without fluorine, chlorine or bromine, C 1-4 alkoxy C 1-2 alkyl, C 1-4 alkoxycarbonyl, C 1-4 alkane Carbonyl group, Phenyl or benzyl;
  • the aliphatic heterocyclic group is selected from
  • the derivative refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including esters, oximes, hydroxylamines and ether derivatives thereof.
  • A represents an unsubstituted or substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl group and an unsubstituted or substituted aryl or heteroaryl group;
  • substituted aryl, heteroaryl refers to a group substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide, alkane with or without a halogen.
  • n, q represent an integer between 0 and 8, respectively, and p represents an integer between 1 and 8, wherein each of m, n, q, and p in the above group is independently taken, and The values are such that the substituents are different from each other;
  • R represents hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl with or without halogen, and unsubstituted or substituted aryl, arylalkyl, heteroaryl Heteroarylalkyl;
  • R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl with or without halogen.
  • A represents an unsubstituted or substituted C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C 2 ⁇ 8 alkynyl group, C 3 ⁇ 8 cycloalkyl, C 5 ⁇ 8 cycloalkenyl group, C 3 ⁇ 8 cycloalkyl a C 1-8 alkyl group and an unsubstituted or substituted 5 to 14 membered aryl or heteroaryl group;
  • substituted C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C 2 ⁇ 8 alkynyl group, C 3 ⁇ 8 cycloalkyl, C 5 ⁇ 8 cycloalkenyl group, C 3 ⁇ 8 cycloalkyl C 1-8 alkyl means substituted by one or more selected from the group consisting of halogen, cyano, nitro, azide, unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxyl, carboxyl, mercapto, amino and C with or without halogen-containing alkyl group having 1 to 8,. 3 ⁇ C 8 cycloalkyl, C.
  • substituted 5- to 14-membered aryl, heteroaryl refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide, with or without halogen-containing C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C 2 ⁇ 8 alkynyl group, C 3 ⁇ 8 cycloalkyl, C 5 ⁇ 8 cycloalkenyl group, C 3 ⁇ 8 cycloalkyl C 1 ⁇ 8 alkyl, unsubstituted or substituted with 1 to 5 substituents independently selected from halogen, cyano, nitro, hydroxyl, carboxyl, mercapto, amino and C with or without halogen 1-8 alkyl, C 1-8 cycloalkyl.
  • n, q represent an integer between 0 and 6, respectively, and p represents an integer between 1 and 6, wherein each of m, n, q, and p in the above group is independently taken, and The values are such that the substituents are different from each other;
  • R represents hydrogen, or halogen-containing C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C 2 ⁇ 8 alkynyl group, C 3 ⁇ 8 cycloalkyl, C 5 ⁇ 8 cycloalkenyl group, C 3 ⁇ 8 -cycloalkyl C 1-10 alkyl, and unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, decyl, amino, and C 1-8 alkane with or without halogen group, C 3 ⁇ 8 cycloalkyl, C 5 ⁇ 8 cycloalkenyl group, C 3 ⁇ 8 cycloalkyl C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C 2 ⁇ 8 alkynyl group, C 1 ⁇ 8 a group in an alkoxy group, a C 1-8 alkylcarbonyl group, a C 1-8 alkoxycarbonyl group, a C 1-8
  • R 1, R 2, R 3 each independently represent hydrogen, nitro, hydroxy, amino, a halogen containing or not containing C 1 ⁇ 8 alkyl, C 2 ⁇ 8 alkenyl group, C 2 ⁇ 8 alkynyl, C 3 ⁇ 8 cycloalkyl, C 5 ⁇ 8 cycloalkenyl group, C 3 ⁇ 8 cycloalkyl C 1 ⁇ 8 alkyl, C 1 ⁇ 8 alkoxy, C 2 ⁇ 8 alkenyloxy, C 2 ⁇ 8 alkynyl alkoxy group, C 3 ⁇ 8 cycloalkyl group, C 1 ⁇ 8 alkoxy-C 1 ⁇ 8 alkyl, C 1 ⁇ 8 alkoxycarbonyl, C 1 ⁇ 8 alkylcarbonyl, C 1 ⁇ 8-alkyl , C 1-8 alkylthiocarbonyl, C 1-8 alkylsulfonyl, C 1-8 alkylsulfonyl C 1-8 alkyl, C 1
  • X represents a halogenated C 1-6 alkyl group
  • A represents an unsubstituted or substituted C 1-6 alkyl group, a C 2-6 alkenyl group, a C 2-6 alkynyl group, a C 3-6 cycloalkyl group, a C 5-6 cycloalkenyl group, a C 3-6 cycloalkane. a C 1 to 6 alkyl group and an unsubstituted or substituted 5 to 14 membered aryl or heteroaryl group;
  • substituted C 1-6 alkyl group, C 2-6 alkenyl group, C 2-6 alkynyl group, C 3-6 cycloalkyl group, C 5-6 cycloalkenyl group, C 3-6 cycloalkyl group C. 1 to 6 alkyl means substituted with one or more selected from the group consisting of fluorine, chlorine, bromine, cyano, nitro, azide, unsubstituted or 1 to 3 independent It is selected from the group consisting of fluorine, chlorine, bromine, cyano, nitro, hydroxy, carboxyl, thiol, amino and C 1-6 alkyl, C 3-6 cycloalkyl, C 5 ⁇ with or without fluorine, chlorine and bromine.
  • substituted 5- to 14-membered aryl, heteroaryl refers to being substituted with one or more selected from the group consisting of fluorine, chlorine, bromine, cyano, nitro, azide. containing or not containing fluorine, chlorine, bromine C 1 ⁇ 6 alkyl group, C 2 ⁇ 6 alkenyl group, C 2 ⁇ 6 alkynyl group, C 3 ⁇ 6 cycloalkyl, C 5 ⁇ 6 cycloalkenyl, C 3 ⁇ 6 cycloalkyl C 1-6 alkyl, unsubstituted or 1-3 independently selected from fluoro, chloro, bromo, cyano, nitro, hydroxy, carboxy, decyl, amino and with or without fluorine, chlorine C 1-6 alkyl group of bromine, C 3-6 cycloalkyl group, C 5-6 cycloalkenyl group, C 3-6 cycloalkyl C 1-6 alkyl group, C 2-6 alken
  • n, q represent an integer between 0 and 4, respectively, and p represents an integer between 1 and 4; wherein each of m, n, q, and p in the above group is independently taken, and The values are such that the substituents are different from each other;
  • R represents hydrogen, or halogen-containing C 1 ⁇ 6 alkyl group, C 2 ⁇ 6 alkenyl group, C 2 ⁇ 6 alkynyl group, C 3 ⁇ 6 cycloalkyl, C 5 ⁇ 6 cycloalkenyl group, C 3 ⁇ 6 cycloalkyl C 1-6 alkyl, and unsubstituted or 1-3 independently selected from halogen, cyano, nitro, hydroxy, carboxy, thiol, amino and C 1-6 alkane with or without halogen a group, C 3-6 cycloalkyl, C 5-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 a group in an alkoxy group, a C 1-6 alkylcarbonyl group, a C 1-6 alkoxycarbonyl group, a C 1-6 alkylsulfonyl group, a C 1-6
  • R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkyne with or without fluorine, chlorine or bromine. a group, a C 3-6 cycloalkyl group, a C 5-6 cycloalkenyl group, a C 3-6 cycloalkyl C 1-6 alkyl group, a C 1-6 alkoxy group, a C 2-6 alkenyloxy group, C 2-6 alkynyloxy group, C 3-6 cycloalkyloxy group, C 1-6 alkoxy C 1-6 alkyl group, C 1-6 alkoxycarbonyl group, C 1-6 alkylthiocarbonyl group, C 1-6 alkylsulfonyl, C 1-6 alkylsulfonyl C 1-6 alkyl, C 1-6 alkylcarbonyl, C 1-6 alkylcarbonyl C 1-6 alkyl, C 1-6 Alkyl
  • the aryl group is Heteroaryl is selected from R' represents hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl with or without fluorine, chlorine, bromine C 5-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 1-6 alkoxy, C 2-6 alkenyloxy, C 2-6 alkynyloxy, C 3 to 6 cycloalkyloxy group, C 1-6 alkoxy C 1-6 alkyl group, C 1-6 alkoxycarbonyl group, C 1-6 alkylthiocarbonyl group, C 1-6 alkylsulfonyl group, C 1 to 6 alkylsulfonyl C 1-6 alkyl, C 1-6 alkylcarbonyl, C 1-6 alkylcarbonyl C 1-6 alkyl, C 1-6 alkyl acyloxy, C 1 ⁇ 6 alkyla
  • alkyl group C 2 ⁇ 6 alkenyl group, C 2 ⁇ 6 alkynyl group, C 1 6 alkoxy, C 1 ⁇ 6 alkylcarbonyl group, C 1 ⁇ 6 alkoxycarbonyl, C 1 ⁇ 6 alkylsulfonyl, C 1 ⁇ 6 alkylamino or C 1 ⁇ 6 alkyl acyloxy
  • group Aryl aryl C 1-6 alkyl, aryloxy, aryl C 1-6 alkyloxy, aryloxy C 1-6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl , heteroaryl C 1-6 alkyl, heteroaryloxy, heteroaryl C 1-6 alkyloxy, heteroaryloxy C 1-6 alkyl, heteroarylcarbonyl, heteroaryl Sulfonyl.
  • X represents CH 2 F, CHF 2 , CF 3 , CF 2 CF 3 ;
  • A represents Unsubstituted or substituted methyl, ethyl, vinyl, propenyl, And unsubstituted or substituted
  • n n
  • q 0, 1 or 2
  • p 1 or 2
  • R represents hydrogen, C 1-6 alkyl with or without fluorine, chlorine, bromine, C 3-6 cycloalkyl, and unsubstituted or 1-3 independently selected from fluorine, chlorine, bromine, cyano, nitro, amino and C with or without a fluorine, chlorine, bromine, alkyl of 1 to 6,. 3 ⁇ C 6 cycloalkyl, C 1-6 alkoxy, C 1-6 alkylcarbonyl, C 1-6 a phenyl group or a benzyl group substituted with a group of an alkoxycarbonyl group, a C 1-6 alkylsulfonyl group, a C 1-6 alkylamino group or a C 1-6 alkyl acyloxy group;
  • R 1 , R 2 and R 3 each independently represent hydrogen, and C 1 to 6 alkyl groups, C 3 to 6 cycloalkyl groups, C 1 to 6 alkoxy groups and C 1 to contain fluorine, chlorine or bromine.
  • R' represents hydrogen, C 1-6 alkyl.
  • Derivatives of the invention refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including derivatives such as esters, hydrazines, hydroxylamines and ethers.
  • the salt derivative is a salt used in a usual agricultural chemical, for example, an alkali metal salt, an alkaline earth metal salt or an amine salt, or, when a basic portion is present in the molecule, for example, a sulfate or a hydrochloric acid can be prepared. Salts of salts, nitrates, phosphates, and the like. When these salts are used as herbicides for agriculture and horticulture, they are also included in the present invention.
  • the "alkali metal salt” may, for example, be a sodium salt, a potassium salt or a lithium salt, preferably a sodium salt or a potassium salt.
  • the "alkaline earth metal salt” may be, for example, a calcium salt or a magnesium salt, preferably a calcium salt.
  • the "amine salt” may, for example, be an alkyl secondary amine salt, an alkyl tertiary amine salt or an alkyl quaternary ammonium salt; an alkanol primary amine salt, an alkyl alcohol secondary amine salt, an alkyl alcohol tertiary amine salt or an alkanol.
  • a quaternary ammonium salt an alkylalkanol primary amine salt, an alkylalkanol secondary amine salt, an alkylalkanol tertiary amine salt or an alkylalkanol tertiary amine salt; or an alkoxyalkanol primary amine salt, an alkoxyalkylene salt a secondary alcohol salt, an alkoxyalkanol tertiary amine salt or an alkoxyalkanol quaternary ammonium salt, preferably wherein the alkyl group, the alkanol and the alkoxy group are independently saturated and independently contain C1-C4 More preferably, it is a monoethanolamine salt, a dimethylethanolamine salt, a triethanolamine salt, a dimethylamine salt, a triethylamine salt, an isopropylamine salt, a choline salt or a diglycolamine salt.
  • Solvates of the compounds of the invention are also included in the invention.
  • the compound of the present invention also contains a compound having an asymmetric carbon atom.
  • the present invention also encompasses a mixture of an optically active body and a plurality of optically active substances in an arbitrary ratio.
  • the ester derivative refers to a compound formed by bonding an acyl group to an oxygen atom of a hydroxyl group at the 4-position of the pyridazine ring, that is, the M group in the formula I-1 is an acyl group, including a carbonyl group, a thiocarbonyl group, Sulfoxide group, sulfonyl group, phosphoryl group, thiophosphoryl group, etc., the remaining groups are as defined above in Formula I.
  • the M group in the formula I-1 may be a methyl(thio)acyl group or a C1-C18 alkane(thio)carbonyl group which may be substituted by a substituent
  • the substituent is a halogen atom, an amino group, a C3 to C8 cycloalkyl group) , C1-C8 alkoxy group, C1-C8 alkylthio group, C1-C8 alkoxycarbonyl group, C1-C8 alkylcarbonyloxy group, C1-C8 alkylcarbonyl group, C2-C8 alkenyloxy group which may be substituted by a substituent Carbonyl group
  • the substituent is a benzoyl group substituted from a C3 to C8 cycloalkyl group, a cyano group, and a substituent which is a halogen atom, a C1 to C8 alkyl group, a C1 to C8 halogenated alkyl group, and
  • the substituent is a benzoyl group which is substituted with an oxo group and may be substituted with a substituent (the substituent is a halogen atom, a C1-C8 alkyl group).
  • 1 to 3 selected from the group consisting of a C1 to C8 haloalkyl group, a C1 to C8 alkoxycarbonyl group, a nitro group, and the same or different 1 to 3 substituents selected from the C1 to C8 alkylsulfonyl groups.
  • 2 substitutions a 5- or 6-membered heterocyclic oxycarbonyl group which may be substituted by a substituent.
  • the ring of the heterocyclic ring contains one nitrogen atom, an oxygen atom or a sulfur atom, and may further contain 1 to 2 nitrogen atoms.
  • the substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group.
  • the substituent is a benzoyl group which may be substituted with a C3 to C8 cycloalkyl group, a cyano group and a substituent.
  • the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group
  • the substituent is a benzoyl group which is substituted from the oxo group and may be substituted with a substituent
  • the substituent is the same or different one to three selected from a halogen atom, a C1-C8 alkyl group, a C1-
  • the same or different 1 to 3 substituents) a phenoxy group, a 5- or 6-membered heterocyclic oxycarbonyl group which may be substituted by a substituent ⁇
  • the ring of the heterocyclic ring contains 1 nitrogen atom, oxygen atom or sulfur
  • the atom may further contain 1 to 2 nitrogen atoms.
  • the substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group.
  • substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group)
  • substituents which are the same or different selected from the group ⁇ and a 5- or 6-membered heterocyclic oxysulfonyl group which may be substituted by a substituent One or three substituents which are the same or different selected from the group ⁇ and a 5- or 6-membered heterocyclic oxysulfonyl group which may be substituted by a substituent.
  • the ring of the heterocyclic ring contains one nitrogen atom, oxygen atom or sulfur atom. It can also contain 1 to 2 nitrogen atoms.
  • the substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group.
  • the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group)
  • the same or different 1 to 3 substituents selected from the same or different 1 to 3 substituents ⁇ , a halogen-substituted fluorenyl group, and 3 to 8 membered impurities which may be substituted by a substituent Ring (thio)carbonyl ⁇
  • the ring of the heterocyclic ring contains one nitrogen atom, an oxygen atom or a sulfur atom,
  • the substituent is a C1-C8 alkyl group which may be substituted by a halogen atom, which may be one or more substituents selected from the halogen atom and the phenyl group, and C1 to C8.
  • a tricyclic heterocyclic (thio)carbonyl group (the ring of the heterocyclic ring contains one nitrogen atom, an oxygen atom or a sulfur atom, and may further contain 1 to 2 nitrogen atoms or oxygen atoms.
  • the substituent is a halogen atom.
  • the substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group.
  • substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group)
  • substituents selected in the group ⁇ a amino(thio)acyl group which may be substituted by a substituent.
  • the substituent is a benzoyl group which is substituted with an oxo group and may be substituted with a substituent (the substituent is a halogen atom, C1 to The same or different ones selected from the group consisting of C8 alkyl group, C1-C8 haloalkyl group, C1-C8 alkoxycarbonyl group, nitro group and the same or different 1-3 substituents selected from C1-C8 alkylsulfonyl groups) 1 to 2 substituents ⁇ and a 5- or 6-membered heterocyclic oxysulfonyl group which may be substituted by a substituent.
  • the ring of the heterocyclic ring contains one nitrogen atom, an oxygen atom or a sulfur atom, and may further contain 1 to 2 nitrogen atoms.
  • the substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group.
  • the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group)
  • the substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group.
  • the M group may be a C1-C10 alkane (thio)carbonyl group which may be substituted by a substituent ⁇ the substituent is from fluorine, chlorine, bromine, C3 to C6 cycloalkyl, C1 -C6 alkoxy group, C1-C6 alkylthio group, C1-C6 alkoxycarbonyl group, C1-C6 alkylcarbonyl group, C1-C6 alkylcarbonyloxy group, phenyl group which may be substituted by a substituent, phenylthio group, phenoxy group One selected from the group consisting of a benzyloxy group (the substituent is the same or different one to three substituents selected from fluorine, chlorine, bromine, C1-C6 alkyl group, and C1-C6 alkoxy group) Or a plurality of the same or different substituents ⁇ , a C3-C6 cycloalkane(thio)carbony
  • a substituent a 3-8 membered heterocyclic (thio)carbonyl group which may be substituted by a substituent ⁇ the heterocyclic ring is
  • the substituent is a C1-C6 alkyl group which may be substituted by fluorine, chlorine, bromine or a substituent which is one or more identical or different substituents selected from fluorine, chlorine, bromine and phenyl.
  • a C1-C6 alkylcarbonyl group, a C1-C6 alkoxycarbonyl group, a phenyl group which may be substituted by a substituent (the substituent is the same or different one to three substituents selected from fluorine, chlorine, and bromine) , nitro, hydroxy, C1-C6 alkoxy, phenoxy, C1-C6 alkylthio, C2-C6 alkenylthio, and the same or different 1-3 substituents selected from the phenylthio group a 5- to 14-membered condensed bicyclic or tricyclic heterocyclic (thio)carbonyl group which may be substituted by a substituent (the heterocyclic ring is The substituent is the same or different 1 to 3 substituents selected from fluorine, chlorine, bromine and C1 to C6 alkyl groups, and a C1 to C10 alkoxy (thio)carbonyl group or C1 which may be substituted by a substituent.
  • ⁇ C10 alkylthio(thio)carbonyl (the substituent is one or more identical or different substituents selected from fluorine, chlorine, bromine, C1-C6 alkoxy and phenyl), C3 to C6 Cycloalkyloxy(thio)carbonyl, C3-C6 cycloalkylthio(thio)carbonyl, phenoxy(thio)carbonyl optionally substituted with substituent, phenylthio(thio)carbonyl, benzene C1-C6 alkane Alkoxy (thio)carbonyl or benzene C1-C6 alkylthio(thio)carbonyl (the substituent is from fluorine, chlorine, bromine, C1-C6 alkyl, cyano, C1-C6 alkylcarbonyl, C1-C6 Alkoxycarbonyl, nitro and the same or different 1 to 3 substituents selected from C1 to C6 alkoxy groups), a amino(thio
  • M represents an unsubstituted or substituted group selected from substituted methyl (thio) acyl, or C 1 ⁇ 18 alkyl (thio) carbonyl group: halogen, amino, C 3 ⁇ 8 cycloalkyl , C 1-8 alkoxycarbonyl, C 1-8 alkylcarbonyloxy, C 1-8 alkylcarbonyl, hydroxymethylphosphinyl, phenyl substituted unsubstituted or substituted by halogen or C 1-8 alkoxy , phenylthio, phenoxy or benzyloxy; phenyl unsubstituted or substituted with C 1 ⁇ 18 alkoxy (thio) carbonyl, or C 1 ⁇ 18 alkoxy group (thio) carbonyl group; C 3 ⁇ 8 ring alkylthio (thio) carbonyl group; phenyl C 1 ⁇ 8 alkylthio (thio) carbonyl group; substituents of C 2
  • the anthracene derivative refers to a thiol group-containing compound which is derivatized on the oxygen atom of the hydroxyl group at the 4-position of the pyridazine ring of the formula I.
  • the thiol group is selected from Wherein R 11 and R 22 each independently represent hydrogen, a C1 to C18 alkyl group which may be substituted with a substituent or a C2 to C18 alkenyl group (the substituent is a halogen atom, a C1 to C8 alkoxy group, a C1 to C8 alkane).
  • a thiol group one or more of the same or different substituents selected from a C1 to C8 alkylamino group, a phenyl group, a phenyl group or a 5-6 membered heterocyclic group which may be substituted with a substituent (the substitution)
  • the group is a halogen atom, a C1-C8 alkyl group, a C2-C8 alkenyl group, a C2-C8 alkynyl group, a C3-C8 cycloalkyl group, a C1-C8 haloalkyl group, a C1-C8 alkylcarbonyl group, a C1-C8 alkoxy group,
  • R 11 and R 22 each independently represent hydrogen, a C 1 -C 10 alkyl group or a C 2 -C 10 alkenyl group which may be substituted by a substituent (the substituent is from fluorine, chlorine, bromine, C1 to a C6 alkoxy group, a C1 to C6 alkylthio group, a one or more identical or different substituents selected from a C1 to C6 alkylamino group, a phenyl group which may be substituted by a substituent, a phenyl group or a 5- 6-membered aromatic heterocyclic group (the aromatic heterocyclic group is The substituent is from fluorine, chlorine, bromine, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, C1-C6 alkylcarbonyl, C1-C6 alkoxy, C1-C6 alkoxycarbonyl.
  • R 11 , R 22 forms a 5, 6 membered saturated carbocyclic ring or a 5 or 6 membered heterocyclic ring (containing at least one hetero atom such as oxygen, sulfur, nitrogen, etc.).
  • R 11 and R 22 are each independently selected from hydrogen, unsubstituted or substituted by a C 1-18 alkyl group selected from the group consisting of C 1-8 alkoxy and C 1 ⁇ 8 alkylthio, and phenyl or 5-6 membered aromatic heterocyclic group which is unsubstituted or substituted by halogenated C 1-10 alkyl group, or R 11 and R 12 form a 5-6 membered saturated carbocyclic or heterocyclic ring. .
  • the hydroxylamine derivative refers to a hydroxylamine group-containing compound which is formed by bonding an oxygen atom of a hydroxyl group at the 4-position of the pyridazine ring of the formula I.
  • the hydroxylamine group is selected from Wherein R 11 ' and R 22 ' each independently represent hydrogen, a C1 to C18 alkyl group which may be substituted with a substituent or a C2 to C18 alkenyl group (the substituent is a halogen atom, a C1 to C8 alkoxy group, or a C1 ⁇ ).
  • a C8 alkylthio group one or more identical or different substituents selected from a C1 to C8 alkylamino group, a phenyl group which may be substituted with a substituent (the substituent is a halogen atom, a C1-C8 alkyl group) , C2—C8 alkenyl, C2-C8 alkynyl, C3-C8 cycloalkyl, C1-C8 haloalkyl, C1-C8 alkylcarbonyl, C1-C8 alkoxy, C1-C8 alkoxycarbonyl, C1-C8
  • substituents selected from the group consisting of an alkylamino group, a hydroxyl group, a carboxyl group, a decyl group, an amino group, a cyano group, a nitro group and a C1-C8 alkylsulfonyl group, and a C1-C18 alkoxycarbon
  • the substituent is a benzoyl group substituted with an oxo group and a substituent which may be substituted by a halogen atom, a C1-C8 alkyl group, and a C1 group.
  • a nitrogen atom, an oxygen atom or a sulfur atom which may additionally contain further 1 or 2 nitrogen atoms.
  • the substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group.
  • substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group)
  • substituents which are the same or different selected from the group ⁇ and a 5- or 6-membered heterocyclic oxysulfonyl group which may be substituted by a substituent One or three substituents which are the same or different selected from the group ⁇ and a 5- or 6-membered heterocyclic oxysulfonyl group which may be substituted by a substituent.
  • the ring of the heterocyclic ring contains one nitrogen atom, oxygen atom or sulfur atom. It can also contain 1 to 2 nitrogen atoms.
  • the substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group.
  • the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group)
  • the same or different 1 to 3 substituents selected from the same or different 1 to 3 substituents ⁇ The same or different 1 to 3 substituents selected from the same or different 1 to 3 substituents ⁇ .
  • R 11 ', R 22 ' independently represent hydrogen, C1-C10 alkyl or C2-C10 alkenyl which may be substituted by a substituent (the substituent is from fluorine, chlorine, bromine One or more identical or different substituents selected), a C1-C10 alkoxycarbonyl group, a phenyl group or a benzoyl group which may be substituted by a substituent (the substituent is from fluorine, chlorine, bromine, C1 to C6) Alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, C1-C6 alkylcarbonyl, C1-C6 alkoxy, C1-C6 alkoxycarbonyl, C1 -C6 alkylamino group, hydroxyl group, carboxyl group, mercapto group, amino group, cyano group, nitro group and the same or
  • R 11 'and R 22 ' each independently represent a C 1-10 alkyl group.
  • the ether derivative refers to a compound which is bonded to an oxygen atom of a hydroxyl group at the 4-position of the pyridazine ring to form a group: a cyano group, a C1 to C18 alkyl group which may be substituted with a substituent or a C2 to C18 alkenyl group.
  • the substituent is a halogen atom, a C1-C8 alkoxy group, a C1-C8 alkylthio group, a C1-C8 alkylamino group, a di-C1-C8 alkylamino group, a C1-C8 alkoxycarbonyl group, a C1-C8 alkoxy group.
  • the same or different 1 to 2 substituents selected from the same or different 1 to 3 substituents selected from the sulfonyl group ⁇ , a hydroxyl group, a carboxyl group, a thiol group, an amino group, a phenyl group, a nitro group may be substituted a C1-C8 alkoxy group, a C1-C8 alkylamino group or a C1-C8 alkylthio group (the substituent is the same or different one to three substituents selected from a halogen atom and a phenyl group), a phenoxy group or a 5- or 6-membered heterocyclic oxycarbonyl group which may be substituted by a substituent.
  • the ring of the heterocyclic ring contains one nitrogen atom, an oxygen atom or a sulfur atom, and may further contain 1 to 2 Nitrogen atom.
  • the substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group.
  • substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group)
  • substituents which are the same or different selected from the group ⁇ and a 5- or 6-membered heterocyclic oxysulfonyl group which may be substituted by a substituent One or three substituents which are the same or different selected from the group ⁇ and a 5- or 6-membered heterocyclic oxysulfonyl group which may be substituted by a substituent.
  • the ring of the heterocyclic ring contains one nitrogen atom, oxygen atom or sulfur atom. It can also contain 1 to 2 nitrogen atoms.
  • the substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group.
  • the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group)
  • the same or different 1 to 3 substituents selected from the same or different 1 to 3 substituents ⁇ The same or different 1 to 3 substituents selected from the same or different 1 to 3 substituents ⁇ .
  • the ether derivative refers to a compound formed by bonding a group such as a C8-C18 alkyl group or a C8-C18 alkenyl group to an oxygen atom of a hydroxyl group at the 4-position of the pyridazine ring.
  • Substituted C1-C10 alkyl group or C2-C10 alkenyl group is from fluorine, chlorine, bromine, C1-C6 alkoxy group, C1-C6 alkylthio group, C1-C6 alkylamino group, C1-C6 Alkoxycarbonyl, C1-C6 alkoxycarbonyloxy, one or more identical or different substituents selected from C3 to C6 cycloalkoxycarbonyloxy ⁇ , phenyl, benzyl which may be substituted by a substituent Or a benzoyl C1-C6 alkyl group (the substituent is from fluorine, chlorine, bromine, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C6 halogenated alkane , C1-C6 alkylcarbonyl, C1-C6 alkoxy, C1-
  • C 1-18 alkyl which is unsubstituted or substituted with a substituent selected from C 1-8 alkoxycarbonyl and C 1-8 alkoxycarbonyloxy; unsubstituted or A phenyl group, a benzyl group or a benzoyl C 1-8 alkyl group substituted with a substituent selected from the group consisting of a halogen and a C 1-8 alkoxy group.
  • a method for preparing the pyridazine alcohol compound comprising the steps of:
  • L represents a halogen, preferably bromine, and the remaining groups are as defined above.
  • each of the above steps is carried out in the range of from 20 to 150 ° C, preferably from 50 to 130 ° C; in some preferred embodiments, the steps (1) and (b) are in the catalyst, base and The catalyst is carried out in the presence of a solvent of Pd(dppf)Cl 2 CH 2 Cl 2 , Pd(dba) 2 , Pd 2 (dba) 3 , Pd(PPh 3 ) 4 , PdCl 2 , Pd(OAc) 2 , Pd ( Dppf) Cl 2 , Pd(PPh 3 ) 2 Cl 2 or Ni(dppf)Cl 2 , the base being selected from the group consisting of Et 3 N, NaHCO 3 , KOAc, K 2 CO 3 , K 3 PO 4 , Na 2 CO 3 , One or more of CsF, Cs 2 CO 3 , t-BuONa, EtONa, KOH, and NaOH, the solvent is THF/water, toluene
  • Y 1 is a halogen, preferably chlorine or bromine; the remaining groups are as defined above.
  • Y 2 is a halogen, preferably chlorine or fluorine; the remaining groups are as defined above.
  • the reaction for preparing the ester and ether derivatives thereof and the second step of preparing the oxime and hydroxylamine derivatives are carried out in the presence of a base selected from the group consisting of hydrogen and a solvent.
  • a base selected from the group consisting of hydrogen and a solvent.
  • a base selected from the group consisting of hydrogen and a solvent.
  • a base selected from the group consisting of hydrogen and a solvent.
  • the solvent is THF, 1,4- Dioxane, toluene, 1,2-dichloroethane, ethyl acetate, acetonitrile, DMF, acetone, dichloromethane or chloroform.
  • the first step in the preparation of the oxime and hydroxylamine derivative is carried out in the presence of a halogenating agent which is Phenofluor/yttrium fluoride or POCl 3 ,
  • the solvent is selected from one or more selected from the group consisting of toluene, 1,2-dichloroethane, and DMF; and the reaction temperature is selected from the range of 0 to 120 ° C, preferably 20 to 80 ° C.
  • the terminology used, whether used alone or in a compound, means a substituent: an alkyl group having more than two carbon atoms or "-(CH 2 ) n - " can be straight or branched.
  • the alkyl group in the compound "heteroarylalkyl group” and "RO-(CH 2 ) n -" -(CH 2 ) n - may be -CH 2 -, -CH 2 CH 2 -, -CH (CH 3 )-, -C(CH 3 ) 2 -, and the like.
  • the alkyl group is, for example, methyl; ethyl; n-propyl or isopropyl; n-butyl, isobutyl, tert-butyl or 2-butyl; pentyl; hexyl, for example n-hexyl, isohexyl And 1,3-dimethylbutyl.
  • an alkenyl group is, for example, allyl, 1-methylprop-2-en-1-yl, 2-methylprop-2-en-1-yl, but-2-en-1-yl, butyl 3--3-en-1-yl, 1-methylbut-3-en-1-yl and 1-methylbut-2-en-1-yl.
  • An alkynyl group is, for example, propargyl, but-2-yn-1-yl, but-3-yn-1-yl, 1-methylbut-3-yn-1-yl. Multiple bonds can be placed at any position of each unsaturated group.
  • a cycloalkyl group is a carbocyclic saturated ring system having three to eight carbon atoms, such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group or a cyclohexyl group.
  • a cycloalkenyl group is a monocyclic alkenyl group having three to eight carbon ring members, such as a cyclopropenyl group, a cyclobutenyl group, a cyclopentenyl group, and a cyclohexenyl group, wherein the double bond can be at any position.
  • Halogen is fluorine, chlorine, bromine or iodine.
  • heterocyclic groups include aliphatic heterocyclic groups and heteroaryl groups.
  • a group is substituted by a group, this is understood to mean that the group is substituted by one or more groups which are identical or different from those mentioned. Further, the same or different substitution characters contained in the same or different substituents are independently selected and may be the same or different. The same applies to ring systems formed by different atoms and units. Also, the scope of the claims will exclude those compounds which are known to those skilled in the art to be chemically unstable under standard conditions.
  • a group not labeled with a specific linking position may be attached at any position, including a position to be bonded to C or N; if it is substituted, the substituent may be substituted at any position as long as it is Compound key connection rules. If replaced by a methyl group Representable Wait.
  • the compounds of the present invention may exist in the form of one or more stereoisomers.
  • the various isomers include enantiomers, diastereomers, geometric isomers. It is within the scope of the invention for these isomers to include mixtures of such isomers.
  • a herbicidal composition comprising (i) a pyridazinol compound of the formula I or a derivative thereof as shown in the formula I-1.
  • it further comprises (ii) one or more additional herbicides and/or safeners.
  • an agrochemically acceptable formulation aid is also included.
  • composition of the compound of the present invention in a mixture preparation or in a tank mixture, for example, known active substances based on inhibition of, for example, an acetyl lactate synthase, an acetyl-CoA carboxylase, a cellulose synthase, an alkene can be used.
  • the additional herbicide is selected from one of an HPPD inhibitor, a hormone, and a PDS inhibitor; preferably, the HPPD inhibitor is sulcotrione (CAS No.: 99105-77-8), mesotrione (CAS) No.: 104206-82-8), oxafluridone (CAS No.: 210631-68-8), sulfonone (CAS No.: 335104-84-2), flucarbazone (CAS No.: 352010-68- 5), Furansulfoxone (CAS No.: 473278-76-1), Bicyclosulfonate (CAS No.: 156963-66-5), Lancotrione (CAS No.: 1486617-21-3), Dioxazolone ( CAS No.: 1622908-18-2), cyclopyridone (CAS No.: 1855929-45-1), triazosinone (CAS No.: 1911613-97-2), oxazolone (CAS number) :1992017-55-6), sulfonylpyr
  • the flupiroxyacetic acid derivative comprises, but is not limited to: isooctyl chlorofluoxetine; 2 methyl 4-chloro, 2-methyl-4-chlorophenoxypropionic acid, MCPB derivatives include but are not limited to: sodium Salt, potassium salt, dimethylammonium salt, isopropylamine salt, etc., and methyl ester, ethyl ester, isooctyl ester, ethyl thioester, etc.; 2,4-D, 2,4-D-propionic acid, 2,4-DB Derivatives include, but are not limited to, salts such as sodium salts, potassium salts, dimethylammonium salts, triethanolammonium salts, isopropylamine salts, choline, and the like, and esters such as methyl esters, ethyl esters, butyl esters, isooctyl esters, and the like.
  • the component (i) is N-(2-aminoethyl)
  • the additional herbicide is selected from the group consisting of sulcotrione, mesotrione, oxazolone, sulfonone, flufenicone, furanone, dicyclohexanone, lancotrione , oxazolone, ciprofloxacin, triazosulfone, oxazolone, sulfonylpyrazole, pyroxamate, tolpyralate, isoxaflutole, flupirtine or its ester , fluorochloropyridinium, chlorofluoropyridyl ester, quinclorac, 2, 4-chloro or its salt, 2-methyl-4-chlorophenoxypropionic acid or its salt, MCPB or its salt/ester , 2,4-D or a salt thereof, 2,4-dipropionic acid or a salt thereof, 2,4-DB or a salt thereof, dicamba, azuridine, triclopyran,
  • a method for controlling a harmful plant comprising applying at least one of a herbicidal effective amount of a pyridazine compound or a derivative thereof as described above or the herbicidal composition to the harmful plant or region.
  • the pyridazinol compound or derivative thereof or the herbicidal composition is used to control harmful plants in useful crops.
  • the useful crop is a crop that has been treated with a genetically modified crop or genome editing technique.
  • the useful crop is selected from the group consisting of wheat, corn, rice, soybean, cotton, canola, millet, and sorghum.
  • the compounds of formula I of the present invention have outstanding herbicidal activity.
  • the active substances of the present invention are also effective for perennial weeds which grow from rhizomes, rhizomes, or other perennial organs and are difficult to control. In this regard, it is generally not important to use the substance before, before, or after germination. Particular mention is made of representative examples of monocotyledonous and dicotyledonous weed populations which can be controlled by the compounds of the invention, without limiting the identified species.
  • weed species in which the active substance is effective include monocotyledons: annual oats, rye, grasses, maiden, ferraris, medlar, genus, foxtail, and sedge, and perennial ice. Genus, Bermudagrass, Rhizoma and sorghum, and perennial sedge.
  • dicotyledonous weed species species whose effects can be extended to, for example, the annual genus Polyporus, Amaranth, Pomna, Wild Sesame, Stellaria, Amaranthus, White Mustard, Ipomoea, and Yellow Flower Genus, Matricaria and genus, and perennial weeds, genus, genus and genus.
  • the active substance of the present invention effectively controls harmful plants under the conditions of rice sowing, such as cockroaches, genus, genus, genus, genus, cane, and sedge.
  • the compound of the present invention is applied to the surface of the soil before germination, the weeds of the weeds can be completely prevented before the weeds grow, or when the weeds grow out of the cotyledons, and finally completely die after three to four weeks.
  • the compound of the present invention is particularly resistant to the following plants, and is active in the following plants, such as Apila, Xiaoye Sesame, Rolling Stalk, Poria, Ivy, Herba, Arabian, Pansy, Pansy, Poria and Kochia. .
  • the compounds described herein exhibit excellent inhibitory activity against the following harmful plants: Amaranthus chinensis, Amaranthus, Possina, Poria, Valerian, Foxtail, Poria, Castor, Sowing Brassica and Achyranthes.
  • the compounds of the present invention have excellent herbicidal activity against monocotyledonous and dicotyledonous weeds, there is no damage to important economic crop plants such as wheat, barley, rye, rice, corn, sugar beet, cotton and soybean. Or the damage is trivial. In particular, it is well compatible with cereal crops such as wheat, barley and corn, especially wheat. Thus, the compounds of the invention are highly suitable for the selective control of unwanted plants in agricultural or ornamental plants.
  • Transgenic plants Due to their herbicidal nature, these active substances can be used to control harmful plants in genetically engineered plant cultivation that is known or to be present.
  • Transgenic plants generally have superior traits, such as resistance to specific insecticides, particularly specific herbicides, resistance to pathogenic microorganisms of plant diseases or plant diseases, such as specific insect or fungal, bacterial or viral microorganisms.
  • Other specific traits are related to the following conditions of the product, such as quantity, quality, storage stability, composition and special ingredients.
  • the obtained transgenic plant product has an increased starch content or an improved starch quality or a different fatty acid composition.
  • the compounds of the formula I according to the invention or their salts are preferably used in economically important transgenic crops and ornamental plants, such as cereals, such as wheat, barley, rye, oats, millet, rice, cassava and corn, or for beets, Cultivation of cotton, soybeans, rapeseed, potatoes, tomatoes, peas and other vegetable plants.
  • the compounds of the formula I are preferably used as herbicides for the cultivation of useful plants which are resistant or resistant to the toxic effects of the herbicide by genetic engineering.
  • glufosinate herbicides eg EP-0242236 A, EP-0242246 A
  • glyphosate herbicides WO 92/00377
  • sulfonate An ureide herbicide EP-0257993 A, US-5013659 A
  • transgenic crop plant such as cotton which is capable of producing a Bacillus thuringiensis toxin (Bt toxin) which protects against damage by a particular pest (EP-0142924 A, EP-0193259 A);
  • Plant cells of the activity-reducing gene product can be prepared by, for example, expressing at least one appropriate antisense-RNA, sense-RNA to achieve co-suppression, or by expressing at least one appropriately constructed ribozyme, It specifically cleaves the transcription product of the above gene product.
  • DNA molecules comprising the entire coding sequence of the gene product, including any flanking sequences that may be present, and the use of DNA molecules comprising only a portion of the coding sequence, which must be sufficiently long to achieve antisense in the cell Effect. Sequences that are highly homologous but not identical to the gene product coding sequence can also be used.
  • the synthesized protein can be localized in any desired plant cell compartment.
  • the synthesized protein can be localized in any desired plant cell compartment.
  • These sequences are known to those skilled in the art (see, for example, Braun et al, EMBO J. 11 (1992) 3219-3227; Wolter et al, Proc. Natl. Acad. Sci. USA 85 (1988), 846-850; Sonnewald et al. Plant J. 1 (1991), 95-106).
  • Transgenic plant cells can be recombined into whole plants using known techniques.
  • the control can be improved or expanded.
  • the range of weeds, the application rate at the time of application is preferably a combination of the resistance of the transgenic crops and the performance of the herbicide, and the effects of the growth and yield of the transgenic crop plants.
  • the invention therefore also provides the use of said compounds as herbicides to control harmful plants in plants of transgenic crops.
  • the compounds of the invention can significantly modulate the growth of crop plants. By modulating the involvement of plant metabolism, these compounds are used to orient the components of the plant and promote harvesting, such as drying and dwarfing the plants. Moreover, they are also suitable for regulating and inhibiting unwanted plant growth without destroying the growth of the crop. Inhibition of plant growth plays a very important role in many monocotyledonous and dicotyledonous crops, as this reduces or completely prevents lodging.
  • the compound of the present invention can be applied using a general formulation, and a wettable powder, a concentrated emulsion, a sprayable solution, a powder or granules can be used.
  • a herbicidal composition comprising a compound of formula I.
  • the compounds of formula I can be formulated in a variety of ways, depending on the usual biological and/or chemical physical parameters.
  • suitable formulations are: wettable powders (WP), water soluble powders (SP), water soluble concentrates, concentrated emulsions (EC), emulsions such as oil dispersed in water and water dispersed in oil (EW) , sprayable solution, suspension concentrate (SC), dispersible oil suspension (OD), oil or water diluent, solution of miscible oil, powder (DP), capsule suspension (CS) ), seed dressing composition, particles for spreading and soil application, sprayed particles, coated particles and absorbent particles, water dispersible particles (WG), water soluble particles (SG), ULV (super Low volume) formula, microcapsules and wax products.
  • WP wettable powders
  • SP water soluble powders
  • EC concentrated emulsions
  • EW oil dispersed in water and water dispersed in oil
  • SC sprayable solution, suspension concentrate
  • OD dispersible oil suspension
  • DP powder
  • Wettable powders can be uniformly dispersed in water, in addition to active substances, including diluents or inert substances, ionic and nonionic surfactants (wetting agents, dispersing agents), such as polyethoxylated alkylphenols, poly Ethoxylated fatty alcohol, polyoxyethyl aliphatic amine, fatty alcohol polyglycol ether sulfate, alkyl sulfonate, alkyl phenyl sulfonate, sodium lignosulfonate, 2, 2'- dinaphthylmethane Sodium 6,6'-disulfonate, sodium dibutylnaphthalenesulfonate or sodium oleoylmethyltaurate.
  • the herbicide active substance is finely ground, for example, using a conventional apparatus such as a hammer mill, a fan mill and a jet mill, and an auxiliary agent is simultaneously or sequentially mixed.
  • a concentrated emulsion such as butanol, cyclohexanone, dimethylformamide, xylene or a higher boiling aromatic compound or a mixture of hydrocarbons or solvents, and adding one more One or more ionic and/or nonionic surfactants (emulsifiers).
  • emulsifiers which can be used are, for example, calcium alkylaryl sulfonates of calcium dodecylbenzene sulfonate, or nonionic emulsifiers such as fatty acid polyglycol esters, alkyl aromatic polyglycol ethers, fatty alcohols Polyglycol ether, propylene oxide-ethylene oxide condensation product, alkyl polyether, sorbitan ester such as sorbitan fatty acid ester, or polyoxyethylene sorbent such as polyoxyethylene sorbitan fatty ester A glycan ester.
  • nonionic emulsifiers such as fatty acid polyglycol esters, alkyl aromatic polyglycol ethers, fatty alcohols Polyglycol ether, propylene oxide-ethylene oxide condensation product, alkyl polyether, sorbitan ester such as sorbitan fatty acid ester, or polyoxyethylene sorbent such as polyoxyethylene sorbitan fatty ester A gly
  • the active substance and the finely divided solid matter are ground to obtain a powder, a solid substance such as talc, a natural clay such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
  • a water or oil based suspension can be prepared by, for example, wet milling using a commercially available bead mill with or without the addition of a surfactant of the other formulation type described above.
  • an aqueous organic solvent may be used, using a stirrer, a colloid mill and/or a static mixer, and if necessary, a surfactant of another formulation type as described above may be added.
  • the granules are prepared by spraying the active material onto the adsorbate, granulating with an inert material, or concentrating the active material onto the surface of, for example, a sand or kaolinite carrier, granulating the inert material by a binder, and adhering Mixtures such as polyvinyl alcohol, sodium polyacrylate or mineral oil.
  • Suitable actives can be plasmidized by the method of preparing fertilizer granules, and if necessary, fertilizer can be mixed.
  • the water-suspended granules are prepared by a usual method such as spray-drying, fluidized bed granulation, disc granulation, mixing using a high speed mixer, and extrusion without a solid inert material.
  • the agrochemical formulations usually comprise from 0.1 to 99% by weight, in particular from 0.1 to 95%, of the active substance I.
  • the concentration of the active substance in the wettable powder is, for example, from about 10 to 99% by weight, and the usual formulation components constitute the remaining amount by weight to 100%.
  • the concentration of the active substance in the concentrated emulsion may range from about 1 to 90%, preferably from 5 to 80% by weight.
  • the powder formulation comprises from 1 to 30% by weight of active substance, usually from 5 to 20% by weight of active substance, whereas the sprayable solution comprises from about 0.05 to 80%, preferably from 2 to 50% by weight of active substance. .
  • the content of the active material in the water-suspended granules mainly depending on whether the active material is liquid or solid, and auxiliaries, fillers and the like used in granulation.
  • the content of the active substance in the aqueous suspension granules is, for example, between 1 and 95% by weight, preferably between 10 and 80% by weight.
  • the preparation of the active substance may include a tackifier, a wetting agent, a dispersing agent, an emulsifier, a penetrating agent, a preservative, an antifreezing agent, a solvent, a filler, a carrier, a coloring agent, an antifoaming agent, an evaporation inhibitor, and pH and viscosity modifiers commonly used in all cases.
  • insecticide active substances such as insecticides, acaricides, herbicides and fungicides, or with safeners, fertilizers and/or plant growth regulators.
  • safeners for premixed or filled mix.
  • the commercially available formulations are diluted in a conventional manner, for example, in wettable powders, concentrated emulsions, suspensions, and granules suspended in water, diluted with water.
  • Granules for granules or soil application or sprayed and sprayed solutions are generally not required to be further diluted with inert materials prior to use.
  • the amount of the compound of formula I required varies with external conditions, such as temperature, humidity, the nature of the herbicide used, and the like. It can have a large range of variation, for example between 0.001 and 1.0 kg/ha, or more active substance, but preferably between 0.005 and 750 g/ha, in particular between 0.005 and 250 g/ha.
  • the activity level criteria for harmful plant damage are as follows:
  • Grade 9 growth control rate is above 90%
  • Level 6 The growth control rate is above 60%
  • Level 3 growth control rate is above 30%
  • Level 1 The growth control rate is less than 20%
  • the above growth control rate is the fresh weight control rate.
  • Post-emergence test Place monocotyledonous and dicotyledon weed seeds and main crop seeds (wheat, corn, rice, soybean, cotton, canola, millet, sorghum) in a plastic pot containing soil, then cover 0.5-2 Cm soil, so that it grows in a good greenhouse environment, after 2-3 weeks of sowing, the test plants are treated in the 2-3 leaf stage, and the compound of the present invention is dissolved in acetone, and then Tween 80 is added, with a certain amount. The water was diluted to a certain concentration of solution, and 80% vegetable oil methyl ester synergist 1500 g/ha was added and sprayed onto the plants with a spray tower. After application for 3 weeks in the greenhouse, the experimental effects of weeds after 3 weeks are shown in Tables 3 and 4.
  • N is no data.
  • Control compound C (Selected from patent CN106316962A)
  • Control compound D (Selected from patent CN106316962A)
  • N is no data.
  • the compound of the present invention has excellent herbicidal activity as compared with the control compound.
  • test compound has good selectivity for crops before and after seedling application, especially for crops such as wheat, rice, soybean, cotton, corn, sorghum, and millet.
  • the compound of the present invention to be tested was dissolved in acetone, and then Tween 80 was added thereto, and diluted to a certain concentration with a certain amount of water, and sprayed immediately after sowing. After application for 4 weeks in the greenhouse, the results of the experiment were observed after 3 weeks, and it was found that most of the agents of the present invention were excellent in the measurement of 250 g/ha, especially for weeds such as valerian, horse pond, ramie, and many other compounds. Good selectivity for corn, wheat, rice, soybeans, and rapeseed.
  • the compounds of the present invention generally have good weed control effects, especially for major broadleaf weeds such as weeds, stalks, and stalks, which are widely occurring in corn fields, paddy fields, and wheat fields.
  • the effect has good business value.
  • the broad-leaved weeds such as Maijiagong, Hog Cholera, and Brassica, which are resistant to ALS inhibitors, have extremely high activity.
  • the paddy soil After filling the paddy soil in a 1/1,000,000 hectare tank, seeds of valerian, flamingo, wolf grass, and wild sage were planted, and the soil was gently covered thereon. Thereafter, it was placed in a greenhouse at a depth of 0.5 to 1 cm, and the tubers of the wild sage were implanted the next day or two days later. Thereafter, the water retention depth is 3-4 cm, and the wettability of the compound of the present invention is prepared according to the usual preparation method at the time when the grass, the firefly, the wolf grass reaches 0.5 leaf, and the wild sage reaches the primary leaf stage. A water dilution of a powder or a suspension is uniformly dripped with a pipette to achieve a prescribed amount of active ingredient.
  • the transplanting depth was 3 cm to transplant the rice (japan) in the 3 leaf stage.
  • the compound of the present invention was treated in the same manner as above on the fifth day after the transplantation.
  • the fertility status of Valerian, Firefly, Wolfgrass and Wild Sage was observed by naked eye on the 14th day after treatment, and the growth status of rice on the 21st day after the treatment, the herbicidal effect was evaluated at the activity standard level of 1-10.
  • Many of the compounds of the present invention have been found to have excellent activity and selectivity, especially for wild sage and valerian. Note: Valerian, sputum, wild sage, and wolf seed were collected from Heilongjiang, China, and tested for resistance to conventional doses of pyrazosulfuron.
  • the present invention relates to a herbicidal composition
  • a herbicidal composition comprising the active ingredient (i) (such as the compound of the formula I) and the active ingredient (ii), and some of the compositions are listed below:
  • 50+ sulcotrione 50+ mesotrione, 50+ oxazolone, 50+ sulfolone, 50+ flufenone, 50+ furanone, 50+ dicyclohexanone, 50+lancotrione 50+ oxazolone, 50+cycloflufenazone, 50+ triazosinone, 50+ oxazolone, 50+ sulfonylpyrazole, 50+ pyrazole, 50+ pyridine Ketone, 50+ tolpyralate, 50+ fenquinotrione, 50+ isoxaflutole, 50+ flufenoxyacetic acid or its ester, 50+ fluorochloropyridinium ester, 50+ chlorofluoropyridinium ester, 50+ quinclorac, 50+chlorochloroquinic acid, 50+2 methyl 4-chloro or its salt, 50+2-methyl-4-chlorophenoxypropionic acid or its salt, 50+MCPB or its salt
  • 51+ sulcotrione 51+ mesotrione, 51+ oxazolone, 51+ sulfolone, 51+ flufenone, 51+ furanone, 51+ dicyclohexanone, 51+lancotrione , 51+ oxazolone, 51+cycloflufenazone, 51+ triazosinone, 51+ oxazolone, 51+ sulfonylpyrazole, 51+ pyrazole, 51+ pyridine Ketone, 51+tolpyralate, 51+fenquinotrione, 51+ isoxaflutole, 51+ flufenoxyacetic acid or its ester, 51+ fluorochloropyridinium, 51+ chlorofluoropyridyl ester, 51+ quinclorac, 51+chlorochloroquinic acid, 51+2 methyl 4-chloro or its salt, 51+2-methyl-4-chlorophenoxypropionic acid or its salt, 51+MCPB or its salt,
  • 57+ sulcotrione 57+ mesotrione, 57+ oxazolone, 57+ sulfolone, 57+ flufenazone, 57+ furanone, 57+ dicyclohexanone, 57+lancotrione 57+ oxazolone, 57+cycloflufenone, 57+ triazosinone, 57+ oxazolone, 57+ sulfonylpyrazole, 57+ pyrazole, 57+ pyridine Ketone, 57+tolpyralate, 57+fenquinotrione, 57+ isoxaflutole, 57+ flufenoxyacetic acid or its ester, 57+ fluorochloropyridinium, 57+ chlorofluoropyridyl ester, 57+ quinclorac, 57+chlorochloroquinic acid, 57+2 methyl 4-chloro or its salt, 57+2-methyl
  • 206+ sulcotrione 206+ mesotrione, 206+ oxazolone, 206+ sulfolone, 206+ flufenazone, 206+ furanone, 206+bicyclic sulfoxone, 206+lancotrione , 206 + oxazolone, 206 + cycloflufenone, 206 + triazosulfone, 206 + oxazolone, 206 + sulfonylpyrazole, 206 + pyrazole, 206 + pyridine Ketone, 206+tolpyralate, 206+fenquinotrione, 206+ isoxaflutole, 206+ flufenoxyacetic acid or its ester, 206+ fluorochloropyridinium, 206+ chlorofluoropyridyl ester, 206+ quinclorac, 206+chlorochloroquinic acid, 206+2 methyl 4-chloro or its salt
  • 207+ sulcotrione 207+ mesotrione, 207+ oxazolone, 207+ sulfolone, 207+ flufenazone, 207+ furanone, 207+bicyclosulfone, 207+lancotrione 207+ oxazolone, 207+cycloflufenazone, 207+ triazosinone, 207+ oxazolone, 207+ sulfonylpyrazole, 207+ pyrazole, 207+ pyridine Ketone, 207+tolpyralate, 207+fenquinotrione, 207+ isoxaflutole, 207+ flufenoxyacetic acid or its ester, 207+ fluorochloropyridin, 207+ chlorofluoropyridyl ester, 207+ quinclorac, 207+chlorochloroquinic acid, 207+2 methyl 4-chloro or its salt, 207+2-methyl
  • 737+ sulcotrione 737+ mesotrione, 737+ oxazolone, 737+ sulfonone, 737+ flufenazone, 737+ furansulfone, 737+bicyclosulfone, 737+lancotrione , 737+ oxazolone, 737+cycloflufenazone, 737+ triazolone, 737+ oxazolone, 737+ sulfonylpyrazole, 737+ pyrazol, 737+ pyridine Ketone, 737+tolpyralate, 737+fenquinotrione, 737+ isoxaflutole, 737+ flufenoxyacetic acid or its ester, 737+ fluorochloropyridinium, 737+ chlorofluoropyridyl ester, 737+ quinclorac, 737+chlorochloroquinic acid, 737+2 methyl 4-chloro or its salt, 737
  • 1-43+ sulcotrione 1-43+ mesotrione, 1-43+oxazolone, 1-43+cyclosulfone, 1-43+flufenone, 1-43+furan Ketone, 1-43+bicyclosulfone, 1-43+lancotrione, 1-43+oxazolone, 1-43+cycloflufenone, 1-43+triazolone, 1-43+ Oxazolone, 1-43+ sulfonylpyrazole, 1-43+ pyrazol, 1-43+pyrazone, 1-43+tolpyralate, 1-43+fenquinotrione, 1-43+ Zoxaconone, 1-43+ flufenoxyacetic acid or its ester, 1-43+ fluorochloropyridinium, 1-43+chlorofluoropyridinium ester, 1-43+dichloroquinoic acid, 1-43+chloroform Quinolinic acid, 1-43+2 methyl 4-chloro or its salt, 1-43+2-methyl-4-chloroph
  • 1-226+ sulcotrione 1-226+ mesotrione, 1-226+oxazolone, 1-226+cyclosulfone, 1-226+flufenone, 1-226+furan Ketone, 1-226+bicyclosulfoxone, 1-226+lancotrione, 1-226+oxazolone, 1-226+cyclopropazone, 1-226+triazolone, 1-226+ Oxazolone, 1-226+ sulfonylpyrazole, 1-226+ pyrazol, 1-226+pyrazone, 1-226+tolpyralate, 1-226+fenquinotrione, 1-226+ Zytotrione, 1-226+ flupiroxyacetic acid or its ester, 1-226+ fluorochloropyridinium, 1-226+ chlorofluoropyridyl ester, 1-226+ quinclorac, 1-226+chloro Quinolinic acid, 1-226+2 methyl 4-
  • 1-227+ sulcotrione 1-227+ mesotrione, 1-227+ oxazolone, 1-227+ sulfonone, 1-227+flufenone, 1-227+ furan Ketone, 1-227+bicyclosulfone, 1-227+lancotrione, 1-227+ oxazolone, 1-227+cycloflufenone, 1-227+ triazosinone, 1-227+ Oxazolone, 1-227+ sulfonylpyrazole, 1-227+ pyrazol, 1-227+pyrazone, 1-227+tolpyralate, 1-227+fenquinotrione, 1-227+ Zytotrione, 1-227+ flufenoxyacetic acid or its ester, 1-227+ fluorochloropyridinium, 1-227+ chlorofluoropyridinium, 1-227+ quinclorac, 1-227+chloro Quinolinic acid, 1-227+2
  • 1-228+ sulcotrione 1-228+ mesotrione, 1-228+ oxazolone, 1-228+ sulfonone, 1-228+flufenone, 1-228+ furan Ketone, 1-228+bicyclosulfoxone, 1-228+lancotrione, 1-228+oxazolone, 1-228+cyclopyridone, 1-228+triazolone, 1-228+ Oxazolone, 1-228+ sulfonylpyrazole, 1-228+ pyrazol, 1-228+pyrazin, 1-228+tolpyralate, 1-228+fenquinotrione, 1-228+ Zytotrione, 1-228+ flufenoxyacetic acid or its ester, 1-228+ fluorochloropyridinium, 1-228+ chlorofluoropyridinium, 1-228+dichloroquinoic acid, 1-228+chloroform Quinolinic acid, 1-228
  • 1-229+ sulcotrione 1-229+ mesotrione, 1-229+ oxazolone, 1-229+ sulfonone, 1-229+ flufenone, 1-229+ furan Ketone, 1-229+bicyclosulfolone, 1-229+lancotrione, 1-229+ oxazolone, 1-229+cycloflufenone, 1-229+ triazosulfone, 1-229+ Oxazolone, 1-229+ sulfonylpyrazole, 1-229+ pyrazol, 1-229+pyrazone, 1-229+tolpyralate, 1-229+fenquinotrione, 1-229+ Zytotrione, 1-229+ flupiroxyacetic acid or its ester, 1-229+ fluorochloropyridinium, 1-229+ chlorofluoropyridyl ester, 1-229+ quinclorac, 1-229+chloromethyl Quinolinic acid,
  • 1-230+ sulcotrione 1-230+ mesotrione, 1-230+oxazolone, 1-230+cyclosulfone, 1-230+flufenone, 1-230+furan Ketone, 1-230+bicyclosulfone, 1-230+lancotrione, 1-230+ oxazolone, 1-230+cycloflufenone, 1-230+ triazosinone, 1-230+ Oxazolone, 1-230+ sulfonylpyrazole, 1-230+ pyrazol, 1-230+pyrazone, 1-230+tolpyralate, 1-230+fenquinotrione, 1-230+ Zytotrione, 1-230+ flufenoxyacetic acid or its ester, 1-230+ fluorochloropyridinium, 1-230+ chlorofluoropyridinate, 1-230+dichloroquinoic acid, 1-230+chloroform Quinolinic acid, 1-230
  • the actual control effect of the mixed weeds of the above parts (i) and (ii) is determined by the stem and leaf treatment method, that is, the weeds are in the 3-4 leaf stage, the hand sprayer, the water exchange amount is 30 kg / 667 m 2 , The stem and leaf spray is evenly sprayed.
  • the combined action type when the E-E0 value is greater than 10% for synergism, less than -10% for antagonism, between -10% and 10% for additive effect.
  • the other component (i) in the present invention can be similarly mixed with the component (ii) to produce a similar herbicidal effect.
  • many of the compounds of the present invention and their compositions have good selectivity against grasses such as Zoysia, Bermudagrass, tall fescue, bluegrass, ryegrass, seashore gar, etc., and can prevent many key grasses. Weeds and broadleaf weeds. Tests on wheat, corn, rice, sugar cane, soybean, cotton, oil sunflower, potato, fruit trees, and vegetables under different application methods also showed excellent selectivity and commercial value.

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Abstract

The present invention relates to the field of pesticide technology, and specifically discloses a pyridazinol compound as represented by general formula I, a derivative thereof, a preparation method therefor, a herbicidal composition thereof and use thereof. The compound, derivative thereof and herbicidal composition thereof have very high herbicidal activity and are safe and selective for crops. (formula I).

Description

哒嗪醇类化合物及其衍生物、制备方法、除草组合物和应用Pyridazinol compounds and derivatives thereof, preparation methods, herbicidal compositions and applications 技术领域Technical field

本发明属于农药技术领域，具体涉及一种哒嗪醇类化合物及其衍生物、制备方法、除草组合物和应用。The invention belongs to the technical field of pesticides, and in particular relates to a pyridazinol compound and a derivative thereof, a preparation method, a herbicidal composition and application.

背景技术Background technique

杂草的防治是实现高效农业过程中一个至关重要的环节，目前市场上的除草剂种类多样，如原卟啉原氧化酶抑制剂类除草剂和光系统Ⅱ抑制剂类除草剂等等，其中专利CN106316962A公开了一种原卟啉原氧化酶抑制剂类除草剂3-芳基哒嗪酮类化合物，其结构式为

Figure PCTCN2019074315-appb-000001
对农业阔叶杂草、农田禾本科杂草和莎草科杂草均具有控制效果；而哒嗪类除草剂如哒草特
Figure PCTCN2019074315-appb-000002
哒嗪醇
Figure PCTCN2019074315-appb-000003
等则属于光系统Ⅱ抑制剂类除草剂，通过阻塞电子传递和光能的转移，从而抑制光合作用的进行。 Weed control is a vital part of the process of achieving high-efficiency agriculture. There are various herbicides on the market, such as protoporphyrinogen oxidase inhibitor herbicides and photosystem II inhibitor herbicides. Patent CN106316962A discloses a protoporphyrinogen oxidase inhibitor herbicide 3-arylpyrazinone compound, the structural formula of which is
Figure PCTCN2019074315-appb-000001
It has a controlling effect on agricultural broad-leaved weeds, farm grass weeds and sedge weeds; and azine-based herbicides such as valerian
Figure PCTCN2019074315-appb-000002
Pyridazinol
Figure PCTCN2019074315-appb-000003
Etc. is a photosystem II inhibitor herbicide that inhibits the progress of photosynthesis by blocking electron transfer and transfer of light energy.

由于市场的不断扩大、杂草的抗性、药物的使用寿命以及药物的经济性等问题以及人们对环境的日益重视，需要科学家们不断研究进而开发出新的高效、安全、经济以及具有不同作用方式的除草剂品种。Due to the continuous expansion of the market, the resistance of weeds, the service life of drugs and the economics of drugs, and the increasing emphasis on the environment, scientists need to continuously research and develop new high efficiency, safety, economy and different roles. The type of herbicide.

发明内容Summary of the invention

为解决现有技术中存在的上述问题，本发明提供了一种哒嗪醇类化合物及其衍生物、制备方法、除草组合物和应用，所述化合物及其衍生物、组合物的除草活性非常高且对作物安全、选择性好。In order to solve the above problems in the prior art, the present invention provides a pyridazinol compound and a derivative thereof, a preparation method, a herbicidal composition and application, and the herbicidal activity of the compound, the derivative thereof and the composition are very High and safe for crops.

本发明采用的技术方案如下：The technical solution adopted by the present invention is as follows:

一种如通式I所示的哒嗪醇类化合物及其衍生物：A pyridazinol compound of the formula I and derivatives thereof:

Figure PCTCN2019074315-appb-000004
Figure PCTCN2019074315-appb-000004

其中，X代表卤代烷基、氰基、烷基、烷氧基、卤代烷氧基、R 1R 2N-(C＝O)-、R 1R 2N-、 羟基、未取代或取代的芳基； Wherein X represents haloalkyl, cyano, alkyl, alkoxy, haloalkoxy, R 1 R 2 N-(C=O)-, R 1 R 2 N-, hydroxy, unsubstituted or substituted aryl ;

A代表未取代或取代的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基以及未取代或取代的芳基、杂芳基或脂杂环基；A represents an unsubstituted or substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl group and an unsubstituted or substituted aryl, heteroaryl or heteroheterocyclyl;

所述“取代的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，未取代或取代的芳基、杂芳基，-(CH 2) n-O-(CH 2) p-，-(CH 2) n-S-(CH 2) p-，-(CH 2) n-NR 3-(CH 2) p-，R-O-，R-O-(CH 2) p-O-，R-O-(CH 2) p-S-，R-S-，R-S-(CH 2) p-O-，R-S-(CH 2) p-S-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝S)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝S)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-(O) m-，R-(C＝O)-，R-(C＝S)-，R-(C＝O)-(CH 2) n-O-，R-(C＝S)-(CH 2) n-S-，R-(C＝O)-(CH 2) n-S-，R-(C＝S)-(CH 2) n-O-，R-SO-(CH 2) n-(O) m-，R-SO-(CH 2) n-(S) m-，R-SO-(CH 2) n-(NR 3) m-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(CH 2) n-(S) m-，R-SO 2-(CH 2) n-(NR 3) m-，R 1R 2N-，R 1R 2N-(CH 2) n-O-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-O-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-O-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(NR 3) m-，R 1R 2P(O)-(O) m-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH) m-，R 1R 2C＝N-(O) m-，R 1R 2C＝N-NH-； The "substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl" refers to being substituted with one or more selected from the group consisting of halogen, cyanide Base, nitro, azido, unsubstituted or substituted aryl, heteroaryl, -(CH 2 ) n -O-(CH 2 ) p -, -(CH 2 ) n -S-(CH 2 ) p -, -(CH 2 ) n -NR 3 -(CH 2 ) p -,RO-,RO-(CH 2 ) p -O-,RO-(CH 2 ) p -S-,RS-,RS- (CH 2 ) p -O-,RS-(CH 2 ) p -S-,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -(S) m -,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RO- (CH 2 ) n -(C=S)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -, RO-(CH 2 ) n -(C=S)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -(O) m -,R-(C=O)-,R-(C=S)-,R-(C =O)-(CH 2 ) n -O-,R-(C=S)-(CH 2 ) n -S-,R-(C=O)-(CH 2 ) n -S-,R-( C=S)-(CH 2 ) n -O-,R-SO-(CH 2 ) n -(O) m -,R-SO-(CH 2 ) n -(S) m -,R-SO- (CH 2 ) n -(NR 3 ) m -,R-SO 2 -(CH 2 ) n -(O) m -,R-SO 2 - (CH 2 ) n -(S) m -,R-SO 2 -(CH 2 ) n -(NR 3 ) m -,R 1 R 2 N-,R 1 R 2 N-(CH 2 ) n -O -(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q - (NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -( CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(NR 3 ) m -,R 1 R 2 P(O)-(O m -, R 1 R 2 R 3 SiO-, R 1 R 2 R 3 Si-(CH=CH) m -, R 1 R 2 C=N-(O) m -, R 1 R 2 C=N -NH-;

所述“取代的芳基、杂芳基或脂杂环基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，含有或不含有卤素的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基，未取代或取代的芳基、芳基烷基、杂芳基、杂芳基烷基、脂杂环基或脂杂环基烷基，R-O-(CH 2) n-，R-O-(CH 2) p-O-(CH 2) q-，R-O-(CH 2) p-S-(CH 2) q-，R-S-(CH 2) n-，R-S-(CH 2) p-O-(CH 2) q-，R-S-(CH 2) p-S-(CH 2) q-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝S)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝S)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-(O) m-，R-(C＝O)-(CH 2) n-，R-(C＝S)-(CH 2) n-，R-(C＝O)-(CH 2) n-O-(CH 2) q-，R-(C＝S)-(CH 2) n-S-(CH 2) q-，R-(C＝O)-(CH 2) n-S-(CH 2) q-，R-(C＝S)-(CH 2) n-O-(CH 2) q-，R-SO-(CH 2) n-(O) m-，R-SO-(CH 2) n-(S) m-，R-SO-(CH 2) n-(NR 3) m-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(CH 2) n-(S) m-，R-SO 2-(CH 2) n-(NR 3) m-，R 1R 2N-(CH 2) n-， R 1R 2N-(CH 2) n-O-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-O-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-O-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(NR 3) m-，R 1R 2PO 3-(O) m-(CH 2) q-，R 1R 2R 3SiO-(CH 2) q-，R 1R 2R 3Si-(CH＝CH) m-(CH 2) q-，R 1R 2C＝N-(O) m-(CH 2) n-，R 1R 2C＝N-NH-(CH 2) n-； The "substituted aryl, heteroaryl or heteroheterocyclyl" refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide, or Halogen-free alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, unsubstituted or substituted aryl, arylalkyl, heteroaryl, heteroarylalkyl, Aliphatic or heteroheterocyclylalkyl, RO-(CH 2 ) n -,RO-(CH 2 ) p -O-(CH 2 ) q -,RO-(CH 2 ) p -S-(CH 2 ) q -,RS-(CH 2 ) n -,RS-(CH 2 ) p -O-(CH 2 ) q -,RS-(CH 2 ) p -S-(CH 2 ) q -,RO- (CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -(S) m -, RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RO-(CH 2 ) n -(C=S)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,RO-(CH 2 ) n -(C=S)-(CH 2 ) q -(S m -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q - (O) m -,R-(C=O)-(CH 2 ) n -,R-(C=S)-(CH 2 ) n -,R-(C=O)-(CH 2 ) n - O-(CH 2 ) q -,R-(C=S)-(CH 2 ) n -S-(CH 2 ) q -,R-(C=O)-(CH 2 ) n -S-(CH 2 ) q -,R-(C=S)-(CH 2 ) n -O-(CH 2 ) q -,R-SO-(CH 2 ) n -(O) m -, R-SO-(CH 2 ) n -(S) m -,R-SO-(CH 2 ) n -(NR 3 ) m -,R-SO 2 -(CH 2 ) n -(O) m -, R-SO 2 -(CH 2 ) n -(S) m -,R-SO 2 -(CH 2 ) n -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -, R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(S) m -, R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -( C=O)-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(O) m -,R 1 R 2 N -(CH 2 ) n -SO 2 -(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(NR 3 ) m -, R 1 R 2 PO 3 -(O) m -(CH 2 ) q -,R 1 R 2 R 3 SiO-(CH 2 ) q -,R 1 R 2 R 3 Si-(CH=CH) m -( CH 2 ) q -, R 1 R 2 C=N-(O) m -(CH 2 ) n -, R 1 R 2 C=N-NH-(CH 2 ) n -;

m为0或1，n、q分别代表0～8之间的整数，p代表1～8之间的整数；m is 0 or 1, n, q represent an integer between 0 and 8, respectively, and p represents an integer between 1 and 8;

R代表氢，含有或不含有卤素的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基，以及未取代或取代的芳基、芳基烷基、杂芳基、杂芳基烷基；R represents hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl with or without halogen, and unsubstituted or substituted aryl, arylalkyl, heteroaryl Heteroarylalkyl;

R 1、R 2、R 3分别独立地代表氢，硝基，羟基，氨基，含有或不含有卤素的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基、烷氧基、烯基氧基、炔基氧基、环烷基氧基、烷氧基烷基、烷氧基羰基、烷硫基羰基、烷基磺酰基、烷基磺酰基烷基、烷基羰基、烷基羰基烷基、烷基酰氧基、烷基氨基、烷基氨基羰基、烷氧基氨基羰基、烷氧基羰基烷基、烷氨基羰基烷基、三烷基甲硅烷基、二烷基膦酰基，以及未取代或取代的芳基、芳基烷基、芳基氧基、芳基烷基氧基、芳基氧基烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基烷基、杂芳基氧基、杂芳基烷基氧基、杂芳基氧基烷基、杂芳基羰基、杂芳基磺酰基、脂杂环基、脂杂环基烷基、脂杂环基氧基、脂杂环基烷基氧基、脂杂环基氧基烷基、脂杂环基羰基、脂杂环基磺酰基；或者R 1R 2N-形成五元或六元杂环基。 R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl with or without halogen. Alkoxy, alkenyloxy, alkynyloxy, cycloalkyloxy, alkoxyalkyl, alkoxycarbonyl, alkylthiocarbonyl, alkylsulfonyl, alkylsulfonylalkyl, alkyl Carbonyl, alkylcarbonylalkyl, alkyl acyloxy, alkylamino, alkylaminocarbonyl, alkoxyaminocarbonyl, alkoxycarbonylalkyl, alkylaminocarbonylalkyl, trialkylsilyl, two Alkylphosphono group, and unsubstituted or substituted aryl, arylalkyl, aryloxy, arylalkyloxy, aryloxyalkyl, arylcarbonyl, arylsulfonyl, heteroaryl , heteroarylalkyl, heteroaryloxy, heteroarylalkyloxy, heteroaryloxyalkyl, heteroarylcarbonyl, heteroarylsulfonyl, heteroheterocyclyl, alicycloalkyl Alkyl, alicyclic hydroxyoxy, alicyclic aryloxy, alicyclic hydroxyalkyl, alicyclic carbonyl, alicyclic sulfonyl; or R 1 R 2 N- Or six yuan Cycloalkyl group.

如本申请中所使用的，术语“杂芳基”是指环上含有至少一个(例如1、2、3、4个)选自N、O和S的杂原子的具有芳香性的基团，如5-14元杂芳基、5-10元杂芳基、5-9元杂芳基、5-6元杂芳基。当所述杂芳基的环成员中包括N原子时，其还包括所述N原子被取代基取代的杂芳基。在一些优选的实施方案中，所述取代基选自氢，硝基，羟基，氨基，含有或不含有氟、氯、溴的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 1～6烷氧基、C 2～6烯基氧基、C 2～6炔基氧基、C 3～6环烷基氧基、C 1～6烷氧基C 1～6烷基、C 1～6烷氧基羰基、C 1～6烷硫基羰基、C 1～6烷基磺酰基、C 1～6烷基磺酰基C 1～6烷基、C 1～6烷基羰基、C 1～6烷基羰基C 1～6烷基、C 1～6烷基酰氧基、C 1～6烷基氨基、C 1～6烷基氨基羰基、C 1～6烷氧基氨基羰基、C 1～6烷氧基羰基C 1～6烷基、C 1～6烷氨基羰基C 1～6烷基、三C 1～6烷基甲硅烷基、二C 1～6烷基膦酰基，以及未取代或被1～3个独立选自氟、氯、溴、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的芳基、芳基C 1～6烷基、芳基 氧基、芳基C 1～6烷基氧基、芳基氧基C 1～6烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基C 1～6烷基、杂芳基氧基、杂芳基C 1～6烷基氧基、杂芳基氧基C 1～6烷基、杂芳基羰基、杂芳基磺酰基、脂杂环基、脂杂环基C 1～6烷基、脂杂环基氧基、脂杂环基C 1～6烷基氧基、脂杂环基氧基C 1～6烷基、脂杂环基羰基、脂杂环基磺酰基。 As used herein, the term "heteroaryl" refers to an aromatic group containing at least one (eg 1, 2, 3, 4) heteroatom selected from N, O and S, such as on the ring, such as 5-14 membered heteroaryl, 5-10 membered heteroaryl, 5-9 membered heteroaryl, 5-6 membered heteroaryl. When the ring member of the heteroaryl group includes an N atom, it also includes a heteroaryl group in which the N atom is substituted with a substituent. In some preferred embodiments, the substituent is selected from the group consisting of hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2 ～ with or without fluorine, chlorine, bromine. 6 alkynyl, C 3-6 cycloalkyl, C 3-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 1-6 alkoxy, C 2-6 alkenyloxy , C 2-6 alkynyloxy, C 3-6 cycloalkyloxy, C 1-6 alkoxy C 1-6 alkyl, C 1-6 alkoxycarbonyl, C 1-6 alkylthio Carbonyl group, C 1-6 alkylsulfonyl group, C 1-6 alkylsulfonyl C 1-6 alkyl group, C 1-6 alkylcarbonyl group, C 1-6 alkylcarbonyl C 1-6 alkyl group, C 1 ～6 alkyl acyloxy group, C 1-6 alkylamino group, C 1-6 alkylaminocarbonyl group, C 1-6 alkoxyaminocarbonyl group, C 1-6 alkoxycarbonyl C 1-6 alkyl group, C 1-6 alkylaminocarbonyl C 1-6 alkyl, tri C 1-6 alkylsilyl, di C 1-6 alkylphosphonyl, and unsubstituted or 1-3 independently selected from fluoro, chloro , bromine, cyano, nitro, hydroxyl, carboxyl, mercapto, amino and C with or without a fluorine, chlorine, bromine, alkyl of 1 to 6,. 3 ~ C 6 cycloalkyl, C 1-6 cycloalkenyl. 3, C 3-6 cycloalkyl C 1 ～6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy, C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, C 1-6 alkyl An aryl group substituted with a sulfonyl group, a C 1-6 alkylamino group or a C 1-6 alkyl acyloxy group, an aryl C 1-6 alkyl group, an aryloxy group, an aryl C 1-6 Alkyloxy, aryloxy C 1-6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl C 1-6 alkyl, heteroaryloxy, heteroaryl C 1 ～6 alkyloxy, heteroaryloxy C 1-6 alkyl, heteroarylcarbonyl, heteroarylsulfonyl, heteroheterocyclyl, heteroheterocyclyl C 1-6 alkyl, heteroheterocyclyl An oxy group, an aliphatic heterocyclic group C 1-6 alkyloxy group, an aliphatic heterocyclic oxy group C 1-6 alkyl group, an alicyclic carbonyl group, or an alicyclic sulfonyl group.

在一些优选的实施方案中，X代表卤代C 1～8烷基、氰基、C 1～8烷基、C 1～8烷氧基、卤代C 1～8烷氧基、R 1R 2N-(C＝O)-、R 1R 2N-、羟基、未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的芳基； In some preferred embodiments, X represents halo C 1-10 alkyl, cyano, C 1-10 alkyl, C 1-10 alkoxy, halo C 1-10 alkoxy, R 1 R 2 N-(C=O)-, R 1 R 2 N-, hydroxy, unsubstituted or 1 to 5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, thiol, amino and with or without halogen-C 1 ~ 8 alkyl, C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1 ~ 8 alkoxy a group in an oxy group, a C 1-8 alkylcarbonyl group, a C 1-8 alkoxycarbonyl group, a C 1-8 alkylsulfonyl group, a C 1-8 alkylamino group or a C 1-8 alkyl acyloxy group Substituted aryl;

A代表未取代或取代的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基以及未取代或取代的5～14元芳基、杂芳基或脂杂环基； A represents an unsubstituted or substituted C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl a C 1-8 alkyl group and an unsubstituted or substituted 5-14 member aryl, heteroaryl or heteroheterocyclic group;

所述“取代的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的的芳基、杂芳基，-(CH 2) n-O-(CH 2) p-，-(CH 2) n-S-(CH 2) p-，-(CH 2) n-NR 3-(CH 2) p-，R-O-，R-O-(CH 2) p-O-，R-O-(CH 2) p-S-，R-S-，R-S-(CH 2) p-O-，R-S-(CH 2) p-S-，R-O-(C＝O)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝O)-(O) m-，R-O-(CH 2) n-(C＝O)-，R-S-(C＝S)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝S)-(S) m-，R-S-(CH 2) n-(C＝S)-，R-O-(C＝O)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝O)-(S) m-，R-O-(C＝S)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝S)-(O) m-，R-O-(CH 2) n-(C＝S)-，R-S-(C＝O)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝O)-(O) m-，R-S-(CH 2) n-(C＝O)-，R-O-(C＝S)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝S)-(S) m-，R-S-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝O)-(S) m-，R-S-(C＝S)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(O) m-，R-(C＝O)-，R-(C＝S)-，R-(C＝O)-O-，R-(C＝S)-S-，R-(C＝O)-S-，R-(C＝S)-O-，R-SO-(O) m-，R-SO-(S) m-，R-SO-(NR 3) m-，R-SO 2-(O) m-，R-SO 2-(S) m-，R-SO 2(NR 3) m-，R 1R 2N-，R 1R 2N-O-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-O-，R 1R 2N-O-(CH 2) q-(S) m-，R 1R 2N-O-(CH 2) q-(NR 3) m-，R 1R 2N-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-，R 1R 2N-(C＝O)-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-(C＝O)-(S) m-，R 1R 2N-(C＝O)-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-(C＝O)-(NR 3) m-，R 1R 2N-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-SO 2-(O) m-，R 1R 2N-(CH 2) n-SO 2-， R 1R 2N-SO 2-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-SO 2-(S) m-，R 1R 2N-SO 2-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(NR 3) m-，R 1R 2P(O)-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH) m-，R 1R 2C＝N-(O) m-，R 1R 2C＝N-NH-； The "substituted C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1-8 alkyl" means substituted by one or more selected from the group consisting of halogen, cyano, nitro, azide, unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxyl, carboxyl, mercapto, amino and C with or without halogen-containing alkyl group having 1 to 8,. 3 ~ C 8 cycloalkyl group,. 3 ~ C 8 cycloalkenyl group, C 1-8 cycloalkyl. 3 C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1 ~ 8 alkoxy, C 1 ~ 8 alkylcarbonyl, C 1 ~ 8 alkoxycarbonyl, C 1 ~ 8 An aryl group, a heteroaryl group substituted with a group of an alkylsulfonyl group, a C 1-8 alkylamino group or a C 1-8 alkyl acyloxy group, -(CH 2 ) n -O-(CH 2 ) p -, -(CH 2 ) n -S-(CH 2 ) p -, -(CH 2 ) n -NR 3 -(CH 2 ) p -,RO-,RO-(CH 2 ) p -O-, RO-(CH 2 ) p -S-,RS-,RS-(CH 2 ) p -O-,RS-(CH 2 ) p -S-,RO-(C=O)-(CH 2 ) q - (O) m -,RO-(CH 2 ) n -(C=O)-(O) m -,RO-(CH 2 ) n -(C=O)-,RS-(C=S)-( CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=S)-(S) m -,RS-( CH 2 ) n -(C=S)-,RO-(C=O)-(CH 2 ) q -(S) m -,RO-(CH 2 ) n -(C=O)-(S) m -,RO-(C=S)-(CH 2 ) q -(O) m -,RO-(CH 2 ) n -(C=S)-(O) m -,RO-(CH 2 ) n - (C=S)-,RS-(C=O)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=O)-(O) m -,RS-( CH 2 ) n -(C=O)-,RO-(C=S)-(CH 2 ) q -(S) m -,RO-(CH 2 ) n -(C=S)-(S) m -,RS-(C=O)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=O)-(S) m -,RS-(C=S)- (CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(O) m -,R-(C=O)-,R-(C=S)-, R-(C=O)-O-, R-(C=S)-S-, R-(C=O)-S-, R-(C=S)-O-, R-SO-(O m -, R-SO-(S) m -, R-SO-(NR 3 ) m -, R-SO 2 -(O) m -, R-SO 2 -(S) m -, R-SO 2 (NR 3 ) m -,R 1 R 2 N-,R 1 R 2 NO-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -O-,R 1 R 2 NO-(CH 2 ) q -(S) m -,R 1 R 2 NO-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(C=O)-(CH 2 q -(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O) -, R 1 R 2 N-(C=O)-(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(S) m -, R 1 R 2 N-(C=O)-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(NR 3 ) m -,R 1 R 2 N-SO 2 -(CH 2 ) q -( O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -, R 1 R 2 N-SO 2 -(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(S) m -,R 1 R 2 N-SO 2 -(CH 2 ) q -( NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(NR 3 ) m -,R 1 R 2 P(O)-,R 1 R 2 R 3 SiO-,R 1 R 2 R 3 Si-(CH=CH) m -, R 1 R 2 C=N-(O) m -, R 1 R 2 C=N-NH-;

所述“取代的5～14元芳基、杂芳基或脂杂环基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，含有或不含有卤素的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基，未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的芳基、芳基C 1～8烷基、杂芳基、杂芳基C 1～8烷基、脂杂环基或脂杂环基C 1～8烷基，R-O-(CH 2) n-，R-O-(CH 2) p-O-(CH 2) q-，R-O-(CH 2) p-S-(CH 2) q-，R-S-(CH 2) n-，R-S-(CH 2) p-O-(CH 2) q-，R-S-(CH 2) p-S-(CH 2) q-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-，R-O-(CH 2) n-(C＝S)-(CH 2) q-，R-S-(CH 2) n-(C＝O)-(CH 2) q-，R-S-(C＝S)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-O-(C＝S)-(CH 2) q-(O) m-，R-S-(C＝O)-(CH 2) q-(O) m-，R-O-(C＝S)-(CH 2) q-(S) m-，R-S-(C＝O)-(CH 2) q-(S) m-，R-S-(C＝S)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(S) m-，R-O-(CH 2) n-(C＝S)-(O) m-，R-S-(CH 2) n-(C＝O)-(O) m-，R-O-(CH 2) n-(C＝S)-(S) m-，R-S-(CH 2) n-(C＝O)-(S) m-，R-S-(CH 2) n-(C＝S)-(O) m-，R-(C＝O)-(CH 2) n-，R-(C＝S)-，R-(C＝O)-(CH 2) n-O-(CH 2) q-，R-(C＝S)-(CH 2) n-S-，R-(C＝O)-(CH 2) n-S-，R-(C＝S)-(CH 2) n-O-，R-(C＝S)-S-(CH 2) q-，R-(C＝O)-S-(CH 2) q-，R-(C＝S)-O-(CH 2) q-，R-SO-(O) m-，R-SO-(S) m-，R-SO-(NR 3) m-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(S) m-，R-SO 2-(CH 2) n-(NR 3) m-，R-SO-(CH 2) n-，R 1R 2N-(CH 2) n-，R 1R 2N-(CH 2) n-O-(CH 2) q-，R 1R 2N-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-，R 1R 2N-(CH 2) n-(C＝O)-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(S) m-，R 1R 2N-(CH 2) n-(C＝O)-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-SO 2-(S) m-，R 1R 2N-(CH 2) n-SO 2-(NR 3) m-，R 1R 2N-(C＝O)-(CH 2) n-(O) m-，R 1R 2N-(C＝O)-(CH 2) n-(S) m-，R 1R 2N-(C＝O)-(CH 2) n-(NR 3) m-，R 1R 2N-SO 2-(CH 2) q-(S) m-，R 1R 2N-SO 2-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-O-，R 1R 2N-O-(CH 2) q-，R 1R 2P(O)-(O) m-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH) m-，R 1R 2C＝N-(O) m-，R 1R 2C＝N-NH-； The "substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl" refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide. group, with or without a halogen-C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl Alkyl C 1-8 alkyl, unsubstituted or 1 to 5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, decyl, amino and C 1-8 alkyl with or without halogen, C 3-8 cycloalkyl, C 3-8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1 ~ 8 alkoxy Substituting a group of a C 1-8 alkylcarbonyl group, a C 1-8 alkoxycarbonyl group, a C 1-8 alkylsulfonyl group, a C 1-8 alkylamino group or a C 1-8 alkyl acyloxy group Aryl, aryl C 1-8 alkyl, heteroaryl, heteroaryl C 1-8 alkyl, heteroheterocyclyl or heteroheterocyclyl C 1-8 alkyl, RO-(CH 2 ) n -,RO-(CH 2 ) p -O-(CH 2 ) q -,RO-(CH 2 ) p -S-(CH 2 ) q -,RS-(CH 2 ) n -,RS-(CH 2 ) p -O-(CH 2 ) q -,RS-(CH 2 ) p -S-(CH 2 ) q -,RO-(CH 2 ) n -(C=O )-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -,RO-(CH 2 ) n -(C=S)-( CH 2 ) q -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -,RS-(C=S)-(CH 2 ) q -(S) m -,RO-( CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RO-(C=S)-(CH 2 ) q -(O) m -,RS-(C=O) -(CH 2 ) q -(O) m -,RO-(C=S)-(CH 2 ) q -(S) m -,RS-(C=O)-(CH 2 ) q -(S) m -,RS-(C=S)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(S) m -,RO-(CH 2 ) n -(C=S)-(O) m -,RS-(CH 2 ) n -(C=O)-(O) m -,RO-(CH 2 ) n -(C=S)-(S) m -,RS-(CH 2 ) n -(C=O)-(S) m -,RS-(CH 2 ) n -(C=S)-(O) m -,R-(C=O) -(CH 2 ) n -,R-(C=S)-, R-(C=O)-(CH 2 ) n -O-(CH 2 ) q -,R-(C=S)-(CH 2 ) n -S-, R-(C=O)-(CH 2 ) n -S-, R-(C=S)-(CH 2 ) n -O-, R-(C=S)-S -(CH 2 ) q -,R-(C=O)-S-(CH 2 ) q -,R-(C=S)-O-(CH 2 ) q -,R-SO-(O) m -, R-SO-(S) m -, R-SO-(NR 3 ) m -, R-SO 2 -(CH 2 ) n -(O) m -, R-SO 2 -(S) m - , R-SO 2 -(CH 2 ) n -(NR 3 ) m -,R-SO-(CH 2 ) n -,R 1 R 2 N-(CH 2 ) n -,R 1 R 2 N-( CH 2 ) n -O-(CH 2 ) q -,R 1 R 2 N-(C=O)-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -,R 1 R 2 N-(CH 2 ) n -(C=O)-(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(S) m -,R 1 R 2 N -(CH 2 ) n -(C=O)-(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(S) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(NR 3 ) m -,R 1 R 2 N-(C=O )-(CH 2 ) n -(O) m -,R 1 R 2 N-(C=O)-(CH 2 ) n -(S) m -,R 1 R 2 N-(C=O)- (CH 2 ) n -(NR 3 ) m -,R 1 R 2 N-SO 2 -(CH 2 ) q -(S) m -,R 1 R 2 N-SO 2 -(CH 2 ) q -( NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -O-,R 1 R 2 NO-(CH 2 ) q -,R 1 R 2 P(O)-(O) m -,R 1 R 2 R 3 SiO-, R 1 R 2 R 3 Si-(CH=CH) m -, R 1 R 2 C=N-(O) m -, R 1 R 2 C=N-NH-;

m为0或1，n、q分别代表0～6之间的整数，p代表1～6之间的整数；m is 0 or 1, n, q represent an integer between 0 and 6, respectively, and p represents an integer between 1 and 6;

R代表氢，含有或不含有卤素的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基，以及未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基 C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的芳基、芳基C 1～8烷基、杂芳基、杂芳基C 1～8烷基； R represents hydrogen, or halogen-containing C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkenyl group, C 3 ~ 8 -cycloalkyl C 1-10 alkyl, and unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, decyl, amino, and C 1-8 alkane with or without halogen group, C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1 ~ 8 a group in an alkoxy group, a C 1-8 alkylcarbonyl group, a C 1-8 alkoxycarbonyl group, a C 1-8 alkylsulfonyl group, a C 1-8 alkylamino group or a C 1-8 alkyl acyloxy group An aryl group substituted with an aryl group, an aryl C 1-8 alkyl group, a heteroaryl group, a heteroaryl C 1-8 alkyl group;

R 1、R 2、R 3分别独立地代表氢，硝基，羟基，氨基，含有或不含有卤素的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基、C 1～8烷氧基、C 2～8烯基氧基、C 2～8炔基氧基、C 3～8环烷基氧基、C 1～8烷氧基C 1～8烷基、C 1～8烷氧基羰基、C 1～8烷基羰基C 1～8烷基、C 1～8烷硫基羰基、C 1～8烷基磺酰基、C 1～8烷基磺酰基C 1～8烷基、C 1～8烷基羰基、C 1～8烷基酰氧基、C 1～8烷基氨基、C 1～8烷基氨基羰基、C 1～8烷氧基氨基羰基、C 1～8烷氧基羰基C 1～8烷基、C 1～8烷氨基羰基C 1～8烷基、三C 1～8烷基甲硅烷基、二C 1～8烷基膦酰基，以及未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的芳基、芳基C 1～8烷基、芳基氧基、芳基C 1～8烷基氧基、芳基氧基C 1～8烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基C 1～8烷基、杂芳基氧基、杂芳基C 1～8烷基氧基、杂芳基氧基C 1～8烷基、杂芳基羰基、杂芳基磺酰基、脂杂环基、脂杂环基C 1～8烷基、脂杂环基氧基、脂杂环基C 1～8烷基氧基、脂杂环基氧基C 1～8烷基、脂杂环基羰基、脂杂环基磺酰基；或者R 1R 2N-形成五元或六元杂环基； R 1, R 2, R 3 each independently represent hydrogen, nitro, hydroxy, amino, a halogen containing or not containing C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl, C 3 3-8 cycloalkyl group, C 3 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, C 1 ~ 8 alkoxy, C 2 ~ 8 alkenyloxy, C 2 ~ 8 alkynyl alkoxy group, C 3 ~ 8 cycloalkyl group, C 1 ~ 8 alkoxy-C 1 ~ 8 alkyl, C 1 ~ 8 alkoxycarbonyl, C 1 ~ 8 alkylcarbonyl, C 1 ~ 8-alkyl , C 1-8 alkylthiocarbonyl, C 1-8 alkylsulfonyl, C 1-8 alkylsulfonyl C 1-8 alkyl, C 1-8 alkylcarbonyl, C 1-8 alkyl acyloxy a group, a C 1-8 alkylamino group, a C 1-8 alkylaminocarbonyl group, a C 1-8 alkoxyaminocarbonyl group, a C 1-8 alkoxycarbonyl C 1-8 alkyl group, a C 1-8 alkylamino group a carbonyl C 1-8 alkyl group, a tri C 1-8 alkylsilyl group, a di C 1-8 alkylphosphonyl group, and an unsubstituted or 1 to 5 independently selected from the group consisting of halogen, cyano, nitro, hydroxy , carboxyl, mercapto, amino and C with or without halogen-containing alkyl group having 1 to 8,. 3 ~ C 8 cycloalkyl group, C 1-8 cycloalkenyl. 3,. 3 ~ C 8 cycloalkyl C 1-8 alkyl group, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl, C 1-8 alkoxy group, C 1-8 alkylcarbonyl group, C 1-8 alkoxycarbonyl group, C 1-8 alkylsulfonyl group, C 1-8 alkylamino group or C 1-8 alkyl acyloxy group An aryl group substituted with a group, an aryl C 1-8 alkyl group, an aryloxy group, an aryl C 1-8 alkyloxy group, an aryloxy C 1-8 alkyl group, an arylcarbonyl group, Arylsulfonyl, heteroaryl, heteroaryl C 1-8 alkyl, heteroaryloxy, heteroaryl C 1-8 alkyloxy, heteroaryloxy C 1-8 alkyl, hetero Arylcarbonyl, heteroarylsulfonyl, heteroheterocyclyl, heteroheterocyclyl C 1-8 alkyl, heteroheterocyclyloxy, heteroheterocyclyl C 1-8 alkyloxy, heteroheterocyclyl An oxy C 1-8 alkyl group, an alicyclic carbonyl group, an alicyclic sulfonyl group; or R 1 R 2 N- forms a five- or six-membered heterocyclic group;

所述衍生物是指农业上可接受的盐或通式I中哒嗪环4位上的羟基衍生物。The derivative means an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I.

在一些优选的实施方案中，X代表卤代C 1～6烷基； In some preferred embodiments, X represents a halogenated C 1-6 alkyl group;

A代表未取代或取代的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基以及未取代或取代的5～14元芳基、杂芳基或脂杂环基； A represents an unsubstituted or substituted C 1-6 alkyl group, a C 2-6 alkenyl group, a C 2-6 alkynyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, a C 3-6 cycloalkane. a C 1-6 alkyl group and an unsubstituted or substituted 5 to 14 membered aryl, heteroaryl or heteroheterocyclic group;

所述“取代的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，未取代或被1～3个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的的芳基、杂芳基，-(CH 2) n-O-，-(CH 2) n-S-，-(CH 2) n-NR 3-，R-O-，R-O-(CH 2) p-O-，R-O-(CH 2) p-S-，R-S-，R-S-(CH 2) p-O-，R-S-(CH 2) p-S-，R-O-(CH 2) n-(C＝O)-，R-S-(C＝S)-，R-O-(C＝S)-，R-S-(C＝O)-，R-(C＝O)-，R-(C＝S)-，R-(C＝O)-O-，R-(C＝S)-S-，R-(C＝O)-S-，R-(C＝S)-O-，R-SO-，R-SO 2-，R 1R 2N-，R 1R 2N-O-，R 1R 2N-(C＝O)-，R 1R 2N-SO 2-，R 1R 2P(O)-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH)-，R 1R 2R 3Si-，R 1R 2C＝N-(O)-，R 1R 2C＝N-， R 1R 2C＝N-NH-； The "substituted C 1-6 alkyl group, C 2-6 alkenyl group, C 2-6 alkynyl group, C 3-6 cycloalkyl group, C 3-6 cycloalkenyl group, C 3-6 cycloalkyl group C. 1 to 6 alkyl" means substituted by one or more selected from the group consisting of halogen, cyano, nitro, azide, unsubstituted or 1-3 independently selected from halogen, cyano, nitro, hydroxyl, carboxyl, mercapto, amino and halogen, with or without C 1-6 alkyl, C 1-6 cycloalkyl. 3,. 3 ~ C 6 cycloalkenyl group, C 1-6 cycloalkyl. 3 C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy, C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, C 1-6 Aryl, heteroaryl, -(CH 2 ) n -O-, -(CH) substituted with a group of an alkylsulfonyl group, a C 1-6 alkylamino group or a C 1-6 alkyl acyloxy group 2 ) n -S-, -(CH 2 ) n -NR 3 -,RO-,RO-(CH 2 ) p -O-,RO-(CH 2 ) p -S-,RS-,RS-(CH 2 ) p -O-,RS-(CH 2 ) p -S-,RO-(CH 2 ) n -(C=O)-,RS-(C=S)-,RO-(C=S)- , RS-(C=O)-, R-(C=O)-, R-(C=S)-, R-(C=O)-O-, R-(C=S)-S-, R-(C=O)-S-, R-(C=S)-O-, R-SO-, R-SO 2 -, R 1 R 2 N-, R 1 R 2 NO-, R 1 R 2 N-(C=O)-, R 1 R 2 N-SO 2 -, R 1 R 2 P(O)-, R 1 R 2 R 3 SiO-, R 1 R 2 R 3 Si-(CH=CH)-, R 1 R 2 R 3 Si-, R 1 R 2 C=N-(O)-, R 1 R 2 C=N-, R 1 R 2 C=N- NH-;

所述“取代的5～14元芳基、杂芳基或脂杂环基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，含有或不含有卤素的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基，未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基和C 1～6烷基酰氧基中的基团所取代的芳基、芳基C 1～6烷基、杂芳基、杂芳基C 1～6烷基、脂杂环基或脂杂环基C 1～6烷基，R-O-(CH 2) n-，R-O-(CH 2) p-O-，R-O-(CH 2) p-S-，R-S-(CH 2) n-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) p-O-，R-S-(CH 2) p-S-，R-S-(C＝S)-(S) m-，R-O-(C＝S)-(O) m-，R-S-(CH 2) n-(C＝O)-(O) m-，R-O-(C＝S)-(S) m-，R-S-(C＝O)-(S) m-，R-S-(C＝S)-(O) m-，R-S-(C＝S)-(CH 2) q-，R-O-(C＝S)-(CH 2) q-，R-S-(C＝O)-(CH 2) q-，R-S-(CH 2) n-(C＝S)-，R-O-(CH 2) n-(C＝S)-，R-S-(CH 2) n-(C＝O)-，R-(C＝O)-(CH 2) n-，R-(C＝S)-，R-(C＝O)-(CH 2) n-O-(CH 2) q-，R-(C＝S)-S-，R-(C＝O)-S-，R-(C＝S)-O-，R-SO-(CH 2) n-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(CH 2) n-(NR 3) m-，R 1R 2N-(CH 2) n-，R 1R 2N-O-，R 1R 2N-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(C＝O)-(S) m-，R 1R 2N-(C＝O)-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) p-(C＝O)-，R 1R 2N-(CH 2) p-O-，R 1R 2N-O-(CH 2) p-，R 1R 2P(O)-，R 1R 2R 3SiO-，R 1R 2R 3Si-，R 1R 2R 3Si-CH＝CH-，R 1R 2C＝N-，R 1R 2C＝N-O-，R 1R 2C＝N-NH-； The "substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl" refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide. group, with or without a halogen-C 1 ~ 6 alkyl group, C 2 ~ 6 alkenyl group, C 2 ~ 6 alkynyl group, C 3 ~ 6 cycloalkyl, C 3 ~ 6 cycloalkenyl group, C 3 ~ 6 cycloalkyl Alkyl C 1-6 alkyl, unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, decyl, amino and C 1-6 alkyl with or without halogen, C 3-6 cycloalkyl, C 3-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy , C 1 ~ 6 alkylcarbonyl group, C 1 ~ 6 alkoxycarbonyl, C 1 ~ 6 alkylsulfonyl, C 1 ~ 6 alkylamino C 1 ~ 6 alkyl group and acyloxy group substituted with Aryl, aryl C 1-6 alkyl, heteroaryl, heteroaryl C 1-6 alkyl, alicyclic or heteroheterocyclyl C 1-6 alkyl, RO-(CH 2 ) n -,RO-(CH 2 ) p -O-,RO-(CH 2 ) p -S-,RS-(CH 2 ) n -,RO-(CH 2 ) n -(C=O)-(CH 2 q -(O) m -,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RS-(CH 2 ) p -O- , RS-(CH 2 ) p -S-, RS-(C=S)-(S) m -,RO-(C=S)-(O) m -,RS-(CH 2 ) n -(C =O)-(O) m -,RO-(C=S)-(S) m -,RS-(C=O)-(S) m -,RS-(C=S)-(O) m -, RS-(C=S)-(CH 2 ) q -,RO-(C=S)-(CH 2 ) q -,RS-(C=O)-(CH 2 ) q -,RS-( CH 2 ) n -(C=S)-,RO-(CH 2 ) n -(C=S)-,RS-(CH 2 ) n -(C=O)-,R-(C=O)- (CH 2 ) n -,R-(C=S)-, R-(C=O)-(CH 2 ) n -O-(CH 2 ) q -,R-(C=S)-S-, R-(C=O)-S-, R-(C=S)-O-, R-SO-(CH 2 ) n -, R-SO 2 -(CH 2 ) n -(O) m -, R-SO 2 -(CH 2 ) n -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -,R 1 R 2 NO-,R 1 R 2 N-(C=O)- (CH 2 ) q -(O) m -,R 1 R 2 N-(C=O)-(S) m -,R 1 R 2 N-(C=O)-(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) p -(C=O)-,R 1 R 2 N -(CH 2 ) p -O-,R 1 R 2 NO-(CH 2 ) p -,R 1 R 2 P(O)-,R 1 R 2 R 3 SiO-,R 1 R 2 R 3 Si- , R 1 R 2 R 3 Si-CH=CH-, R 1 R 2 C=N-, R 1 R 2 C=NO-, R 1 R 2 C=N-NH-;

m为0或1，n、q分别代表0～4之间的整数，p代表1～4之间的整数；m is 0 or 1, n, q represent an integer between 0 and 4, respectively, and p represents an integer between 1 and 4;

R代表氢，含有或不含有卤素的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基，以及未取代或被1～3个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的芳基、芳基C 1～6烷基、杂芳基、杂芳基C 1～6烷基； R represents hydrogen, or halogen-containing C 1 ~ 6 alkyl group, C 2 ~ 6 alkenyl group, C 2 ~ 6 alkynyl group, C 3 ~ 6 cycloalkyl, C 3 ~ 6 cycloalkenyl group, C 3 ~ 6 cycloalkyl C 1-6 alkyl, and unsubstituted or 1-3 independently selected from halogen, cyano, nitro, hydroxy, carboxy, thiol, amino and C 1-6 alkane with or without halogen a group, C 3-6 cycloalkyl, C 3-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 a group in an alkoxy group, a C 1-6 alkylcarbonyl group, a C 1-6 alkoxycarbonyl group, a C 1-6 alkylsulfonyl group, a C 1-6 alkylamino group or a C 1-6 alkyl acyloxy group An aryl group substituted with an aryl group, an aryl C 1-6 alkyl group, a heteroaryl group, a heteroaryl C 1-6 alkyl group;

R 1、R 2、R 3分别独立地代表氢，硝基，羟基，氨基，含有或不含有卤素的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 1～6烷氧基、C 2～6烯基氧基、C 2～6炔基氧基、C 3～6环烷基氧基、C 1～6烷氧基C 1～6烷基、C 1～6烷氧基羰基、C 1～6烷硫基羰基、C 1～6烷基磺酰基、C 1～6烷基磺酰基C 1～6烷基、C 1～6烷基羰基、C 1～6烷基羰基C 1～6烷基、C 1～6烷基酰氧基、C 1～6烷基氨基、C 1～6烷基氨基羰基、C 1～6烷氧基氨基羰基、C 1～6烷氧 基羰基C 1～6烷基、C 1～6烷氨基羰基C 1～6烷基、三C 1～6烷基甲硅烷基、二C 1～6烷基膦酰基，以及未取代或被1～3个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的芳基、芳基C 1～6烷基、芳基氧基、芳基C 1～6烷基氧基、芳基氧基C 1～6烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基C 1～6烷基、杂芳基氧基、杂芳基C 1～6烷基氧基、杂芳基氧基C 1～6烷基、杂芳基羰基、杂芳基磺酰基、脂杂环基、脂杂环基C 1～6烷基、脂杂环基氧基、脂杂环基C 1～6烷基氧基、脂杂环基氧基C 1～6烷基、脂杂环基羰基、脂杂环基磺酰基；或者R 1R 2N-代表

Figure PCTCN2019074315-appb-000005
R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3 with or without halogen. ～6 cycloalkyl, C 3-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 1-6 alkoxy, C 2-6 alkenyloxy, C 2-6 alkyne Alkoxy group, C 3-6 cycloalkyloxy group, C 1-6 alkoxy C 1-6 alkyl group, C 1-6 alkoxycarbonyl group, C 1-6 alkylthiocarbonyl group, C 1-6 alkylsulfonyl group, C 1 ~ 6 alkylsulfonyl C 1 ~ 6 alkyl group, C 1 ~ 6 alkylcarbonyl group, C 1 ~ 6 alkyl carbonyl C 1 ~ 6 alkyl group, C 1 ~ 6 alkyl acyloxy a group, a C 1-6 alkylamino group, a C 1-6 alkylaminocarbonyl group, a C 1-6 alkoxyaminocarbonyl group, a C 1-6 alkoxycarbonyl C 1-6 alkyl group, a C 1-6 alkylamino group Carbonyl C 1-6 alkyl, tri C 1-6 alkylsilyl, di C 1-6 alkylphosphonyl, and unsubstituted or 1-3 independently selected from halogen, cyano, nitro, hydroxy a carboxyl group, a mercapto group, an amino group, and a C 1-6 alkyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, a C 3-6 cycloalkyl C 1-6 alkyl group, or the like, C 2-6 alkenyl, C 2-6 alkynyl, C 1 to 6 alkoxy group, C 1-6 alkylcarbonyl group, C 1-6 alkoxycarbonyl group, C 1-6 alkylsulfonyl group, C 1-6 alkylamino group or C 1-6 alkyl acyloxy group An aryl group substituted with a group, an aryl C 1-6 alkyl group, an aryloxy group, an aryl C 1-6 alkyloxy group, an aryloxy C 1-6 alkyl group, an arylcarbonyl group, Arylsulfonyl, heteroaryl, heteroaryl C 1-6 alkyl, heteroaryloxy, heteroaryl C 1-6 alkyloxy, heteroaryloxy C 1-6 alkyl, hetero arylcarbonyl, heteroaryl arylsulfonyl group, an aliphatic heterocyclic group, an aliphatic heterocyclic group C 1 ~ 6 alkyl group, aliphatic heterocyclic oxy group, an aliphatic heterocyclic group C 1 ~ 6 alkyl group, aliphatic heterocyclic group An oxy C 1-6 alkyl group, an alicyclic carbonyl group, an alicyclic sulfonyl group; or R 1 R 2 N- represents
Figure PCTCN2019074315-appb-000005

所述芳基选自

Figure PCTCN2019074315-appb-000006
Figure PCTCN2019074315-appb-000007
The aryl group is selected from
Figure PCTCN2019074315-appb-000006
Figure PCTCN2019074315-appb-000007

所述杂芳基选自

Figure PCTCN2019074315-appb-000008
Figure PCTCN2019074315-appb-000009
Figure PCTCN2019074315-appb-000010
The heteroaryl group is selected from
Figure PCTCN2019074315-appb-000008
Figure PCTCN2019074315-appb-000009
Figure PCTCN2019074315-appb-000010

R’代表氢，硝基，羟基，氨基，含有或不含有氟、氯、溴的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 1～6烷氧基、C 2～6烯基氧基、C 2～6炔基氧基、C 3～6环烷基氧基、C 1～6烷氧基C 1～6烷基、C 1～6烷氧基羰基、C 1～6烷硫基羰基、C 1～6烷基磺酰基、C 1～6烷基磺酰基C 1～6烷基、C 1～6烷基羰基、C 1～6烷基羰基C 1～6烷基、C 1～6烷基酰氧基、C 1～6烷基氨基、C 1～6烷基氨基羰基、C 1～6烷氧基氨基羰基、C 1～6烷氧基羰基C 1～6烷基、C 1～6烷氨基羰基C 1～6烷基、三C 1～6烷基甲硅烷基、二C 1～6烷基膦酰基，以及未取代或被1～3个独立选自氟、氯、溴、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的芳基、芳基C 1～6烷基、芳基氧基、芳基C 1～6烷基氧基、芳基氧基C 1～6烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基C 1～6烷基、杂芳基氧基、杂芳基C 1～6烷基氧基、杂芳基氧基C 1～6烷基、杂芳基羰基、杂芳基磺酰基、脂杂环基、脂杂环基C 1～6烷基、脂杂环基氧基、脂杂环基C 1～6烷基氧基、脂杂环基氧基C 1～6烷基、脂杂环基羰基、脂杂环基磺酰基； R' represents hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl with or without fluorine, chlorine, bromine C 3-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 1-6 alkoxy, C 2-6 alkenyloxy, C 2-6 alkynyloxy, C 3 to 6 cycloalkyloxy group, C 1-6 alkoxy C 1-6 alkyl group, C 1-6 alkoxycarbonyl group, C 1-6 alkylthiocarbonyl group, C 1-6 alkylsulfonyl group, C 1 to 6 alkylsulfonyl C 1-6 alkyl, C 1-6 alkylcarbonyl, C 1-6 alkylcarbonyl C 1-6 alkyl, C 1-6 alkyl acyloxy, C 1 ～ 6 alkylamino group, C 1-6 alkylaminocarbonyl group, C 1-6 alkoxyaminocarbonyl group, C 1-6 alkoxycarbonyl C 1-6 alkyl group, C 1-6 alkylaminocarbonyl C 1-6 An alkyl group, a tri-C 1-6 alkylsilyl group, a di C 1-6 alkylphosphonyl group, and unsubstituted or 1-3 independently selected from the group consisting of fluorine, chlorine, bromine, cyano, nitro, hydroxy, a carboxyl group, a mercapto group, an amino group, and a C 1-6 alkyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, a C 3-6 cycloalkyl group C 1 to 6 with or without fluorine, chlorine or bromine. alkyl group, C 2 ~ 6 alkenyl group, C 2 ~ 6 alkynyl group, C 1 6 alkoxy, C 1 ~ 6 alkylcarbonyl group, C 1 ~ 6 alkoxycarbonyl, C 1 ~ 6 alkylsulfonyl, C 1 ~ 6 alkylamino or C 1 ~ 6 alkyl acyloxy Substituted aryl, aryl C 1-6 alkyl, aryloxy, aryl C 1-6 alkyloxy, aryloxy C 1-6 alkyl, arylcarbonyl, aryl Sulfonyl, heteroaryl, heteroaryl C 1-6 alkyl, heteroaryloxy, heteroaryl C 1-6 alkyloxy, heteroaryloxy C 1-6 alkyl, heteroaryl Carbonyl group, heteroarylsulfonyl group, aliphatic heterocyclic group, aliphatic heterocyclic group C 1-6 alkyl group, aliphatic heterocyclic oxy group, aliphatic heterocyclic group C 1-6 alkyloxy group, aliphatic heterocyclic oxy group a C 1-6 alkyl group, an alicyclic carbonyl group, an alicyclic sulfonyl group;

所述脂杂环基选自

Figure PCTCN2019074315-appb-000011
The aliphatic heterocyclic group is selected from
Figure PCTCN2019074315-appb-000011

所述衍生物是指农业上可接受的盐或通式I中哒嗪环4位上的羟基衍生物，包括其酯、肟、羟胺和醚类衍生物。The derivative refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including esters, oximes, hydroxylamines and ether derivatives thereof.

在一些优选的实施方案中，X代表卤代C 1～6烷基； In some preferred embodiments, X represents a halogenated C 1-6 alkyl group;

A代表未取代或取代的C 1～6烷基、C 2～6烯基、C 3～6环烷基、C 3～6环烯基，以及未取代或取代的5～14元芳基、杂芳基或脂杂环基； A represents an unsubstituted or substituted C 1-6 alkyl group, a C 2-6 alkenyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, and an unsubstituted or substituted 5 to 14 membered aryl group, a heteroaryl or an aliphatic heterocyclic group;

所述“取代的C 1～6烷基、C 2～6烯基、C 3～6环烷基、C 3～6环烯基”是指被选自以下基团的中的一种或多种所取代：R-O-(CH 2) n-(C＝O)-和R 1R 2R 3SiO-； The "substituted C 1-6 alkyl group, C 2-6 alkenyl group, C 3-6 cycloalkyl group, C 3-6 cycloalkenyl group" means one or more selected from the group consisting of the following groups Substituted: RO-(CH 2 ) n -(C=O)- and R 1 R 2 R 3 SiO-;

所述“取代的5～14元芳基、杂芳基或脂杂环基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，含有或不含有卤素的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烷基C 1～6烷基，未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6 烷基氨基和C 1～6烷基酰氧基中的基团所取代的芳基、芳基C 1～6烷基、杂芳基、杂芳基C 1～6烷基、脂杂环基或脂杂环基C 1～6烷基，R-O-(CH 2) n-，R-O-(CH 2) p-O-，R-S-(CH 2) n-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝O)-，R-(C＝O)-(CH 2) n-，R-(C＝O)-(CH 2) n-O-(CH 2) q-，R-SO-(CH 2) n-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(CH 2) n-(NR 3) m-，R 1R 2N-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(C＝O)-(NR 3) m-，R 1R 2N-(CH 2) n-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-，R 1R 2P(O)-，和R 1R 2R 3Si-； The "substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl" refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide. group, with or without a halogen-C 1 ~ 6 alkyl group, C 2 ~ 6 alkenyl group, C 2 ~ 6 alkynyl group, C 3 ~ 6 cycloalkyl, C 3 ~ 6 cycloalkyl C 1 ~ 6 alkyl group , unsubstituted or 1 to 5 independently selected from the group consisting of halogen, cyano, nitro, hydroxy, carboxy, decyl, amino, and C 1-6 alkyl, C 3 -6 cycloalkyl, C with or without halogen 3- to 6 -cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy, C 1-6 alkylcarbonyl, C 1-6 alkoxy An aryl group substituted with a group of a carbonyl group, a C 1-6 alkylsulfonyl group, a C 1-6 alkylamino group and a C 1-6 alkyl acyloxy group, an aryl C 1-6 alkyl group, a heteroaryl group , heteroaryl C 1-6 alkyl, alicyclic or heteroheterocyclyl C 1-6 alkyl, RO-(CH 2 ) n -, RO-(CH 2 ) p -O-, RS-( CH 2 ) n -,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=O)-, R-(C=O)-(CH 2 ) n -,R-(C=O)-(CH 2 ) n -O-( CH 2 ) q -, R-SO-(CH 2 ) n -, R-SO 2 -(CH 2 ) n -(O) m -, R-SO 2 -(CH 2 ) n -(NR 3 ) m -, R 1 R 2 N-(C=O)-(CH 2 ) q -(O) m -,R 1 R 2 N-(C=O)-(NR 3 ) m -,R 1 R 2 N -(CH 2 ) n -, R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -, R 1 R 2 P(O)-, and R 1 R 2 R 3 Si-;

m为0或1，n、q分别代表0～4之间的整数，p代表1～4之间的整数；m is 0 or 1, n, q represent an integer between 0 and 4, respectively, and p represents an integer between 1 and 4;

R代表氢，含有或不含有卤素的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基或C 3～6环烷基C 1～6烷基，以及未取代或被1～3个独立选自卤素中的基团所取代的5～14元芳基、5～14元芳基C 1～4烷基或5～14元杂芳基； R represents hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl or C 3-6 cycloalkyl C 1-6 with or without halogen. An alkyl group, and a 5- to 14-membered aryl group, a 5- to 14-membered aryl C 1-4 alkyl group or a 5 to 14-membered heteroaryl group which is unsubstituted or substituted by 1 to 3 groups independently selected from a halogen. ;

R 1、R 2、R 3分别独立地代表氢，硝基，羟基，氨基，含有或不含有卤素的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 1～6烷氧基、C 1～6烷氧基C 1～6烷基、C 1～6烷氧基羰基、C 1～6烷基羰基、C 1～6烷基羰基C 1～6烷基、C 1～6烷基酰氧基，以及未取代或被1～3个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基和C 1～6烷基酰氧基中的基团所取代的5～14元芳基、5～14元芳基C 1～6烷基、5～14元芳基氧基、5～14元芳基羰基、5～14元杂芳基、5～14元杂芳基C 1～6烷基、5～14元杂芳基氧基、5～14元杂芳基羰基和5～14元脂杂环基羰基；或者R 1R 2N-代表

Figure PCTCN2019074315-appb-000012
R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3 with or without halogen. ～6 cycloalkyl, C 1-6 alkoxy, C 1-6 alkoxy C 1-6 alkyl, C 1-6 alkoxycarbonyl, C 1-6 alkylcarbonyl, C 1-6 alkane Alkylcarbonyl C 1-6 alkyl, C 1-6 alkyl acyloxy, and unsubstituted or 1-3 independently selected from halogen, cyano, nitro, hydroxy, carboxy, thiol, amino and with or without Halogen-containing C 1-6 alkyl, C 3-6 cycloalkyl, C 3-6 cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 a group of an alkoxy group, a C 1-6 alkylcarbonyl group, a C 1-6 alkoxycarbonyl group, a C 1-6 alkylsulfonyl group, a C 1-6 alkylamino group, and a C 1-6 alkyl acyloxy group a 5- to 14-membered aryl group substituted with a group, a 5- to 14-membered aryl C 1 to 6 alkyl group, a 5 to 14-membered aryloxy group, a 5- to 14-membered arylcarbonyl group, a 5- to 14-membered heteroaryl group, and 5 ～14-membered heteroaryl C 1-6 alkyl, 5- to 14-membered heteroaryloxy, 5- to 14-membered heteroarylcarbonyl, and 5- to 14-membered alicyclic carbonyl; or R 1 R 2 N- represents
Figure PCTCN2019074315-appb-000012

所述芳基选自

Figure PCTCN2019074315-appb-000013
Figure PCTCN2019074315-appb-000014
The aryl group is selected from
Figure PCTCN2019074315-appb-000013
Figure PCTCN2019074315-appb-000014

所述杂芳基选自

Figure PCTCN2019074315-appb-000015
Figure PCTCN2019074315-appb-000016
Figure PCTCN2019074315-appb-000017
The heteroaryl group is selected from
Figure PCTCN2019074315-appb-000015
Figure PCTCN2019074315-appb-000016
Figure PCTCN2019074315-appb-000017

R’代表氢，含有或不含有氟、氯、溴的C 1～6烷基、C 1～6烷氧基C 1～6烷基、C 1～6烷氧基羰基、C 1～6烷基羰基，脂杂环基，苯基或苄基； R' represents hydrogen, C 1-6 alkyl with or without fluorine, chlorine or bromine, C 1-6 alkoxy C 1-6 alkyl, C 1-6 alkoxycarbonyl, C 1-6 alkane a carbonyl group, an aliphatic heterocyclic group, a phenyl group or a benzyl group;

所述脂杂环基选自

Figure PCTCN2019074315-appb-000018
The aliphatic heterocyclic group is selected from
Figure PCTCN2019074315-appb-000018

所述衍生物是指农业上可接受的盐或通式I中哒嗪环4位上的羟基衍生物，包括其酯、肟、羟胺和醚类衍生物。The derivative refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including esters, oximes, hydroxylamines and ether derivatives thereof.

在一些优选的实施方案中，X代表卤代C 1～4烷基； In some preferred embodiments, X represents a halogenated C 1-4 alkyl group;

A代表未取代或取代的C 1～4烷基、C 2～4烯基、C 3～6环烷基、C 3～6环烯基，以及未取代或取代的5～14元芳基、杂芳基或脂杂环基； A represents an unsubstituted or substituted C 1-4 alkyl group, a C 2 4 alkenyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, and an unsubstituted or substituted 5 to 14 membered aryl group, a heteroaryl or an aliphatic heterocyclic group;

所述“取代的C 1～4烷基、C 2～4烯基、C 3～6环烷基、C 3～6环烯基”是指被选自以下基团的中的一种或多种所取代：R-O-(C＝O)-和R 1R 2R 3SiO-； The "substituted C 1-4 alkyl group, C 2 -4 alkenyl group, C 3-6 cycloalkyl group, C 3-6 cycloalkenyl group" means one or more selected from the group consisting of the following groups Substituted: RO-(C=O)- and R 1 R 2 R 3 SiO-;

所述“5～14元取代的芳基、杂芳基或脂杂环基”是指被选自以下基团的中的一种或多种所取代：氟，氯，溴，碘，氰基，硝基，叠氮基，含有或不含有氟、氯或溴的C 1～4烷基、C 2～4烯基、C 2～4炔基、C 3～6环烷基、C 3～6环烷基C 1～4烷基，未取代或被1～3个独立选自氟、氯、溴、氰基、羟基、以及含有或不含有氟、氯或溴的C 1～4烷基、C 1～4烷氧基、C 1～4烷氧基羰基、C 1～4烷基磺酰基和C 1～4烷基氨基的基团所取代的芳基、芳基C 1～4烷基、杂芳基、杂芳基C 1～4烷基或脂杂环基，R-O-(CH 2) n-，R-O-CH 2-O-，R-S-(CH 2) n-，R-O-(CH 2) n-(C＝O)-，R-O-(CH 2) n-(C＝O)-O-，R-O-(C＝O)-(CH 2) q-O-，R-O-(CH 2) n-(C＝O)-(CH 2) q-S-，R-S-(CH 2) n-(C＝O)-，R-(C＝O)-(CH 2) n-，R-(C＝O)-O-(CH 2) q-，R-(C＝O)-(CH 2) n-O-， R-SO-(CH 2) n-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(CH 2) n-NR 3-，R 1R 2N-(C＝O)-(CH 2) q-，R 1R 2N-(C＝O)-(CH 2) q-O-，R 1R 2N-(C＝O)-(NR 3) m-，R 1R 2N-(CH 2) n-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-，R 1R 2P(O)-和R 1R 2R 3Si-； The "5- to 14-membered substituted aryl, heteroaryl or heteroheterocyclyl" refers to being substituted with one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, and cyano. , nitro, azide group, C 1-4 alkyl group, C 2 4 alkenyl group, C 2 4 alkynyl group, C 3-6 cycloalkyl group, C 3 ～ with or without fluorine, chlorine or bromine. 6 cycloalkyl C 1-4 alkyl, unsubstituted or 1-3 selected independently from fluoro, chloro, bromo, cyano, hydroxy, and C 1-4 alkyl with or without fluoro, chloro or bromo , C 1 ~ 4 alkoxy, C 1 ~ 4 alkoxycarbonyl, C 1 ~ 4 alkylsulfonyl and C 1 ~ 4 alkyl group substituted amino group aryl, aryl C 1 ~ 4 alkyl Alkyl, heteroaryl, heteroaryl C 1-4 alkyl or an aliphatic heterocyclic group, RO-(CH 2 ) n -, RO-CH 2 -O-, RS-(CH 2 ) n -, RO-( CH 2 ) n -(C=O)-,RO-(CH 2 ) n -(C=O)-O-,RO-(C=O)-(CH 2 ) q -O-,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -S-,RS-(CH 2 ) n -(C=O)-, R-(C=O)-(CH 2 ) n -,R -(C=O)-O-(CH 2 ) q -,R-(C=O)-(CH 2 ) n -O-, R-SO-(CH 2 ) n -,R-SO 2 -( CH 2 ) n -(O) m -,R-SO 2 -(CH 2 ) n -NR 3 -,R 1 R 2 N-(C=O)-(CH 2 ) q -,R 1 R 2 N-(C=O)-(CH 2 ) q -O-,R 1 R 2 N-(C=O)-(NR 3 ) m -,R 1 R 2 N -(CH 2 ) n -, R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -, R 1 R 2 P(O)- and R 1 R 2 R 3 Si-;

m为0或1，n、q分别代表0、1、2或3之间的整数，p代表1、2或3之间的整数；m is 0 or 1, n, q represent an integer between 0, 1, 2 or 3, respectively, and p represents an integer between 1, 2 or 3;

R代表氢，含有或不含有卤素的C 1～4烷基、C 2～4烯基、C 2～6炔基、C 3～6环烷基或C 3～6环烷基C 1～4烷基，以及未取代或被1～3个独立选自氟、氯、溴中的基团所取代的5～14元芳基、5～14元芳基C 1～2烷基或5～6元杂芳基； R represents hydrogen, C 1-4 alkyl, C 2 to 4 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl or C 3-6 cycloalkyl C 1-4 with or without halogen. An alkyl group, and a 5- to 14-membered aryl group, a 5- to 14-membered aryl C 1-2 alkyl group or a 5 to 6 unsubstituted or substituted by 1 to 3 groups independently selected from fluorine, chlorine, and bromine Metaheteroaryl;

R 1、R 2、R 3分别独立地代表氢，含有或不含有氟、氯或溴的C 1～4烷基、C 2～4烯基、C 2～4炔基、C 3～6环烷基、C 1～4烷氧基、C 1～4烷氧基C 1～4烷基、C 1～4烷氧基羰基、C 1～4烷基羰基、C 1～4烷基羰基C 1～4烷基、C 1～4烷基酰氧基，以及未取代或被1～3个独立选自氟、氯、溴、C 1～4烷基、C 1～4烷氧基、C 1～4烷基氨基和C 3～6环烷基中的基团所取代的5～14元芳基、5～14元芳基氧基、5～14元芳基羰基、5～6元杂芳基、5～6元杂芳基C 1～4烷基和5～6元杂芳基羰基；或者R 1R 2N-代表

Figure PCTCN2019074315-appb-000019
R 1 , R 2 and R 3 each independently represent hydrogen, C 1-4 alkyl, C 2 to 4 alkenyl, C 2 to 4 alkynyl, C 3 to 6 ring with or without fluorine, chlorine or bromine. Alkyl group, C 1-4 alkoxy group, C 1-4 alkoxy C 1-4 alkyl group, C 1-4 alkoxycarbonyl group, C 1-4 alkylcarbonyl group, C 1-4 alkylcarbonyl group C 1 to 4 alkyl, C 1-4 alkyl acyloxy, and unsubstituted or 1 to 3 independently selected from fluorine, chlorine, bromine, C 1-4 alkyl, C 1-4 alkoxy, C a 5- to 14-membered aryl group, a 5- to 14-membered aryloxy group, a 5- to 14-membered arylcarbonyl group, a 5- to 6-membered heterocyclic group substituted with a group of a 1 to 4 alkylamino group and a C 3-6 cycloalkyl group; An aryl group, a 5- to 6-membered heteroaryl C 1-4 alkyl group and a 5- to 6-membered heteroarylcarbonyl group; or R 1 R 2 N- represents
Figure PCTCN2019074315-appb-000019

所述芳基选自

Figure PCTCN2019074315-appb-000020
Figure PCTCN2019074315-appb-000021
The aryl group is selected from
Figure PCTCN2019074315-appb-000020
Figure PCTCN2019074315-appb-000021

所述杂芳基选自

Figure PCTCN2019074315-appb-000022
Figure PCTCN2019074315-appb-000023
Figure PCTCN2019074315-appb-000024
The heteroaryl group is selected from
Figure PCTCN2019074315-appb-000022
Figure PCTCN2019074315-appb-000023
Figure PCTCN2019074315-appb-000024

R’代表氢，含有或不含有氟、氯、溴的C 1～4烷基、C 1～4烷氧基C 1～4烷基、C 1～4烷氧基羰基、C 1～4烷基羰基，

Figure PCTCN2019074315-appb-000025
苯基或苄基； R' represents hydrogen, C 1-4 alkyl with or without fluorine, chlorine or bromine, C 1-4 alkoxy C 1-4 alkyl, C 1-4 alkoxycarbonyl, C 1-4 alkane Carbonyl group,
Figure PCTCN2019074315-appb-000025
Phenyl or benzyl;

所述脂杂环基选自

Figure PCTCN2019074315-appb-000026
The aliphatic heterocyclic group is selected from
Figure PCTCN2019074315-appb-000026

所述衍生物是指农业上可接受的盐或通式I中哒嗪环4位上的羟基衍生物，包括其酯、肟、羟胺和醚类衍生物。The derivative refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including esters, oximes, hydroxylamines and ether derivatives thereof.

在一些优选的实施方案中，X代表CH 2F、CHF 2、CF 3、CF 2CF 3； In some preferred embodiments, X represents CH 2 F, CHF 2 , CF 3 , CF 2 CF 3 ;

A代表甲基，乙基，

Figure PCTCN2019074315-appb-000027
以及未取代或取代的5～14元芳基、杂芳基或脂杂环基； A represents methyl, ethyl,
Figure PCTCN2019074315-appb-000027
And an unsubstituted or substituted 5 to 14 membered aryl, heteroaryl or aliphatic heterocyclic group;

所述“取代的5～14元芳基、杂芳基或脂杂环基”是指被选自以下基团的中的一种或多种所取代：氟，氯，溴，碘，氰基，硝基，叠氮基，含有或不含有氟、氯、溴的C 1～4烷基、C 2～4烯基、C 2～4炔基、C 3～6环烷基、C 3～6环烷基C 1～2烷基，未取代或被1～3个独立选自氟、氯、溴、氰基、羟基以及含有或不含有氟、氯、溴的C 1～4烷基、C 1～4烷氧基、C 1～4烷氧基羰基、C 1～4烷基磺酰基或C 1～4烷基氨基中的基团所取代的苯基、吡咯基、呋喃基、咪唑基、吡唑基、噁唑基、异噁唑基、噻唑基、噁二唑基、噻二唑基、三唑基、吡啶基、吡嗪基、嘧啶基、苄基、四氢吡喃基或噻吩基甲基，R-O-，R-O-CH 2-，R-O-CH 2CH 2-，R-O-CH 2-O-，R-O-(C＝O)-，R-O-CH 2-(C＝O)-，R-O-CH 2-(C＝O)-O-，R-O-(C＝O)-CH 2-O-，R-O-(C＝O)-CH 2CH 2-O-，R-O-(C＝O)-CH 2-S-，R-O-CH 2-(C＝O)-S-，R-O-CH 2-(C＝O)-CH 2-S-，R-S-CH 2-，R-S-，R-S-(C＝O)-，R-S-CH 2-(C＝O)-，R-(C＝O)-CH 2-，R-(C＝O)-，R-(C＝O)-O-CH 2-，R-(C＝O)-CH 2-O-，R-(C＝O)-CH 2CH 2-O-，R-(C＝O)-O-，R-SO-CH 2-，R-SO-，R-SO 2-CH 2-O-，R-SO 2-CH 2-，R-SO 2-O-，R-SO 2-，R-SO 2-CH 2-NR 3-，R-SO 2-NR 3-，R 1R 2N-CH 2-，R 1R 2N-，R 1R 2N-(C＝O)-CH 2-，R 1R 2N-(C＝O)-CH 2-O-，R 1R 2N-(C＝O)-，R 1R 2N-(C＝O)-NR 3-，R 1R 2N-CH 2-SO 2-，R 1R 2N-CH 2-SO 2-CH 2-，R 1R 2N-SO 2-CH 2-，R 1R 2N-SO 2-，R 1R 2P(O)-和R 1R 2R 3Si-； The "substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl" refers to being substituted with one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, and cyano. , nitro, azide group, C 1-4 alkyl group having or not containing fluorine, chlorine or bromine, C 2 to 4 alkenyl group, C 2 to 4 alkynyl group, C 3 to 6 cycloalkyl group, C 3 ～ 6 cycloalkyl C 1-2 alkyl, unsubstituted or 1-3 selected independently from fluorine, chlorine, bromine, cyano, hydroxy, and C 1-4 alkyl with or without fluorine, chlorine, bromine, C 1 ~ 4 alkoxy, C 1 ~ 4 alkoxycarbonyl, C 1 ~ 4 alkylsulfonyl or C 1 ~ 4 alkylamino group substituted with a phenyl, pyrrolyl, furanyl, imidazole Base, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl, thiadiazolyl, triazolyl, pyridyl, pyrazinyl, pyrimidinyl, benzyl, tetrahydropyranyl Or thienylmethyl, RO-, RO-CH 2 -, RO-CH 2 CH 2 -, RO-CH 2 -O-, RO-(C=O)-, RO-CH 2 -(C=O) -,RO-CH 2 -(C=O)-O-,RO-(C=O)-CH 2 -O-,RO-(C=O)-CH 2 CH 2 -O-,RO-(C =O)-CH 2 -S-,RO-CH 2 -(C=O)-S-,RO-CH 2 -(C=O)-CH 2 -S-,RS -CH 2 -, RS-, RS-(C=O)-, RS-CH 2 -(C=O)-, R-(C=O)-CH 2 -, R-(C=O)-, R-(C=O)-O-CH 2 -,R-(C=O)-CH 2 -O-,R-(C=O)-CH 2 CH 2 -O-,R-(C=O )-O-, R-SO-CH 2 -, R-SO-, R-SO 2 -CH 2 -O-, R-SO 2 -CH 2 -, R-SO 2 -O-, R-SO 2 -, R-SO 2 -CH 2 -NR 3 -, R-SO 2 -NR 3 -, R 1 R 2 N-CH 2 -, R 1 R 2 N-, R 1 R 2 N-(C=O )-CH 2 -,R 1 R 2 N-(C=O)-CH 2 -O-,R 1 R 2 N-(C=O)-,R 1 R 2 N-(C=O)-NR 3 -, R 1 R 2 N-CH 2 -SO 2 -, R 1 R 2 N-CH 2 -SO 2 -CH 2 -, R 1 R 2 N-SO 2 -CH 2 -, R 1 R 2 N -SO 2 -, R 1 R 2 P(O)- and R 1 R 2 R 3 Si-;

R代表氢，含有或不含有氟、氯、溴的C 1～4烷基、C 2～4烯基、C 2～4炔基、C 3～6环烷基、C 3～6环烷基C 1～2烷基，以及未取代或被1～3个独立选自氟、氯、溴中的基团所取代的苯基、苄基或噻吩基； R represents hydrogen, C 1-4 alkyl with or without fluorine, chlorine or bromine, C 2 to 4 alkenyl, C 2 to 4 alkynyl, C 3 to 6 cycloalkyl, C 3 to 6 cycloalkyl a C 1-2 alkyl group, and a phenyl group, a benzyl group or a thienyl group which is unsubstituted or substituted by 1 to 3 groups independently selected from fluorine, chlorine or bromine;

R 1、R 2、R 3分别独立地代表氢，含有或不含有氟、氯、溴的C 1～4烷基、C 2～4烯基、C 2～4炔基、C 3～6环烷基、C 1～4烷氧基、C 1～4烷氧基C 1～2烷基、C 1～4烷氧基羰基、C 1～4烷基羰基、C 1～4烷基羰基C 1～2烷基、C 1～4烷基酰氧基、以及未取代或被1～3个独立选自氟、氯、溴、C 1～4烷基、C 3～6环烷基、C 1～4烷氧基和C 1～4烷基氨基中的基团所取代的苯基、萘基、苯氧基、呋喃基、噻吩基、噻二唑基、噻吩甲基、吡唑甲基、苯甲酰基或吡啶甲酰基；或者R 1R 2N-代表

Figure PCTCN2019074315-appb-000028
R 1 , R 2 and R 3 each independently represent hydrogen, a C 1-4 alkyl group having or not containing fluorine, chlorine or bromine, a C 2 to 4 alkenyl group, a C 2 to 4 alkynyl group, and a C 3 to 6 ring. Alkyl group, C 1-4 alkoxy group, C 1-4 alkoxy C 1-2 alkyl group, C 1-4 alkoxycarbonyl group, C 1-4 alkylcarbonyl group, C 1-4 alkylcarbonyl group C 1 to 2 alkyl, C 1-4 alkyl acyloxy, and unsubstituted or 1 to 3 independently selected from fluorine, chlorine, bromine, C 1-4 alkyl, C 3-6 cycloalkyl, C Phenyl, naphthyl, phenoxy, furyl, thienyl, thiadiazolyl, thienylmethyl, pyrazolemethyl substituted by a group of 1 to 4 alkoxy groups and C 1-4 alkylamino groups , benzoyl or pyridine formyl; or R 1 R 2 N- represents
Figure PCTCN2019074315-appb-000028

所述5～14元芳基选自

Figure PCTCN2019074315-appb-000029
Figure PCTCN2019074315-appb-000030
The 5- to 14-membered aryl group is selected from
Figure PCTCN2019074315-appb-000029
Figure PCTCN2019074315-appb-000030

所述杂芳基选自

Figure PCTCN2019074315-appb-000031
Figure PCTCN2019074315-appb-000032
Figure PCTCN2019074315-appb-000033
The heteroaryl group is selected from
Figure PCTCN2019074315-appb-000031
Figure PCTCN2019074315-appb-000032
Figure PCTCN2019074315-appb-000033

R’代表氢，含有或不含有氟、氯、溴的C 1～4烷基、C 1～4烷氧基C 1～2烷基、C 1～4烷氧基羰基、C 1～4烷基羰基，

Figure PCTCN2019074315-appb-000034
苯基或苄基； R' represents hydrogen, C 1-4 alkyl with or without fluorine, chlorine or bromine, C 1-4 alkoxy C 1-2 alkyl, C 1-4 alkoxycarbonyl, C 1-4 alkane Carbonyl group,
Figure PCTCN2019074315-appb-000034
Phenyl or benzyl;

所述脂杂环基选自

Figure PCTCN2019074315-appb-000035
The aliphatic heterocyclic group is selected from
Figure PCTCN2019074315-appb-000035

所述衍生物是指农业上可接受的盐或通式I中哒嗪环4位上的羟基衍生物，包括其酯、肟、羟胺和醚类衍生物。The derivative refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including esters, oximes, hydroxylamines and ether derivatives thereof.

在一些优选的实施方案中，X代表卤代烷基、氰基、烷基、烷氧基、卤代烷氧基、R 1R 2N-(C＝O)-、R 1R 2N-、羟基、未取代或取代的芳基； In some preferred embodiments, X represents haloalkyl, cyano, alkyl, alkoxy, haloalkoxy, R 1 R 2 N-(C=O)-, R 1 R 2 N-, hydroxy, un Substituted or substituted aryl;

A代表未取代或取代的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基以及未取代或取代的芳基、杂芳基；A represents an unsubstituted or substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl group and an unsubstituted or substituted aryl or heteroaryl group;

所述“取代的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，未取代或取代的芳基、杂芳基，-(CH 2) n-O-(CH 2) p-，-(CH 2) n-S-(CH 2) p-，-(CH 2) n-NR 3-(CH 2) p-，R-O-，R-O-(CH 2) p-O-，R-O-(CH 2) p-S-，R-S-，R-S-(CH 2) p-O-，R-S-(CH 2) p-S-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝S)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝S)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-(O) m-，R-(C＝O)-，R-(C＝S)-，R-(C＝O)-(CH 2) n-O-，R-(C＝S)-(CH 2) n-S-，R-(C＝O)-(CH 2) n-S-，R-(C＝S)-(CH 2) n-O-，R-SO-(CH 2) n-(O) m-，R-SO-(CH 2) n-(S) m-，R-SO-(CH 2) n-(NR 3) m-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(CH 2) n-(S) m-，R-SO 2-(CH 2) n-(NR 3) m-，R 1R 2N-，R 1R 2N-(CH 2) n-O-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-O-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-O-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(NR 3) m-，R 1R 2PO 3-(O) m-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH) m-，R 1R 2C＝N-(O) m-，R 1R 2C＝N-NH-； The "substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl" refers to being substituted with one or more selected from the group consisting of halogen, cyanide Base, nitro, azido, unsubstituted or substituted aryl, heteroaryl, -(CH 2 ) n -O-(CH 2 ) p -, -(CH 2 ) n -S-(CH 2 ) p -, -(CH 2 ) n -NR 3 -(CH 2 ) p -,RO-,RO-(CH 2 ) p -O-,RO-(CH 2 ) p -S-,RS-,RS- (CH 2 ) p -O-,RS-(CH 2 ) p -S-,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -(S) m -,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RO- (CH 2 ) n -(C=S)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -, RO-(CH 2 ) n -(C=S)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -(O) m -,R-(C=O)-,R-(C=S)-,R-(C =O)-(CH 2 ) n -O-,R-(C=S)-(CH 2 ) n -S-,R-(C=O)-(CH 2 ) n -S-,R-( C=S)-(CH 2 ) n -O-,R-SO-(CH 2 ) n -(O) m -,R-SO-(CH 2 ) n -(S) m -,R-SO- (CH 2 ) n -(NR 3 ) m -,R-SO 2 -(CH 2 ) n -(O) m -,R-SO 2 - (CH 2 ) n -(S) m -,R-SO 2 -(CH 2 ) n -(NR 3 ) m -,R 1 R 2 N-,R 1 R 2 N-(CH 2 ) n -O -(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q - (NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -( CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(NR 3 ) m -,R 1 R 2 PO 3 -(O) m -, R 1 R 2 R 3 SiO-, R 1 R 2 R 3 Si-(CH=CH) m -, R 1 R 2 C=N-(O) m -, R 1 R 2 C=N-NH -;

所述“取代的芳基、杂芳基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基， 硝基，叠氮基，含有或不含有卤素的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基，未取代或取代的芳基、芳基烷基、杂芳基、杂芳基烷基，R-O-(CH 2) n-，R-O-(CH 2) p-O-(CH 2) q-，R-O-(CH 2) p-S-(CH 2) q-，R-S-(CH 2) n-，R-S-(CH 2) p-O-(CH 2) q-，R-S-(CH 2) p-S-(CH 2) q-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝S)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝S)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-(O) m-，R-(C＝O)-(CH 2) n-，R-(C＝S)-(CH 2) n-，R-(C＝O)-(CH 2) n-O-(CH 2) q-，R-(C＝S)-(CH 2) n-S-(CH 2) q-，R-(C＝O)-(CH 2) n-S-(CH 2) q-，R-(C＝S)-(CH 2) n-O-(CH 2) q-，R-SO-(CH 2) n-(O) m-，R-SO-(CH 2) n-(S) m-，R-SO-(CH 2) n-(NR 3) m-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(CH 2) n-(S) m-，R-SO 2-(CH 2) n-(NR 3) m-，R 1R 2N-(CH 2) n-，R 1R 2N-(CH 2) n-O-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-O-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-O-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(NR 3) m-，R 1R 2PO 3-(O) m-(CH 2) q-，R 1R 2R 3SiO-(CH 2) q-，R 1R 2R 3Si-(CH＝CH) m-(CH 2) q-，R 1R 2C＝N-(O) m-(CH 2) n-，R 1R 2C＝N-NH-(CH 2) n-； The "substituted aryl, heteroaryl" refers to a group substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide, alkane with or without a halogen. Alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, unsubstituted or substituted aryl, arylalkyl, heteroaryl, heteroarylalkyl, RO-(CH 2 n -,RO-(CH 2 ) p -O-(CH 2 ) q -,RO-(CH 2 ) p -S-(CH 2 ) q -,RS-(CH 2 ) n -,RS-( CH 2 ) p -O-(CH 2 ) q -,RS-(CH 2 ) p -S-(CH 2 ) q -,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -(S) m -,RO-(CH 2 ) n -(C=O)-(CH 2 q -(S) m -,RO-(CH 2 ) n -(C=S)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=O)-( CH 2 ) q -(O) m -,RO-(CH 2 ) n -(C=S)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=O) -(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -(O) m -,R-(C=O)-(CH 2 n -, R-(C=S)-(CH 2 ) n -,R-(C=O)-(CH 2 ) n -O-(CH 2 ) q -,R-(C=S)- (CH 2 ) n -S-(CH 2 ) q -,R-(C=O)-(CH 2 ) n -S-(CH 2 ) q -,R-(C=S)-(CH 2 ) n -O-(CH 2 ) q -, R-SO-(CH 2 ) n -(O) m -, R-SO-(CH 2 ) n -(S) m -, R-SO-(CH 2 ) n -(NR 3 ) m -, R-SO 2 -(CH 2 ) n -(O) m -, R-SO 2 -(CH 2 ) n -(S) m -, R-SO 2 -(CH 2 ) n -(NR 3 m -,R 1 R 2 N-(CH 2 ) n -,R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(O) m -,R 1 R 2 N-( CH 2 ) n -O-(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q - (S) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 n -SO 2 -(CH 2 ) q -(NR 3 ) m -,R 1 R 2 PO 3 -(O) m -(CH 2 ) q -,R 1 R 2 R 3 SiO-(CH 2 ) q -,R 1 R 2 R 3 Si-(CH=CH) m -(CH 2 ) q -,R 1 R 2 C=N-(O) m -(CH 2 ) n -,R 1 R 2 C =N-NH-(CH 2 ) n -;

m为0或1，n、q分别代表0～8之间的整数，p代表1～8之间的整数；其中，上述基团中各m、n、q、p分别独立地取值，且取值使各取代基之间互不相同；m is 0 or 1, n, q represent an integer between 0 and 8, respectively, and p represents an integer between 1 and 8, wherein each of m, n, q, and p in the above group is independently taken, and The values are such that the substituents are different from each other;

R代表氢，含有或不含有卤素的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基，以及未取代或取代的芳基、芳基烷基、杂芳基、杂芳基烷基；R represents hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl with or without halogen, and unsubstituted or substituted aryl, arylalkyl, heteroaryl Heteroarylalkyl;

R 1、R 2、R 3分别独立地代表氢，硝基，羟基，氨基，含有或不含有卤素的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基、烷氧基、烯基氧基、炔基氧基、环烷基氧基、烷氧基烷基、烷氧基羰基、烷硫基羰基、烷基磺酰基、烷基磺酰基烷基、烷基羰基、烷基羰基烷基、烷基酰氧基、烷基氨基、烷基氨基羰基、烷氧基氨基羰基、烷氧基羰基烷基、烷氨基羰基烷基、三烷基甲硅烷基、二烷基膦酰基，以及未取代或取代的六元杂环基、芳基、芳基烷基、芳基氧基、芳基烷基氧基、芳基氧基烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基烷基、杂芳基氧基、杂芳基烷基氧基、杂芳基氧基烷基、杂芳基羰基、杂芳基磺酰基；或者R 1R 2N-代表六元杂环基。 R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl with or without halogen. Alkoxy, alkenyloxy, alkynyloxy, cycloalkyloxy, alkoxyalkyl, alkoxycarbonyl, alkylthiocarbonyl, alkylsulfonyl, alkylsulfonylalkyl, alkyl Carbonyl, alkylcarbonylalkyl, alkyl acyloxy, alkylamino, alkylaminocarbonyl, alkoxyaminocarbonyl, alkoxycarbonylalkyl, alkylaminocarbonylalkyl, trialkylsilyl, two Alkylphosphono group, and unsubstituted or substituted six-membered heterocyclic group, aryl, arylalkyl, aryloxy, arylalkyloxy, aryloxyalkyl, arylcarbonyl, aryl Sulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxy, heteroarylalkyloxy, heteroaryloxyalkyl, heteroarylcarbonyl, heteroarylsulfonyl; or R 1 R 2 N- represents a six-membered heterocyclic group.

在一些优选的实施方案中，X代表卤代C 1～8烷基、氰基、C 1～8烷基、C 1～8烷氧基、卤代C 1～8烷氧基、R 1R 2N-(C＝O)-、R 1R 2N-、羟基、未取代或被1～5个独立选自卤素、氰基、硝基、 羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的芳基； In some preferred embodiments, X represents halo C 1-10 alkyl, cyano, C 1-10 alkyl, C 1-10 alkoxy, halo C 1-10 alkoxy, R 1 R 2 N-(C=O)-, R 1 R 2 N-, hydroxy, unsubstituted or 1 to 5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, thiol, amino and with or without halogen-C 1 ~ 8 alkyl, C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1 ~ 8 alkoxy a group in an oxy group, a C 1-8 alkylcarbonyl group, a C 1-8 alkoxycarbonyl group, a C 1-8 alkylsulfonyl group, a C 1-8 alkylamino group or a C 1-8 alkyl acyloxy group Substituted aryl;

A代表未取代或取代的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 5～8环烯基、C 3～8环烷基C 1～8烷基以及未取代或取代的5～14元芳基、杂芳基； A represents an unsubstituted or substituted C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 3 ~ 8 cycloalkyl, C 5 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl a C 1-8 alkyl group and an unsubstituted or substituted 5 to 14 membered aryl or heteroaryl group;

所述“取代的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 5～8环烯基、C 3～8环烷基C 1～8烷基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 5～8环烯基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的的芳基、杂芳基，-(CH 2) n-O-(CH 2) p-，-(CH 2) n-S-(CH 2) p-，-(CH 2) n-NR 3-(CH 2) p-，R-O-，R-O-(CH 2) p-O-，R-O-(CH 2) p-S-，R-S-，R-S-(CH 2) p-O-，R-S-(CH 2) p-S-，R-O-(C＝O)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝O)-(O) m-，R-O-(CH 2) n-(C＝O)-，R-S-(C＝S)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝S)-(S) m-，R-S-(CH 2) n-(C＝S)-，R-O-(C＝O)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝O)-(S) m-，R-O-(C＝S)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝S)-(O) m-，R-O-(CH 2) n-(C＝S)-，R-S-(C＝O)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝O)-(O) m-，R-S-(CH 2) n-(C＝O)-，R-O-(C＝S)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝S)-(S) m-，R-S-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝O)-(S) m-，R-S-(C＝S)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(O) m-，R-(C＝O)-，R-(C＝S)-，R-(C＝O)-O-，R-(C＝S)-S-，R-(C＝O)-S-，R-(C＝S)-O-，R-SO-(O) m-，R-SO-(S) m-，R-SO-(NR 3) m-，R-SO 2-(O) m-，R-SO 2-(S) m-，R-SO 2(NR 3) m-，R 1R 2N-，R 1R 2N-O-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-O-，R 1R 2N-O-(CH 2) q-(S) m-，R 1R 2N-O-(CH 2) q-(NR 3) m-，R 1R 2N-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-，R 1R 2N-(C＝O)-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-(C＝O)-(S) m-，R 1R 2N-(C＝O)-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-(C＝O)-(NR 3) m-，R 1R 2N-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-SO 2-(O) m-，R 1R 2N-(CH 2) n-SO 2-，R 1R 2N-SO 2-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-SO 2-(S) m-，R 1R 2N-SO 2-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(NR 3) m-，R 1R 2PO 3-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH) m-，R 1R 2C＝N-(O) m-，R 1R 2C＝N-NH-； The "substituted C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 3 ~ 8 cycloalkyl, C 5 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1-8 alkyl" means substituted by one or more selected from the group consisting of halogen, cyano, nitro, azide, unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxyl, carboxyl, mercapto, amino and C with or without halogen-containing alkyl group having 1 to 8,. 3 ~ C 8 cycloalkyl, C. 5 ~ 8 cycloalkenyl group, C 1-8 cycloalkyl. 3 C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1 ~ 8 alkoxy, C 1 ~ 8 alkylcarbonyl, C 1 ~ 8 alkoxycarbonyl, C 1 ~ 8 An aryl group, a heteroaryl group substituted with a group of an alkylsulfonyl group, a C 1-8 alkylamino group or a C 1-8 alkyl acyloxy group, -(CH 2 ) n -O-(CH 2 ) p -, -(CH 2 ) n -S-(CH 2 ) p -, -(CH 2 ) n -NR 3 -(CH 2 ) p -,RO-,RO-(CH 2 ) p -O-, RO-(CH 2 ) p -S-,RS-,RS-(CH 2 ) p -O-,RS-(CH 2 ) p -S-,RO-(C=O)-(CH 2 ) q - (O) m -,RO-(CH 2 ) n -(C=O)-(O) m -,RO-(CH 2 ) n -(C=O)-,RS-(C=S)-( CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=S)-(S) m -,RS-( CH 2 ) n -(C=S)-,RO-(C=O)-(CH 2 ) q -(S) m -,RO-(CH 2 ) n -(C=O)-(S) m -,RO-(C=S)-(CH 2 ) q -(O) m -,RO-(CH 2 ) n -(C=S)-(O) m -,RO-(CH 2 ) n - (C=S)-,RS-(C=O)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=O)-(O) m -,RS-( CH 2 ) n -(C=O)-,RO-(C=S)-(CH 2 ) q -(S) m -,RO-(CH 2 ) n -(C=S)-(S) m -,RS-(C=O)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=O)-(S) m -,RS-(C=S)- (CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(O) m -,R-(C=O)-,R-(C=S)-, R-(C=O)-O-, R-(C=S)-S-, R-(C=O)-S-, R-(C=S)-O-, R-SO-(O m -, R-SO-(S) m -, R-SO-(NR 3 ) m -, R-SO 2 -(O) m -, R-SO 2 -(S) m -, R-SO 2 (NR 3 ) m -,R 1 R 2 N-,R 1 R 2 NO-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -O-,R 1 R 2 NO-(CH 2 ) q -(S) m -,R 1 R 2 NO-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(C=O)-(CH 2 q -(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O) -, R 1 R 2 N-(C=O)-(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(S) m -, R 1 R 2 N-(C=O)-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(NR 3 ) m -,R 1 R 2 N-SO 2 -(CH 2 ) q -( O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -,R 1 R 2 N-SO 2 -(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(S) m -,R 1 R 2 N-SO 2 -(CH 2 ) q -( NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(NR 3 ) m -,R 1 R 2 PO 3 -,R 1 R 2 R 3 SiO-,R 1 R 2 R 3 Si-(CH=CH) m -, R 1 R 2 C=N-(O) m -, R 1 R 2 C=N-NH-;

所述“取代的5～14元芳基、杂芳基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，含有或不含有卤素的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 5～8环烯基、C 3～8环烷基C 1～8烷基，未取代或被1～5个独立选自卤素、氰基、硝基、羟基、 羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 5～8环烯基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的芳基、芳基C 1～8烷基、杂芳基、杂芳基C 1～8烷基，R-O-(CH 2) n-，R-O-(CH 2) p-O-(CH 2) q-，R-O-(CH 2) p-S-(CH 2) q-，R-S-(CH 2) n-，R-S-(CH 2) p-O-(CH 2) q-，R-S-(CH 2) p-S-(CH 2) q-，R-O-(CH 2) n-(C＝O)-(CH 2) q-，R-S-(CH 2) n-(C＝S)-(CH 2) q-，R-O-(CH 2) n-(C＝S)-(CH 2) q-，R-S-(CH 2) n-(C＝O)-(CH 2) q-，R-O-(C＝O)-(CH 2) q-(O) m-，R-S-(C＝S)-(CH 2) q-(S) m-，R-O-(C＝O)-(CH 2) q-(S) m-，R-O-(C＝S)-(CH 2) q-(O) m-，R-S-(C＝O)-(CH 2) q-(O) m-，R-O-(C＝S)-(CH 2) q-(S) m-，R-S-(C＝O)-(CH 2) q-(S) m-，R-S-(C＝S)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝O)-(O) m-，R-S-(CH 2) n-(C＝S)-(S) m-，R-O-(CH 2) n-(C＝O)-(S) m-，R-O-(CH 2) n-(C＝S)-(O) m-，R-S-(CH 2) n-(C＝O)-(O) m-，R-O-(CH 2) n-(C＝S)-(S) m-，R-S-(CH 2) n-(C＝O)-(S) m-，R-S-(CH 2) n-(C＝S)-(O) m-，R-(C＝O)-，R-(C＝S)-，R-(C＝O)-(CH 2) n-O-，R-(C＝S)-(CH 2) n-S-，R-(C＝O)-(CH 2) n-S-，R-(C＝S)-(CH 2) n-O-，R-(C＝O)-O-(CH 2) q-，R-(C＝S)-S-(CH 2) q-，R-(C＝O)-S-(CH 2) q-，R-(C＝S)-O-(CH 2) q-，R-SO-(O) m-，R-SO-(S) m-，R-SO-(NR 3) m-，R-SO 2-(O) m-，R-SO 2-(S) m-，R-SO 2-(NR 3) m-，R-SO-(CH 2) n-，R-SO 2-(CH 2) n-，R 1R 2N-，R 1R 2N-(CH 2) n-O-(CH 2) q-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-，R 1R 2N-(CH 2) n-(C＝O)-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(S) m-，R 1R 2N-(CH 2) n-(C＝O)-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(O) m-，R 1R 2N-(CH 2) n-SO 2-(S) m-，R 1R 2N-(CH 2) n-SO 2-(NR 3) m-，R 1R 2N-(C＝O)-(CH 2) n-(O) m-，R 1R 2N-(C＝O)-(CH 2) n-(S) m-，R 1R 2N-(C＝O)-(CH 2) n-(NR 3) m-，R 1R 2N-SO 2-(CH 2) q-(O) m-，R 1R 2N-SO 2-(CH 2) q-(S) m-，R 1R 2N-SO 2-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-O-，R 1R 2N-O-(CH 2) q-，R 1R 2PO 3-(O) m-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH) m-，R 1R 2C＝N-(O) m-，R 1R 2C＝N-NH-； The "substituted 5- to 14-membered aryl, heteroaryl" refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide, with or without halogen-containing C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 3 ~ 8 cycloalkyl, C 5 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, unsubstituted or substituted with 1 to 5 substituents independently selected from halogen, cyano, nitro, hydroxyl, carboxyl, mercapto, amino and C with or without halogen 1-8 alkyl, C 1-8 cycloalkyl. 3 group, C 5 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1 ~ 8 alkoxy, C 1 ~ 8 An aryl group or an aromatic group substituted with a group of an alkylcarbonyl group, a C 1-8 alkoxycarbonyl group, a C 1-8 alkylsulfonyl group, a C 1-8 alkylamino group or a C 1-8 alkyl acyloxy group Alkyl C 1-8 alkyl, heteroaryl, heteroaryl C 1-10 alkyl, RO-(CH 2 ) n -,RO-(CH 2 ) p -O-(CH 2 ) q -,RO- (CH 2 ) p -S-(CH 2 ) q -,RS-(CH 2 ) n -,RS-(CH 2 ) p -O-(CH 2 ) q -,RS-(CH 2 ) p -S -(CH 2 ) q -,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -, RO-(C H 2 ) n -(C=S)-(CH 2 ) q -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -,RO-(C=O)-(CH 2 q -(O) m -,RS-(C=S)-(CH 2 ) q -(S) m -,RO-(C=O)-(CH 2 ) q -(S) m -,RO -(C=S)-(CH 2 ) q -(O) m -,RS-(C=O)-(CH 2 ) q -(O) m -,RO-(C=S)-(CH 2 q -(S) m -,RS-(C=O)-(CH 2 ) q -(S) m -,RS-(C=S)-(CH 2 ) q -(O) m -,RO -(CH 2 ) n -(C=O)-(O) m -,RS-(CH 2 ) n -(C=S)-(S) m -,RO-(CH 2 ) n -(C= O)-(S) m -,RO-(CH 2 ) n -(C=S)-(O) m -,RS-(CH 2 ) n -(C=O)-(O) m -,RO -(CH 2 ) n -(C=S)-(S) m -,RS-(CH 2 ) n -(C=O)-(S) m -,RS-(CH 2 ) n -(C= S)-(O) m -,R-(C=O)-, R-(C=S)-, R-(C=O)-(CH 2 ) n -O-, R-(C=S )-(CH 2 ) n -S-,R-(C=O)-(CH 2 ) n -S-,R-(C=S)-(CH 2 ) n -O-,R-(C= O)-O-(CH 2 ) q -,R-(C=S)-S-(CH 2 ) q -,R-(C=O)-S-(CH 2 ) q -,R-(C =S)-O-(CH 2 ) q -,R-SO-(O) m -,R-SO-(S) m -,R-SO-(NR 3 ) m -,R-SO 2 -( O) m -, R-SO 2 -(S) m -, R-SO 2 -(NR 3 ) m -, R-SO-(CH 2 ) n -, R-SO 2 -(CH 2 ) n - , R 1 R 2 N-, R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -, R 1 R 2 N-(CH 2 ) n -(C=O)-(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(S) m -, R 1 R 2 N-(CH 2 ) n -(C=O)-(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(S) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(NR 3 ) m -,R 1 R 2 N-(C=O) -(CH 2 ) n -(O) m -,R 1 R 2 N-(C=O)-(CH 2 ) n -(S) m -,R 1 R 2 N-(C=O)-( CH 2 ) n -(NR 3 ) m -,R 1 R 2 N-SO 2 -(CH 2 ) q -(O) m -,R 1 R 2 N-SO 2 -(CH 2 ) q -(S m -,R 1 R 2 N-SO 2 -(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -O-,R 1 R 2 NO-(CH 2 q -,R 1 R 2 PO 3 -(O) m -,R 1 R 2 R 3 SiO-,R 1 R 2 R 3 Si-(CH=CH) m -,R 1 R 2 C=N- (O) m -, R 1 R 2 C = N-NH-;

m为0或1，n、q分别代表0～6之间的整数，p代表1～6之间的整数；其中，上述基团中各m、n、q、p分别独立地取值，且取值使各取代基之间互不相同；m is 0 or 1, n, q represent an integer between 0 and 6, respectively, and p represents an integer between 1 and 6, wherein each of m, n, q, and p in the above group is independently taken, and The values are such that the substituents are different from each other;

R代表氢，含有或不含有卤素的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 5～8环烯基、C 3～8环烷基C 1～8烷基，以及未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 5～8环烯基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的芳基、芳基C 1～8烷基、杂芳基、杂芳基C 1～8烷基； R represents hydrogen, or halogen-containing C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 3 ~ 8 cycloalkyl, C 5 ~ 8 cycloalkenyl group, C 3 ~ 8 -cycloalkyl C 1-10 alkyl, and unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, decyl, amino, and C 1-8 alkane with or without halogen group, C 3 ~ 8 cycloalkyl, C 5 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1 ~ 8 a group in an alkoxy group, a C 1-8 alkylcarbonyl group, a C 1-8 alkoxycarbonyl group, a C 1-8 alkylsulfonyl group, a C 1-8 alkylamino group or a C 1-8 alkyl acyloxy group An aryl group substituted with an aryl group, an aryl C 1-8 alkyl group, a heteroaryl group, a heteroaryl C 1-8 alkyl group;

R 1、R 2、R 3分别独立地代表氢，硝基，羟基，氨基，含有或不含有卤素的C 1～8烷基、 C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 5～8环烯基、C 3～8环烷基C 1～8烷基、C 1～8烷氧基、C 2～8烯基氧基、C 2～8炔基氧基、C 3～8环烷基氧基、C 1～8烷氧基C 1～8烷基、C 1～8烷氧基羰基、C 1～8烷基羰基C 1～8烷基、C 1～8烷硫基羰基、C 1～8烷基磺酰基、C 1～8烷基磺酰基C 1～8烷基、C 1～8烷基羰基、C 1～8烷基酰氧基、C 1～8烷基氨基、C 1～8烷基氨基羰基、C 1～8烷氧基氨基羰基、C 1～8烷氧基羰基C 1～8烷基、C 1～8烷氨基羰基C 1～8烷基、三C 1～8烷基甲硅烷基、二C 1～8烷基膦酰基，以及未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 5～8环烯基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的六元杂环基、芳基、芳基C 1～8烷基、芳基氧基、芳基C 1～8烷基氧基、芳基氧基C 1～8烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基C 1～8烷基、杂芳基氧基、杂芳基C 1～8烷基氧基、杂芳基氧基C 1～8烷基、杂芳基羰基、杂芳基磺酰基；或者R 1R 2N-代表环上含有或不含有其他杂原子的六元杂环基。 R 1, R 2, R 3 each independently represent hydrogen, nitro, hydroxy, amino, a halogen containing or not containing C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl, C 3 ~ 8 cycloalkyl, C 5 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, C 1 ~ 8 alkoxy, C 2 ~ 8 alkenyloxy, C 2 ~ 8 alkynyl alkoxy group, C 3 ~ 8 cycloalkyl group, C 1 ~ 8 alkoxy-C 1 ~ 8 alkyl, C 1 ~ 8 alkoxycarbonyl, C 1 ~ 8 alkylcarbonyl, C 1 ~ 8-alkyl , C 1-8 alkylthiocarbonyl, C 1-8 alkylsulfonyl, C 1-8 alkylsulfonyl C 1-8 alkyl, C 1-8 alkylcarbonyl, C 1-8 alkyl acyloxy a group, a C 1-8 alkylamino group, a C 1-8 alkylaminocarbonyl group, a C 1-8 alkoxyaminocarbonyl group, a C 1-8 alkoxycarbonyl C 1-8 alkyl group, a C 1-8 alkylamino group a carbonyl C 1-8 alkyl group, a tri C 1-8 alkylsilyl group, a di C 1-8 alkylphosphonyl group, and an unsubstituted or 1 to 5 independently selected from the group consisting of halogen, cyano, nitro, hydroxy , carboxyl, mercapto, amino and C with or without halogen-containing alkyl group having 1 to 8,. 3 ~ C 8 cycloalkyl group, C 1-8 cycloalkenyl. 5,. 3 ~ C 8 cycloalkyl C 1-8 alkyl group, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1-8 alkoxy group, C 1-8 alkylcarbonyl group, C 1-8 alkoxycarbonyl group, C 1-8 alkylsulfonyl group, C 1-8 alkylamino group or C 1-8 alkyl acyloxy group a six-membered heterocyclic group substituted with a group in the group, an aryl group, an aryl C 1-8 alkyl group, an aryloxy group, an aryl C 1-8 alkyloxy group, an aryloxy group C 1-8 Alkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroaryl C 1-8 alkyl, heteroaryloxy, heteroaryl C 1-8 alkyloxy, heteroaryloxy C a 1- to 8- alkyl group, a heteroarylcarbonyl group, a heteroarylsulfonyl group; or R 1 R 2 N- represents a six-membered heterocyclic group having or not containing other hetero atoms in the ring.

在一些优选的实施方案中，X代表卤代C 1～6烷基； In some preferred embodiments, X represents a halogenated C 1-6 alkyl group;

A代表未取代或取代的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 5～6环烯基、C 3～6环烷基C 1～6烷基以及未取代或取代的5～14元芳基、杂芳基； A represents an unsubstituted or substituted C 1-6 alkyl group, a C 2-6 alkenyl group, a C 2-6 alkynyl group, a C 3-6 cycloalkyl group, a C 5-6 cycloalkenyl group, a C 3-6 cycloalkane. a C 1 to 6 alkyl group and an unsubstituted or substituted 5 to 14 membered aryl or heteroaryl group;

所述“取代的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 5～6环烯基、C 3～6环烷基C 1～6烷基”是指被选自以下基团的中的一种或多种所取代：氟，氯，溴，氰基，硝基，叠氮基，未取代或被1～3个独立选自氟、氯、溴、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基、C 5～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的的芳基、杂芳基，-(CH 2) n-O-，-(CH 2) n-S-，-(CH 2) n-NR 3-，R-O-，R-O-(CH 2) p-O-，R-O-(CH 2) p-S-，R-S-，R-S-(CH 2) p-O-，R-S-(CH 2) p-S-，R-O-(C＝O)-，R-S-(C＝S)-，R-O-(C＝S)-，R-S-(C＝O)-，R-(C＝O)-，R-(C＝S)-，R-(C＝O)-O-，R-(C＝S)-S-，R-(C＝O)-S-，R-(C＝S)-O-，R-SO-，R-SO 2-，R 1R 2N-，R 1R 2N-O-，R 1R 2N-(C＝O)-，R 1R 2N-SO 2-，R 1R 2PO 3-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH)-，R 1R 2R 3Si-，R 1R 2C＝N-(O)-，R 1R 2C＝N-，R 1R 2C＝N-NH-； The "substituted C 1-6 alkyl group, C 2-6 alkenyl group, C 2-6 alkynyl group, C 3-6 cycloalkyl group, C 5-6 cycloalkenyl group, C 3-6 cycloalkyl group C. 1 to 6 alkyl" means substituted with one or more selected from the group consisting of fluorine, chlorine, bromine, cyano, nitro, azide, unsubstituted or 1 to 3 independent It is selected from the group consisting of fluorine, chlorine, bromine, cyano, nitro, hydroxy, carboxyl, thiol, amino and C 1-6 alkyl, C 3-6 cycloalkyl, C 5 ～ with or without fluorine, chlorine and bromine. 6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy, C 1-6 alkylcarbonyl, C An aryl group, a heteroaryl group substituted with a group of 1 to 6 alkoxycarbonyl, C 1-6 alkylsulfonyl, C 1-6 alkylamino or C 1-6 alkyl acyloxy, - (CH 2 ) n -O-, -(CH 2 ) n -S-, -(CH 2 ) n -NR 3 -,RO-,RO-(CH 2 ) p -O-,RO-(CH 2 ) p -S-, RS-, RS-(CH 2 ) p -O-, RS-(CH 2 ) p -S-, RO-(C=O)-, RS-(C=S)-, RO- (C=S)-, RS-(C=O)-, R-(C=O)-, R-(C=S)-, R-(C=O)-O-, R-(C= S)-S-, R-(C=O)-S-, R-(C=S)-O-, R-SO-, R-SO 2 -, R 1 R 2 N-, R 1 R 2 NO-, R 1 R 2 N-(C=O)-, R 1 R 2 N-SO 2 -, R 1 R 2 PO 3 -, R 1 R 2 R 3 SiO-, R 1 R 2 R 3 Si-(CH=CH)-, R 1 R 2 R 3 Si-, R 1 R 2 C=N-(O)-, R 1 R 2 C=N-, R 1 R 2 C=N-NH-;

所述“取代的5～14元芳基、杂芳基”是指被选自以下基团的中的一种或多种所取代：氟，氯，溴，氰基，硝基，叠氮基，含有或不含有氟、氯、溴的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 5～6环烯基、C 3～6环烷基C 1～6烷基，未取代或被1～3个独立选自氟、氯、溴、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基、C 5～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、 C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的芳基、芳基C 1～6烷基、杂芳基、杂芳基C 1～6烷基，R-O-，R-O-(CH 2) p-O-，R-O-(CH 2) p-S-，R-S-，R-S-(CH 2) p-O-，R-S-(CH 2) p-S-，R-O-(C＝O)-(O) m-，R-S-(C＝S)-(S) m-，R-O-(C＝O)-(S) m-，R-O-(C＝S)-(O) m-，R-S-(C＝O)-(O) m-，R-O-(C＝S)-(S) m-，R-S-(C＝O)-(S) m-，R-S-(C＝S)-(O) m-，R-O-(C＝O)-(CH 2) q-，R-S-(C＝S)-(CH 2) q-，R-O-(C＝S)-(CH 2) q-，R-S-(C＝O)-(CH 2) q-，R-O-(CH 2) n-(C＝O)-，R-S-(CH 2) n-(C＝S)-，R-O-(CH 2) n-(C＝S)-，R-S-(CH 2) n-(C＝O)-，R-(C＝O)-，R-(C＝S)-，R-(C＝O)-O-，R-(C＝S)-S-，R-(C＝O)-S-，R-(C＝S)-O-，R-SO-，R-SO 2-，R 1R 2N-，R 1R 2N-O-，R 1R 2N-(C＝O)-(CH 2) p-，R 1R 2N-(C＝O)-(O) m-，R 1R 2N-(C＝O)-(S) m-，R 1R 2N-(C＝O)-(NR 3) m-，R 1R 2N-SO 2-(CH 2) p-，R 1R 2N-SO 2-，R 1R 2N-(CH 2) p-(C＝O)-，R 1R 2N-(CH 2) p-SO 2-，R 1R 2N-(CH 2) p-O-，R 1R 2N-O-(CH 2) p-，R 1R 2PO 3-，R 1R 2R 3SiO-，R 1R 2R 3Si-，R 1R 2R 3Si-CH＝CH-，R 1R 2C＝N-，R 1R 2C＝N-O-，R 1R 2C＝N-NH-； The "substituted 5- to 14-membered aryl, heteroaryl" refers to being substituted with one or more selected from the group consisting of fluorine, chlorine, bromine, cyano, nitro, azide. containing or not containing fluorine, chlorine, bromine C 1 ~ 6 alkyl group, C 2 ~ 6 alkenyl group, C 2 ~ 6 alkynyl group, C 3 ~ 6 cycloalkyl, C 5 ~ 6 cycloalkenyl, C 3 ～6 cycloalkyl C 1-6 alkyl, unsubstituted or 1-3 independently selected from fluoro, chloro, bromo, cyano, nitro, hydroxy, carboxy, decyl, amino and with or without fluorine, chlorine C 1-6 alkyl group of bromine, C 3-6 cycloalkyl group, C 5-6 cycloalkenyl group, C 3-6 cycloalkyl C 1-6 alkyl group, C 2-6 alkenyl group, C 2 ～ 6 alkynyl, C 1-6 alkoxy, C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, C 1-6 alkylsulfonyl, C 1-6 alkylamino or C 1-6 An aryl group substituted with a group in an alkyl acyloxy group, an aryl C 1-6 alkyl group, a heteroaryl group, a heteroaryl C 1-6 alkyl group, RO-, RO-(CH 2 ) p -O -,RO-(CH 2 ) p -S-,RS-,RS-(CH 2 ) p -O-,RS-(CH 2 ) p -S-,RO-(C=O)-(O) m -, RS-(C=S)-(S) m -,RO-(C=O)-(S) m -,RO-(C=S)-(O) m -,RS-(C=O )-(O) m -,RO -(C=S)-(S) m -,RS-(C=O)-(S) m -,RS-(C=S)-(O) m -,RO-(C=O)-( CH 2 ) q -,RS-(C=S)-(CH 2 ) q -,RO-(C=S)-(CH 2 ) q -,RS-(C=O)-(CH 2 ) q - ,RO-(CH 2 ) n -(C=O)-,RS-(CH 2 ) n -(C=S)-,RO-(CH 2 ) n -(C=S)-,RS-(CH 2 ) n -(C=O)-, R-(C=O)-, R-(C=S)-, R-(C=O)-O-, R-(C=S)-S- , R-(C=O)-S-, R-(C=S)-O-, R-SO-, R-SO 2 -, R 1 R 2 N-, R 1 R 2 NO-, R 1 R 2 N-(C=O)-(CH 2 ) p -,R 1 R 2 N-(C=O)-(O) m -,R 1 R 2 N-(C=O)-(S) m -,R 1 R 2 N-(C=O)-(NR 3 ) m -,R 1 R 2 N-SO 2 -(CH 2 ) p -,R 1 R 2 N-SO 2 -,R 1 R 2 N-(CH 2 ) p -(C=O)-, R 1 R 2 N-(CH 2 ) p -SO 2 -, R 1 R 2 N-(CH 2 ) p -O-, R 1 R 2 NO-(CH 2 ) p -, R 1 R 2 PO 3 -, R 1 R 2 R 3 SiO-, R 1 R 2 R 3 Si-, R 1 R 2 R 3 Si-CH=CH-, R 1 R 2 C=N-, R 1 R 2 C=NO-, R 1 R 2 C=N-NH-;

m为0或1，n、q分别代表0～4之间的整数，p代表1～4之间的整数；其中，上述基团中各m、n、q、p分别独立地取值，且取值使各取代基之间互不相同；m is 0 or 1, n, q represent an integer between 0 and 4, respectively, and p represents an integer between 1 and 4; wherein each of m, n, q, and p in the above group is independently taken, and The values are such that the substituents are different from each other;

R代表氢，含有或不含有卤素的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 5～6环烯基、C 3～6环烷基C 1～6烷基，以及未取代或被1～3个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 5～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的芳基、芳基C 1～6烷基、杂芳基、杂芳基C 1～6烷基； R represents hydrogen, or halogen-containing C 1 ~ 6 alkyl group, C 2 ~ 6 alkenyl group, C 2 ~ 6 alkynyl group, C 3 ~ 6 cycloalkyl, C 5 ~ 6 cycloalkenyl group, C 3 ~ 6 cycloalkyl C 1-6 alkyl, and unsubstituted or 1-3 independently selected from halogen, cyano, nitro, hydroxy, carboxy, thiol, amino and C 1-6 alkane with or without halogen a group, C 3-6 cycloalkyl, C 5-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 a group in an alkoxy group, a C 1-6 alkylcarbonyl group, a C 1-6 alkoxycarbonyl group, a C 1-6 alkylsulfonyl group, a C 1-6 alkylamino group or a C 1-6 alkyl acyloxy group An aryl group substituted with an aryl group, an aryl C 1-6 alkyl group, a heteroaryl group, a heteroaryl C 1-6 alkyl group;

R 1、R 2、R 3分别独立地代表氢，硝基，羟基，氨基，含有或不含有氟、氯、溴的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 5～6环烯基、C 3～6环烷基C 1～6烷基、C 1～6烷氧基、C 2～6烯基氧基、C 2～6炔基氧基、C 3～6环烷基氧基、C 1～6烷氧基C 1～6烷基、C 1～6烷氧基羰基、C 1～6烷硫基羰基、C 1～6烷基磺酰基、C 1～6烷基磺酰基C 1～6烷基、C 1～6烷基羰基、C 1～6烷基羰基C 1～6烷基、C 1～6烷基酰氧基、C 1～6烷基氨基、C 1～6烷基氨基羰基、C 1～6烷氧基氨基羰基、C 1～6烷氧基羰基C 1～6烷基、C 1～6烷氨基羰基C 1～6烷基、三C 1～6烷基甲硅烷基、二C 1～6烷基膦酰基，以及未取代或被1～3个独立选自氟、氯、溴、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基、C 5～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的

Figure PCTCN2019074315-appb-000036
芳基、芳基C 1～6烷基、芳 基氧基、芳基C 1～6烷基氧基、芳基氧基C 1～6烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基C 1～6烷基、杂芳基氧基、杂芳基C 1～6烷基氧基、杂芳基氧基C 1～6烷基、杂芳基羰基、杂芳基磺酰基；或者R 1R 2N-代表
Figure PCTCN2019074315-appb-000037
R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkyne with or without fluorine, chlorine or bromine. a group, a C 3-6 cycloalkyl group, a C 5-6 cycloalkenyl group, a C 3-6 cycloalkyl C 1-6 alkyl group, a C 1-6 alkoxy group, a C 2-6 alkenyloxy group, C 2-6 alkynyloxy group, C 3-6 cycloalkyloxy group, C 1-6 alkoxy C 1-6 alkyl group, C 1-6 alkoxycarbonyl group, C 1-6 alkylthiocarbonyl group, C 1-6 alkylsulfonyl, C 1-6 alkylsulfonyl C 1-6 alkyl, C 1-6 alkylcarbonyl, C 1-6 alkylcarbonyl C 1-6 alkyl, C 1-6 Alkyl acyloxy, C 1-6 alkylamino, C 1-6 alkylaminocarbonyl, C 1-6 alkoxyaminocarbonyl, C 1-6 alkoxycarbonyl C 1-6 alkyl, C 1 ～ 6 alkylaminocarbonyl C 1-6 alkyl, tri C 1-6 alkylsilyl, di C 1-6 alkylphosphonyl, and unsubstituted or 1-3 independently selected from fluorine, chlorine, bromine , cyano, nitro, hydroxyl, carboxyl, mercapto, amino and C with or without a fluorine, chlorine, bromine 1-6 alkyl, C 3 - 6 cycloalkyl, C. 5 - 6 cycloalkenyl, C 3 ～6 cycloalkyl C 1-6 alkyl, C 2 ～ 6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy, C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, C 1-6 alkylsulfonyl, C 1-6 alkane Substituted by a group in the amino group or a C 1-6 alkyl acyloxy group
Figure PCTCN2019074315-appb-000036
Aryl, aryl C 1-6 alkyl, aryloxy, aryl C 1-6 alkyloxy, aryloxy C 1-6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl , heteroaryl C 1-6 alkyl, heteroaryloxy, heteroaryl C 1-6 alkyloxy, heteroaryloxy C 1-6 alkyl, heteroarylcarbonyl, heteroaryl Sulfonyl; or R 1 R 2 N- represents
Figure PCTCN2019074315-appb-000037

所述芳基为

Figure PCTCN2019074315-appb-000038
Figure PCTCN2019074315-appb-000039
杂芳基选自
Figure PCTCN2019074315-appb-000040
Figure PCTCN2019074315-appb-000041
Figure PCTCN2019074315-appb-000042
R’代表氢，硝基，羟基，氨基，含有或不含有氟、氯、溴的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 5～6环烯基、C 3～6环烷基C 1～6烷基、C 1～6烷氧基、C 2～6烯基氧基、C 2～6炔基氧基、C 3～6环烷基氧基、C 1～6烷氧基C 1～6烷基、C 1～6烷氧基羰基、C 1～6烷硫基羰基、C 1～6烷基磺酰基、C 1～6烷基磺酰基C 1～6烷基、C 1～6烷基羰基、C 1～6烷基羰基C 1～6烷基、C 1～6烷基酰氧基、C 1～6烷基氨基、C 1～6烷基氨基羰基、C 1～6烷氧基氨基羰基、C 1～6烷氧基羰基C 1～6烷基、C 1～6烷氨基羰基C 1～6烷基、三C 1～6烷基甲硅烷基、二C 1～6烷基膦酰基，以及未取代或被1～3个独立选自氟、氯、溴、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基、C 5～6 环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的
Figure PCTCN2019074315-appb-000043
Figure PCTCN2019074315-appb-000044
芳基、芳基C 1～6烷基、芳基氧基、芳基C 1～6烷基氧基、芳基氧基C 1～6烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基C 1～6烷基、杂芳基氧基、杂芳基C 1～6烷基氧基、杂芳基氧基C 1～6烷基、杂芳基羰基、杂芳基磺酰基。 The aryl group is
Figure PCTCN2019074315-appb-000038
Figure PCTCN2019074315-appb-000039
Heteroaryl is selected from
Figure PCTCN2019074315-appb-000040
Figure PCTCN2019074315-appb-000041
Figure PCTCN2019074315-appb-000042
R' represents hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl with or without fluorine, chlorine, bromine C 5-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 1-6 alkoxy, C 2-6 alkenyloxy, C 2-6 alkynyloxy, C 3 to 6 cycloalkyloxy group, C 1-6 alkoxy C 1-6 alkyl group, C 1-6 alkoxycarbonyl group, C 1-6 alkylthiocarbonyl group, C 1-6 alkylsulfonyl group, C 1 to 6 alkylsulfonyl C 1-6 alkyl, C 1-6 alkylcarbonyl, C 1-6 alkylcarbonyl C 1-6 alkyl, C 1-6 alkyl acyloxy, C 1 ～ 6 alkylamino group, C 1-6 alkylaminocarbonyl group, C 1-6 alkoxyaminocarbonyl group, C 1-6 alkoxycarbonyl C 1-6 alkyl group, C 1-6 alkylaminocarbonyl C 1-6 An alkyl group, a tri-C 1-6 alkylsilyl group, a di C 1-6 alkylphosphonyl group, and unsubstituted or 1-3 independently selected from the group consisting of fluorine, chlorine, bromine, cyano, nitro, hydroxy, a carboxyl group, a mercapto group, an amino group, and a C 1-6 alkyl group, a C 3-6 cycloalkyl group, a C 5-6 cycloalkenyl group, a C 3-6 cycloalkyl group C 1 to 6 with or without fluorine, chlorine or bromine. alkyl group, C 2 ~ 6 alkenyl group, C 2 ~ 6 alkynyl group, C 1 6 alkoxy, C 1 ~ 6 alkylcarbonyl group, C 1 ~ 6 alkoxycarbonyl, C 1 ~ 6 alkylsulfonyl, C 1 ~ 6 alkylamino or C 1 ~ 6 alkyl acyloxy Substituted by the group
Figure PCTCN2019074315-appb-000043
Figure PCTCN2019074315-appb-000044
Aryl, aryl C 1-6 alkyl, aryloxy, aryl C 1-6 alkyloxy, aryloxy C 1-6 alkyl, arylcarbonyl, arylsulfonyl, heteroaryl , heteroaryl C 1-6 alkyl, heteroaryloxy, heteroaryl C 1-6 alkyloxy, heteroaryloxy C 1-6 alkyl, heteroarylcarbonyl, heteroaryl Sulfonyl.

其中，

Figure PCTCN2019074315-appb-000045
可与上述芳基、杂芳基环上的任意可连接位置(如C)相连，当R’为H时，也可与N相连。 among them,
Figure PCTCN2019074315-appb-000045
It may be bonded to any of the above-mentioned aryl group and heteroaryl ring (for example, C), and when R' is H, it may be bonded to N.

在更优选的实施方案中，X代表CH 2F、CHF 2、CF 3、CF 2CF 3； In a more preferred embodiment, X represents CH 2 F, CHF 2 , CF 3 , CF 2 CF 3 ;

A代表

Figure PCTCN2019074315-appb-000046
未取代或取代的甲基、乙基、乙烯基、丙烯基、
Figure PCTCN2019074315-appb-000047
Figure PCTCN2019074315-appb-000048
以及未取代或取代的
Figure PCTCN2019074315-appb-000049
A represents
Figure PCTCN2019074315-appb-000046
Unsubstituted or substituted methyl, ethyl, vinyl, propenyl,
Figure PCTCN2019074315-appb-000047
Figure PCTCN2019074315-appb-000048
And unsubstituted or substituted
Figure PCTCN2019074315-appb-000049

所述“取代的甲基、乙基、乙烯基、丙烯基、

Figure PCTCN2019074315-appb-000050
”是指被选自以下基团的中的一种或多种所取代：氟、氯、溴、氰基、R-O-，R-O-(C＝O)-，R-(C＝O)-，R-(C＝O)-O-，R-SO 2-，R 1R 2N-，R 1R 2N-(C＝O)-，R 1R 2N-SO 2-，R 1R 2PO 3-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH)-，R 1R 2R 3Si-，R 1R 2C＝N-(O)-，R 1R 2C＝N-，R 1R 2C＝N-NH-； Said "substituted methyl, ethyl, vinyl, propenyl,
Figure PCTCN2019074315-appb-000050
"" means substituted by one or more selected from the group consisting of fluorine, chlorine, bromine, cyano, RO-, RO-(C=O)-, R-(C=O)-, R-(C=O)-O-, R-SO 2 -, R 1 R 2 N-, R 1 R 2 N-(C=O)-, R 1 R 2 N-SO 2 -, R 1 R 2 PO 3 -, R 1 R 2 R 3 SiO-, R 1 R 2 R 3 Si-(CH=CH)-, R 1 R 2 R 3 Si-, R 1 R 2 C=N-(O)- , R 1 R 2 C=N-, R 1 R 2 C=N-NH-;

所述“取代的

Figure PCTCN2019074315-appb-000051
”是指被选自以下基团的中的一种或多种所取代：氟，氯，溴，氰基，硝基，叠氮基，含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基，未取代或被1～3个独立选自氟、氯、溴、氰基、硝基、氨基以及含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的苯基、苄基，R-O-，R-O-(C＝O)-，R-(C＝O)-，R-(C＝O)-O-，R-SO 2-，R 1R 2N-，R 1R 2N-(C＝O)-，R 1R 2N-SO 2-，R 1R 2PO 3-，R 1R 2R 3SiO-，R 1R 2R 3Si-，R 1R 2R 3Si-CH＝CH-，R 1R 2C＝N-，R 1R 2C＝N-O-，R 1R 2C＝N-NH-； Said "substituted
Figure PCTCN2019074315-appb-000051
"" means substituted by one or more selected from the group consisting of: fluorine, chlorine, bromine, cyano, nitro, azide, C 1-6 with or without fluorine, chlorine, bromine Alkyl, C 3-6 cycloalkyl, unsubstituted or 1 to 3 independently selected from the group consisting of fluorine, chlorine, bromine, cyano, nitro, amino and C 1-6 with or without fluorine, chlorine and bromine Alkyl, C 3-6 cycloalkyl, C 1-6 alkoxy, C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, C 1-6 alkylsulfonyl, C 1-6 alkane Phenyl, benzyl, RO-, RO-(C=O)-, R-(C=O)-, R-(C) substituted by a group in the amino group or a C 1-6 alkyl acyloxy group =O)-O-, R-SO 2 -, R 1 R 2 N-, R 1 R 2 N-(C=O)-, R 1 R 2 N-SO 2 -, R 1 R 2 PO 3 - , R 1 R 2 R 3 SiO-, R 1 R 2 R 3 Si-, R 1 R 2 R 3 Si-CH=CH-, R 1 R 2 C=N-, R 1 R 2 C=NO-, R 1 R 2 C=N-NH-;

m为0或1，n、q分别代表0、1或2，p代表1或2；m is 0 or 1, n, q represent 0, 1 or 2, respectively, and p represents 1 or 2;

R代表氢，含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基，以及未取代或被1～3个 独立选自氟、氯、溴、氰基、硝基、氨基以及含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的苯基、苄基； R represents hydrogen, C 1-6 alkyl with or without fluorine, chlorine, bromine, C 3-6 cycloalkyl, and unsubstituted or 1-3 independently selected from fluorine, chlorine, bromine, cyano, nitro, amino and C with or without a fluorine, chlorine, bromine, alkyl of 1 to 6,. 3 ~ C 6 cycloalkyl, C 1-6 alkoxy, C 1-6 alkylcarbonyl, C 1-6 a phenyl group or a benzyl group substituted with a group of an alkoxycarbonyl group, a C 1-6 alkylsulfonyl group, a C 1-6 alkylamino group or a C 1-6 alkyl acyloxy group;

R 1、R 2、R 3分别独立地代表氢，含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基、C 1～6烷氧基、C 1～6烷氧基C 1～6烷基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基磺酰基C 1～6烷基、C 1～6烷基羰基、C 1～6烷基羰基C 1～6烷基、C 1～6烷基酰氧基、C 1～6烷基氨基、C 1～6烷基氨基羰基、C 1～6烷氧基氨基羰基、C 1～6烷氧基羰基C 1～6烷基、C 1～6烷氨基羰基C 1～6烷基，以及未取代或被1～3个独立选自氟、氯、溴、氰基、硝基、氨基以及含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的苯基、苄基、

Figure PCTCN2019074315-appb-000052
或者R 1R 2N-代表
Figure PCTCN2019074315-appb-000053
R 1 , R 2 and R 3 each independently represent hydrogen, and C 1 to 6 alkyl groups, C 3 to 6 cycloalkyl groups, C 1 to 6 alkoxy groups and C 1 to contain fluorine, chlorine or bromine. 6 alkoxy C 1-6 alkyl, C 1-6 alkoxycarbonyl, C 1-6 alkylsulfonyl, C 1-6 alkylsulfonyl C 1-6 alkyl, C 1-6 alkyl Carbonyl group, C 1-6 alkylcarbonyl C 1-6 alkyl group, C 1-6 alkyl acyloxy group, C 1-6 alkylamino group, C 1-6 alkylaminocarbonyl group, C 1-6 alkoxy group Aminocarbonyl, C 1-6 alkoxycarbonyl C 1-6 alkyl, C 1-6 alkylaminocarbonyl C 1-6 alkyl, and unsubstituted or 1-3 independently selected from fluoro, chloro, bromo, Cyano group, nitro group, amino group and C 1-6 alkyl group with or without fluorine, chlorine or bromine, C 3-6 cycloalkyl group, C 1-6 alkoxy group, C 1-6 alkylcarbonyl group, C a phenyl group, a benzyl group substituted with a group of a 1 to 6 alkoxycarbonyl group, a C 1-6 alkylsulfonyl group, a C 1-6 alkylamino group or a C 1-6 alkyl acyloxy group,
Figure PCTCN2019074315-appb-000052
Or R 1 R 2 N- represents
Figure PCTCN2019074315-appb-000053

R’代表氢，C 1～6烷基。 R' represents hydrogen, C 1-6 alkyl.

另外，当通式I中X代表-CH 2Cl时，A不为-CH 2Cl。 Further, when X in the formula I represents -CH 2 Cl, A is not -CH 2 Cl.

本发明所述衍生物

Figure PCTCN2019074315-appb-000054
是指农业上可接受的盐或通式I中哒嗪环4位上的羟基衍生物，包括其酯、肟、羟胺和醚类等衍生物。 Derivatives of the invention
Figure PCTCN2019074315-appb-000054
It refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including derivatives such as esters, hydrazines, hydroxylamines and ethers.

所述盐衍生物为通常的农药中使用的盐，例如，可以制成碱金属盐、碱土金属盐或胺盐，或者，当分子中存在碱性部分时，可以制成例如硫酸盐、盐酸盐、硝酸盐、磷酸盐等的盐。当这些盐只要是作为农业、园艺用的除草剂使用时，也被包含在本发明中。本发明中，“碱金属盐”例如可以为，钠盐、钾盐或锂盐，优选为钠盐或钾盐。本发明中，“碱土金属盐”例如可以为，钙盐或镁盐，优选为钙盐。本发明中，“胺盐”例如可以为，烷基仲胺盐、烷基叔胺盐或烷基季胺盐；烷醇伯胺盐、烷醇仲胺盐、烷醇叔胺盐或烷醇季胺盐；烷基烷醇伯胺盐、烷基烷醇仲胺盐、烷基烷醇叔胺盐或烷基烷醇季胺盐；或烷氧基烷醇伯胺盐、烷氧基烷醇仲胺盐、烷氧基烷醇叔胺盐或烷氧基烷醇季胺盐，优选地，其中所述烷基、烷醇和烷氧基团独立地为饱和的以及独立地含有C1-C4个碳原子，更优选为单乙醇胺盐、二甲基乙醇胺盐、三乙醇胺盐、二甲胺盐、三乙胺盐、异丙胺盐、胆碱盐或二甘醇胺盐。The salt derivative is a salt used in a usual agricultural chemical, for example, an alkali metal salt, an alkaline earth metal salt or an amine salt, or, when a basic portion is present in the molecule, for example, a sulfate or a hydrochloric acid can be prepared. Salts of salts, nitrates, phosphates, and the like. When these salts are used as herbicides for agriculture and horticulture, they are also included in the present invention. In the present invention, the "alkali metal salt" may, for example, be a sodium salt, a potassium salt or a lithium salt, preferably a sodium salt or a potassium salt. In the present invention, the "alkaline earth metal salt" may be, for example, a calcium salt or a magnesium salt, preferably a calcium salt. In the present invention, the "amine salt" may, for example, be an alkyl secondary amine salt, an alkyl tertiary amine salt or an alkyl quaternary ammonium salt; an alkanol primary amine salt, an alkyl alcohol secondary amine salt, an alkyl alcohol tertiary amine salt or an alkanol. a quaternary ammonium salt; an alkylalkanol primary amine salt, an alkylalkanol secondary amine salt, an alkylalkanol tertiary amine salt or an alkylalkanol tertiary amine salt; or an alkoxyalkanol primary amine salt, an alkoxyalkylene salt a secondary alcohol salt, an alkoxyalkanol tertiary amine salt or an alkoxyalkanol quaternary ammonium salt, preferably wherein the alkyl group, the alkanol and the alkoxy group are independently saturated and independently contain C1-C4 More preferably, it is a monoethanolamine salt, a dimethylethanolamine salt, a triethanolamine salt, a dimethylamine salt, a triethylamine salt, an isopropylamine salt, a choline salt or a diglycolamine salt.

本发明化合物的溶剂合物也包含在本发明中。Solvates of the compounds of the invention are also included in the invention.

本发明化合物中也包含具有不对称碳原子的化合物，在该情况下，本发明中也包含一种光学活性体和多种光学活性体按任意比例的混合物。The compound of the present invention also contains a compound having an asymmetric carbon atom. In this case, the present invention also encompasses a mixture of an optically active body and a plurality of optically active substances in an arbitrary ratio.

所述酯衍生物是指在哒嗪环4位上的羟基的氧原子上键合了酰基而形成的化合物，即通式I-1中所述M基团为酰基，包括羰基、硫羰基、亚砜基、磺酰基、磷酰基、硫代磷酰基等，其余基团如前述在通式I中所定义。The ester derivative refers to a compound formed by bonding an acyl group to an oxygen atom of a hydroxyl group at the 4-position of the pyridazine ring, that is, the M group in the formula I-1 is an acyl group, including a carbonyl group, a thiocarbonyl group, Sulfoxide group, sulfonyl group, phosphoryl group, thiophosphoryl group, etc., the remaining groups are as defined above in Formula I.

例如通式I-1中M基团可以为，可被取代基取代的甲(硫)酰基或C1～C18烷(硫)羰基[该取代基为从卤素原子、氨基、C3～C8环烷基、C1～C8烷氧基、C1～C8烷硫基、C1～C8烷氧基羰基、C1～C8烷羰基氧基、C1～C8烷羰基、可被取代基取代的C2～C8烯基氧基羰基{该取代基为从C3～C8环烷基、氰基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}、羟基甲基氧膦基、可被取代基取代的C3～C8环烯基氧基羰基{该取代基为从氧代以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～2个取代基}、可被取代基取代的5或6元杂环氧基羰基{该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子。该取代基为从卤素原子、C1～C8烷基、可被取代基取代的苯氧基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C3～C8环烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)、2，3-二氢-1H-茚氧基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}、可被取代基取代的苯基、苯氧基、苄氧基、苯硫基和苄硫基(该取代基为从卤素原子、C1～C8烷基、C1～C8烷氧基、C1～C8卤代烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)、以及C1～C8烷硫基中选出的1个或多个相同或不同的取代基]、C3～C8环烷(硫)羰基、金刚烷基(硫)羰基、可被取代基取代的C2～C8烯基(硫)羰基{该取代基为从卤素原子、C1～C8烷氧基、以及可被取代基取代的苯基、苯硫基或苯氧基(该取代基为从卤素原子、C1～C8烷基、C1～C8烷氧基、C1～C8卤代烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)中选出的1个或多个相同或不同的取代基}、C2～C8炔基(硫)羰基、可被取代基取代的苯甲(硫)酰基或萘甲(硫)酰基[该取代基为从卤素原子、可被取代基取代的C1～C8烷基(该取代基为从卤素原子和苯基中选出的1个或多个相同或不同的取代基)、氰基、羟基、C1～C8烷羰基、C1～C8烷氧基羰基、C1～C8烷羰基氧基、C1～C8烷羰基氨基、可被取代基取代的氨基(该 取代基为从C1～C8烷基、C1～C8烷氧基、C1～C8烷羰基、卤代C1～C8烷基和苯基中选出的相同或不同的1～3个取代基)、可被取代基取代的C2～C8烯基氧基羰基{该取代基为从C3～C8环烷基、氰基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}、可被取代基取代的C3～C8环烯基氧基羰基{该取代基为从氧代以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～2个取代基}、苯基、硝基、可被取代基取代的C1～C8烷氧基(该取代基为从卤素原子以及苯基中选出的相同或不同的1～3个取代基)、苯氧基、可被取代基取代的5或6元杂环氧基羰基{该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子。该取代基为从卤素原子、C1～C8烷基、可被取代基取代的苯氧基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C3～C8环烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)、2，3-二氢-1H-茚氧基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}以及可被取代基取代的5或6元杂环氧基磺酰基{该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子。该取代基为从卤素原子、C1～C8烷基、可被取代基取代的苯氧基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C3～C8环烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)、2，3-二氢-1H-茚氧基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}中选出的相同或不同的1～3个取代基]、被卤素取代的巯基甲酰基、可被取代基取代的3～8元杂环(硫)羰基{该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子，也可以形成在杂环内的任意的碳原子上含有1～2个氧原子的5～6元螺环。该取代基为从卤素原子、可被取代基取代的C1～C8烷基(该取代基为从卤素原子以及苯基中选出的1个或多个相同或不同的取代基)、C1～C8烷羰基、C1～C8烷氧基羰基、可被取代基取代的苯基(该取代基为相同或不同的1～3个卤素原子)、硝基、羟基、C1～C8烷氧基、苯氧基、C1～C8烷硫基、C2～C8烯基硫基以及苯硫基中选出的相同或不同的1～3个取代基}、可被取代基取代的5～14元的缩合二环或三环式杂环(硫)羰基(该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子或氧原子。该取代基为从卤素原子以及C1～C8烷基中选出 的相同或不同的1～3个取代基)、5或6元杂环(硫)羰基(硫)羰基(该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子)、可被取代基取代的C1～C18烷氧基(硫)羰基或C1～C18烷硫基(硫)羰基(该取代基为从卤素原子、C1～C8烷氧基以及苯基中选出的1个或多个相同或不同的取代基)、C2～C8烯基氧基(硫)羰基、C2～C8烯基硫基(硫)羰基、C2～C8链炔基氧基(硫)羰基、C2～C8链炔基硫基(硫)羰基、C3～C8环烷基氧基(硫)羰基、C3～C8环烷基硫基(硫)羰基、可被取代基取代的苯氧基(硫)羰基、苯硫基(硫)羰基、苯C1～C8烷基氧基(硫)羰基或苯C1～C8烷基硫基(硫)羰基(该取代基为从卤素原子、C1～C8烷基、氰基、C1～C8烷羰基、C1～C8烷氧基羰基、硝基以及C1～C8烷氧基中选出的相同或不同的1～3个取代基)、缩合多环式烃氧基(硫)羰基、缩合多环式烃硫基(硫)羰基、可被取代基取代的5或6元杂环氧基(硫)羰基或5或6元杂环硫基(硫)羰基{该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子。该取代基为从卤素原子、C1～C8烷基、可被取代基取代的苯氧基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C3～C8环烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)、2，3-二氢-1H-茚氧基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}、可被取代基取代的氨基甲(硫)酰基{该取代基为从可被取代基取代的C1～C8烷基(该取代基为从卤素原子、C1～C8烷氧基羰基、氰基、苯基以及C1～C8烷氧基中选出的1个或多个相同或不同的取代基)、C2～C8烯基、苯基、C1～C8烷羰基、C1～C8烷氧基羰基以及C1～C8烷氧基中选出的相同或不同的1～3个取代基}、

Figure PCTCN2019074315-appb-000055
(Het为5-6元杂环，该环上除含有C和1-位上的N原子外，还含有0-3个以下原子或基团作为环的组成部分：O、NR b、C＝O，R a和R b独立地代表氢、C1～C8烷基)、可被取代基取代的C1～C8烷基亚砜基、C1～C8烷基磺酰基、C2～C8烯基磺酰基或C3～C8环烷基磺酰基(该取代基为从卤素原子、C1～C8烷基磺酰基中选出的1个或多个相同或不同的取代基)、可被取代基取代的苯基磺酰基、苄基磺酰基或萘基磺酰基[该取代基为从卤素原子、C1～C8烷基、卤代C1～C8烷基、氰基、C1～C8烷羰基、C1～C8烷氧基羰基、硝基、C1～C8烷氧基、卤代C1～C8烷氧基、C1～C8烷基磺酰基、可被取代基取代的氨基酰基(该取代基为C1～C8烷基)、可被取代基取代的苯氧基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C3～C8环烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)、可被取代基取代的C2～C8烯基氧基磺酰基{该取代基为从C3～C8环烷基、氰基以及可被取代基取代的苯甲酰基(该取 代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}、可被取代基取代的C3～C8环烯基氧基磺酰基{该取代基为从氧代以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～2个取代基}以及可被取代基取代的5或6元杂环氧基磺酰基{该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子。该取代基为从卤素原子、C1～C8烷基、可被取代基取代的苯氧基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C3～C8环烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)、2，3-二氢-1H-茚氧基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}中选出的相同或不同的1～3个取代基]、可被取代基取代的5-10元芳杂环基磺酰基或5-10元杂环氧基磺酰基{该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子。该取代基为从卤素原子、C1～C8烷基、可被取代基取代的苯氧基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C3～C8环烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)、2，3-二氢-1H-茚氧基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}、C1～C8烷氧基磺酰基、可被取代基取代的C1～C8烷基氨基磺酰基(该取代基为从卤素原子中选出的1个或多个相同或不同的取代基)、
Figure PCTCN2019074315-appb-000056
(Het为5-6元杂环，该环上除含有C和1-位上的N原子外，还含有0-3个以下原子或基团作为环的组成部分：O、NR b、C＝O，R a和R b独立地代表氢、C1～C8烷基)、二(C1～C8烷基)磷酰基、二(C1～C8烷基)硫代磷酰基所键合的化合物。 For example, the M group in the formula I-1 may be a methyl(thio)acyl group or a C1-C18 alkane(thio)carbonyl group which may be substituted by a substituent [the substituent is a halogen atom, an amino group, a C3 to C8 cycloalkyl group) , C1-C8 alkoxy group, C1-C8 alkylthio group, C1-C8 alkoxycarbonyl group, C1-C8 alkylcarbonyloxy group, C1-C8 alkylcarbonyl group, C2-C8 alkenyloxy group which may be substituted by a substituent Carbonyl group {The substituent is a benzoyl group substituted from a C3 to C8 cycloalkyl group, a cyano group, and a substituent which is a halogen atom, a C1 to C8 alkyl group, a C1 to C8 halogenated alkyl group, and a C1 to C8 group. The same or different 1-3 substituents selected from the same or different 1-3 substituents selected from the group consisting of an alkoxycarbonyl group, a nitro group and a C1-C8 alkylsulfonyl group], hydroxymethyl oxygen A phosphino group, a C3-C8 cycloalkenyloxycarbonyl group which may be substituted with a substituent. {The substituent is a benzoyl group which is substituted with an oxo group and may be substituted with a substituent (the substituent is a halogen atom, a C1-C8 alkyl group). And the same or different 1 to 3 selected from the group consisting of a C1 to C8 haloalkyl group, a C1 to C8 alkoxycarbonyl group, a nitro group, and the same or different 1 to 3 substituents selected from the C1 to C8 alkylsulfonyl groups. 2 substitutions a 5- or 6-membered heterocyclic oxycarbonyl group which may be substituted by a substituent. The ring of the heterocyclic ring contains one nitrogen atom, an oxygen atom or a sulfur atom, and may further contain 1 to 2 nitrogen atoms. The substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group. And the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group) The same or different 1 to 3 substituents selected in the group}, a phenyl group, a phenoxy group, a benzyloxy group, a phenylthio group and a benzylthio group which may be substituted by a substituent (the substituent is a halogen atom, C1) ～C8 alkyl, C1-C8 alkoxy, C1-C8 haloalkyl, and the same or different 1-3 substituents selected from the C1-C8 alkoxycarbonyl group, and a C1-C8 alkylthio group One or more identical or different substituents], a C3-C8 cycloalkane (thio)carbonyl group, an adamantyl (thio)carbonyl group, a C2-C8 alkenyl (thio)carbonyl group which may be substituted with a substituent { Substituent from halogen a C1-C8 alkoxy group, and a phenyl group, a phenylthio group or a phenoxy group which may be substituted by a substituent (the substituent is a halogen atom, a C1-C8 alkyl group, a C1-C8 alkoxy group, or a C1-C8 group). One or more of the same or different substituents selected from the same or different one to three substituents selected from the group consisting of a haloalkyl group and a C1 to C8 alkoxycarbonyl group}, a C2 to C8 alkynyl group (sulfur) a carbonyl group, a benzoyl (thio) acyl group or a naphthyl (thio) acyl group which may be substituted with a substituent [the substituent is a C1 to C8 alkyl group which may be substituted with a halogen atom and which may be substituted by a halogen atom and One or more identical or different substituents selected from phenyl), cyano, hydroxy, C1-C8 alkylcarbonyl, C1-C8 alkoxycarbonyl, C1-C8 alkylcarbonyloxy, C1-C8 alkane a carbonylamino group, an amino group which may be substituted by a substituent (the substituent is the same selected from the group consisting of a C1-C8 alkyl group, a C1-C8 alkoxy group, a C1-C8 alkylcarbonyl group, a halogenated C1-C8 alkyl group, and a phenyl group) Or a different 1-3 substituents, a C2-C8 alkenyloxycarbonyl group which may be substituted by a substituent. {The substituent is a benzoyl group which may be substituted with a C3 to C8 cycloalkyl group, a cyano group and a substituent. (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group) The same or different 1 to 3 substituents selected in the group}, a C3 to C8 cycloalkenyloxycarbonyl group which may be substituted by a substituent {The substituent is a benzoyl group which is substituted from the oxo group and may be substituted with a substituent ( The substituent is the same or different one to three selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group. The same or different 1 to 2 substituents selected from the substituents}, a phenyl group, a nitro group, a C1 to C8 alkoxy group which may be substituted by a substituent (the substituent is selected from a halogen atom and a phenyl group) The same or different 1 to 3 substituents), a phenoxy group, a 5- or 6-membered heterocyclic oxycarbonyl group which may be substituted by a substituent {The ring of the heterocyclic ring contains 1 nitrogen atom, oxygen atom or sulfur The atom may further contain 1 to 2 nitrogen atoms. The substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group. And the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group) One or three substituents which are the same or different selected from the group} and a 5- or 6-membered heterocyclic oxysulfonyl group which may be substituted by a substituent. {The ring of the heterocyclic ring contains one nitrogen atom, oxygen atom or sulfur atom. It can also contain 1 to 2 nitrogen atoms. The substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group. And the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group) The same or different 1 to 3 substituents selected from the same or different 1 to 3 substituents}, a halogen-substituted fluorenyl group, and 3 to 8 membered impurities which may be substituted by a substituent Ring (thio)carbonyl {The ring of the heterocyclic ring contains one nitrogen atom, an oxygen atom or a sulfur atom, and may further contain one or two nitrogen atoms, or may be formed on any carbon atom in the hetero ring. ~5 to 6-membered spiro rings of oxygen atoms. The substituent is a C1-C8 alkyl group which may be substituted by a halogen atom, which may be one or more substituents selected from the halogen atom and the phenyl group, and C1 to C8. An alkylcarbonyl group, a C1-C8 alkoxycarbonyl group, a phenyl group which may be substituted by a substituent (the substituent is the same or different 1 to 3 halogen atoms), a nitro group, a hydroxyl group, a C1-C8 alkoxy group, a phenoxy group a condensed bicyclic ring of 5 to 14 members which may be substituted by a substituent, a C1 to C8 alkylthio group, a C2 to C8 alkenylthio group, and the same or different 1 to 3 substituents selected from the phenylthio group. Or a tricyclic heterocyclic (thio)carbonyl group (the ring of the heterocyclic ring contains one nitrogen atom, an oxygen atom or a sulfur atom, and may further contain 1 to 2 nitrogen atoms or oxygen atoms. The substituent is a halogen atom. And the same or different 1 to 3 substituents selected from the C1-C8 alkyl group), a 5- or 6-membered heterocyclic (thio)carbonyl (thio)carbonyl group (the ring of the heterocyclic ring contains 1 nitrogen atom, oxygen) An atom or a sulfur atom may further contain 1 to 2 nitrogen atoms), a C1 to C18 alkoxy (thio)carbonyl group or a C1 to C18 alkylthio (thio)carbonyl group which may be substituted by a substituent (the substituent is derived from Halogen atom a C1-C8 alkoxy group and one or more of the same or different substituents selected from the phenyl group), a C2-C8 alkenyloxy(thio)carbonyl group, a C2-C8 alkenylthio (thio)carbonyl group , C2 to C8 alkynyloxy (thio)carbonyl, C2 to C8 alkynylthio (thio)carbonyl, C3 to C8 cycloalkyloxy(thio)carbonyl, C3 to C8 cycloalkylthio (sulfur a carbonyl group, a phenoxy(thio)carbonyl group which may be substituted by a substituent, a phenylthio(thio)carbonyl group, a benzene C1-C8 alkyloxy(thio)carbonyl group or a benzene C1-C8 alkylthio(thio)carbonyl group (The substituent is the same or different one selected from a halogen atom, a C1-C8 alkyl group, a cyano group, a C1-C8 alkylcarbonyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkoxy group. ~3 substituents), condensed polycyclic alkoxy (thio)carbonyl, condensed polycyclic hydrocarbonthio (thio)carbonyl, 5 or 6 membered heterocyclooxy(thio)carbonyl which may be substituted by a substituent or The 5- or 6-membered heterocyclic thio (thio)carbonyl group {The heterocyclic ring contains one nitrogen atom, an oxygen atom or a sulfur atom, and may further contain 1 to 2 nitrogen atoms. The substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group. And the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group) The same or different 1 to 3 substituents selected in the group}, a amino(thio)acyl group which may be substituted by a substituent. The substituent is a C1 to C8 alkyl group which may be substituted with a substituent (the substituent is One or more identical or different substituents selected from a halogen atom, a C1-C8 alkoxycarbonyl group, a cyano group, a phenyl group, and a C1-C8 alkoxy group), a C2-C8 alkenyl group, a phenyl group, a C1 to C8 alkylcarbonyl group, a C1 to C8 alkoxycarbonyl group, and the same or different 1 to 3 substituents selected from the C1 to C8 alkoxy groups},
Figure PCTCN2019074315-appb-000055
(Het is a 5-6 membered heterocyclic ring containing, in addition to the N atom at the C and 1-positions, an atom or group of 0-3 or less as a constituent of the ring: O, NR b , C= O, R a and R b independently represent hydrogen, C1-C8 alkyl), a C1-C8 alkyl sulfoxide group which may be substituted by a substituent, a C1-C8 alkylsulfonyl group, a C2-C8 alkenylsulfonyl group or a C3-C8 cycloalkylsulfonyl group (the substituent is one or more the same or different substituents selected from a halogen atom, a C1-C8 alkylsulfonyl group), and a phenylsulfonyl group which may be substituted with a substituent An acyl group, a benzylsulfonyl group or a naphthylsulfonyl group [the substituent is a halogen atom, a C1-C8 alkyl group, a halogenated C1-C8 alkyl group, a cyano group, a C1-C8 alkylcarbonyl group, a C1-C8 alkoxycarbonyl group , nitro, C1-C8 alkoxy, halogenated C1-C8 alkoxy, C1-C8 alkylsulfonyl, aminoacyl group which may be substituted by a substituent (the substituent is a C1-C8 alkyl group), a substituent-substituted phenoxy group (the substituent is the same or different selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group, and a C1-C8 alkoxycarbonyl group) 1 to 3 substituents), which can be taken by substituents C2-C8 alkenyloxysulfonyl group {The substituent is a benzoyl group substituted with a C3-C8 cycloalkyl group, a cyano group, and a substituent which is a halogen atom, a C1-C8 alkyl group, The same or different 1 to 3 selected from the C1 to C8 haloalkyl group, the C1 to C8 alkoxycarbonyl group, the nitro group and the same or different 1 to 3 substituents selected from the C1 to C8 alkylsulfonyl groups) a substituent: a C3 to C8 cycloalkenyloxysulfonyl group which may be substituted with a substituent. {The substituent is a benzoyl group which is substituted with an oxo group and may be substituted with a substituent (the substituent is a halogen atom, C1 to The same or different ones selected from the group consisting of C8 alkyl group, C1-C8 haloalkyl group, C1-C8 alkoxycarbonyl group, nitro group and the same or different 1-3 substituents selected from C1-C8 alkylsulfonyl groups) 1 to 2 substituents} and a 5- or 6-membered heterocyclic oxysulfonyl group which may be substituted by a substituent. {The ring of the heterocyclic ring contains one nitrogen atom, an oxygen atom or a sulfur atom, and may further contain 1 to 2 nitrogen atoms. The substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group. And the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group) The same or different 1 to 3 substituents selected from the same or different 1 to 3 substituents}, a 5-10 membered aromatic heterocyclic sulfonyl group which may be substituted by a substituent, or 5- The 10-membered heterocyclic oxysulfonyl group {The heterocyclic ring contains one nitrogen atom, an oxygen atom or a sulfur atom, and may further contain 1 to 2 nitrogen atoms. The substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group. And the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group) The same or different 1 to 3 substituents selected from the group}, a C1 to C8 alkoxysulfonyl group, a C1 to C8 alkylaminosulfonyl group which may be substituted with a substituent (the substituent is selected from a halogen atom) One or more identical or different substituents),
Figure PCTCN2019074315-appb-000056
(Het is a 5-6 membered heterocyclic ring containing, in addition to the N atom at the C and 1-positions, an atom or group of 0-3 or less as a constituent of the ring: O, NR b , C= O, R a and R b independently represent a compound in which hydrogen, a C1 to C8 alkyl group, a di(C1-C8 alkyl)phosphoryl group or a di(C1-C8 alkyl)thiophosphoryl group are bonded.

在一些优选的实施方案中，所述M基团可以为，可被取代基取代的C1～C10烷(硫)羰基{该取代基为从氟、氯、溴、C3～C6环烷基、C1～C6烷氧基、C1～C6烷硫基、C1～C6烷氧基羰基、C1～C6烷羰基、C1～C6烷羰基氧基、可被取代基取代的苯基、苯硫基、苯氧基或苄氧基(该取代基为从氟、氯、溴、C1～C6烷基、C1～C6烷氧基中选出的相同或不同的1～3个取代基)中选出的1个或多个相同或不同的取代基}、C3～C6环烷(硫)羰基、可被取代基取代的C2～C6烯基(硫)羰基{该取代基为从氟、氯、溴、C1～C6烷氧基、可被取代基取代的苯基、苯硫基或苯氧基(该取代基为从氟、氯、溴、C1～C6烷基、C1～C6 烷氧基中选出的相同或不同的1～3个取代基)中选出的1个或多个相同或不同的取代基}、可被取代基取代的苯甲(硫)酰基或萘甲(硫)酰基{该取代基为从氟、氯、溴、可被取代基取代的C1～C6烷基或C1～C6烷氧基(该取代基为从氟、氯、溴和苯基中选出的相同或不同的1～3个取代基)、氰基、羟基、C1～C6烷羰基、C1～C6烷氧基羰基、C1～C6烷羰基氧基、C1～C6烷羰基氨基、可被取代基取代的氨基(该取代基为从C1～C6烷基、C1～C6烷氧基、C1～C6烷羰基、卤代C1～C6烷基和苯基中选出的相同或不同的1～3个取代基)、苯基、硝基、苯氧基中选出的相同或不同的1～3个取代基}、可被取代基取代的3～8元杂环(硫)羰基{该杂环为

Figure PCTCN2019074315-appb-000057
Figure PCTCN2019074315-appb-000058
Figure PCTCN2019074315-appb-000059
该取代基为从氟、氯、溴、可被取代基取代的C1～C6烷基(该取代基为从氟、氯、溴以及苯基中选出的1个或多个相同或不同的取代基)、C1～C6烷羰基、C1～C6烷氧基羰基、可被取代基取代的苯基(该取代基为从氟、氯、溴中选出的相同或不同的1～3个取代基)、硝基、羟基、C1～C6烷氧基、苯氧基、C1～C6烷硫基、C2～C6烯基硫基以及苯硫基中选出的相同或不同的1～3个取代基}、可被取代基取代的5～14元的缩合二环或三环式杂环(硫)羰基(该杂环为
Figure PCTCN2019074315-appb-000060
Figure PCTCN2019074315-appb-000061
Figure PCTCN2019074315-appb-000062
该取代基为从氟、氯、溴以及C1～C6烷基中选出的相同或不同的1～3个取代基)、可被取代基取代的C1～C10烷氧基(硫)羰基或C1～C10烷硫基(硫)羰基(该取代基为从氟、氯、溴、C1～C6烷氧基以及苯基中选出的1个或多个相同或不同的取代基)、C3～C6环烷基氧基(硫)羰基、C3～C6环烷基硫基(硫)羰基、可被取代基取代的苯氧基(硫)羰基、苯硫基(硫)羰基、苯C1～C6烷基氧基(硫)羰基或苯C1～C6烷基硫基(硫)羰基(该取代基为从氟、氯、溴、C1～C6烷基、氰基、C1～C6烷羰基、C1～C6烷氧基羰基、硝基以及C1～C6烷氧基中选出的相同或不同 的1～3个取代基)、可被取代基取代的氨基甲(硫)酰基{该取代基为从可被取代基取代的C1～C6烷基(该取代基为从氟、氯、溴中选出的1个或多个相同或不同的取代基)、C2～C6烯基、苯基、C1～C6烷羰基、C1～C6烷氧基羰基以及C1～C6烷氧基中选出的相同或不同的1～3个取代基}、
Figure PCTCN2019074315-appb-000063
(Het为
Figure PCTCN2019074315-appb-000064
R a和R b独立地代表氢、C1～C6烷基)、可被取代基取代的C1～C6烷基亚砜基、C1～C6烷基磺酰基、C2～C6烯基磺酰基或C3～C6环烷基磺酰基(该取代基为从氟、氯、溴、C1～C6烷基磺酰基中选出的1个或多个相同或不同的取代基)、可被取代基取代的苯基磺酰基、苄基磺酰基或萘基磺酰基{该取代基为从氟、氯、溴、C1～C6烷基、卤代C1～C6烷基、氰基、C1～C6烷羰基、C1～C6烷氧基羰基、硝基、C1～C6烷氧基、卤代C1～C6烷氧基、C1～C6烷基磺酰基、可被取代基取代的氨基酰基(该取代基为C1～C6烷基)、可被取代基取代的苯氧基(该取代基为从氟、氯、溴、C1～C6烷基、C1～C8卤代烷基、C3～C6环烷基以及C1～C6烷氧基羰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}、可被取代基取代的5-10元芳杂环基磺酰基{该杂环为
Figure PCTCN2019074315-appb-000065
Figure PCTCN2019074315-appb-000066
Figure PCTCN2019074315-appb-000067
该取代基为从氟、氯、溴、C1～C6烷基、可被取代基取代的苯氧基(该取代基为从氟、氯、溴、C1～C6烷基、C1～C6卤代烷基、C3～C6环烷基以及C1～C6烷氧基羰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}、可被取代基取代的C1～C6烷基氨基磺酰基(该取代基为从氟、氯、溴中选出的1个或多个相同或不同的取代基)、
Figure PCTCN2019074315-appb-000068
(Het为
Figure PCTCN2019074315-appb-000069
R a和R b独立地代表氢、C1～C6烷基)、二(C1～C6烷基)磷酰基、二(C1～C6烷基)硫代磷酰基所键合的化合物。 In some preferred embodiments, the M group may be a C1-C10 alkane (thio)carbonyl group which may be substituted by a substituent {the substituent is from fluorine, chlorine, bromine, C3 to C6 cycloalkyl, C1 -C6 alkoxy group, C1-C6 alkylthio group, C1-C6 alkoxycarbonyl group, C1-C6 alkylcarbonyl group, C1-C6 alkylcarbonyloxy group, phenyl group which may be substituted by a substituent, phenylthio group, phenoxy group One selected from the group consisting of a benzyloxy group (the substituent is the same or different one to three substituents selected from fluorine, chlorine, bromine, C1-C6 alkyl group, and C1-C6 alkoxy group) Or a plurality of the same or different substituents}, a C3-C6 cycloalkane(thio)carbonyl group, a C2-C6 alkenyl(thio)carbonyl group which may be substituted with a substituent {the substituent is from fluorine, chlorine, bromine, C1~ a C6 alkoxy group, a phenyl group which may be substituted by a substituent, a phenylthio group or a phenoxy group (the substituent is the same selected from the group consisting of fluorine, chlorine, bromine, C1-C6 alkyl group, and C1-C6 alkoxy group) Or one or more identical or different substituents selected from different 1-3 substituents}, a benzoyl (thio) acyl group or a naphthyl (thio) acyl group which may be substituted by a substituent {the substituent C1-C6 alkane substituted from fluorine, chlorine, bromine, or a substituent Or a C1-C6 alkoxy group (the substituent is the same or different 1-3 substituents selected from fluorine, chlorine, bromine and phenyl), a cyano group, a hydroxyl group, a C1-C6 alkylcarbonyl group, C1 -C6 alkoxycarbonyl group, C1-C6 alkylcarbonyloxy group, C1-C6 alkylcarbonylamino group, amino group which may be substituted by a substituent (the substituent is a C1-C6 alkyl group, a C1-C6 alkoxy group, C1~) The same or different 1-3 selected from the C6 alkylcarbonyl group, the halogenated C1 to C6 alkyl group and the same or different 1-3 substituents selected from the phenyl group, the phenyl group, the nitro group and the phenoxy group. a substituent, a 3-8 membered heterocyclic (thio)carbonyl group which may be substituted by a substituent {the heterocyclic ring is
Figure PCTCN2019074315-appb-000057
Figure PCTCN2019074315-appb-000058
Figure PCTCN2019074315-appb-000059
The substituent is a C1-C6 alkyl group which may be substituted by fluorine, chlorine, bromine or a substituent which is one or more identical or different substituents selected from fluorine, chlorine, bromine and phenyl. a C1-C6 alkylcarbonyl group, a C1-C6 alkoxycarbonyl group, a phenyl group which may be substituted by a substituent (the substituent is the same or different one to three substituents selected from fluorine, chlorine, and bromine) , nitro, hydroxy, C1-C6 alkoxy, phenoxy, C1-C6 alkylthio, C2-C6 alkenylthio, and the same or different 1-3 substituents selected from the phenylthio group a 5- to 14-membered condensed bicyclic or tricyclic heterocyclic (thio)carbonyl group which may be substituted by a substituent (the heterocyclic ring is
Figure PCTCN2019074315-appb-000060
Figure PCTCN2019074315-appb-000061
Figure PCTCN2019074315-appb-000062
The substituent is the same or different 1 to 3 substituents selected from fluorine, chlorine, bromine and C1 to C6 alkyl groups, and a C1 to C10 alkoxy (thio)carbonyl group or C1 which may be substituted by a substituent. ～C10 alkylthio(thio)carbonyl (the substituent is one or more identical or different substituents selected from fluorine, chlorine, bromine, C1-C6 alkoxy and phenyl), C3 to C6 Cycloalkyloxy(thio)carbonyl, C3-C6 cycloalkylthio(thio)carbonyl, phenoxy(thio)carbonyl optionally substituted with substituent, phenylthio(thio)carbonyl, benzene C1-C6 alkane Alkoxy (thio)carbonyl or benzene C1-C6 alkylthio(thio)carbonyl (the substituent is from fluorine, chlorine, bromine, C1-C6 alkyl, cyano, C1-C6 alkylcarbonyl, C1-C6 Alkoxycarbonyl, nitro and the same or different 1 to 3 substituents selected from C1 to C6 alkoxy groups), a amino(thio)acyl group which may be substituted by a substituent {the substituent may be Substituent substituted C1-C6 alkyl group (the substituent is one or more identical or different substituents selected from fluorine, chlorine, bromine), C2-C6 alkenyl, phenyl, C1-C6 alkane The same as the carbonyl group, the C1-C6 alkoxycarbonyl group and the C1-C6 alkoxy group Different 1 to 3 substituents},
Figure PCTCN2019074315-appb-000063
(Het is
Figure PCTCN2019074315-appb-000064
R a and R b independently represent hydrogen, C1-C6 alkyl), a C1-C6 alkylsulfoxide group which may be substituted by a substituent, a C1-C6 alkylsulfonyl group, a C2-C6 alkenylsulfonyl group or a C3~ a C6 cycloalkylsulfonyl group (the substituent is one or more the same or different substituents selected from fluorine, chlorine, bromine, a C1-C6 alkylsulfonyl group), a phenyl group which may be substituted with a substituent Sulfonyl, benzylsulfonyl or naphthylsulfonyl {The substituent is from fluorine, chlorine, bromine, C1-C6 alkyl, halogenated C1-C6 alkyl, cyano, C1-C6 alkylcarbonyl, C1-C6 Alkoxycarbonyl, nitro, C1-C6 alkoxy, halogenated C1-C6 alkoxy, C1-C6 alkylsulfonyl, aminoacyl group which may be substituted by a substituent (the substituent is a C1-C6 alkyl group) a phenoxy group which may be substituted by a substituent (from a fluorine, chlorine, bromine, C1-C6 alkyl group, a C1-C8 halogenated alkyl group, a C3-C6 cycloalkyl group, and a C1-C6 alkoxycarbonyl group) The same or different 1 to 3 substituents selected from the same or different 1 to 3 substituents}, a 5-10 membered aromatic heterocyclic sulfonyl group which may be substituted by a substituent {the heterocyclic ring for
Figure PCTCN2019074315-appb-000065
Figure PCTCN2019074315-appb-000066
Figure PCTCN2019074315-appb-000067
The substituent is a phenoxy group which may be substituted with a fluorine, chlorine, bromine, C1-C6 alkyl group or a substituent (the substituent is fluorine, chlorine, bromine, a C1-C6 alkyl group, a C1-C6 halogenated alkyl group, The same or different 1 to 3 substituents selected from the C3 to C6 cycloalkyl group and the same or different 1 to 3 substituents selected from the C1 to C6 alkoxycarbonyl group} may be substituted by a substituent a C1-C6 alkylaminosulfonyl group (the substituent is one or more identical or different substituents selected from fluorine, chlorine, and bromine),
Figure PCTCN2019074315-appb-000068
(Het is
Figure PCTCN2019074315-appb-000069
R a and R b independently represent a compound in which hydrogen, a C1 to C6 alkyl group, a di(C1-C6 alkyl)phosphoryl group, or a di(C1-C6 alkyl)thiophosphoryl group are bonded.

在一些优选的实施方案中，M代表未取代或被选自下述的取代基取代的甲(硫)酰基或C 1～18烷(硫)羰基：卤素，氨基，C 3～8环烷基，C 1～8烷氧基羰基，C 1～8烷羰基氧基，C 1～8烷羰基，羟基甲基氧膦基，未取代或被卤素或C 1～8烷氧基取代的苯基、苯硫基、苯氧基或苄氧 基；未取代或被苯基取代的C 1～18烷氧基(硫)羰基或C 1～18烷硫基(硫)羰基；C 3～8环烷基硫基(硫)羰基；苯C 1～8烷基硫基(硫)羰基；未取代或被选自下述的取代基取代的C 2～8烯基(硫)羰基：C 1～8烷氧基、苯基和卤代苯基；未取代或被选自下述的取代基取代的苯甲(硫)酰基：卤素、羟基、C 1～8烷基、C 1～8烷氧基、氰基、卤代C 1～8烷氧基、C 1～8烷羰基氧基、C 1～8烷羰基胺基、氨基和1个或2个C 1～8烷基取代的氨基；卤代巯基甲酰基；未取代或被选自下述的取代基取代的3～8元杂环(硫)羰基：C 1～8烷基、卤素和C 1～8烷硫基；5～14元的缩合二环或三环式杂环(硫)羰基；未取代或被选自下述的取代基取代的氨基甲(硫)酰基：C 1～8烷基和C 1～8烷氧基；未取代或被卤素、C 1～8烷基磺酰基取代的C 1～8烷基亚砜基、C 1～8烷基磺酰基或C 3～8环烷基磺酰基；未取代或被选自下述的取代基取代的苯基磺酰基、苄基磺酰基或萘基磺酰基：卤素、硝基、C 1～8烷基、卤代C 1～8烷基、卤代C 1～8烷氧基、C 1～8烷羰基、C 1～8烷基磺酰基、氨基酰基、苯氧基和卤代苯氧基；未取代或被选自下述的取代基取代的5-10元芳杂环基磺酰基：C 1～8烷基和苯氧基；未取代或被卤素取代的C 1～8烷基氨基磺酰基；二(C 1～8烷基)磷酰基；

Figure PCTCN2019074315-appb-000070
其中，Het选自
Figure PCTCN2019074315-appb-000071
Ra和Rb独立地代表氢、C 1～6烷基。 In some preferred embodiments, M represents an unsubstituted or substituted group selected from substituted methyl (thio) acyl, or C 1 ~ 18 alkyl (thio) carbonyl group: halogen, amino, C 3 ~ 8 cycloalkyl , C 1-8 alkoxycarbonyl, C 1-8 alkylcarbonyloxy, C 1-8 alkylcarbonyl, hydroxymethylphosphinyl, phenyl substituted unsubstituted or substituted by halogen or C 1-8 alkoxy , phenylthio, phenoxy or benzyloxy; phenyl unsubstituted or substituted with C 1 ~ 18 alkoxy (thio) carbonyl, or C 1 ~ 18 alkoxy group (thio) carbonyl group; C 3 ~ 8 ring alkylthio (thio) carbonyl group; phenyl C 1 ~ 8 alkylthio (thio) carbonyl group; substituents of C 2 ~ 8 alkenyl group (thio) carbonyl group selected from unsubstituted or substituted: C 1 ~ 8 alkoxy, phenyl and halophenyl; benzoyl (thio) acyl group unsubstituted or substituted with a substituent selected from the group consisting of halogen, hydroxy, C 1-10 alkyl, C 1-10 alkoxy a cyano group, a cyano group, a halogenated C 1-8 alkoxy group, a C 1-8 alkylcarbonyloxy group, a C 1-8 alkylcarbonylamino group, an amino group and one or two C 1-8 alkyl substituted amino groups; halo mercapto formyl; unsubstituted or substituted with a substituent selected from a 3 to 8-membered heterocyclyl (thio) carbonyl group: C 1 8 alkyl, halogen and C 1 ~ 8 alkylthio; 5 to 14-membered bicyclic or tricyclic condensed heterocyclic (thio) carbonyl group; substituents selected from unsubstituted or substituted carbamoyl group (sulfur ) acyl groups: C 1 ~ 8 alkyl and C 1 ~ 8 alkoxy; unsubstituted or substituted with halo, C 1 ~ 8-substituted alkylsulfonyl group of C 1 ~ 8 alkylsulfoxide group, C 1 ~ 8-alkyl sulfonyl, or C 3 ~ 8 cycloalkyl alkylsulfonyl group; unsubstituted or substituted with a substituent selected from phenylsulfonyl, benzylsulfonyl or naphthylsulfonyl group: halogen, nitro, C 1 ~ 8 Alkyl, halogenated C 1-10 alkyl, halogenated C 1-10 alkoxy, C 1-8 alkylcarbonyl, C 1-8 alkylsulfonyl, aminoacyl, phenoxy and halophenoxy a 5-10 membered aromatic heterocyclylsulfonyl group which is unsubstituted or substituted with a substituent selected from a C 1-8 alkyl group and a phenoxy group; a C 1-8 alkylamino group which is unsubstituted or substituted by a halogen; Sulfonyl; di(C 1-8 alkyl)phosphoryl;
Figure PCTCN2019074315-appb-000070
Among them, Het is selected from
Figure PCTCN2019074315-appb-000071
Ra and Rb independently represent hydrogen, C 1-6 alkyl.

所述肟衍生物是指在通式I哒嗪环4位上的羟基的氧原子上衍生形成的含有肟基的化合物。在一些优选的实施方案中，所述肟基选自

Figure PCTCN2019074315-appb-000072
其中，R 11、R 22分别独立地代表氢、可被取代基取代的C1～C18烷基或C2～C18烯基(该取代基为从卤素原子、C1～C8烷氧基、C1～C8烷硫基、C1～C8烷基氨基中选出的1个或多个相同或不同的取代基)、可被取代基取代的苯基、苯基酰基或5-6元芳杂环基(该取代基为从卤素原子、C1～C8烷基、C2～C8烯基、C2～C8炔基、C3～C8环烷基、C1～C8卤代烷基、C1～C8烷羰基、C1～C8烷氧基、C1～C8烷氧基羰基、C1～C8烷基氨基、羟基、羧基、巯基、氨基、氰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基，芳杂环基含至少一个氧、硫、氮等杂原子)，或者R 11、R 22形成5、6元饱和碳环或5、6元杂环(含至少一个氧、硫、氮等杂原子)。 The anthracene derivative refers to a thiol group-containing compound which is derivatized on the oxygen atom of the hydroxyl group at the 4-position of the pyridazine ring of the formula I. In some preferred embodiments, the thiol group is selected from
Figure PCTCN2019074315-appb-000072
Wherein R 11 and R 22 each independently represent hydrogen, a C1 to C18 alkyl group which may be substituted with a substituent or a C2 to C18 alkenyl group (the substituent is a halogen atom, a C1 to C8 alkoxy group, a C1 to C8 alkane). a thiol group, one or more of the same or different substituents selected from a C1 to C8 alkylamino group, a phenyl group, a phenyl group or a 5-6 membered heterocyclic group which may be substituted with a substituent (the substitution) The group is a halogen atom, a C1-C8 alkyl group, a C2-C8 alkenyl group, a C2-C8 alkynyl group, a C3-C8 cycloalkyl group, a C1-C8 haloalkyl group, a C1-C8 alkylcarbonyl group, a C1-C8 alkoxy group, The same or different 1-3 substituents selected from the group consisting of C1-C8 alkoxycarbonyl, C1-C8 alkylamino, hydroxy, carboxy, decyl, amino, cyano, nitro and C1-C8 alkylsulfonyl , the aromatic heterocyclic group contains at least one hetero atom such as oxygen, sulfur, nitrogen, etc., or R 11 and R 22 form a 5, 6-membered saturated carbocyclic ring or a 5 or 6-membered heterocyclic ring (containing at least one oxygen, sulfur, nitrogen, etc.) atom).

在一些优选的实施方案中，R 11、R 22分别独立地代表氢、可被取代基取代的C1～C10烷基或C2～C10烯基(该取代基为从氟、氯、溴、C1～C6烷氧基、C1～C6烷硫基、C1～C6烷基氨基中选出的1个或多个相同或不同的取代基)、可被取代基取代的苯基、苯基酰基或5-6元芳杂环基(该芳杂环基为

Figure PCTCN2019074315-appb-000073
Figure PCTCN2019074315-appb-000074
该取代基为从氟、氯、溴、C1～C6烷基、C3～C6环烷基、 C1～C6卤代烷基、C1～C6烷羰基、C1～C6烷氧基、C1～C6烷氧基羰基、C1～C6烷基氨基、羟基、羧基、巯基、氨基、氰基、硝基以及C1～C6烷基磺酰基中选出的相同或不同的1～3个取代基)，或者R 11、R 22形成5、6元饱和碳环或5、6元杂环(含至少一个氧、硫、氮等杂原子)。 In some preferred embodiments, R 11 and R 22 each independently represent hydrogen, a C 1 -C 10 alkyl group or a C 2 -C 10 alkenyl group which may be substituted by a substituent (the substituent is from fluorine, chlorine, bromine, C1 to a C6 alkoxy group, a C1 to C6 alkylthio group, a one or more identical or different substituents selected from a C1 to C6 alkylamino group, a phenyl group which may be substituted by a substituent, a phenyl group or a 5- 6-membered aromatic heterocyclic group (the aromatic heterocyclic group is
Figure PCTCN2019074315-appb-000073
Figure PCTCN2019074315-appb-000074
The substituent is from fluorine, chlorine, bromine, C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, C1-C6 alkylcarbonyl, C1-C6 alkoxy, C1-C6 alkoxycarbonyl. , C1 to C6 alkylamino, hydroxy, carboxy, decyl, amino, cyano, nitro, and the same or different 1-3 substituents selected from C1 to C6 alkylsulfonyl), or R 11 , R 22 forms a 5, 6 membered saturated carbocyclic ring or a 5 or 6 membered heterocyclic ring (containing at least one hetero atom such as oxygen, sulfur, nitrogen, etc.).

在一些优选的实施方案中，R 11和R 22各自独立地选自氢、未取代或被选自下述的取代基取代的C 1～18烷基：C 1～8烷氧基和C 1～8烷硫基，和未取代或被卤代C 1～8烷基取代的苯基或5-6元芳杂环基，或者R 11和R 12形成5-6元饱和碳环或杂环。 In some preferred embodiments, R 11 and R 22 are each independently selected from hydrogen, unsubstituted or substituted by a C 1-18 alkyl group selected from the group consisting of C 1-8 alkoxy and C 1 ～8 alkylthio, and phenyl or 5-6 membered aromatic heterocyclic group which is unsubstituted or substituted by halogenated C 1-10 alkyl group, or R 11 and R 12 form a 5-6 membered saturated carbocyclic or heterocyclic ring. .

所述羟胺衍生物是指在通式I哒嗪环4位上的羟基的氧原子上键合而形成的含有羟胺基的化合物。在一些优选的实施方案中，所述羟胺基选自

Figure PCTCN2019074315-appb-000075
其中，R 11’、R 22’分别独立地代表氢、可被取代基取代的C1～C18烷基或C2～C18烯基(该取代基为从卤素原子、C1～C8烷氧基、C1～C8烷硫基、C1～C8烷基氨基中选出的1个或多个相同或不同的取代基)、可被取代基取代的苯基(该取代基为从卤素原子、C1～C8烷基、C2～C8烯基、C2～C8炔基、C3～C8环烷基、C1～C8卤代烷基、C1～C8烷羰基、C1～C8烷氧基、C1～C8烷氧基羰基、C1～C8烷基氨基、羟基、羧基、巯基、氨基、氰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)、C1～C18烷氧羰基、可被取代基取代的苯甲酰基[该取代基为从卤素原子、可被取代基取代的C1～C8烷基、C2～C8烯基、C2～C8炔基或C3～C8环烷基(该取代基为从卤素原子和苯基中选出的相同或不同的1～3个取代基)、氰基、C1～C8烷羰基、C1～C8烷氧基羰基、C1～C8烷基磺酰基、可被取代基取代的C2～C8烯基氧基羰基{该取代基为从C3～C8环烷基、氰基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}、可被取代基取代的C3～C8环烯基氧基羰基{该取代基为从氧代以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～2个取代基}、羟基、羧基、巯基、氨基、苯基、硝基、可被取代基取代的C1～C8烷氧基、C1～C8烷基氨基或C1～C8烷硫基(该取代基为从卤素原子以及苯基中选出的相同或不同的1～3个取代基)、苯氧基、可被取代基取代的5或6元杂环氧基羰基{该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子。该取代基为从卤素原子、C1～C8烷基、可被取代基取代的苯氧基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C3～C8环烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)、2，3-二氢-1H-茚氧基 以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}以及可被取代基取代的5或6元杂环氧基磺酰基{该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子。该取代基为从卤素原子、C1～C8烷基、可被取代基取代的苯氧基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C3～C8环烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)、2，3-二氢-1H-茚氧基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}中选出的相同或不同的1～3个取代基]。 The hydroxylamine derivative refers to a hydroxylamine group-containing compound which is formed by bonding an oxygen atom of a hydroxyl group at the 4-position of the pyridazine ring of the formula I. In some preferred embodiments, the hydroxylamine group is selected from
Figure PCTCN2019074315-appb-000075
Wherein R 11 ' and R 22 ' each independently represent hydrogen, a C1 to C18 alkyl group which may be substituted with a substituent or a C2 to C18 alkenyl group (the substituent is a halogen atom, a C1 to C8 alkoxy group, or a C1~). a C8 alkylthio group, one or more identical or different substituents selected from a C1 to C8 alkylamino group, a phenyl group which may be substituted with a substituent (the substituent is a halogen atom, a C1-C8 alkyl group) , C2—C8 alkenyl, C2-C8 alkynyl, C3-C8 cycloalkyl, C1-C8 haloalkyl, C1-C8 alkylcarbonyl, C1-C8 alkoxy, C1-C8 alkoxycarbonyl, C1-C8 The same or different 1-3 substituents selected from the group consisting of an alkylamino group, a hydroxyl group, a carboxyl group, a decyl group, an amino group, a cyano group, a nitro group and a C1-C8 alkylsulfonyl group, and a C1-C18 alkoxycarbonyl group can be Substituent substituted benzoyl group [The substituent is a C1 to C8 alkyl group, a C2 to C8 alkenyl group, a C2 to C8 alkynyl group or a C3 to C8 cycloalkyl group which may be substituted by a halogen atom, or a C3 to C8 cycloalkyl group (the substituent) It is the same or different 1 to 3 substituents selected from a halogen atom and a phenyl group, a cyano group, a C1 to C8 alkylcarbonyl group, a C1 to C8 alkoxycarbonyl group, a C1 to C8 alkylsulfonyl group, Substituent substituted C2~ C8 alkenyloxycarbonyl {The substituent is a benzoyl group substituted from a C3 to C8 cycloalkyl group, a cyano group, and a substituent which is a halogen atom, a C1 to C8 alkyl group, a C1 to C8 alkyl halide. The same or different 1-3 substituents selected from the group consisting of a C1 to C8 alkoxycarbonyl group, a nitro group, and the same or different 1 to 3 substituents selected from the C1 to C8 alkylsulfonyl groups} a C3-C8 cycloalkenyloxycarbonyl group which may be substituted with a substituent. {The substituent is a benzoyl group substituted with an oxo group and a substituent which may be substituted by a halogen atom, a C1-C8 alkyl group, and a C1 group. 1 or 2 of the same or different ones selected from the group consisting of -C8 haloalkyl, C1-C8 alkoxycarbonyl, nitro and the same or different 1-3 substituents selected from C1 to C8 alkylsulfonyl) a substituent, a hydroxyl group, a carboxyl group, a decyl group, an amino group, a phenyl group, a nitro group, a C1-C8 alkoxy group which may be substituted by a substituent, a C1-C8 alkylamino group or a C1-C8 alkylthio group (the substituent is from a halogen atom and the same or different 1 to 3 substituents selected from a phenyl group), a phenoxy group, a 5- or 6-membered heterocyclic oxycarbonyl group which may be substituted by a substituent. A nitrogen atom, an oxygen atom or a sulfur atom, which may additionally contain further 1 or 2 nitrogen atoms. The substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group. And the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group) One or three substituents which are the same or different selected from the group} and a 5- or 6-membered heterocyclic oxysulfonyl group which may be substituted by a substituent. {The ring of the heterocyclic ring contains one nitrogen atom, oxygen atom or sulfur atom. It can also contain 1 to 2 nitrogen atoms. The substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group. And the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group) The same or different 1 to 3 substituents selected from the same or different 1 to 3 substituents}.

在一些优选的实施方案中，R 11’、R 22’分别独立地代表氢、可被取代基取代的C1～C10烷基或C2～C10烯基(该取代基为从氟、氯、溴中选出的1个或多个相同或不同的取代基)、C1～C10烷氧羰基、可被取代基取代的苯基或苯甲酰基(该取代基为从氟、氯、溴、C1～C6烷基、C2～C6烯基、C2～C6炔基、C3～C6环烷基、C1～C6卤代烷基、C1～C6烷羰基、C1～C6烷氧基、C1～C6烷氧基羰基、C1～C6烷基氨基、羟基、羧基、巯基、氨基、氰基、硝基以及C1～C6烷基磺酰基中选出的相同或不同的1～3个取代基)。 In some preferred embodiments, R 11 ', R 22 ' independently represent hydrogen, C1-C10 alkyl or C2-C10 alkenyl which may be substituted by a substituent (the substituent is from fluorine, chlorine, bromine One or more identical or different substituents selected), a C1-C10 alkoxycarbonyl group, a phenyl group or a benzoyl group which may be substituted by a substituent (the substituent is from fluorine, chlorine, bromine, C1 to C6) Alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C6 haloalkyl, C1-C6 alkylcarbonyl, C1-C6 alkoxy, C1-C6 alkoxycarbonyl, C1 -C6 alkylamino group, hydroxyl group, carboxyl group, mercapto group, amino group, cyano group, nitro group and the same or different 1-3 substituents selected from the group consisting of C1 to C6 alkylsulfonyl groups).

在一些优选的实施方案中，R 11’和R 22’各自独立地代表C 1～18烷基。 In some preferred embodiments, R 11 'and R 22 ' each independently represent a C 1-10 alkyl group.

所述醚衍生物是指在哒嗪环4位上的羟基的氧原子上键合如下基团而形成的化合物：氰基、可被取代基取代的C1～C18烷基或C2～C18烯基(该取代基为从卤素原子、C1～C8烷氧基、C1～C8烷硫基、C1～C8烷基氨基、二C1～C8烷基氨基、C1～C8烷氧羰基、C1～C8烷氧羰基氧基、C3～C8环烷氧基、C3～C8环烷硫基、C3～C8环烷基氨基、二C3～C8环烷基氨基、C3～C8环烷氧羰基、C3～C8环烷氧羰基氧基中选出的1个或多个相同或不同的取代基)、可被取代基取代的苯基、苄基或苯甲酰基C1～C8烷基[该取代基为从卤素原子、可被取代基取代的C1～C8烷基、C2～C8烯基、C2～C8炔基或C3～C8环烷基(该取代基为从卤素原子和苯基中选出的相同或不同的1～3个取代基)、氰基、C1～C8烷羰基、C1～C8烷氧基羰基、C1～C8烷基磺酰基、可被取代基取代的C2～C8烯基氧基羰基{该取代基为从C3～C8环烷基、氰基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}、可被取代基取代的C3～C8环烯基氧基羰基{该取代基为从氧代以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基 中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～2个取代基}、羟基、羧基、巯基、氨基、苯基、硝基、可被取代基取代的C1～C8烷氧基、C1～C8烷基氨基或C1～C8烷硫基(该取代基为从卤素原子以及苯基中选出的相同或不同的1～3个取代基)、苯氧基、可被取代基取代的5或6元杂环氧基羰基{该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子。该取代基为从卤素原子、C1～C8烷基、可被取代基取代的苯氧基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C3～C8环烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)、2，3-二氢-1H-茚氧基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}以及可被取代基取代的5或6元杂环氧基磺酰基{该杂环的环中含有1个氮原子、氧原子或硫原子，还可以再含有1～2个氮原子。该取代基为从卤素原子、C1～C8烷基、可被取代基取代的苯氧基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C3～C8环烷基以及C1～C8烷氧基羰基中选出的相同或不同的1～3个取代基)、2，3-二氢-1H-茚氧基以及可被取代基取代的苯甲酰基(该取代基为从卤素原子、C1～C8烷基、C1～C8卤代烷基、C1～C8烷氧基羰基、硝基以及C1～C8烷基磺酰基中选出的相同或不同的1～3个取代基)中选出的相同或不同的1～3个取代基}中选出的相同或不同的1～3个取代基]。其中，当通式I-1中X代表-CF 3且A代表苯基时，上述基团M不为甲基和烯丙基；当通式I-1中X代表-CHFCF 3且A代表-CHFCF 3时，上述基团M不为

Figure PCTCN2019074315-appb-000076
The ether derivative refers to a compound which is bonded to an oxygen atom of a hydroxyl group at the 4-position of the pyridazine ring to form a group: a cyano group, a C1 to C18 alkyl group which may be substituted with a substituent or a C2 to C18 alkenyl group. (The substituent is a halogen atom, a C1-C8 alkoxy group, a C1-C8 alkylthio group, a C1-C8 alkylamino group, a di-C1-C8 alkylamino group, a C1-C8 alkoxycarbonyl group, a C1-C8 alkoxy group. Carbonyloxy, C3—C8 cycloalkoxy, C3-C8 cycloalkylthio, C3-C8 cycloalkylamino, di-C3-C8 cycloalkylamino, C3-C8 cycloalkoxycarbonyl, C3-C8 naphthenic One or more of the same or different substituents selected from the oxycarbonyloxy group), a phenyl group, a benzyl group or a benzoyl group C1-C8 alkyl group which may be substituted with a substituent [the substituent is a halogen atom, a C1-C8 alkyl group, a C2-C8 alkenyl group, a C2-C8 alkynyl group or a C3-C8 cycloalkyl group which may be substituted by a substituent (the substituent is the same or different one selected from a halogen atom and a phenyl group) ～3 substituents), cyano group, C1-C8 alkylcarbonyl group, C1-C8 alkoxycarbonyl group, C1-C8 alkylsulfonyl group, C2-C8 alkenyloxycarbonyl group which may be substituted by a substituent {The substituent Is from C3 to C8 cycloalkyl, cyano And a benzoyl group which may be substituted by a substituent (the substituent is from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group) The same or different 1 to 3 substituents selected from the same or different 1 to 3 substituents}, and a C3 to C8 cycloalkenyloxycarbonyl group which may be substituted by a substituent {The substituent is From the oxo group and the benzoyl group which may be substituted by a substituent (the substituent is from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkyl group). The same or different 1 to 2 substituents selected from the same or different 1 to 3 substituents selected from the sulfonyl group}, a hydroxyl group, a carboxyl group, a thiol group, an amino group, a phenyl group, a nitro group, may be substituted a C1-C8 alkoxy group, a C1-C8 alkylamino group or a C1-C8 alkylthio group (the substituent is the same or different one to three substituents selected from a halogen atom and a phenyl group), a phenoxy group or a 5- or 6-membered heterocyclic oxycarbonyl group which may be substituted by a substituent. The ring of the heterocyclic ring contains one nitrogen atom, an oxygen atom or a sulfur atom, and may further contain 1 to 2 Nitrogen atom. The substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group. And the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group) One or three substituents which are the same or different selected from the group} and a 5- or 6-membered heterocyclic oxysulfonyl group which may be substituted by a substituent. {The ring of the heterocyclic ring contains one nitrogen atom, oxygen atom or sulfur atom. It can also contain 1 to 2 nitrogen atoms. The substituent is a phenoxy group which may be substituted with a halogen atom, a C1-C8 alkyl group, and a substituent which is a halogen atom, a C1-C8 alkyl group, a C1-C8 halogenated alkyl group, a C3-C8 cycloalkyl group. And the same or different 1 to 3 substituents selected from the C1 to C8 alkoxycarbonyl group, 2,3-dihydro-1H-decyloxy group, and a benzoyl group which may be substituted with a substituent (the substituent The same or different 1-3 substituents selected from a halogen atom, a C1-C8 alkyl group, a C1-C8 haloalkyl group, a C1-C8 alkoxycarbonyl group, a nitro group, and a C1-C8 alkylsulfonyl group) The same or different 1 to 3 substituents selected from the same or different 1 to 3 substituents}. Wherein, when X in the formula I-1 represents -CF 3 and A represents a phenyl group, the above group M is not a methyl group and an allyl group; when X in the formula I-1 represents -CHFCF 3 and A represents - When CHFCF 3 , the above group M is not
Figure PCTCN2019074315-appb-000076

在一些优选的实施方案中，所述醚衍生物是指在哒嗪环4位上的羟基的氧原子上键合如下基团而形成的化合物：C8～C18烷基或C8～C18烯基、被取代的C1～C10烷基或C2～C10烯基{该取代基为从氟、氯、溴、C1～C6烷氧基、C1～C6烷硫基、C1～C6烷基氨基、C1～C6烷氧羰基、C1～C6烷氧羰基氧基、C3～C6环烷氧羰基氧基中选出的1个或多个相同或不同的取代基}、可被取代基取代的苯基、苄基或苯甲酰基C1～C6烷基(该取代基为从氟、氯、溴、C1～C6烷基、C2～C6烯基、C2～C6炔基、C3～C6环烷基、C1～C6卤代烷基、C1～C6烷羰基、C1～C6烷氧基、C1～C6烷氧基羰基、C1～C6烷基氨基、羟基、羧基、巯基、氨基、氰基、硝基以及C1～C6烷基磺酰基中选出的相同或不同的1～3个取代基)。In some preferred embodiments, the ether derivative refers to a compound formed by bonding a group such as a C8-C18 alkyl group or a C8-C18 alkenyl group to an oxygen atom of a hydroxyl group at the 4-position of the pyridazine ring. Substituted C1-C10 alkyl group or C2-C10 alkenyl group {The substituent is from fluorine, chlorine, bromine, C1-C6 alkoxy group, C1-C6 alkylthio group, C1-C6 alkylamino group, C1-C6 Alkoxycarbonyl, C1-C6 alkoxycarbonyloxy, one or more identical or different substituents selected from C3 to C6 cycloalkoxycarbonyloxy}, phenyl, benzyl which may be substituted by a substituent Or a benzoyl C1-C6 alkyl group (the substituent is from fluorine, chlorine, bromine, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C1-C6 halogenated alkane , C1-C6 alkylcarbonyl, C1-C6 alkoxy, C1-C6 alkoxycarbonyl, C1-C6 alkylamino, hydroxy, carboxy, decyl, amino, cyano, nitro and C1-C6 alkyl sulfonate The same or different 1-3 substituents selected from the acyl group).

在一些优选的实施方案中，未取代或被选自下述的取代基取代的C 1～18烷基：C 1～8烷氧羰基和C 1～8烷氧羰基氧基；未取代或被选自下述的取代基取代的苯基、苄基或苯甲酰基C 1～8烷基：卤素和C 1～8烷氧基。 In some preferred embodiments, C 1-18 alkyl which is unsubstituted or substituted with a substituent selected from C 1-8 alkoxycarbonyl and C 1-8 alkoxycarbonyloxy; unsubstituted or A phenyl group, a benzyl group or a benzoyl C 1-8 alkyl group substituted with a substituent selected from the group consisting of a halogen and a C 1-8 alkoxy group.

一种所述的哒嗪醇类化合物的制备方法，包括以下步骤：A method for preparing the pyridazine alcohol compound, comprising the steps of:

(1)化合物Ⅱ与化合物Ⅲ发生Suzuki反应，制备得到如通式Ⅳ所示的化合物；(1) Suzuki reaction of compound II with compound III to prepare a compound of formula IV;

(2)将如通式Ⅳ所示的化合物水解制备得到如通式Ⅰ所示的化合物；其化学反应方程式如下：(2) Hydrolysis of a compound of the formula IV to give a compound of the formula I; the chemical reaction equation is as follows:

Figure PCTCN2019074315-appb-000077
Figure PCTCN2019074315-appb-000077

或者包括以下步骤：Or include the following steps:

(a)将化合物Ⅱ水解制备得到如通式V所示的化合物；(a) hydrolyzing compound II to give a compound of formula V;

(b)V所示的化合物与Ⅲ所示的化合物发生Suzuki反应，制备得到Ⅰ所示的化合物；(b) a compound represented by V and a compound represented by III are subjected to a Suzuki reaction to prepare a compound represented by I;

其化学反应方程式如下：The chemical reaction equation is as follows:

Figure PCTCN2019074315-appb-000078
Figure PCTCN2019074315-appb-000078

L代表卤素，优选溴，其余各基团如前文中所定义。L represents a halogen, preferably bromine, and the remaining groups are as defined above.

在一些优选的实施方案中，上述各步骤均在20～150℃范围内进行，优选50～130℃；在一些优选的实施方案中，所述步骤(1)和(b)在催化剂、碱和溶剂的存在下进行，催化剂为Pd(dppf)Cl 2CH 2Cl 2、Pd(dba) 2、Pd 2(dba) 3、Pd(PPh 3) 4、PdCl 2、Pd(OAc) 2、Pd(dppf)Cl 2、Pd(PPh 3) 2Cl 2或Ni(dppf)Cl 2，所述碱选自Et 3N、NaHCO 3、KOAc、K 2CO 3、K 3PO 4、Na 2CO 3、CsF、Cs 2CO 3、t-BuONa、EtONa、KOH和NaOH中的一种或两种以上，所述溶剂为THF/水、甲苯/水、DMF/水、1,4-二氧六环/水、甲苯/乙醇/水或乙腈/水、THF、甲苯、1,4-二氧六环、乙腈、DMF体系；所述步骤(2)和(a)在碱和溶剂的存在下进行或者在三溴化硼、氢溴酸醋酸溶液、盐酸甲醇溶液、盐酸乙酸乙酯溶液的存在下进行，所述碱优选NaOH、KOH、醋酸钾、醋酸钠，所述溶剂优选水、DMSO。 In some preferred embodiments, each of the above steps is carried out in the range of from 20 to 150 ° C, preferably from 50 to 130 ° C; in some preferred embodiments, the steps (1) and (b) are in the catalyst, base and The catalyst is carried out in the presence of a solvent of Pd(dppf)Cl 2 CH 2 Cl 2 , Pd(dba) 2 , Pd 2 (dba) 3 , Pd(PPh 3 ) 4 , PdCl 2 , Pd(OAc) 2 , Pd ( Dppf) Cl 2 , Pd(PPh 3 ) 2 Cl 2 or Ni(dppf)Cl 2 , the base being selected from the group consisting of Et 3 N, NaHCO 3 , KOAc, K 2 CO 3 , K 3 PO 4 , Na 2 CO 3 , One or more of CsF, Cs 2 CO 3 , t-BuONa, EtONa, KOH, and NaOH, the solvent is THF/water, toluene/water, DMF/water, 1,4-dioxane/ Water, toluene/ethanol/water or acetonitrile/water, THF, toluene, 1,4-dioxane, acetonitrile, DMF system; said steps (2) and (a) are carried out in the presence of a base and a solvent or The boron tribromide, the hydrobromic acid acetic acid solution, the hydrochloric acid methanol solution, and the hydrochloric acid ethyl acetate solution are preferably used. The base is preferably NaOH, KOH, potassium acetate or sodium acetate, and the solvent is preferably water or DMSO.

当所述衍生物为酯和醚类衍生物时，该方法的化学反应路线如下：When the derivative is an ester and an ether derivative, the chemical reaction route of the method is as follows:

Figure PCTCN2019074315-appb-000079
Figure PCTCN2019074315-appb-000079

其中，Y 1代卤素，优选氯、溴；其余各基团如前文中所定义。 Wherein Y 1 is a halogen, preferably chlorine or bromine; the remaining groups are as defined above.

当所述衍生物为肟和羟胺类衍生物时，该方法的化学反应路线如下：When the derivative is a hydrazine and a hydroxylamine derivative, the chemical reaction route of the method is as follows:

Figure PCTCN2019074315-appb-000080
Figure PCTCN2019074315-appb-000080

其中，Y 2代卤素，优选氯、氟；其余各基团如前文中所定义。 Wherein Y 2 is a halogen, preferably chlorine or fluorine; the remaining groups are as defined above.

在一些优选的实施方案中，所述制备其酯和醚类衍生物的反应以及制备其肟和羟胺类衍生物的第二步反应均在碱和溶剂的存在下进行，所述碱选自氢氧化钠、氢氧化钾、碳酸钠、碳酸钾、碳酸氢钠、碳酸铯、三乙胺和二异丙基乙基胺中的一种或两种以上；所述溶剂为THF、1,4-二氧六环、甲苯、1,2-二氯乙烷、乙酸乙酯、乙腈、DMF、丙酮、二氯甲烷或氯仿。In some preferred embodiments, the reaction for preparing the ester and ether derivatives thereof and the second step of preparing the oxime and hydroxylamine derivatives are carried out in the presence of a base selected from the group consisting of hydrogen and a solvent. One or more of sodium oxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium hydrogencarbonate, cesium carbonate, triethylamine and diisopropylethylamine; the solvent is THF, 1,4- Dioxane, toluene, 1,2-dichloroethane, ethyl acetate, acetonitrile, DMF, acetone, dichloromethane or chloroform.

在一些优选的实施方案中，所述制备其肟和羟胺类衍生物的反应中第一步在卤代试剂和溶剂的存在下进行，所述卤代试剂为Phenofluor/氟化铯或POCl 3，所述溶剂选自甲苯、1,2-二氯乙烷、DMF中的一种或两种以上；所述反应温度均选自0～120℃范围内，优选20-80℃。 In some preferred embodiments, the first step in the preparation of the oxime and hydroxylamine derivative is carried out in the presence of a halogenating agent which is Phenofluor/yttrium fluoride or POCl 3 , The solvent is selected from one or more selected from the group consisting of toluene, 1,2-dichloroethane, and DMF; and the reaction temperature is selected from the range of 0 to 120 ° C, preferably 20 to 80 ° C.

除非另有说明，本文中使用的术语具有本领域技术人员所通常理解的含义。当所用术语与本领域通常理解不同时，以本文中定义为准。Unless otherwise stated, the terms used herein have the meaning as commonly understood by one of ordinary skill in the art. When the terms used are different from those commonly understood in the art, the definitions herein will control.

在上述通式所示化合物的定义和以下所有结构式中，所用专业术语不论单独使用或者使用在复合词中，代表如下取代基：具有多于两个碳原子的烷基基团或“-(CH 2) n-”可为直链或支链的。如复合词“杂芳基烷基”中的烷基和“R-O-(CH 2) n-”中-(CH 2) n-的均可为-CH 2-、-CH 2CH 2-、-CH(CH 3)-、-C(CH 3) 2-等。烷基基团为，例如，甲基；乙基；正丙基或异丙基；正丁基、异丁基、叔丁基或2-丁基；戊基；己基，例如正己基、异己基和1,3-二甲基丁基。类似地，烯基是例如烯丙基、1-甲基丙-2-烯-1-基、2-甲基丙-2-烯-1-基、丁-2-烯-1-基、丁-3-烯-1-基、1-甲基丁-3-烯-1-基和1-甲基丁-2-烯-1-基。炔基是例如炔丙基、丁-2-炔-1-基、丁-3-炔-1-基、1-甲基丁-3-炔-1-基。多重键可以在每个不饱和基团的任何位置。环烷基是具有三至八个碳原子的碳环饱和环体系，例如环丙基、环丁基、环戊基或环己基。类似地，环烯基是具有三至八个碳环成员的单环烯基，例如环丙烯基、环丁烯基、环戊烯基和环己烯基，其中双键可以在任何位置。卤素为氟、氯、溴或碘。 In the definition of the compound represented by the above formula and all of the following structural formulae, the terminology used, whether used alone or in a compound, means a substituent: an alkyl group having more than two carbon atoms or "-(CH 2 ) n - " can be straight or branched. For example, the alkyl group in the compound "heteroarylalkyl group" and "RO-(CH 2 ) n -" -(CH 2 ) n - may be -CH 2 -, -CH 2 CH 2 -, -CH (CH 3 )-, -C(CH 3 ) 2 -, and the like. The alkyl group is, for example, methyl; ethyl; n-propyl or isopropyl; n-butyl, isobutyl, tert-butyl or 2-butyl; pentyl; hexyl, for example n-hexyl, isohexyl And 1,3-dimethylbutyl. Similarly, an alkenyl group is, for example, allyl, 1-methylprop-2-en-1-yl, 2-methylprop-2-en-1-yl, but-2-en-1-yl, butyl 3--3-en-1-yl, 1-methylbut-3-en-1-yl and 1-methylbut-2-en-1-yl. An alkynyl group is, for example, propargyl, but-2-yn-1-yl, but-3-yn-1-yl, 1-methylbut-3-yn-1-yl. Multiple bonds can be placed at any position of each unsaturated group. A cycloalkyl group is a carbocyclic saturated ring system having three to eight carbon atoms, such as a cyclopropyl group, a cyclobutyl group, a cyclopentyl group or a cyclohexyl group. Similarly, a cycloalkenyl group is a monocyclic alkenyl group having three to eight carbon ring members, such as a cyclopropenyl group, a cyclobutenyl group, a cyclopentenyl group, and a cyclohexenyl group, wherein the double bond can be at any position. Halogen is fluorine, chlorine, bromine or iodine.

除非特别限定地，杂环基包括脂杂环基和杂芳基。Unless otherwise specified, heterocyclic groups include aliphatic heterocyclic groups and heteroaryl groups.

如果一个基团被某一基团取代，则这应理解为意指该基团被一个或多个相同或不同的选自所提及的那些基团的基团取代。另外，相同或不同取代基中含有的相同或不同的取代字符均独立地选择，可相同也可不同。这同样适用于由不同原子和单元形成的环体系。同时，权利要求的范围将排除那些为本领域技术人员知晓的在标准条件下化学不稳定的化合物。If a group is substituted by a group, this is understood to mean that the group is substituted by one or more groups which are identical or different from those mentioned. Further, the same or different substitution characters contained in the same or different substituents are independently selected and may be the same or different. The same applies to ring systems formed by different atoms and units. Also, the scope of the claims will exclude those compounds which are known to those skilled in the art to be chemically unstable under standard conditions.

另外，除非特别限定地，未标注具体连接位置的基团，可在任意位置连接，包括与C或N相连接的位置；如果其是被取代的，取代基同样可在任何位置取代，只要符合化合键连接规则。如被1个甲基所取代的

Figure PCTCN2019074315-appb-000081
可代表
Figure PCTCN2019074315-appb-000082
等。 In addition, unless specifically defined, a group not labeled with a specific linking position may be attached at any position, including a position to be bonded to C or N; if it is substituted, the substituent may be substituted at any position as long as it is Compound key connection rules. If replaced by a methyl group
Figure PCTCN2019074315-appb-000081
Representable
Figure PCTCN2019074315-appb-000082
Wait.

本发明涉及的化合物可以以一种或者多种立体异构体的形式存在。各种异构体包括对映异构体、非对映异构体、几何异构体。这些异构体包括这些异构体的混合物均在本发明的范围内。The compounds of the present invention may exist in the form of one or more stereoisomers. The various isomers include enantiomers, diastereomers, geometric isomers. It is within the scope of the invention for these isomers to include mixtures of such isomers.

一种除草剂组合物，包括(i)如通式I所示的哒嗪醇类化合物或其如通式I-1所示的衍生物。A herbicidal composition comprising (i) a pyridazinol compound of the formula I or a derivative thereof as shown in the formula I-1.

优选地，还包括(ii)一种或多种另外的除草剂和/或安全剂。Preferably, it further comprises (ii) one or more additional herbicides and/or safeners.

更优选地，还包括(iii)农业化学上可接受的制剂助剂。More preferably, (iii) an agrochemically acceptable formulation aid is also included.

作为混合物制剂中或罐混物中本发明化合物的组合物成分，例如可使用基于抑制例如下述酶的已知活性物质：乙酰乳酸合酶、乙酰辅酶A羧化酶、纤维素合酶、烯醇丙酮酰莽草酸-3-磷酸合酶、谷氨酰胺合酶、对羟苯基丙酮酸双加氧酶、八氢番茄红素脱氢酶(Phytoendesaturase)、光系统I、光系统II、原卟啉原氧化酶，如其由例如Weed Research 26(1986)441-445或"The Pesticide Manual",第15版，The British Crop Protection Council and the Royal Soc.of Chemistry,2009和那里引用的文献所描述的。作为可与本发明的化合物组合的已知除草剂或植物生长调节剂可提及例如下述活性物质(所述化合物或者用根据国际标准化组织(ISO)的“常见名称”或者用化学名称或用编码数命名)并且总是包括其所有使用形式如酸、盐、酯和异构体如立体异构体和光学异构体。在此示例性提及一种和有时多种应用形式：As a component of the composition of the compound of the present invention in a mixture preparation or in a tank mixture, for example, known active substances based on inhibition of, for example, an acetyl lactate synthase, an acetyl-CoA carboxylase, a cellulose synthase, an alkene can be used. Alcoholpyruvylshikimate-3-phosphate synthase, glutamine synthase, p-hydroxyphenylpyruvate dioxygenase, phytoendesaturase, photosystem I, photosystem II, original Porphyrinogen oxidase, as described, for example, by Weed Research 26 (1986) 441-445 or "The Pesticide Manual", 15th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2009 and the literature cited there of. As known herbicides or plant growth regulators which can be combined with the compounds of the invention, mention may be made, for example, of the active substances which are either used according to the "common name" of the International Organization for Standardization (ISO) or by chemical name or The code number is named) and always includes all its uses such as acids, salts, esters and isomers such as stereoisomers and optical isomers. One and sometimes multiple application forms are mentioned here by way of example:

乙草胺(Acetochlor)、Acibenzolar、阿拉酸式-S-甲基(Acibenzolar-S-methyl)、三氟羧草醚(Acifluorfen)、三氟羧草醚-钠(Acifluorfen-sodium)、苯草醚(Aclonifen)、甲草胺(Alachlor)、二丙烯草胺(Allidochlor)、禾草灭(Alloxydim)、禾草灭钠(Alloxydim-sodium)、莠灭净(Ametryn)、氨唑草酮(Amicarbazone)、呋喃丹(Amidochlor)、酰嘧磺隆(Amidosulfuron)、环丙嘧啶酸(Aminocyclopyrachlor)、氯氨吡啶酸(Aminopyralid)、杀草强(Amitrole)、氨基磺酸铵(Ammoniumsulfamat)、环丙嘧啶醇(Ancymidol)、莎稗磷(Anilofos)、黄草灵(Asulam)、莠去津(Atrazine)、唑啶草酮(Azafenidin)、四唑嘧磺隆(Azimsulfuron)、叠氮津(Aziprotryn)、氟丁酰草胺(Beflubutamid)、草除灵(Benazolin)、草除灵-乙酯(Benazolin-ethyl)、Bencarbazone、氟草胺(Benfluralin)、呋草黄(Benfuresate)、地散磷(Bensulide)、苄嘧磺隆 (Bensulfuron)、苄嘧磺隆-甲酯(Bensulfuron-methyl)、灭草松(Bentazone)、双苯嘧草酮(Benzfendizone)、双环磺草酮(Benzobicyclon)、吡草酮(Benzofenap)、氟草黄(Benzofluor)、Benzoylprop、Bicyclopyrone、治草醚(Bifenox)、双丙氨酰磷(Bilanafos)、双丙氨酰磷钠(Bilanafos-natrium)、Bispyribac、双草醚(Bispyribac-natrium)、除草定(Bromacil)、溴丁酰草胺(Bromobutide)、溴酚肟(Bromofenoxim)、溴草腈(Bromoxynil)、Bromuron、Buminafos、羟草酮(Busoxinone)、丁草胺(Butachlor)、氟丙嘧草酯(Butafenacil)、抑草磷(Butamifos)、丁烯草胺(Butenachlor)、仲丁灵(Butralin)、丁氧环酮(Butroxydim)、丁草特(Butylate)、唑草胺(Cafenstrole)、双酰草胺(Carbetamide)、Carfentrazone、唑草酮(Carfentrazone-ethyl)、甲氧除草醚(Chlomethoxyfen)、草灭畏(Chloramben)、Chlorazifop、Chlorazifop-butyl、氯溴隆(Chlorbromuron)、氯草灵(Chlorbufam)、伐草克(Chlorfenac)、伐草克钠(Chlorfenac-natrium)、燕麦酯(Chlorfenprop)、整形醇(Chlorflurenol)、整形素(Chlorflurenol-methyl)、氯草敏(Chloridazon)、氯嘧磺隆(酸)(Chlorimuron)、氯嘧磺隆(Chlorimuron-ethyl)、矮壮素(Chlormequat-chloride)、草枯醚(Chlornitrofen)、氯酞酰亚胺(Chlorophthalim)、敌草索(Chlorthal-dimethyl)、绿麦隆(Chlorotoluron)、氯磺隆(Chlorsulfuron)、Cinidon、吲哚酮草酯(Cinidon-ethyl)、环庚草醚(Cinmethylin)、醚磺隆(Cinosulfuron)、烯草酮(Clethodim)、游离炔草酸(Clodinafop)、炔草酯(Clodinafop-propargyl)、苯哒嗪酸(Clofencet)、异草酮(Clomazone)、氯甲酰草胺(Clomeprop)、坐果安(Cloprop)、氯草啶(Clopyralid)、Cloransulam、氯酯磺草胺(Cloransulam-methyl)、苄草隆(Cumyluron)、氨腈(Cyanamide)、草净津(Cyanazine)、环丙酰草胺(Cyclanilide)、环草敌(Cycloate)、环丙嘧磺隆(Cyclosulfamuron)、噻草酮(Cycloxydim)、环莠隆(Cycluron)、Cyhalofop、氰氟草酯(Cyhalofop-butyl)、牧草快(Cyperquat)、环草津(Cyprazine)、三环赛草胺(Cyprazole)、2,4-D、2,4-DB、杀草隆/汰草龙(Daimuron/dymron)、茅草枯(Dalapon)、丁酰肼(Daminozide)、棉隆(Dazomet)、正癸醇、甜菜安(Desmedipham)、敌草净(Desmetryn)、Detosyl-Pyrazolate(DTP)、燕麦敌(Diallate)、麦草畏(Dicamba)、敌草腈(Dichlobenil)、2,4-滴丙酸(Dichlorprop)、对-2,4-滴丙酸(Dichlorprop-P)、禾草灵酸(Diclofop)、禾草灵(Diclofop-methyl)、精吡氟禾草灵(Diclofop-P-methyl)、双氯磺草胺(Diclosulam)、乙酰甲草胺酸(Diethatyl)、乙酰甲草胺(Diethatyl-ethyl)、枯莠隆(Difenoxuron)、野燕枯(Difenzoquat)、吡氟酰草胺(Diflufenican)、氟吡草腙(Diflufenzopyr)、二氟吡隆(Diflufenzopyr-natrium)、丁噁隆(Dimefuron)、敌草克钠(Dikegulac-sodium)、哌草丹(Dimepiperate)、二甲草胺(Dimethachlor)、戊草津(Dimethametryn)、二甲吩草胺(Dimethenamid)、高效噻吩草胺(Dimethenamid-P)、噻节因(Dimethipin)、醚黄隆(Dimetrasulfuron)、氨氟灵(Dinitramine)、 地乐酚(Dinoseb)、特乐酚(Dinoterb)、双苯酰草胺(Diphenamid)、异丙净(Dipropetryn)、敌草快(Diquat)、二溴敌草快(Diquat dibromide)、氟硫草定(Dithiopyr)、敌草隆(Diuron)、DNOC、克菊特(Eglinazine-ethyl)、茵多酸(Endothal)、EPTC、戊草丹(Esprocarb)、乙丁烯氟灵(Ethalfluralin)、胺苯磺隆(Ethametsulfuron)、甲基胺苯磺隆(Ethametsulfuron-methyl)、乙烯利(Ethephon)、磺噻隆(Ethidimuron)、乙嗪草酮(Ethiozin)、乙氧呋草黄(Ethofumesate)、氯氟草醚(Ethoxyfen)、氯氟草醚乙酯(Ethoxyfen-ethyl)、乙氧磺隆(Ethoxysulfuron)、乙氧苯草胺(Etobenzanid)、F-5331，即N-[2-氯-4-氟-5-[4-(3-氟丙基)-4,5-二氢-5-氧代-1H-四唑-1-基]-苯基]乙磺酰胺，F-7967，即3-[7-氯-5-氟-2-(三氟甲基)-1H-苯并咪唑-4-基]-1-甲基-6-(三氟甲基)嘧啶-2,4(1H,3H)-二酮、涕丙酸(Fenoprop)、噁唑禾草灵(Fenoxaprop)、精噁唑禾草灵(Fenoxaprop-P)、噁唑禾草灵乙酯(Fenoxaprop-ethyl)、精噁唑禾草灵乙酯(Fenoxaprop-P-ethyl)、Fenoxasulfone、四唑酰草胺(Fentrazamide)、非草隆(Fenuron)、麦草伏(Flamprop)、高效麦草氟异丙酯(Flamprop-M-isopropyl)、高效麦草氟甲酯(Flamprop-M-methyl)、啶嘧磺隆(Flazasulfuron)、双氟磺草胺(Florasulam)、吡氟禾草灵(Fluazifop)、精吡氟禾草灵(Fluazifop-P)、吡氟禾草灵丁酯(Fluazifop-butyl)、精吡氟禾草灵丁酯(Fluazifop-P-butyl)、异丙吡草酯(Fluazolate)、氟酮磺隆(Flucarbazone)、氟酮磺隆钠(Flucarbazone-sodium)、氟吡磺隆(Flucetosulfuron)、氟消草(Fluchloralin)、氟噻草胺(Flufenacet(Thiafluamide))、Flufenpyr、氟哒嗪草酯(Flufenpyr-ethyl)、氟节胺(Flumetralin)、唑嘧磺草胺(Flumetsulam)、氟烯草酸(Flumiclorac)、氟胺草酯(Flumiclorac-pentyl)、丙炔氟草胺(Flumioxazin)、炔草胺(Flumipropyn)、伏草隆(Fluometuron)、硝草醚(Fluorodifen)、乙羧氟草醚酸(Fluoroglycofen)、乙羧氟草醚乙酯(Fluoroglycofen-ethyl)、氟胺草唑(Flupoxam)、Flupropacil、四氟丙酸(Flupropanate)、Flupyrsulfuron、氟啶嘧磺隆(Flupyrsulfuron-methyl-sodium)、抑草丁(Flurenol)、芴醇丁酯(Flurenol-butyl)、氟啶草酮(Fluridone)、氟咯草酮(Flurochloridone)、氯氟吡氧乙酸(Fluroxypyr)、氯氟吡氧乙酸酯(Fluroxypyr-meptyl)、呋嘧醇(Flurprimidol)、呋草酮(Flurtamone)、Fluthiacet、氟噻甲草酯(Fluthiacet-methyl)、氟唑草胺(Fluthiamide)、氟磺胺草醚(Fomesafen)、甲酰胺磺隆(Foramsulfuron)、氯吡脲(Forchlorfenuron)、杀木膦(Fosamine)、呋氧草醚(Furyloxyfen)、赤霉酸

Figure PCTCN2019074315-appb-000083
草铵膦(Glufosinate)、草铵膦铵盐(Glufosinate-ammonium)、精草丁膦(Glufosinate-P)、精草铵膦(Glufosinate-P-ammonium)、精草铵膦钠(Glufosinate-P-natrium)、草甘膦(Glyphosate)、草甘膦异丙基铵盐(Glyphosate-isopropylammonium)，H-9201，即O-(2,4-二甲基-6-硝基苯基)-O-乙基-异丙基硫代磷酰胺、Halosafen、氯吡嘧磺隆(Halosulfuron)、氯吡嘧磺隆甲酯(Halosulfuron-methyl)、 氟吡甲禾灵(Haloxyfop)、高效氟吡甲禾灵(Haloxyfop-P)、吡氟氯禾灵-乙氧基乙酯(Haloxyfop-ethoxyethyl)、高效吡氟氯禾灵-乙氧基乙酯(Haloxyfop-P-ethoxyethyl)、吡氟氯禾灵-甲酯(Haloxyfop-methyl)、高效吡氟氯禾灵-甲酯(Haloxyfop-P-methyl)、环嗪酮(Hexazinone)，HW-02，即1-(二甲氧基磷酰基)乙基(2,4-二氯苯氧基)乙酸酯，咪草酸(Imazamethabenz)、咪草酸甲酯(Imazamethabenz-methyl)、咪草啶酸(Imazamox)、铵基咪草啶酸(Imazamox-ammonium)、甲基咪草烟(Imazapic)、灭草烟(Imazapyr)、灭草烟异丙铵盐(imazapyr-isopropylammonium)、咪唑喹啉酸(Imazaquin)、咪唑喹啉酸铵(Imazaquin-ammonium)、咪唑乙烟酸(Imazethapyr)、咪唑乙烟酸铵(Imazethapyr-ammonium)、咪唑磺隆(Imazosulfuron)、抗倒胺(Inabenfide)、茚草酮(Indanofan)、Indaziflam、吲哚乙酸(IAA)、4-吲哚-3-基丁酸(IBA)、碘甲磺隆(Iodosulfuron)、甲基碘磺隆钠盐(Iodosulfuron-methyl-natrium)、碘苯腈(Ioxynil)、三唑酰草胺(Ipfencarbazone)、草特灵(Isocarbamid)、异丙乐灵(Isopropalin)、异丙隆(Isoproturon)、异恶隆(Isouron)、异噁酰草胺(Isoxaben)、异噁氯草酮(Isoxachlortole)、异噁唑草酮(Isoxaflutole)、异噁草醚(Isoxapyrifop)，KUH-043，即3-({[5-(二氟甲基)-1-甲基-3-(三氟甲基)-1H-吡唑-4-基]甲基}磺酰基)-5,5-二甲基-4,5-二氢-1,2-噁唑、特胺灵(Karbutilate)、Ketospiradox、乳氟禾草灵(Lactofen)、环草啶(Lenacil)、利谷隆(Linuron)、抑芽素
Figure PCTCN2019074315-appb-000084
MCPA、MCPB、MCPAB-甲酯、-乙酯和-钠盐、2-甲-4-氯苯氧丙酸(Mecoprop)、2-甲-4-氯苯氧丙酸钠、2-甲-4-氯苯氧丙酸丁氧基乙酯(Mecoprop-butotyl)、高-2-甲-4-氯苯氧丙酸丁氧基乙酯(Mecoprop-P-butotyl)、高-2-甲-4-氯苯氧丙酸二甲基铵(Mecoprop-P-dimethylammonium)、高-2-甲-4-氯苯氧丙酸-2-乙基己酯(Mecoprop-P-2-ethylhexyl)、高-2-甲-4-氯苯氧丙酸钾(Mecoprop-P-kalium)、苯噻酰草胺(Mefenacet)、氟磺酰草胺(Mefluidide)、甲哌鎓(Mepiquatchlorid)、Mesosulfuron、甲基二磺隆(Mesosulfuron-methyl)、甲基磺草酮(Mesotrione)、噻唑隆(Methabenzthiazuron)、威百亩(Metam)、噁唑酰草胺(Metamifop)、苯嗪草酮(Metamitron)、吡草胺(Metazachlor)、双醚氯吡嘧磺隆(Metazosulfuron)、灭草定(Methazole)、甲硫嘧磺隆(Methiopyrsulfuron)、Methiozolin、去草酮(Methoxyphenone)、甲基杀草隆(Methyldymron)、1-甲基环丙烯、异硫氰酸甲酯、吡喃隆(Metobenzuron)、溴谷隆(Metobromuron)、异丙甲草胺(Metolachlor)、精-异丙甲草胺(S-Metolachlor)、磺草唑胺(Metosulam)、甲氧隆(Metoxuron)、嗪草酮(Metribuzin)、甲磺隆(Metsulfuron)、甲磺隆-甲酯(Metsulfuron-methyl)、禾草敌(Molinate)、庚酰草胺(Monalide)、Monocarbamide、硫酸二氢单脲(Monocarbamide-dihydrogensulfat)、绿谷隆(Monolinuron)、单嘧磺酯(Monosulfuron)、单嘧磺酯(Monosulfuron-ester)、灭草隆(Monuron)，MT-128，即6-氯-N-[(2E)-3-氯丙-2-烯-1- 基]-5-甲基-N-苯基哒嗪-3-胺，MT-5950，即N-[3-氯-4-(1-甲基乙基)苯基]-2-甲基戊酰胺、NGGC-011、萘丙胺(Naproanilide)、敌草胺(Napropamide)、萘草胺(Naptalam)、NC-310，即4-(2,4-二氯苯甲酰基)-1-甲基-5-苄氧基吡唑，草不隆(Neburon)、烟嘧磺隆(Nicosulfuron)、氟氯草胺(Nipyraclofen)、甲磺乐灵(Nitralin)、除草醚(Nitrofen)、复硝酚钠(Nitrophenolate-natrium(异构体混合物))、三氟甲草醚(Nitrofluorfen)、壬酸、氟草敏(Norflurazon)、坪草丹(Orbencarb)、嘧苯胺磺隆(Orthosulfamuron)、氨磺乐灵(Oryzalin)、稻思达(Oxadiargyl)、噁草酮(Oxadiazon)、环氧嘧磺隆(Oxasulfuron)、去稗安(Oxaziclomefone)、乙氧氟草醚(Oxyfluorfen)、多效唑(Paclobutrazol)、百草枯(Paraquat)、二氯百草枯(Paraquat dichloride)、正壬酸
Figure PCTCN2019074315-appb-000085
二甲戊乐灵(Pendimethalin)、Pendralin、五氟磺草胺(Penoxsulam)、甲氯酰草胺(Pentanochlor)、环戊恶草酮(Pentoxazone)、黄草伏(Perfluidone)、烯草胺(Pethoxamid)、棉胺宁(Phenisopham)、甜菜宁(Phenmedipham)、甜菜宁-乙酯(Phenmedipham-ethyl)、胺氯吡啶酸(Picloram)、氟吡酰草胺(Picolinafen)、唑啉草酯(Pinoxaden)、哌草磷(Piperophos)、Pirifenop、Pirifenop-butyl、丙草胺(Pretilachlor)、氟嘧磺隆酸(Primisulfuron)、氟嘧磺隆-甲酯(Primisulfuron-methyl)、烯丙苯噻唑(Probenazole)、氟唑草胺(Profluazol)、环丙腈津(Procyazine)、氨基丙氟灵(Prodiamine)、氟乐灵(Prifluraline)、环苯草酮(Profoxydim)、调环酸(Prohexadione)、调环酸钙(Prohexadione-calcium)、茉莉酮(Prohydrojasmone)、扑灭通(Prometon)、扑草净(Prometryn)、毒草胺(Propachlor)、敌稗(Propanil)、噁草酸(Propaquizafop)、扑灭津(Propazine)、苯胺灵(Propham)、异丙草胺(Propisochlor)、丙苯磺隆(Propoxycarbazone)、丙苯磺隆-钠(Propoxycarbazone-natrium)、Propyrisulfuron、戊炔草胺(Propyzamide)、甲硫磺乐灵(Prosulfalin)、苄草丹(Prosulfocarb)、氟磺隆(Prosulfuron)、丙炔草胺(Prynachlor)、双唑草腈(Pyraclonil)、吡草醚(Pyraflufen)、吡草醚-乙酯(Pyraflufen-ethyl)、磺酰草吡唑(Pyrasulfotole)、苄草唑(Pyrazolynate)(吡唑特(Pyrazolate))、吡嘧磺隆(Pyrazosulfuron)、吡嘧磺隆-乙酯(Pyrazosulfuron-ethyl)、苄草唑(Pyrazoxyfen)、Pyribambenz、异丙酯草醚(Pyribambenz-isopropyl)、丙酯草醚(Pyribambenz-propyl)、嘧啶肟草醚(Pyribenzoxim)、稗草丹(Pyributicarb)、Pyridafol、哒草特(Pyridate)、环酯草醚(Pyriftalid)、嘧草醚(Pyriminobac)、嘧草醚-甲酯(Pyriminobac-methyl)、吡丙醚(Pyrimisulfan)、嘧硫草醚(Pyrithiobac)、嘧硫草醚钠(Pyrithiobac-natrium)、Pyroxasulfone、甲氧磺草胺(Pyroxsulam)、二氯喹啉酸(Quinclorac)、氯甲喹啉酸(Quinmerac)、灭藻醌(Quinoclamine)、喹禾灵(Quizalofop)、喹禾灵-乙酯(Quizalofop-ethyl)、精喹禾灵(Quizalofop-P)、精喹禾灵-乙酯(Quizalofop-P-ethyl)、喹禾糠酯(Quizalofop-P-tefuryl)、砜嘧磺隆(Rimsulfuron)、苯嘧磺草胺(Saflufenacil)、仲丁通 (Secbumeton)、烯禾啶(Sethoxydim)、环草隆(Siduron)、西玛津(Simazine)、西草净(Simetryn)，SN-106279，即甲基-(2R)-2-{7-[2-氯-4-(三氟甲基)苯氧基]-2-萘基}氧)丙酸酯，磺草酮(Sulcotrione)、菜草畏(Sulfallate(CDEC))、甲基磺酰甲胺(Sulfentrazone)、甲嘧磺隆(Sulfometuron)、甲嘧磺隆-甲酯(Sulfometuron-methyl)、草硫膦(Sulfosate)(草甘膦三甲基硫盐(Glyphosate-trimesium))、磺酰磺隆(Sulfosulfuron)、SYN-523，SYP-249，即1-乙氧基-3-甲基-1-氧代丁-3-烯-2-基-5-[2-氯-4-(三氟甲基)苯氧基)-2-硝基苯甲酸酯，SYP-300，即1-[7-氟-3-氧代-4-(丙-2-炔-1-基)-3,4-二氢-2H-1,4-苯并噁嗪-6-基]-3-丙基-2-硫代咪唑烷-4,5-二酮，牧草胺(Tebutam)、丁噻隆(Tebuthiuron)、四氯硝基苯(Tecnazene)、特呋三酮(Tefuryltrione)、环磺酮(Tembotrione)、得杀草(Tepraloxydim)、特草定(Terbacil)、特草灵(Terbucarb)、特丁草胺(Terbuchlor)、特丁通(Terbumeton)、特丁津(Terbuthylazine)、特丁净(Terbutryn)、噻吩草胺(Thenylchlor)、氟噻草胺(Thiafluamide)、噻氟隆(Thiazafluron)、噻草定(Thiazopyr)、噻二唑草胺(Thidiazimin)、噻苯隆(Thidiazuron)、噻酮磺隆(Thiencarbazone)、噻酮磺隆-甲酯(Thiencarbazone-methyl)、噻吩磺隆(Thifensulfuron)、甲基噻吩磺隆(Thifensulfuron-methyl)、杀草丹(Thiobencarb)、丁草威(Tiocarbazil)、苯吡唑草酮(Topramezone)、三甲苯草酮(Tralkoxydim)、氟酮磺草胺(Triafamone)、野麦畏(Triallate)、醚苯磺隆(Triasulfuron)、三嗪氟草胺(Triaziflam)、Triazofenamide、苯磺隆(Tribenuron)、甲基苯磺隆(Tribenuron-methyl)、三氯乙酸(TCA)、绿草定(Triclopyr)、灭草环(Tridiphane)、草达津(Trietazine)、三氟啶磺隆(Trifloxysulfuron)、三氟啶磺隆钠盐(Trifloxysulfuron-natrium)、氟乐灵(Trifluralin)、氟胺磺隆酸(Triflusulfuron)、氟胺磺隆-甲酯(Triflusulfuron-methyl)、三甲隆(Trimeturon)、抗倒酯酸(Trinexapac)、抗倒酯(Trinexapac-ethyl)、三氟甲磺隆(Tritosulfuron)、Tsitodef、烯效唑(Uniconazole)、烯效唑-P(Uniconazole-P)、灭草猛(Vernolate)，ZJ-0862，即3,4-二氯-N-{2-[(4,6-二甲氧基嘧啶-2-基)氧基]苄基}苯胺，以及下列化合物： Acetochlor, Acibenzolar, Acibenzolar-S-methyl, Acifluorfen, Acifluorfen-sodium, Acetochlor (Aclonifen), Alachlor, Allidochlor, Alloxydim, Alloxydim-sodium, Ametryn, Amicarbazone , Amidochlor, Amidosulfuron, Aminocyclopyrachlor, Aminopyralid, Amitrole, Ammoniumsulfamat, Cyclopyrimidinol (Ancymidol), Anilofos, Asulam, Atrazine, Azafenidin, Azimsulfuron, Aziprotryn, Fluorobutyryl Beflubutamid, Benazolin, Benazolin-ethyl, Bencarbazone, Benfluralin, Benfuresate, Bensulide, bensulfur Bensulfuron, Bensulfuron-methyl, Bentazone, Benzfendizone , Benzobicyclon, Benzofenap, Benzofluor, Benzoylprop, Bicyclopyrone, Bifenox, Bilanafos, Bialaphos Bilanafos-natrium), Bispyribac, Bispyribac-natrium, Bromacil, Bromobutide, Bromofenoxim, Bromoxynil, Bromuron, Buminafos, Hydroxyl Busoxinone, Butachlor, Butafenacil, Butamifos, Butenachlor, Butralin, Butroxydim ), Butylate, Cafenstrole, Carbetamide, Carfentrazone, Carfentrazone-ethyl, Chlomethoxyfen, Chloramben, Chlorazifop, Chlorazifop-butyl, Chlorbromuron, Chlorbufam, Chlorfenac, Chlorfenac-natrium, Chlorfenprop, Chlorflurenol, Plastic Surgery Chlorflurenol-methyl, Chlorizozon, chlorsulfuron Chlorimuron, Chlorimuron-ethyl, Chlormequat-chloride, Chlornitrophen, Chlorophthalim, Chlorthal-dimethyl ), Chlorotoluron, Chlorsulfuron, Cinidon, Cinidon-ethyl, Cinmethylin, Cinosulfuron, Clethodim , Clodinafop, Clodinafop-propargyl, Clofencet, Clomazone, Clomeprop, Cloprop, Chlorhexidine (Clopyralid), Cloransulam, Cloransulam-methyl, Cumyluron, Cyanamide, Cyanazine, Cyclanilide, Ring Grass ( Cycloate), Cyclosulfamuron, Cycloxydim, Cycluron, Cyhalofop, Cyhalofop-butyl, Cyperquat, Cyprazine, Cyporazole, 2,4-D, 2,4-DB, Daimuron/dymron, Dalapon, butyryl Daminozide, Dazomet, decyl alcohol, Desmedipham, Desmetryn, Detosyl-Pyrazolate (DTP), Diallate, Dicamba, dichlorvos (Dichlobenil), Dichloroprop, Dichlorprop-P, Diclofop, Diclofop-methyl, Pyridoxine Diclofop-P-methyl, Diclosulam, Diethatyl, Diethatyl-ethyl, Difenoxuron, Wild Yan ( Difenzoquat), Diflufenican, Diflufenzopyr, Diflufenzopyr-natrium, Dimefuron, Dikegulac-sodium, Piperidan (Dimepiperate), Dimethachlor, Dimethametryn, Dimethenamid, Dimethenamid-P, Dimethipin, Dimetrasulfuron , Dinitramine, Dinoseb, Dinoterb, Diphenamid, Dipropetryn, Diquat, Diquat dibromide, Dithiopyr, Diuron, DNOC, Eglinazine-ethyl, Endothal, EPTC, Esprocarb , Ethalfluralin, Ethametsulfuron, Ethametsulfuron-methyl, Ethephon, Ethidimuron, Ethiozin , Ethofumesate, Ethoxyfen, Ethoxyfen-ethyl, Ethoxysulfuron, Etobenzanid, F-5331 , N-[2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-4,5-dihydro-5-oxo-1H-tetrazol-1-yl]-phenyl Ethyl sulfonamide, F-7967, 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1H-benzimidazol-4-yl]-1-methyl-6-(three Fluoromethyl)pyrimidine-2,4(1H,3H)-dione, Fenoprop, Fenoxaprop, Fenoxaprop-P, Oxazole Fenoxaprop-ethyl, Fenoxaprop-P-ethyl, Fenoxasulfone, Fentrazamide, Fenuron, Flamprop High-efficiency wheat straw fluoroisopropyl ester (Flamprop-M-isopropyl), high-efficiency wheat fluoromethyl ester (Flamprop-M-methyl), flazasulfuron (Flazasulfuron), diflufenacil (Florasulam), flurazepam ( Fluazifop), Fluazifop-P, Fluazifop-butyl, Fluazifop-P-butyl, Ipraproxacin (Fluazapop-P-butyl) Fluazolate), Flucarbazone, Flucarbazone-sodium, Flucetosulfuron, Fluchloralin, Flufenacet (Thiafluamide), Flufenpyr, Flufenpyr-ethyl, Flumettralin, Flumetsulam, Flumicorac, Flumicorac-pentyl, Propionamide Flumioxazin), Flumipropyn, Fluometuron, Fluorodifen, Fluoroglycofen, Fluoroglycofen-ethyl, Fluamine Fluroxam, Flupropacil, Flupropanate, Flupyrsulfuron, Flupyrsulfuron-methyl-sodium, and sulphate (Fl Urenol), Flurenol-butyl, Fluridone, Flurochloridone, Fluroxypyr, Fluroxypyr-meptyl , fururprimidol, fururate, Fluthiacet, Fluthiacet-methyl, Fluthiamide, Fomesafen, Formamidesulfuron ), Chlorhexapride (Forchlorfenuron), Fosamine, Furyloxyfen, Gibberellic acid
Figure PCTCN2019074315-appb-000083
Glufosinate, Glufosinate-ammonium, Glufosinate-P, Glufosinate-P-ammonium, Glufosinate-P- Natrium), Glyphosate, Glyphosate-isopropylammonium, H-9201, O-(2,4-dimethyl-6-nitrophenyl)-O- Ethyl-isopropylthiophosphoramide, Halosafen, Halosulfuron, Halosulfuron-methyl, Haloxyfop, high-efficiency flupirtine (Haloxyfop-P), Haloxyfop-ethoxyethyl, Haloxyfop-P-ethoxyethyl, pirfenoxacin-A Haloxyfop-methyl, Haloxyfop-P-methyl, Hexazinone, HW-02, 1-(dimethoxyphosphoryl)ethyl (2) , 4-dichlorophenoxy) acetate, Imazamethabenz, Imazamethabenz-methyl, Imazamox, Imazamox-ammonium, A Imazapic, Imazapyr, and grass Imazacyr-isopropylammonium, Imazaquin, Imazaquin-ammonium, Imazethapyr, Imazethapyr-ammonium, Imazosulfuron, anti-Immonium Inabenfide, Indanofan, Indaziflam, Indoleacetic Acid (IAA), 4-Indol-3-butyric acid (IBA), Iodosulfuron, Methyl iodsulfuron sodium Iodosulfuron-methyl-natrium, Ioxynil, Ipfencarbazone, Isocarbamid, Isopropalin, Isoproturon, Isoprolong (Isouron), Isoxaben, Isoxachlortole, Isoxaflutole, Isoxapyrifop, KUH-043, ie 3-({[5 -(Difluoromethyl)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfonyl)-5,5-dimethyl-4,5- Dihydro-1,2-oxazole, Karbutilate, Ketospiradox, Lactofen, Lenacil, Linuron, buds
Figure PCTCN2019074315-appb-000084
MCPA, MCPB, MCPAB-methyl ester, -ethyl ester and -sodium salt, 2-methyl-4-chlorophenoxypropionic acid (Mecoprop), sodium 2-methyl-4-chlorophenoxypropionate, 2-methyl-4 -Mecoprop-butotyl, Mecoprop-P-butotyl, High-2-A-4 -Mecoprop-P-dimethylammonium, Mecoprop-P-2-ethylhexyl, high- 2-methyl-4-chlorophenoxypropionic acid (Mecoprop-P-kalium), Mefenacet, Mefluidide, Mepiquatchlorid, Mesosulfuron, Methyl Mesosulfuron-methyl, Mesotrione, Methabenzthiazuron, Metam, Metamifop, Metamitron, Metazachlor (Metazachlor), Metazosulfuron, Methazole, Methiopyrsulfuron, Methiozolin, Methoxyphenone, Methyldymron, 1 -Methylcyclopropene, methyl isothiocyanate, Metobenzuron, Metobromuron Meteolachlor, S-Metolachlor, Metosulam, Metoxuron, Metribuzin, Metsulfuron , Metsulfuron-methyl, Molinate, Monalide, Monocarbamide, Monocarbamide-dihydrogensulfat, Monolinuron, Monopyrimidine Monosulfuron, Monosulfuron-ester, Monuron, MT-128, ie 6-chloro-N-[(2E)-3-chloroprop-2-ene-1- 5-methyl-N-phenylpyridazin-3-amine, MT-5950, ie N-[3-chloro-4-(1-methylethyl)phenyl]-2-methylpentyl Amide, NGGC-011, Naproanilide, Napropamide, Naptalam, NC-310, ie 4-(2,4-dichlorobenzoyl)-1-methyl- 5-benzyloxypyrazole, Neburon, Nicosulfuron, Nipyraclofen, Nitralin, Nitrofen, Sodium nitrophenolate Nitrophenolate-natrium (Nitrofluorfen), Nitrofluorfen, Niobium, Norflurazon, Orbe Ncarb), Orthosulfamuron, Oryzalin, Oxadiargyl, Oxadiazon, Oxasulfuron, Oxaziclomefone, B Oxyfluorfen, Paclobutrazol, Paraquat, Paraquat dichloride, n-decanoic acid
Figure PCTCN2019074315-appb-000085
Pendimethalin, Pendralin, Penoxsulam, Pentanochlor, Pentoxazone, Perfluidone, Pethoxamid ), Phenisopham, Phenmedipham, Phenmedipham-ethyl, Picoram, Picolinafen, Pinoxaden , Piperphos, Pirifenop, Pirifenop-butyl, Pretilachlor, Primisulfuron, Primisulfuron-methyl, Propbenazole , Flufluazid (Profluazol), Procyazine, Prodiamine, Prifluraline, Profoxydim, Prohexadione, Cyclonic Acid Prohexadione-calcium, Prohydrojasmone, Prometon, Prometryn, Propachlor, Propanil, Propaquizafop, Propazine, Propham, Propisochlor, Propoxycarbazone, Propoxycarbazone-natrium, Propyrisulfuron, Propyzamide, Prosulfalin, Prosulfocarb, Prosulfuron, Propychlor ), pyrazolil, pyraflufen, pyraflufen-ethyl, pyrrasulfotole, pyrazolynate (Pyrazolate) )), Pyrazosulfuron, Pyrazosulfuron-ethyl, Pyrazoxyfen, Pyribambenz, Pyribambenz-isopropyl, Propylambenz -propyl), pyribenzoxim, pyrributicarb, Pyridafol, Pyridate, Pyriferalid, Pyriminobac, pyrimethanil-methyl ester Pyriminobac-methyl), Pyrimisulfan, Pyrithiobac, Pyrithiobac-natrium, Pyroxasulfone, Pyroxsulam, Quinclorac, Quinmerac, Quinoclamine, Quizalofop, quizalofop -ethyl ester (Quizalofop-ethyl), quizalofop-P, Quizalofop-P-ethyl, quizalofop-P-tefuryl, sulfomesulfuron (Rimsulfuron), Saflufenacil, Secbumeton, Sethoxydim, Siduron, Simazine, Simetryn, SN- 106279, ie methyl-(2R)-2-{7-[2-chloro-4-(trifluoromethyl)phenoxy]-2-naphthalenyl}oxy)propionate, Sulcotrione , Sulfallate (CDEC), Sulfentrazone, Sulfometuron, Sulfometuron-methyl, Sulfosate (Grass) Glyphosate-trimesium, Sulfosulfuron, SYN-523, SYP-249, 1-ethoxy-3-methyl-1-oxobut-3- Alken-2-yl-5-[2-chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoate, SYP-300, 1-[7-fluoro-3-oxo Derivative-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-3-propyl-2-thioimidazolidine -4,5-dione, Tebutam, Tebuthiuron, Tecnazene, Tetrazene Tefuryltrione, Tembotrione, Tepraloxydim, Terbacil, Terbucarb, Terbuchlor, Terbumeton, special Terbuthylazine, Terbutryn, Thenylchlor, Thiafluamide, Thiazafluron, Thiazopyr, Thidiazimin , Thidiazuron, Thiencarbazone, Thiencarbazone-methyl, Thifensulfuron, Thifensulfuron-methyl, Herbicide (Thiobencarb), Tiocarbazil, Topramezone, Tralkoxydim, Triafamone, Triallate, Triasulfuron , Triaziflam, Triazofenamide, Tribenuron, Tribenuron-methyl, Trichloropyran (TCA), Triclopyr, Tridiphane , Trietazine, Trifloxysulfuron, Trifluoxysulfuron Ron-natrium), Trifluralin, Triflusulfuron, Triflusulfuron-methyl, Trimeturon, Trinexapac, Resistant Trinexapac-ethyl, Tritosulfuron, Tsitodef, Uniconazole, Uniconazole-P, Vernolate, ZJ-0862, ie 3, 4-Dichloro-N-{2-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzyl}phenylamine, and the following compounds:

Figure PCTCN2019074315-appb-000086
Figure PCTCN2019074315-appb-000086

所述另外的除草剂选自HPPD抑制剂、激素类、PDS抑制剂中的一种；优选地，HPPD 抑制剂为磺草酮(CAS号：99105-77-8)、硝磺草酮(CAS号：104206-82-8)、苯唑草酮(CAS号：210631-68-8)、环磺酮(CAS号：335104-84-2)、氟吡草酮(CAS号：352010-68-5)、呋喃磺草酮(CAS号：473278-76-1)、双环磺草酮(CAS号：156963-66-5)、lancotrione(CAS号：1486617-21-3)、双唑草酮(CAS号：1622908-18-2)、环吡氟草酮(CAS号：1855929-45-1)、三唑磺草酮(CAS号：1911613-97-2)、苯唑氟草酮(CAS号：1992017-55-6)、磺酰草吡唑(CAS号：365400-11-9)、吡唑特(CAS号：58011-68-0)、吡草酮(CAS号：82692-44-2)、tolpyralate(CAS号：1101132-67-5)、fenquinotrione(CAS号：1342891-70-6)、异噁唑草酮(CAS号：141112-29-0)；激素类为氯氟吡氧乙酸(CAS号：69377-81-7)及其衍生物、氟氯吡啶酯(CAS号：943831-98-9)、氯氟吡啶酯(CAS号：1390661-72-9)、二氯喹啉酸(CAS号：84087-01-4)、氯甲喹啉酸(CAS号：90717-03-6)、2甲4氯(CAS号：94-74-6)、2-甲基-4-氯苯氧丙酸(CAS号：93-65-2)、MCPB(CAS号：94-81-5)、2,4-D(CAS号：94-75-7)、2,4-滴丙酸(CAS号：120-36-5)、2,4-DB(CAS号：94-82-6)、麦草畏(CAS号：1918-00-9)、氨氯吡啶酸(CAS号：1918-02-1)、三氯吡氧乙酸(CAS号：55335-06-3)、二氯吡啶酸(CAS号：1702-17-6)、绿草定(CAS号：55335-06-3)及其衍生物，PDS抑制剂为氟咯草酮(CAS号：61213-25-0)、呋草酮(CAS号：96525-23-4)、吡氟酰草胺(CAS号：83164-33-4)、氟吡酰草胺(CAS号：137641-05-5)、氟丁酰草胺(CAS号：113614-08-7)、氟草敏(CAS号：27314-13-2)、氟啶草酮(CAS号：59756-60-4)。The additional herbicide is selected from one of an HPPD inhibitor, a hormone, and a PDS inhibitor; preferably, the HPPD inhibitor is sulcotrione (CAS No.: 99105-77-8), mesotrione (CAS) No.: 104206-82-8), oxafluridone (CAS No.: 210631-68-8), sulfonone (CAS No.: 335104-84-2), flucarbazone (CAS No.: 352010-68- 5), Furansulfoxone (CAS No.: 473278-76-1), Bicyclosulfonate (CAS No.: 156963-66-5), Lancotrione (CAS No.: 1486617-21-3), Dioxazolone ( CAS No.: 1622908-18-2), cyclopyridone (CAS No.: 1855929-45-1), triazosinone (CAS No.: 1911613-97-2), oxazolone (CAS number) :1992017-55-6), sulfonylpyrazole (CAS number: 365400-11-9), pyrazol (CAS number: 58011-68-0), oxalofen (CAS number: 82692-44-2 ), tolpyralate (CAS number: 1101132-67-5), fenquinotrione (CAS number: 1342891-70-6), isoxaflutole (CAS number: 141112-29-0); hormones are flupiroxime (CAS No.: 69377-81-7) and its derivatives, fluorochloropyridyl ester (CAS number: 943831-98-9), chlorofluoropyridinyl ester (CAS number: 1396061-72-9), quinclorac ( CAS No.: 84087-01-4), Chloroquine (CA) S number: 90917-03-6), 2 methyl 4-chloro (CAS number: 94-74-6), 2-methyl-4-chlorophenoxypropionic acid (CAS number: 93-65-2), MCPB ( CAS No.: 94-81-5), 2,4-D (CAS No.: 94-75-7), 2,4-D-propionic acid (CAS No.: 120-36-5), 2,4-DB ( CAS No.: 94-82-6), dicamba (CAS No.: 1918-00-9), ampicillin (CAS No.: 1918-02-1), triclopyridinic acid (CAS No.: 55335-06) -3), clopyralid (CAS No.: 1702-17-6), Green Grass (CAS No.: 55335-06-3) and its derivatives, PDS inhibitor is Fluroxylyl (CAS No.: 61213) -25-0), furosemone (CAS number: 96525-23-4), flufenacetamide (CAS number: 83164-33-4), flufenyl oxalate (CAS number: 137641-05-5 ), flufenic acid (CAS No.: 113614-08-7), fluroxypyr (CAS No.: 27314-13-2), fluroxylin (CAS No. 59756-60-4).

其中，氯氟吡氧乙酸衍生物包含但不限于：氯氟吡氧乙酸异辛酯；2甲4氯、2-甲基-4-氯苯氧丙酸、MCPB衍生物包含但不限于：钠盐、钾盐、二甲铵盐、异丙胺盐等，以及甲酯、乙酯、异辛酯、乙硫酯等；2,4-D、2,4-滴丙酸、2,4-DB衍生物包含但不限于：盐如钠盐、钾盐、二甲铵盐、三乙醇铵盐、异丙胺盐、胆碱等，以及酯如甲酯、乙酯、丁酯、异辛酯等。Wherein, the flupiroxyacetic acid derivative comprises, but is not limited to: isooctyl chlorofluoxetine; 2 methyl 4-chloro, 2-methyl-4-chlorophenoxypropionic acid, MCPB derivatives include but are not limited to: sodium Salt, potassium salt, dimethylammonium salt, isopropylamine salt, etc., and methyl ester, ethyl ester, isooctyl ester, ethyl thioester, etc.; 2,4-D, 2,4-D-propionic acid, 2,4-DB Derivatives include, but are not limited to, salts such as sodium salts, potassium salts, dimethylammonium salts, triethanolammonium salts, isopropylamine salts, choline, and the like, and esters such as methyl esters, ethyl esters, butyl esters, isooctyl esters, and the like.

在一些优选的实施方案中，所述组分(i)为

Figure PCTCN2019074315-appb-000087
In some preferred embodiments, the component (i) is
Figure PCTCN2019074315-appb-000087

在一些优选的实施方案中，所述另外的除草剂选自磺草酮、硝磺草酮、苯唑草酮、环磺酮、氟吡草酮、呋喃磺草酮、双环磺草酮、lancotrione、双唑草酮、环吡氟草酮、三唑磺草酮、苯唑氟草酮、磺酰草吡唑、吡草酮、tolpyralate、异噁唑草酮、氯氟吡氧乙酸或其酯、氟氯吡啶酯、氯氟吡啶酯、二氯喹啉酸、2甲4氯或其盐/酯、2-甲基-4-氯苯氧丙酸或其盐/酯、MCPB或其盐/酯、2,4-D或其盐/酯、2,4-滴丙酸或其盐/酯、2,4-DB或其盐/酯、麦草畏、氨氯吡啶酸、三氯吡氧乙酸、二氯吡啶酸、绿草定、氟咯草酮、呋草酮、吡氟酰草胺、氟吡酰草胺、氟丁酰草胺、氟草敏和氟啶草酮中的一种或多种。In some preferred embodiments, the additional herbicide is selected from the group consisting of sulcotrione, mesotrione, oxazolone, sulfonone, flufenicone, furanone, dicyclohexanone, lancotrione , oxazolone, ciprofloxacin, triazosulfone, oxazolone, sulfonylpyrazole, pyroxamate, tolpyralate, isoxaflutole, flupirtine or its ester , fluorochloropyridinium, chlorofluoropyridyl ester, quinclorac, 2, 4-chloro or its salt, 2-methyl-4-chlorophenoxypropionic acid or its salt, MCPB or its salt/ester , 2,4-D or a salt thereof, 2,4-dipropionic acid or a salt thereof, 2,4-DB or a salt thereof, dicamba, azuridine, triclopyran, One or more of clopyralid, triclopyr, fluroxypyr, furose, flufenacetate, flufenic acid, flufenic acid, flufenapyr and flufenacetone .

一种控制有害植物的方法，包括将除草有效量的前文所述的哒嗪醇类化合物或其衍生物 中的至少一种或所述的除草剂组合物施用在所述有害植物上或者其所在区域。A method for controlling a harmful plant, comprising applying at least one of a herbicidal effective amount of a pyridazine compound or a derivative thereof as described above or the herbicidal composition to the harmful plant or region.

前文所述的哒嗪醇类化合物或其衍生物或所述的除草剂组合物在控制有害植物上的用途。Use of a pyridazinol compound or a derivative thereof as described above or a herbicidal composition as described above for controlling harmful plants.

优选地，所述哒嗪醇类化合物或其衍生物或所述的除草剂组合物用于防除有用作物中的有害植物。Preferably, the pyridazinol compound or derivative thereof or the herbicidal composition is used to control harmful plants in useful crops.

更优选地，所述有用作物为转基因作物或者基因组编辑技术处理过的作物。在一些优选的实施方案中，所述有用作物选自小麦、玉米、水稻、大豆、棉花、油菜、谷子和高粱。More preferably, the useful crop is a crop that has been treated with a genetically modified crop or genome editing technique. In some preferred embodiments, the useful crop is selected from the group consisting of wheat, corn, rice, soybean, cotton, canola, millet, and sorghum.

对于许多经济上重要的单子叶和双子叶有害植物，本发明的式I化合物具有突出的除莠活性。本发明的活性物质也对于多年生杂草有效，这些杂草从根茎、根状茎、或其它的多年生的器官上生长出来，很难控制。关于这点，是否在播种前、萌发前或萌发后使用该物质一般不重要。特别提及本发明化合物可以控制的单子叶和双子叶杂草群的代表例子，没有限制到的确定的物种。活性物质有效作用的杂草物种的例子包括单子叶植物：一年生燕麦属、黑麦、草属、看麦娘属、法拉里斯、稗、马唐属、狗尾草属和莎草属，和多年生的冰草属、狗牙根属、白茅属和高粱属、以及多年生的莎草属。For many economically important monocotyledonous and dicotyledonous harmful plants, the compounds of formula I of the present invention have outstanding herbicidal activity. The active substances of the present invention are also effective for perennial weeds which grow from rhizomes, rhizomes, or other perennial organs and are difficult to control. In this regard, it is generally not important to use the substance before, before, or after germination. Particular mention is made of representative examples of monocotyledonous and dicotyledonous weed populations which can be controlled by the compounds of the invention, without limiting the identified species. Examples of weed species in which the active substance is effective include monocotyledons: annual oats, rye, grasses, maiden, ferraris, medlar, genus, foxtail, and sedge, and perennial ice. Genus, Bermudagrass, Rhizoma and sorghum, and perennial sedge.

关于双子叶杂草物种，其作用可以扩展到的物种例如一年生的猪殃殃属、堇菜属、婆婆纳属、野芝麻属、繁缕属、苋属、白芥属、番薯属、黄花稔属、母菊属和苘麻属，和多年生杂草旋花属、蓟属、酸模属和艾属。本发明活性物质在水稻播种这种待定条件下有效控制有害植物，例如稗、慈姑属、泽泻属、荸荠属、蔗草和莎草属。如果将本发明化合物在萌芽前施用于土壤表面，可以在杂草长出前完全预防杂草的秧苗，或在杂草长出子叶时就停止生长，最后在三到四星期之后完全死亡。本发明化合物特别抗下述植物的活性优良，阿皮拉草、小野芝麻、卷茎蓼、繁缕、长春藤叶婆婆纳、阿拉伯婆婆纳、三色堇和苋、猪殃殃属和地肤。With regard to dicotyledonous weed species, species whose effects can be extended to, for example, the annual genus Polyporus, Amaranth, Pomna, Wild Sesame, Stellaria, Amaranthus, White Mustard, Ipomoea, and Yellow Flower Genus, Matricaria and genus, and perennial weeds, genus, genus and genus. The active substance of the present invention effectively controls harmful plants under the conditions of rice sowing, such as cockroaches, genus, genus, genus, genus, cane, and sedge. If the compound of the present invention is applied to the surface of the soil before germination, the weeds of the weeds can be completely prevented before the weeds grow, or when the weeds grow out of the cotyledons, and finally completely die after three to four weeks. The compound of the present invention is particularly resistant to the following plants, and is active in the following plants, such as Apila, Xiaoye Sesame, Rolling Stalk, Poria, Ivy, Herba, Arabian, Pansy, Pansy, Poria and Kochia. .

在一些优选的实施方案中，本申请所述化合物对下述有害植物表现出优异的抑制活性：反枝苋、蔊菜、婆婆纳、藜、稗草、狗尾草、猪殃殃、茼麻、播娘蒿和牛膝菊。In some preferred embodiments, the compounds described herein exhibit excellent inhibitory activity against the following harmful plants: Amaranthus chinensis, Amaranthus, Possina, Poria, Valerian, Foxtail, Poria, Castor, Sowing Brassica and Achyranthes.

虽然本发明化合物对于单子叶和双子叶的杂草具有优良的除莠活性，但对于重要的经济类作物植物，例如小麦、大麦、黑麦、稻子、玉米、甜菜、棉花和大豆却根本没有损害，或者是损害是微不足道的。特别是和谷类作物相容得很好，例如小麦、大麦和玉米，特别是小麦。因此，本发明化合物非常适于有选择地控制在农用作物或观赏植物中的无用植物。Although the compounds of the present invention have excellent herbicidal activity against monocotyledonous and dicotyledonous weeds, there is no damage to important economic crop plants such as wheat, barley, rye, rice, corn, sugar beet, cotton and soybean. Or the damage is trivial. In particular, it is well compatible with cereal crops such as wheat, barley and corn, especially wheat. Thus, the compounds of the invention are highly suitable for the selective control of unwanted plants in agricultural or ornamental plants.

由于它们的除莠性质，在已知或将要出现的遗传工程的植物耕种中，这些活性物质可以用于控制有害植物。转基因植物通常具有优越的性状，例如对特定杀虫剂特别是特定除草剂的抵抗力，对植物病害或植物病害的致病微生物的抵抗力，例如特定的昆虫或真菌、细菌或病毒的微生物。其它的特别性状与产品的下述条件有关，例如，数量、质量、贮存稳定性、 组分和特殊的成分。如此，已经知道获得的转基因植物产品具有增加的淀粉含量或改进的淀粉质量或不同的脂肪酸成份。Due to their herbicidal nature, these active substances can be used to control harmful plants in genetically engineered plant cultivation that is known or to be present. Transgenic plants generally have superior traits, such as resistance to specific insecticides, particularly specific herbicides, resistance to pathogenic microorganisms of plant diseases or plant diseases, such as specific insect or fungal, bacterial or viral microorganisms. Other specific traits are related to the following conditions of the product, such as quantity, quality, storage stability, composition and special ingredients. Thus, it is known that the obtained transgenic plant product has an increased starch content or an improved starch quality or a different fatty acid composition.

本发明的式I化合物或其盐优选用于，经济上重要的转基因的作物和观赏植物，例如谷类，例如小麦、大麦、黑麦、燕麦、粟、稻子、木薯和玉米、或用于甜菜、棉花、大豆、油菜籽、马铃薯、番茄、豌豆及其他蔬菜类植物的耕种。式I化合物优选用于有用植物耕种的除草剂，这些植物具有抗药性或通过遗传工程对除草剂的毒害作用具有抗药性。The compounds of the formula I according to the invention or their salts are preferably used in economically important transgenic crops and ornamental plants, such as cereals, such as wheat, barley, rye, oats, millet, rice, cassava and corn, or for beets, Cultivation of cotton, soybeans, rapeseed, potatoes, tomatoes, peas and other vegetable plants. The compounds of the formula I are preferably used as herbicides for the cultivation of useful plants which are resistant or resistant to the toxic effects of the herbicide by genetic engineering.

传统的繁育具有比已知植物具有改进形状植物的方法包括，例如传统的交配方法和突变株繁育。换句话说，可以借助于遗传工程的方法(参见，例如EP-0221044 A，EP-0131624 A)来得到具有改进性状的新植物。例如，已经描述了几个方法：Conventional breeding methods having plants having improved shape compared to known plants include, for example, conventional mating methods and breeding of mutants. In other words, new plants with improved traits can be obtained by means of genetic engineering methods (see, for example, EP-0221044 A, EP-0131624 A). For example, several methods have been described:

-为了改进植物中的淀粉合成，利用遗传工程改变作物植物(例如WO 92/11376，WO 92/14827，WO 91/19806)；- genetic engineering to alter crop plants in order to improve starch synthesis in plants (eg WO 92/11376, WO 92/14827, WO 91/19806);

-对特定的除草剂具有抗性的转基因作物植物，对草丁膦除草剂(例如EP-0242236 A，EP-0242246 A)或对草甘膦类除草剂(WO 92/00377)，或对磺酰脲类除草剂(EP-0257993 A，US-5013659 A)；- GM crop plants resistant to specific herbicides, glufosinate herbicides (eg EP-0242236 A, EP-0242246 A) or glyphosate herbicides (WO 92/00377), or sulfonate An ureide herbicide (EP-0257993 A, US-5013659 A);

-例如棉花的转基因作物植物，它能够产生苏芸金杆菌毒素(Bt毒素)，这种毒素可以防御特定害虫对植物的侵害(EP-0142924 A，EP-0193259 A)；- a transgenic crop plant such as cotton which is capable of producing a Bacillus thuringiensis toxin (Bt toxin) which protects against damage by a particular pest (EP-0142924 A, EP-0193259 A);

-具有改进的脂肪酸成份的转基因作物植物(WO91/13972)。- Transgenic crop plants with improved fatty acid composition (WO 91/13972).

已经知道许多能够制备具有改进性状转基因植物分子生物技术(参见，例如Sambrook等，1989，分子扩增，实验手册第二版，美国冷泉港实验室出版，冷泉港，纽约；或Winnacker“Gene und Klone”[基因和克隆]，VCH Weinheim，第二版1996或Christou，“植物科学的趋势”1(1996)423-431))。为了实现遗传工程的操作，可能将核酸分子引入质粒，通过DNA序列的重组，发生突变或序列改变。利用上述的标准方法，例如可以交换底物、除去部分序列或增加自然的或合成的序列。为了将DNA片段互相连接，有可能在片段上附带有结合体或连接体。A number of molecular biotechnologies capable of producing transgenic plants with improved traits are known (see, for example, Sambrook et al., 1989, Molecular Amplification, Experimental Manual Second Edition, US Cold Spring Harbor Laboratory Publishing, Cold Spring Harbor, New York; or Winnacker "Gene und Klone "[Genes and Clones], VCH Weinheim, Second Edition 1996 or Christou, "Trends in Plant Science" 1 (1996) 423-431)). In order to carry out the operation of genetic engineering, it is possible to introduce a nucleic acid molecule into a plasmid, and a mutation or sequence change occurs by recombination of the DNA sequence. Using the standard methods described above, for example, substrates can be exchanged, partial sequences removed, or natural or synthetic sequences added. In order to link the DNA fragments to each other, it is possible to attach a binding body or a linker to the fragment.

可以用下述方法制备降低活性的基因产品的植物细胞，例如通过表达至少一种适当的反义-RNA、正义-RNA来达到共抑制的效果，或通过表达至少一种适当构造的核糖酶，它特定裂解上述基因产品的转录产物。Plant cells of the activity-reducing gene product can be prepared by, for example, expressing at least one appropriate antisense-RNA, sense-RNA to achieve co-suppression, or by expressing at least one appropriately constructed ribozyme, It specifically cleaves the transcription product of the above gene product.

为此目的，有可能使用包含基因产物全部编码序列的DNA分子，包括有可能存在的任何旁侧序列，和使用包含仅仅一部分编码序列的DNA分子，这些部分必须足够长以达到在细胞中反义的效果。也可以使用与基因产物编码序列具有高度同源性但不完全相同的序列。For this purpose, it is possible to use DNA molecules comprising the entire coding sequence of the gene product, including any flanking sequences that may be present, and the use of DNA molecules comprising only a portion of the coding sequence, which must be sufficiently long to achieve antisense in the cell Effect. Sequences that are highly homologous but not identical to the gene product coding sequence can also be used.

当在植物中表达核酸分子时，合成的蛋白质可以在任何期望的植物细胞室中定位。然而为了在特定的室定位，有可能例如将编码区和DNA序列连接，以确保在特定位置定位。这些序列为本领域所属技术人员已知的(参见，例如Braun等，EMBO J.11(1992)3219-3227；Wolter等，Proc.Natl.Acad.Sci.USA 85(1988)，846-850；Sonnewald等Plant J.1(1991)，95-106)。When a nucleic acid molecule is expressed in a plant, the synthesized protein can be localized in any desired plant cell compartment. However, in order to locate in a particular chamber, it is possible, for example, to link the coding region to the DNA sequence to ensure localization at a particular location. These sequences are known to those skilled in the art (see, for example, Braun et al, EMBO J. 11 (1992) 3219-3227; Wolter et al, Proc. Natl. Acad. Sci. USA 85 (1988), 846-850; Sonnewald et al. Plant J. 1 (1991), 95-106).

利用已知的技术可以将转基因植物细胞重组到整个植物上。转基因植物可以为任何期望的植物品种，即单子叶和双子叶植物。用这样的方式，通过超表达、禁止或抑制同源(＝自然的)基因或基因序列，或通过异种的(＝外部的)基因或者基因序列的表达，有可能获得改进性状的转基因植物。Transgenic plant cells can be recombined into whole plants using known techniques. The transgenic plants can be any desired plant variety, namely monocotyledonous and dicotyledonous plants. In this manner, it is possible to obtain transgenic plants with improved traits by overexpressing, inhibiting or inhibiting homologous (=natural) genes or gene sequences, or by expression of heterologous (=existing) genes or gene sequences.

当在转基因的作物上使用本发明的活性物质时，除了具有在其它作物上可观察到的抑制有害植物的效果外，经常在相应的转基因作物上会有特殊的效果，例如可以改进或扩大控制杂草的范围，改进应用时的施用量，优选转基因作物的抗药性和除草剂的性能很好的结合，并且转基因的作物植物的生长和产率的影响。因此本发明也提供了所述化合物的用途，作为除草剂控制转基因作物植物中的有害植物。When the active substance of the present invention is used on a transgenic crop, in addition to having an effect of inhibiting harmful plants observed on other crops, there are often special effects on the corresponding transgenic crops, for example, the control can be improved or expanded. The range of weeds, the application rate at the time of application, is preferably a combination of the resistance of the transgenic crops and the performance of the herbicide, and the effects of the growth and yield of the transgenic crop plants. The invention therefore also provides the use of said compounds as herbicides to control harmful plants in plants of transgenic crops.

另外本发明化合物可以明显调节作物植物的生长。通过调节参与植物代谢，使用这些化合物定向控制植物的组分和促进收获，例如使植物干化和矮化生长。而且它们也适于调节和抑制不希望的植物生长，而不破坏作物的生长。抑制植物的生长在许多单子叶植物和双子叶植物作物中起着非常重要的作用，因为这样可以减少或完全预防倒伏。In addition, the compounds of the invention can significantly modulate the growth of crop plants. By modulating the involvement of plant metabolism, these compounds are used to orient the components of the plant and promote harvesting, such as drying and dwarfing the plants. Moreover, they are also suitable for regulating and inhibiting unwanted plant growth without destroying the growth of the crop. Inhibition of plant growth plays a very important role in many monocotyledonous and dicotyledonous crops, as this reduces or completely prevents lodging.

可以使用一般的制剂来应用本发明的化合物，可使用可湿性粉剂、浓缩乳剂、可喷洒的溶液、粉末或颗粒。这样本发明也提供了包括式I化合物的除草剂组合物。根据通常的生物学和/或化学的物理参数，可以用多种方式配制式I化合物。适合的制剂选择实例为：可湿性粉剂(WP)、水溶性的粉末(SP)、水溶性的浓缩物、浓缩乳剂(EC)、例如油在水中分散和水在油中分散的乳剂(EW)、可喷洒溶液、悬浮剂浓缩物(SC)、可分散油悬浮剂(OD)、以油或水为稀释剂的悬浮液、可混溶油的溶液、粉末(DP)、胶囊悬浮液(CS)、包核(seeddressing)组合物、用于撒播和土壤施药的颗粒、喷射颗粒、涂覆颗粒和吸收颗粒，水中可分散的颗粒(WG)、水溶性的颗粒(SG)、ULV(超低容量)配方、微囊和蜡制品。这些单个的制剂类型为已知的，在下述文献中有描述，例如Winnacker-Küchler，“Chemische Techonologie”[化学工艺]，第7卷，C.Hauser Verlag Munich，第4版1986；Wade van Valkenburg，“Pesticide Formulations”，Marcel Dekker，N.Y.，1973；K.Martens，“Spray Drying”手册，第3版1979，G.Goodwin Ltd.London。The compound of the present invention can be applied using a general formulation, and a wettable powder, a concentrated emulsion, a sprayable solution, a powder or granules can be used. Thus the invention also provides a herbicidal composition comprising a compound of formula I. The compounds of formula I can be formulated in a variety of ways, depending on the usual biological and/or chemical physical parameters. Examples of suitable formulations are: wettable powders (WP), water soluble powders (SP), water soluble concentrates, concentrated emulsions (EC), emulsions such as oil dispersed in water and water dispersed in oil (EW) , sprayable solution, suspension concentrate (SC), dispersible oil suspension (OD), oil or water diluent, solution of miscible oil, powder (DP), capsule suspension (CS) ), seed dressing composition, particles for spreading and soil application, sprayed particles, coated particles and absorbent particles, water dispersible particles (WG), water soluble particles (SG), ULV (super Low volume) formula, microcapsules and wax products. These individual formulation types are known and are described in, for example, Winnacker-Küchler, "Chemische Techonologie" [Chemical Processes], Vol. 7, C. Hauser Verlag Munich, 4th edition 1986; Wade van Valkenburg, "Pesticide Formulations", Marcel Dekker, NY, 1973; K. Martens, "Spray Drying" Handbook, 3rd edition 1979, G. Goodwin Ltd. London.

必要的制剂助剂，例如惰性物质、表面活性剂、溶剂及其它添加剂同样为已知的，并在下述文件中描述，例如Watkins的“粉末稀释剂杀虫剂和载体手册”，第二版，Darland书Caldwell N.J.；H.v.01phen“粘土胶体化学的入门”，第二版，J.Wiley和Sons，N.Y.；C.Marsden的“溶剂指南”第二版，Interscience，N.Y.1963；McCutcheon的“洗涤剂和乳化剂年报”，MC发行公司，Ridgewood N.J.；Sisley和Wood，“表面活性剂百科全书”，化学出版公司，N.Y.1964；

Figure PCTCN2019074315-appb-000088
的
Figure PCTCN2019074315-appb-000089
[环氧乙烷加成物表面活性剂]，Wiss.Verlagagesell.Stuttgart 1976；Winnacker-Küchler的“Chemische Technologie”[化学工艺]，第7卷，C.Hauser Verlag Munich，第4版1986。 The necessary formulation auxiliaries, such as inert materials, surfactants, solvents and other additives, are also known and described in the following documents, for example, Watkins "Handbook of Powder Thinner Pesticide and Carrier", Second Edition, Darland Book Caldwell NJ; Hv01phen "Introduction to Clay Colloid Chemistry", Second Edition, J. Wiley and Sons, NY; C. Marsden, "Solvent Guide", Second Edition, Interscience, NY 1963; McCutcheon, "Detergents and Emulsifiers Annual Report", MC Publishing Company, Ridgewood NJ; Sisley and Wood, "Surfactant Encyclopedia", Chemical Publishing Company, NY 1964;
Figure PCTCN2019074315-appb-000088
of
Figure PCTCN2019074315-appb-000089
[Ethylene oxide adduct surfactant], Wis. Verlagagesell. Stuttgart 1976; Winnacker-Küchler, "Chemische Technologie" [Chemical Process], Vol. 7, C. Hauser Verlag Munich, 4th edition 1986.

可湿性粉剂能均匀地可分散在水中，除了活性物质，还包括稀释剂或惰性物质、离子和非离子型表面活性剂(润湿剂、分散剂)，例如聚乙氧基烷基酚、聚乙氧基脂肪醇、聚氧乙基脂肪族胺、脂肪醇聚二醇醚硫酸盐、烷基磺酸盐、烷基苯基磺酸盐、木质磺酸钠、2,2’-二萘甲烷-6,6’-二磺酸钠、二丁基萘磺酸钠或油酰甲基牛磺酸钠。为了制备可湿性粉剂，将除草剂的活性物质细磨，例如使用常用的仪器，如用锤磨机、风扇磨碎机和喷气式磨碎机，同时或顺序混入助剂。Wettable powders can be uniformly dispersed in water, in addition to active substances, including diluents or inert substances, ionic and nonionic surfactants (wetting agents, dispersing agents), such as polyethoxylated alkylphenols, poly Ethoxylated fatty alcohol, polyoxyethyl aliphatic amine, fatty alcohol polyglycol ether sulfate, alkyl sulfonate, alkyl phenyl sulfonate, sodium lignosulfonate, 2, 2'- dinaphthylmethane Sodium 6,6'-disulfonate, sodium dibutylnaphthalenesulfonate or sodium oleoylmethyltaurate. In order to prepare the wettable powder, the herbicide active substance is finely ground, for example, using a conventional apparatus such as a hammer mill, a fan mill and a jet mill, and an auxiliary agent is simultaneously or sequentially mixed.

将活性物质溶解在有机溶剂中制备浓缩乳剂，溶剂例如丁醇、环己酮、二甲基甲酰胺、二甲苯或较高沸点的芳族化合物或碳氢化合物或溶剂的混合物，并再加入一种或多种离子的和/或非离子型表面活性剂(乳化剂)。可以使用的乳化剂的例子为例如十二烷基苯磺酸钙的烷基芳基磺酸钙，或非离子乳化剂，例如脂肪酸聚二醇酯、烷基芳香基聚二醇醚、脂肪醇聚二醇醚、氧化丙烯-环氧乙烷缩合产物、烷基聚醚、例如山梨糖醇酐脂肪酸酯的山梨聚糖酯，或例如聚氧化乙烯山梨糖醇酐脂肪酯的聚氧化乙烯山梨聚糖酯。Dissolving the active substance in an organic solvent to prepare a concentrated emulsion, such as butanol, cyclohexanone, dimethylformamide, xylene or a higher boiling aromatic compound or a mixture of hydrocarbons or solvents, and adding one more One or more ionic and/or nonionic surfactants (emulsifiers). Examples of emulsifiers which can be used are, for example, calcium alkylaryl sulfonates of calcium dodecylbenzene sulfonate, or nonionic emulsifiers such as fatty acid polyglycol esters, alkyl aromatic polyglycol ethers, fatty alcohols Polyglycol ether, propylene oxide-ethylene oxide condensation product, alkyl polyether, sorbitan ester such as sorbitan fatty acid ester, or polyoxyethylene sorbent such as polyoxyethylene sorbitan fatty ester A glycan ester.

将活性物质和细碎的固态物质研磨得到粉末，固态物质例如滑石、如高岭土、皂土和叶蜡石的天然粘土、或硅藻土。以水或油为基底的悬浮液可以通过下述方法制备，例如利用商业上通用的玻珠研磨机进行湿磨，加入或不加入上述另一个制剂类型的表面活性剂。The active substance and the finely divided solid matter are ground to obtain a powder, a solid substance such as talc, a natural clay such as kaolin, bentonite and pyrophyllite, or diatomaceous earth. A water or oil based suspension can be prepared by, for example, wet milling using a commercially available bead mill with or without the addition of a surfactant of the other formulation type described above.

制备例如水包油乳化剂(EW)的乳剂，可以使用含水的有机溶剂，使用搅拌器、胶体研磨器和/或静态混合器，如果需要，加入如上所述另一个制剂类型的表面活性剂。To prepare an emulsion such as an oil-in-water emulsifier (EW), an aqueous organic solvent may be used, using a stirrer, a colloid mill and/or a static mixer, and if necessary, a surfactant of another formulation type as described above may be added.

用下述方法制备颗粒剂，将活性物质喷到吸附物上，使用惰性物料颗粒化，或将活性物质浓缩到例如沙、高岭石载体的表面，通过粘合剂将惰性物料粒化，粘合剂例如聚乙烯醇、聚丙烯酸钠或矿物油。可以用制备肥料颗粒剂的方法将合适的活性物质粒化，如果需要可以混有肥料。使用通常的方法制备水悬浮颗粒剂，例如喷洒-干燥，流化床造粒、磨盘造粒、使用高速混合机混合，并在无固体惰性物料的情况下挤压。The granules are prepared by spraying the active material onto the adsorbate, granulating with an inert material, or concentrating the active material onto the surface of, for example, a sand or kaolinite carrier, granulating the inert material by a binder, and adhering Mixtures such as polyvinyl alcohol, sodium polyacrylate or mineral oil. Suitable actives can be plasmidized by the method of preparing fertilizer granules, and if necessary, fertilizer can be mixed. The water-suspended granules are prepared by a usual method such as spray-drying, fluidized bed granulation, disc granulation, mixing using a high speed mixer, and extrusion without a solid inert material.

关于使用磨盘、流化床、挤压机和喷涂颗粒剂的制备方法，参见下述工艺，例如“Spray Drying手册”第三版1979，G.Goodwin有限公司，伦敦；J.E.Browning，“Agglomeration”，化学和工程1967，147ff页；“Perry’s化学的工程师手册”，第五版，McGraw-Hill，纽约1973，8-57页。如果要知道关于作物保护产品的制剂，参见例如，G.C.Klingman,“Weed Control as a Science”，John Wiley和Sons公司，纽约，1961 81-96页和J.D.Freyer，S.A.Evans“杂草防除手册”，第五版，Blackwell Scientific Rublications，牛津大学1968，101-103页。For the preparation of abrasive discs, fluidized beds, extruders and spray granules, see the following processes, such as "Spray Drying Handbook" Third Edition 1979, G. Goodwin Ltd., London; JEBrowning, "Agglomeration", Chemistry and Engineering 1967, page 147ff; "Perry's Chemistry Engineer's Handbook", Fifth Edition, McGraw-Hill, New York, 1973, pp. 8-57. If you want to know about formulations for crop protection products, see, for example, GCKlingman, "Weed Control as a Science", John Wiley and Sons, New York, 1961 81-96 and JDFreyer, SAEvans "Weed Control Manual", Fifth Edition, Blackwell Scientific Rublications, Oxford University, 1968, pp. 101-103.

农用化学品制剂通常包含按重量计0.1到99％，特别是0.1到95％的活性物质式I。可湿性粉剂中活性物质的浓度为，按重量计例如从大约10到99％，通常的制剂组分构成按重量计剩余量到100％。活性物质在浓缩乳剂中的浓度按重量计可以为大约1到90％，优选5到80％。粉末制剂包含按重量计1到30％的活性物质，通常优选按重量计5到20％的活性物质，然而可喷洒的溶液包含按重量计大约0.05到80％，优选2到50％的活性物质。关于水悬浮颗粒剂中活性物质的含量，主要根据活性物质为液体还是固态，和造粒时使用的助剂、填料等等。水悬浮颗粒剂中活性物质的含量例如按重量计在1到95％之间，优选按重量计在10到80％之间。The agrochemical formulations usually comprise from 0.1 to 99% by weight, in particular from 0.1 to 95%, of the active substance I. The concentration of the active substance in the wettable powder is, for example, from about 10 to 99% by weight, and the usual formulation components constitute the remaining amount by weight to 100%. The concentration of the active substance in the concentrated emulsion may range from about 1 to 90%, preferably from 5 to 80% by weight. The powder formulation comprises from 1 to 30% by weight of active substance, usually from 5 to 20% by weight of active substance, whereas the sprayable solution comprises from about 0.05 to 80%, preferably from 2 to 50% by weight of active substance. . Regarding the content of the active material in the water-suspended granules, mainly depending on whether the active material is liquid or solid, and auxiliaries, fillers and the like used in granulation. The content of the active substance in the aqueous suspension granules is, for example, between 1 and 95% by weight, preferably between 10 and 80% by weight.

另外所述的活性物质的制剂可以包括增粘剂、润湿剂、分散剂、乳化剂、渗透剂、防腐剂、防冻剂、溶剂、填料、载体、着色剂、消泡剂、蒸发抑制剂和通常在所有情况下都常用的pH和粘度调节剂。Further, the preparation of the active substance may include a tackifier, a wetting agent, a dispersing agent, an emulsifier, a penetrating agent, a preservative, an antifreezing agent, a solvent, a filler, a carrier, a coloring agent, an antifoaming agent, an evaporation inhibitor, and pH and viscosity modifiers commonly used in all cases.

以这些制剂为基础，也可能和其他杀虫剂活性物质例如杀虫剂、杀螨剂、除草剂和杀菌剂混合，也可以和安全剂、肥料和/或植物生长调节剂混合，混合方式可以为预先混合好的或灌装混合。Based on these preparations, it may also be mixed with other insecticide active substances such as insecticides, acaricides, herbicides and fungicides, or with safeners, fertilizers and/or plant growth regulators. For premixed or filled mix.

当使用时，如果需要，将市售的制剂以常见的方式稀释，例如在可湿性粉剂、浓缩乳剂、悬浮液和在水中悬浮的颗粒时，使用水稀释。粉末、土壤施药所用的颗粒剂或撒播和喷洒的溶液，一般在使用前不需要进一步用惰性物质稀释。随着外部条件的变化，要求的式I化合物的使用量也不同，外部条件为，例如温度、湿度、使用的除草剂的性质等等。它可以有大的变化幅度，例如在0.001到1.0kg/ha之间，或更多的活性物质，但优选在0.005到750g/ha之间，特别是在0.005到250g/ha之间。When used, if desired, the commercially available formulations are diluted in a conventional manner, for example, in wettable powders, concentrated emulsions, suspensions, and granules suspended in water, diluted with water. Granules for granules or soil application or sprayed and sprayed solutions are generally not required to be further diluted with inert materials prior to use. The amount of the compound of formula I required varies with external conditions, such as temperature, humidity, the nature of the herbicide used, and the like. It can have a large range of variation, for example between 0.001 and 1.0 kg/ha, or more active substance, but preferably between 0.005 and 750 g/ha, in particular between 0.005 and 250 g/ha.

具体实施方式Detailed ways

以下实施例用于举例说明本发明，不应当视其为以任何方式限制本发明。本发明要求保护的权利范围通过权利要求书进行说明。The following examples are intended to illustrate the invention and should not be construed as limiting the invention in any way. The claims are intended to be defined by the claims.

鉴于化合物的经济性与多样性，我们优选合成了一些化合物，在合成的诸多化合物中，选取部分列于下表1和表2中。具体的化合物结构及相应的化合物信息如表1和表2所示。 表1和表2中的化合物只是为了更好的说明本发明，但并不限定本发明，对于本领域的技术人员而言，不应将此理解为本发明上述主题的范围仅限于以下化合物。In view of the economics and diversity of the compounds, it is preferred to synthesize some of the compounds, and among the many compounds synthesized, the selected moieties are listed in Tables 1 and 2 below. The specific compound structure and corresponding compound information are shown in Tables 1 and 2. The compounds in Tables 1 and 2 are for the purpose of better illustrating the present invention, but are not intended to limit the invention, and it is understood by those skilled in the art that the scope of the present invention is limited to the following compounds.

表1化合物I结构及其 1HNMR数据 Table 1 Compound I structure and its 1 H NMR data

Figure PCTCN2019074315-appb-000090
Figure PCTCN2019074315-appb-000090

Figure PCTCN2019074315-appb-000091
Figure PCTCN2019074315-appb-000091

Figure PCTCN2019074315-appb-000092
Figure PCTCN2019074315-appb-000092

Figure PCTCN2019074315-appb-000093
Figure PCTCN2019074315-appb-000093

Figure PCTCN2019074315-appb-000094
Figure PCTCN2019074315-appb-000094

Figure PCTCN2019074315-appb-000095
Figure PCTCN2019074315-appb-000095

Figure PCTCN2019074315-appb-000096
Figure PCTCN2019074315-appb-000096

Figure PCTCN2019074315-appb-000097
Figure PCTCN2019074315-appb-000097

Figure PCTCN2019074315-appb-000098
Figure PCTCN2019074315-appb-000098

Figure PCTCN2019074315-appb-000099
Figure PCTCN2019074315-appb-000099

Figure PCTCN2019074315-appb-000100
Figure PCTCN2019074315-appb-000100

Figure PCTCN2019074315-appb-000101
Figure PCTCN2019074315-appb-000101

Figure PCTCN2019074315-appb-000102
Figure PCTCN2019074315-appb-000102

Figure PCTCN2019074315-appb-000103
Figure PCTCN2019074315-appb-000103

Figure PCTCN2019074315-appb-000104
Figure PCTCN2019074315-appb-000104

Figure PCTCN2019074315-appb-000105
Figure PCTCN2019074315-appb-000105

Figure PCTCN2019074315-appb-000106
Figure PCTCN2019074315-appb-000106

Figure PCTCN2019074315-appb-000107
Figure PCTCN2019074315-appb-000107

Figure PCTCN2019074315-appb-000108
Figure PCTCN2019074315-appb-000108

Figure PCTCN2019074315-appb-000109
Figure PCTCN2019074315-appb-000109

Figure PCTCN2019074315-appb-000110
Figure PCTCN2019074315-appb-000110

Figure PCTCN2019074315-appb-000111
Figure PCTCN2019074315-appb-000111

Figure PCTCN2019074315-appb-000112
Figure PCTCN2019074315-appb-000112

Figure PCTCN2019074315-appb-000113
Figure PCTCN2019074315-appb-000113

Figure PCTCN2019074315-appb-000114
Figure PCTCN2019074315-appb-000114

Figure PCTCN2019074315-appb-000115
Figure PCTCN2019074315-appb-000115

Figure PCTCN2019074315-appb-000116
Figure PCTCN2019074315-appb-000116

Figure PCTCN2019074315-appb-000117
Figure PCTCN2019074315-appb-000117

Figure PCTCN2019074315-appb-000118
Figure PCTCN2019074315-appb-000118

Figure PCTCN2019074315-appb-000119
Figure PCTCN2019074315-appb-000119

Figure PCTCN2019074315-appb-000120
Figure PCTCN2019074315-appb-000120

Figure PCTCN2019074315-appb-000121
Figure PCTCN2019074315-appb-000121

Figure PCTCN2019074315-appb-000122
Figure PCTCN2019074315-appb-000122

Figure PCTCN2019074315-appb-000123
Figure PCTCN2019074315-appb-000123

Figure PCTCN2019074315-appb-000124
Figure PCTCN2019074315-appb-000124

Figure PCTCN2019074315-appb-000125
Figure PCTCN2019074315-appb-000125

Figure PCTCN2019074315-appb-000126
Figure PCTCN2019074315-appb-000126

Figure PCTCN2019074315-appb-000127
Figure PCTCN2019074315-appb-000127

Figure PCTCN2019074315-appb-000128
Figure PCTCN2019074315-appb-000128

Figure PCTCN2019074315-appb-000129
Figure PCTCN2019074315-appb-000129

Figure PCTCN2019074315-appb-000130
Figure PCTCN2019074315-appb-000130

Figure PCTCN2019074315-appb-000131
Figure PCTCN2019074315-appb-000131

Figure PCTCN2019074315-appb-000132
Figure PCTCN2019074315-appb-000132

Figure PCTCN2019074315-appb-000133
Figure PCTCN2019074315-appb-000133

Figure PCTCN2019074315-appb-000134
Figure PCTCN2019074315-appb-000134

Figure PCTCN2019074315-appb-000135
Figure PCTCN2019074315-appb-000135

Figure PCTCN2019074315-appb-000136
Figure PCTCN2019074315-appb-000136

Figure PCTCN2019074315-appb-000137
Figure PCTCN2019074315-appb-000137

Figure PCTCN2019074315-appb-000138
Figure PCTCN2019074315-appb-000138

Figure PCTCN2019074315-appb-000139
Figure PCTCN2019074315-appb-000139

Figure PCTCN2019074315-appb-000140
Figure PCTCN2019074315-appb-000140

Figure PCTCN2019074315-appb-000141
Figure PCTCN2019074315-appb-000141

Figure PCTCN2019074315-appb-000142
Figure PCTCN2019074315-appb-000142

Figure PCTCN2019074315-appb-000143
Figure PCTCN2019074315-appb-000143

Figure PCTCN2019074315-appb-000144
Figure PCTCN2019074315-appb-000144

Figure PCTCN2019074315-appb-000145
Figure PCTCN2019074315-appb-000145

Figure PCTCN2019074315-appb-000146
Figure PCTCN2019074315-appb-000146

Figure PCTCN2019074315-appb-000147
Figure PCTCN2019074315-appb-000147

Figure PCTCN2019074315-appb-000148
Figure PCTCN2019074315-appb-000148

Figure PCTCN2019074315-appb-000149
Figure PCTCN2019074315-appb-000149

Figure PCTCN2019074315-appb-000150
Figure PCTCN2019074315-appb-000150

Figure PCTCN2019074315-appb-000151
Figure PCTCN2019074315-appb-000151

Figure PCTCN2019074315-appb-000152
Figure PCTCN2019074315-appb-000152

Figure PCTCN2019074315-appb-000153
Figure PCTCN2019074315-appb-000153

Figure PCTCN2019074315-appb-000154
Figure PCTCN2019074315-appb-000154

Figure PCTCN2019074315-appb-000155
Figure PCTCN2019074315-appb-000155

Figure PCTCN2019074315-appb-000156
Figure PCTCN2019074315-appb-000156

Figure PCTCN2019074315-appb-000157
Figure PCTCN2019074315-appb-000157

Figure PCTCN2019074315-appb-000158
Figure PCTCN2019074315-appb-000158

Figure PCTCN2019074315-appb-000159
Figure PCTCN2019074315-appb-000159

Figure PCTCN2019074315-appb-000160
Figure PCTCN2019074315-appb-000160

Figure PCTCN2019074315-appb-000161
Figure PCTCN2019074315-appb-000161

Figure PCTCN2019074315-appb-000162
Figure PCTCN2019074315-appb-000162

Figure PCTCN2019074315-appb-000163
Figure PCTCN2019074315-appb-000163

Figure PCTCN2019074315-appb-000164
Figure PCTCN2019074315-appb-000164

Figure PCTCN2019074315-appb-000165
Figure PCTCN2019074315-appb-000165

Figure PCTCN2019074315-appb-000166
Figure PCTCN2019074315-appb-000166

Figure PCTCN2019074315-appb-000167
Figure PCTCN2019074315-appb-000167

Figure PCTCN2019074315-appb-000168
Figure PCTCN2019074315-appb-000168

Figure PCTCN2019074315-appb-000169
Figure PCTCN2019074315-appb-000169

Figure PCTCN2019074315-appb-000170
Figure PCTCN2019074315-appb-000170

Figure PCTCN2019074315-appb-000171
Figure PCTCN2019074315-appb-000171

Figure PCTCN2019074315-appb-000172
Figure PCTCN2019074315-appb-000172

Figure PCTCN2019074315-appb-000173
Figure PCTCN2019074315-appb-000173

Figure PCTCN2019074315-appb-000174
Figure PCTCN2019074315-appb-000174

Figure PCTCN2019074315-appb-000175
Figure PCTCN2019074315-appb-000175

Figure PCTCN2019074315-appb-000176
Figure PCTCN2019074315-appb-000176

Figure PCTCN2019074315-appb-000177
Figure PCTCN2019074315-appb-000177

Figure PCTCN2019074315-appb-000178
Figure PCTCN2019074315-appb-000178

Figure PCTCN2019074315-appb-000179
Figure PCTCN2019074315-appb-000179

Figure PCTCN2019074315-appb-000180
Figure PCTCN2019074315-appb-000180

Figure PCTCN2019074315-appb-000181
Figure PCTCN2019074315-appb-000181

Figure PCTCN2019074315-appb-000182
Figure PCTCN2019074315-appb-000182

Figure PCTCN2019074315-appb-000183
Figure PCTCN2019074315-appb-000183

Figure PCTCN2019074315-appb-000184
Figure PCTCN2019074315-appb-000184

Figure PCTCN2019074315-appb-000185
Figure PCTCN2019074315-appb-000185

Figure PCTCN2019074315-appb-000186
Figure PCTCN2019074315-appb-000186

Figure PCTCN2019074315-appb-000187
Figure PCTCN2019074315-appb-000187

Figure PCTCN2019074315-appb-000188
Figure PCTCN2019074315-appb-000188

Figure PCTCN2019074315-appb-000189
Figure PCTCN2019074315-appb-000189

Figure PCTCN2019074315-appb-000190
Figure PCTCN2019074315-appb-000190

Figure PCTCN2019074315-appb-000191
Figure PCTCN2019074315-appb-000191

Figure PCTCN2019074315-appb-000192
Figure PCTCN2019074315-appb-000192

Figure PCTCN2019074315-appb-000193
Figure PCTCN2019074315-appb-000193

Figure PCTCN2019074315-appb-000194
Figure PCTCN2019074315-appb-000194

Figure PCTCN2019074315-appb-000195
Figure PCTCN2019074315-appb-000195

Figure PCTCN2019074315-appb-000196
Figure PCTCN2019074315-appb-000196

Figure PCTCN2019074315-appb-000197
Figure PCTCN2019074315-appb-000197

表2衍生化合物I-1结构及其 1HNMR数据 Table 2 Derived Compound I-1 Structure and Its 1 H NMR Data

Figure PCTCN2019074315-appb-000198
Figure PCTCN2019074315-appb-000198

Figure PCTCN2019074315-appb-000199
Figure PCTCN2019074315-appb-000199

Figure PCTCN2019074315-appb-000200
Figure PCTCN2019074315-appb-000200

Figure PCTCN2019074315-appb-000201
Figure PCTCN2019074315-appb-000201

Figure PCTCN2019074315-appb-000202
Figure PCTCN2019074315-appb-000202

Figure PCTCN2019074315-appb-000203
Figure PCTCN2019074315-appb-000203

Figure PCTCN2019074315-appb-000204
Figure PCTCN2019074315-appb-000204

Figure PCTCN2019074315-appb-000205
Figure PCTCN2019074315-appb-000205

Figure PCTCN2019074315-appb-000206
Figure PCTCN2019074315-appb-000206

Figure PCTCN2019074315-appb-000207
Figure PCTCN2019074315-appb-000207

Figure PCTCN2019074315-appb-000208
Figure PCTCN2019074315-appb-000208

Figure PCTCN2019074315-appb-000209
Figure PCTCN2019074315-appb-000209

Figure PCTCN2019074315-appb-000210
Figure PCTCN2019074315-appb-000210

Figure PCTCN2019074315-appb-000211
Figure PCTCN2019074315-appb-000211

Figure PCTCN2019074315-appb-000212
Figure PCTCN2019074315-appb-000212

Figure PCTCN2019074315-appb-000213
Figure PCTCN2019074315-appb-000213

Figure PCTCN2019074315-appb-000214
Figure PCTCN2019074315-appb-000214

Figure PCTCN2019074315-appb-000215
Figure PCTCN2019074315-appb-000215

Figure PCTCN2019074315-appb-000216
Figure PCTCN2019074315-appb-000216

Figure PCTCN2019074315-appb-000217
Figure PCTCN2019074315-appb-000217

Figure PCTCN2019074315-appb-000218
Figure PCTCN2019074315-appb-000218

Figure PCTCN2019074315-appb-000219
Figure PCTCN2019074315-appb-000219

Figure PCTCN2019074315-appb-000220
Figure PCTCN2019074315-appb-000220

Figure PCTCN2019074315-appb-000221
Figure PCTCN2019074315-appb-000221

制备本发明化合物的数种方法详解说明于以下方案和实施例中。原料可以经市场购买到或者可以通过文献中已知的方法或者如详解所示进行制备。本领域技术人员应当理解，也可以利用其它合成路线合成本发明的化合物。尽管在下文中已经对合成路线中的具体原料和条件进行了说明，但是，可以很容易地将其替换为其它类似的原料及条件，这些对本发明制备方法的变型或者变体而产生的诸如化合物的各种异构等都包括在本发明范围内。另外，如下所述制备方法可以按照本发明公开内容、使用本领域技术人员熟知的常规化学方法进行进一步修饰。例如，在反应过程中对适当的基团进行保护等等。Several methods for preparing the compounds of the present invention are illustrated in the following schemes and examples. The starting materials can be purchased commercially or can be prepared by methods known in the literature or as shown in detail. Those skilled in the art will appreciate that other synthetic routes can also be utilized to synthesize the compounds of the present invention. Although specific materials and conditions in the synthetic route have been described below, they can be easily replaced with other similar materials and conditions, such as compounds produced by variations or variants of the preparation methods of the invention. Various isomeric and the like are included in the scope of the present invention. Additionally, the methods of preparation described below can be further modified in accordance with the present disclosure, using conventional chemical methods well known to those skilled in the art. For example, the appropriate groups are protected during the reaction, and the like.

以下提供的方法实施例用于促进对本发明制备方法的进一步了解，使用的具体物质、种类和条件确定为是对本发明的进一步说明，并不是对其合理范围的限制。在下表中表明的合成化合物中使用的试剂或者可以市场购买到，或者可以由本领域普通技术人员轻易制备得到。The method examples are provided below to facilitate a further understanding of the present invention, and the specific materials, types, and conditions used are determined to be further illustrative of the present invention and are not intended to limit the scope thereof. The reagents used in the synthetic compounds indicated in the table below are either commercially available or can be readily prepared by one of ordinary skill in the art.

代表性化合物的实施例如下：The implementation of representative compounds is as follows:

1、化合物1的合成1. Synthesis of Compound 1

Figure PCTCN2019074315-appb-000222
Figure PCTCN2019074315-appb-000222

(1)装置的构建：50mL圆底单口烧瓶，磁力搅拌子，恒温磁力搅拌器。(1) Construction of the device: 50 mL round bottom single-necked flask, magnetic stirrer, thermostatic magnetic stirrer.

化合物Ⅱ(1g，3.9mmol)，化合物1-a(0.72g,5.9mmol)，碳酸钾(1.62g,11.7mmol)置于圆底烧瓶中，加入1,4-二氧六环(10mL)/水(2mL)后置换氮气三次，迅速加入Pd(dppf)Cl 2CH 2Cl 2(0.16g)后置换氮气三次，然后反应液再次置换氮气三次，最后100℃下反应36小时，高效液相色谱检测反应结束后，将反应体系浓缩，柱层析分离，得到0.8g(3.1 mmol,收率79％)化合物1-b(白色固体)。 Compound II (1 g, 3.9 mmol), compound 1-a (0.72 g, 5.9 mmol), potassium carbonate (1.62 g, 11.7 mmol) was placed in a round bottom flask and 1,4-dioxane (10 mL) was added / After replacing the water (2 mL) with nitrogen three times, rapidly add Pd(dppf)Cl 2 CH 2 Cl 2 (0.16 g), replace the nitrogen three times, then replace the nitrogen gas three times, and finally react at 36 ° C for 36 hours, high performance liquid chromatography After the completion of the reaction, the reaction system was concentrated and purified by column chromatography to yieldd (yel.

(2)装置的构建：50mL圆底单口烧瓶，磁力搅拌子，恒温磁力搅拌器，球形冷凝管。(2) Construction of the device: 50 mL round bottom single-necked flask, magnetic stirrer, thermostatic magnetic stirrer, spherical condenser.

化合物1-b(0.8g，3.1mmol)置于圆底烧瓶中，加入水8mL、氢氧化钠(0.37g，9.3mmol)后80℃反应12h。反应结束后，反应液用二氯甲烷30mL萃取三次，水相用1N HCl溶液调至pH到2，反应析出白色固体，经过滤得到滤饼，干燥后得到0.65g(2.7mmol，收率87％)化合物1。Compound 1-b (0.8 g, 3.1 mmol) was placed in a round bottom flask, and water (8 mL) and sodium hydroxide (0.37 g, 9.3 mmol) were added and reacted at 80 ° C for 12 h. After completion of the reaction, the reaction solution was extracted three times with 30 mL of dichloromethane, and the aqueous phase was adjusted to pH 2 with 1N HCl solution to give a white solid, which was filtered to give a cake. Compound 1.

2、化合物27的合成2. Synthesis of Compound 27

Figure PCTCN2019074315-appb-000223
Figure PCTCN2019074315-appb-000223

(1)将化合物Ⅱ(1g，3.9mmol)，化合物27-a(0.92g,5.9mmol)，碳酸钾(1.62g,11.7mmol)置于圆底烧瓶中，加入1,4-二氧六环(10mL)/水(2mL)后置换氮气三次，迅速加入Pd(dppf)Cl 2CH 2Cl 2(0.16g)后置换氮气三次，然后反应液再次置换氮气三次，最后于120℃下反应36小时，HPLC检测反应结束，浓缩柱层析纯化(PE:EA＝5:1)，得到0.71g(2.4mmol,收率61％)化合物27-b(白色固体)。 (1) Compound II (1 g, 3.9 mmol), compound 27-a (0.92 g, 5.9 mmol), potassium carbonate (1.62 g, 11.7 mmol) was placed in a round bottom flask, and 1,4-dioxane was added. After replacing (10 mL)/water (2 mL) three times with nitrogen, rapidly add Pd(dppf)Cl 2 CH 2 Cl 2 (0.16 g), replace the nitrogen three times, then replace the nitrogen gas three times, and finally react at 120 ° C for 36 hours. The reaction was completed by HPLC, and purified by column chromatography (EtOAc: EtOAc================================================================

(2)将化合物27-b(0.71g，2.4mmol)置于圆底烧瓶中，加入水8mL、氢氧化钠(0.096g，2.4mmol)后于120℃反应12h。TLC检测反应结束，降温，反应液用二氯甲烷30mL萃取三次，水相用1N HCl溶液调至pH到2，反应析出白色固体，经过滤得到滤饼，干燥后得到0.35g(1.3mmol,收率87％)化合物27。(2) Compound 27-b (0.71 g, 2.4 mmol) was placed in a round bottom flask, and water (8 mL) and sodium hydroxide (0.096 g, 2.4 mmol) were added and reacted at 120 ° C for 12 h. TLC detected the reaction was completed, the temperature was lowered, the reaction solution was extracted three times with 30 mL of dichloromethane, the aqueous phase was adjusted to pH 2 with 1N HCl solution, and a white solid was precipitated. The filter cake was filtered to yield 0.35 g (1.3 mmol). Rate 87%) Compound 27.

3、化合物32的合成3. Synthesis of Compound 32

Figure PCTCN2019074315-appb-000224
Figure PCTCN2019074315-appb-000224

(1)将化合物Ⅱ(1g，3.9mmol)，化合物32-a(0.82g,5.9mmol)，碳酸钾(1.62g,11.7mmol)置于圆底烧瓶中，加入1,4-二氧六环(10mL)/水(1mL)后置换氮气三次，迅速加入Pd(dppf)Cl 2CH 2Cl 2(0.16g)后置换氮气三次，然后反应液再次置换氮气三次，最后于110℃下反应36小时，HPLC检测反应结束，浓缩柱层析纯化(PE:EA＝5:1)，得到0.8g(3.1mmol, 收率79％)化合物32-b(白色固体)。 (1) Compound II (1 g, 3.9 mmol), compound 32-a (0.82 g, 5.9 mmol), potassium carbonate (1.62 g, 11.7 mmol) was placed in a round bottom flask, and 1,4-dioxane was added. After replacing (10 mL)/water (1 mL) three times with nitrogen, rapidly add Pd(dppf)Cl 2 CH 2 Cl 2 (0.16 g), replace the nitrogen three times, then replace the nitrogen gas three times, and finally react at 110 ° C for 36 hours. The reaction was completed by HPLC and purified by EtOAc EtOAc (EtOAc:EtOAc:

(2)将化合物32-b(0.8g，3.1mmol)置于圆底烧瓶中，加入水8mL、氢氧化钠(0.37g，9.3mmol)后120℃反应12h。TLC检测反应结束，降温，反应液用二氯甲烷30mL萃取三次，水相用1N HCl溶液调至pH到2，反应析出白色固体，经过滤得到滤饼，干燥后得到0.65g(2.7mmol,收率87％)化合物32。(2) Compound 32-b (0.8 g, 3.1 mmol) was placed in a round bottom flask, and water (8 mL) and sodium hydroxide (0.37 g, 9.3 mmol) were added and reacted at 120 ° C for 12 h. TLC detected the reaction was completed, the temperature was lowered, the reaction solution was extracted three times with 30 mL of dichloromethane, the aqueous phase was adjusted to pH 2 with 1N HCl solution, and a white solid was precipitated. The filter cake was filtered to yield 0.65 g (2.7 mmol). Rate 87%) Compound 32.

4、化合物207的合成4. Synthesis of Compound 207

Figure PCTCN2019074315-appb-000225
Figure PCTCN2019074315-appb-000225

(1)将化合物Ⅱ(1g，3.9mmol)，化合物207-a(0.83g,5.9mmol)，碳酸钾(1.61g,11.7mmol)置于圆底烧瓶中，加入1,4-二氧六环(10mL)/水(1mL)后置换氮气三次，迅速加入Pd(dppf)Cl 2CH 2Cl 2(0.16g)后置换氮气三次，然后反应液再次置换氮气三次，最后于110℃下反应36小时，HPLC检测反应结束，直接浓缩柱层析纯化(PE:EA＝3：1)，得到0.57g(2.1mmol,收率53％)化合物207-b(白色固体)。 (1) Compound II (1 g, 3.9 mmol), compound 207-a (0.83 g, 5.9 mmol), potassium carbonate (1.61 g, 11.7 mmol) was placed in a round bottom flask, and 1,4-dioxane was added. After replacing (10 mL)/water (1 mL) three times with nitrogen, rapidly add Pd(dppf)Cl 2 CH 2 Cl 2 (0.16 g), replace the nitrogen three times, then replace the nitrogen gas three times, and finally react at 110 ° C for 36 hours. The reaction was completed by HPLC and purified by EtOAc EtOAc (EtOAc:EtOAc:

(2)将化合物207-b(0.57g，2.1mmol)置于圆底烧瓶中，加入HBr(30％,AcOH)6mL于50℃反应12h。HPLC检测反应结束，反应液降温至室温，加水析出，过滤即得白色固体，干燥后得到0.25g(1.0mmol,收率47％)化合物207。(2) Compound 207-b (0.57 g, 2.1 mmol) was placed in a round bottom flask, and 6 mL of HBr (30%, AcOH) was added and reacted at 50 ° C for 12 h. After the end of the reaction, the reaction mixture was cooled to room temperature, and then water was poured out, and then filtered to give a white solid. After drying, 0.25 g (1.0 mmol, yield 47%) of Compound 207 was obtained.

5、化合物211的合成5. Synthesis of Compound 211

Figure PCTCN2019074315-appb-000226
Figure PCTCN2019074315-appb-000226

(1)将化合物

Figure PCTCN2019074315-appb-000227
(1.0g,5.8mmol,1.0eq)，双联硼酸频那醇酯(1.6g,6.38mmol,1.1eq),醋酸钾(1.1g,11.6mmol,2.0eq)置于100mL圆底烧瓶中，加入甲苯(40mL)后置换 氮气一次，迅速加入Pd(dppf)Cl 2CH 2Cl 2(237mg，0.29mmol，0.05eq)后置换氮气三次，加热到120℃反应16h。体系冷却到室温，补加化合物II(1.48g，5.8mmol，1.0eq)，K 2CO 3(1.6g，11.6mmol，2.0eq)，95％乙醇(8mL)，和Pd(dppf)Cl 2CH 2Cl 2(237mg，0.29mmol，0.05eq)然后置换氮气三次，加热到120℃(回流)反应4h。LCMS检测反应结束，浓缩后加入硅胶拌样过柱纯化得产物211-b(560mg，Y：36％)。 (1) Compounds
Figure PCTCN2019074315-appb-000227
(1.0 g, 5.8 mmol, 1.0 eq), bis-boronic acid pinacol ester (1.6 g, 6.38 mmol, 1.1 eq), potassium acetate (1.1 g, 11.6 mmol, 2.0 eq) was placed in a 100 mL round bottom flask and added After toluene (40 mL), nitrogen was replaced once, and Pd(dppf)Cl 2 CH 2 Cl 2 (237 mg, 0.29 mmol, 0.05 eq) was quickly added, and the nitrogen was replaced three times, and heated to 120 ° C for 16 h. The system was cooled to room temperature and compound II (1.48 g, 5.8 mmol, 1.0 eq), K 2 CO 3 (1.6 g, 11.6 mmol, 2.0 eq), 95% ethanol (8 mL), and Pd(dppf)Cl 2 CH 2 Cl 2 (237 mg, 0.29 mmol, 0.05 eq) was then replaced with nitrogen three times and heated to 120 ° C ( reflux) for 4 h. The reaction was completed by LCMS. After concentration, the mixture was purified by silica gel chromatography to afford product 211-b (560 mg, Y: 36%).

(2)将化合物211-b(0.56g，2.0mmol)置于圆底烧瓶中，加入AcOK(0.98g,10mmol)和DMSO(5.6mL)后于125℃反应3h。反应结束后，降温，反应液加入20mL水，用二氯甲烷30mL萃取三次，水相用1N HCl溶液调至pH到6，反应析出白色固体，经过滤拿到滤饼，干燥后得到0.26g化合物211(1.6mmol,收率50％)。(2) Compound 211-b (0.56 g, 2.0 mmol) was placed in a round bottom flask, and AcOK (0.98 g, 10 mmol) and DMSO (5.6 mL) were added and reacted at 125 ° C for 3 h. After the reaction was completed, the reaction mixture was cooled, the reaction solution was added with 20 mL of water, and extracted with 30 mL of dichloromethane. The aqueous phase was adjusted to pH 6 with 1N HCl solution, and a white solid was precipitated, which was filtered to obtain a cake. After drying, 0.26 g of compound was obtained. 211 (1.6 mmol, yield 50%).

6、化合物733的合成6. Synthesis of Compound 733

Figure PCTCN2019074315-appb-000228
Figure PCTCN2019074315-appb-000228

(1)装置的构建：50mL圆底单口烧瓶，磁力搅拌子，恒温磁力搅拌器。(1) Construction of the device: 50 mL round bottom single-necked flask, magnetic stirrer, thermostatic magnetic stirrer.

化合物Ⅱ(1g，3.9mmol)，化合物733-a(0.83g，5.9mmol)，碳酸铯(3.81g，11.7mmol)置于圆底烧瓶中，加入1,4-二氧六环(20mL)/水(5mL)后置换氮气三次，迅速加入Pd(dppf)Cl 2CH 2Cl 2(0.16g)后置换氮气三次，然后反应液再次置换氮气三次，最后100℃下反应36小时，高效液相色谱检测反应结束后，将反应体系浓缩，柱层析分离，得到0.6g(2.2mmol，收率56％)化合物733-b(白色固体)。 Compound II (1 g, 3.9 mmol), compound 733-a (0.83 g, 5.9 mmol), cesium carbonate (3.81 g, 11.7 mmol) were placed in a round bottom flask and 1,4-dioxane (20 mL) was added / After replacing the water (5 mL) with nitrogen three times, rapidly add Pd(dppf)Cl 2 CH 2 Cl 2 (0.16 g), replace the nitrogen three times, then replace the nitrogen gas three times, and finally react at 36 ° C for 36 hours, high performance liquid chromatography After the completion of the reaction, the reaction system was concentrated and purified by column chromatography to yield 0.6 g (2.2 mmol, yield: 56%) of Compound 733-b (white solid).

(2)装置的构建：50mL圆底单口烧瓶，磁力搅拌子，恒温磁力搅拌器，球形冷凝管。(2) Construction of the device: 50 mL round bottom single-necked flask, magnetic stirrer, thermostatic magnetic stirrer, spherical condenser.

化合物733-b(0.6g，2.2mmol)置于圆底烧瓶中，加入8mL水、氢氧化钠(0.26g，6.6mmol)后80℃反应12h。反应结束后，反应液用二氯甲烷30mL萃取三次，水相用1N HCl溶液调至pH到2，反应析出白色固体，经过滤得到滤饼，干燥后得到0.41g(1.6mmol,收率73％)化合物733。Compound 733-b (0.6 g, 2.2 mmol) was placed in a round bottom flask, and 8 mL of water and sodium hydroxide (0.26 g, 6.6 mmol) were added and reacted at 80 ° C for 12 h. After completion of the reaction, the reaction solution was extracted three times with 30 mL of dichloromethane, and the aqueous phase was adjusted to pH 2 with 1N HCl solution to give a white solid, which was filtered to give a filter cake. After drying, 0.41 g (1.6 mmol, yield 73%) Compound 733.

7、化合物734的合成7. Synthesis of Compound 734

Figure PCTCN2019074315-appb-000229
Figure PCTCN2019074315-appb-000229

(1)装置的构建：50mL圆底单口烧瓶，磁力搅拌子，恒温磁力搅拌器。(1) Construction of the device: 50 mL round bottom single-necked flask, magnetic stirrer, thermostatic magnetic stirrer.

化合物Ⅱ(1g，3.9mmol)，化合物734-a(1.0g，5.9mmol)，碳酸铯(3.81g，11.7mmol)置于圆底烧瓶中，加入1,4-二氧六环(20mL)/水(5mL)后置换氮气三次，迅速加入Pd(dppf)Cl 2CH 2Cl 2(0.16g)后置换氮气三次，然后反应液再次置换氮气三次，最后110℃下反应36小时，高效液相色谱检测反应结束后，将反应体系浓缩，柱层析分离，得到0.7g(2.3mmol，收率57％)化合物734-b(白色固体)。 Compound II (1 g, 3.9 mmol), compound 734-a (1.0 g, 5.9 mmol), cesium carbonate (3.81 g, 11.7 mmol) was placed in a round bottom flask and 1,4-dioxane (20 mL) was added / After replacing the water (5 mL) with nitrogen three times, rapidly add Pd(dppf)Cl 2 CH 2 Cl 2 (0.16 g), replace the nitrogen three times, then replace the nitrogen three times with the reaction solution, and finally react at 110 ° C for 36 hours, high performance liquid chromatography. After the end of the reaction, the reaction system was concentrated and purified by column chromatography to yield 0.7 g (2.3 mmol, yield: 57%) Compound 734-b (white solid).

(2)装置的构建：50mL圆底单口烧瓶，磁力搅拌子，恒温磁力搅拌器，球形冷凝管。(2) Construction of the device: 50 mL round bottom single-necked flask, magnetic stirrer, thermostatic magnetic stirrer, spherical condenser.

化合物734-b(0.7g，2.3mmol)置于圆底烧瓶中，加入15mL水、氢氧化钠(0.27g，6.9mmol)后90℃反应12h。反应结束后，反应液用二氯甲烷30mL萃取三次，水相用1N HCl溶液调至pH到2，反应析出白色固体，经过滤得到滤饼，干燥后得到0.41g(1.6mmol，收率73％)化合物734。Compound 734-b (0.7 g, 2.3 mmol) was placed in a round bottom flask, and 15 mL of water, sodium hydroxide (0.27 g, 6.9 mmol) was added and reacted at 90 ° C for 12 h. After completion of the reaction, the reaction solution was extracted three times with 30 mL of dichloromethane, and the aqueous phase was adjusted to pH 2 with 1N HCl solution to give a white solid, which was filtered to give a filter cake. After drying, 0.41 g (1.6 mmol, yield 73%) Compound 734.

8、化合物744的合成8. Synthesis of Compound 744

Figure PCTCN2019074315-appb-000230
Figure PCTCN2019074315-appb-000230

(1)化合物Ⅱ(1g，3.9mmol)置于圆底烧瓶中，加入二氧六环:H 2O＝3:1(10mL)，氢氧化钠(0.23g，5.8mmol)后120℃反应5h。TLC检测反应结束，反应液旋蒸掉溶剂，加水20mL，然后用二氯甲烷20mL萃取三次，水相用1N HCl溶液调至pH到2，反应析出白色固体，经过滤得到滤饼，干燥后得到0.6g(2.5mmol,收率65％)化合物744-b。 (1) Compound II (1 g, 3.9 mmol) was placed in a round bottom flask, and dioxane: H 2 O = 3:1 (10 mL), sodium hydroxide (0.23 g, 5.8 mmol), and reacted at 120 ° C for 5 h. . TLC detection reaction was completed, the reaction liquid was evaporated to remove the solvent, water (20 mL) was added, and then extracted with dichloromethane 20 mL three times. The aqueous phase was adjusted to pH 2 with 1N HCl solution, and a white solid was precipitated, which was filtered to obtain a cake. 0.6 g (2.5 mmol, yield 65%) of compound 744-b.

(2)将化合物744-b(1g，4.1mmol)，化合物744-a(0.96g,6.1mmol)，碳酸钾(1.69g,12.3mmol)置于圆底烧瓶中，加入1,4-二氧六环(10mL)/水(1mL)后置换氮气三次，迅速加入Pd(dppf)Cl 2CH 2Cl 2(0.16g)后置换氮气三次，然后反应液再次置换氮气三次，最后于110℃下反应36小时，HPLC检测反应结束，浓缩后加水20mL，用二氯甲烷30mL 萃取三次，水相用1N HCl溶液调至pH到4，反应析出白色固体，经过滤得到滤饼，干燥后得到0.51g化合物744(1.85mmol，收率45％)。 (2) Compound 744-b (1 g, 4.1 mmol), compound 744-a (0.96 g, 6.1 mmol), potassium carbonate (1.69 g, 12.3 mmol) was placed in a round bottom flask, and 1,4-dioxane was added. After six rings (10 mL) / water (1 mL), the nitrogen gas was replaced three times. Pd(dppf)Cl 2 CH 2 Cl 2 (0.16 g) was quickly added, and the nitrogen gas was replaced three times. Then, the reaction liquid was replaced with nitrogen three times, and finally reacted at 110 ° C. After 36 hours, the reaction was completed by HPLC. After concentration, 20 mL of water was added, and the mixture was extracted three times with 30 mL of dichloromethane. The aqueous phase was adjusted to pH 4 with 1N HCl solution to give a white solid, which was filtered to give 0.51 g of compound. 744 (1.85 mmol, yield 45%).

9、化合物770的合成9. Synthesis of Compound 770

Figure PCTCN2019074315-appb-000231
Figure PCTCN2019074315-appb-000231

(1)将化合物Ⅱ(1g，3.9mmol)，化合物770-a(0.92g,5.9mmol)，碳酸铯(3.81g,11.7mmol)置于圆底烧瓶中，加入1,4-二氧六环(10mL)/水(1mL)后置换氮气三次，迅速加入Pd(dppf)Cl 2CH 2Cl 2(0.16g)后置换氮气三次，然后反应液再次置换氮气三次，最后于110℃下反应36小时，HPLC检测反应结束,直接浓缩柱层析纯化(PE:EA＝3:1)，得到0.63g(2.3mmol,收率58.9％)化合物770-b(白色固体)。 (1) Compound II (1 g, 3.9 mmol), compound 770-a (0.92 g, 5.9 mmol), cesium carbonate (3.81 g, 11.7 mmol) were placed in a round bottom flask, and 1,4-dioxane was added. After replacing (10 mL)/water (1 mL) three times with nitrogen, rapidly add Pd(dppf)Cl 2 CH 2 Cl 2 (0.16 g), replace the nitrogen three times, then replace the nitrogen gas three times, and finally react at 110 ° C for 36 hours. The reaction was checked by HPLC, and purified by direct-purified column chromatography (PE: EA = 3:1) to afford 0.63 g (2.3 mmol, yield: 58.9%) Compound 770-b (white solid).

(2)将化合物770-b(0.63g，2.3mmol)置于圆底烧瓶中，加入AcOK(1.12g,11.5mmol)和DMSO(6.3mL)后于125℃反应3h。反应结束后，降温，反应液加入20mL水，用二氯甲烷30mL萃取三次，水相用1N HCl溶液调至pH到6，反应析出白色固体，经过滤得到滤饼，干燥后得到0.41g化合物770(1.6mmol,收率73％)。(2) Compound 770-b (0.63 g, 2.3 mmol) was placed in a round bottom flask, and AcOK (1.12 g, 11.5 mmol) and DMSO (6.3 mL) were added and reacted at 125 ° C for 3 h. After the reaction was completed, the reaction mixture was cooled, and the reaction mixture was added with 20 mL of water, and extracted with 30 mL of dichloromethane. The aqueous phase was adjusted to pH 6 with 1N HCl solution, and a white solid was precipitated, and filtered to obtain a cake. (1.6 mmol, yield 73%).

10、化合物774的合成10. Synthesis of Compound 774

Figure PCTCN2019074315-appb-000232
Figure PCTCN2019074315-appb-000232

(1)将化合物Ⅱ(1g，3.9mmol)，化合物774-a(0.737g,5.9mmol)，碳酸钾(1.62g,11.7mmol)置于圆底烧瓶中，加入1,4-二氧六环(10mL)/水(1mL)后置换氮气三次，迅速加入Pd(dppf)Cl 2CH 2Cl 2(0.16g)后置换氮气三次，然后反应液再次置换氮气三次，最后于110℃下反应36小时，HPLC检测反应结束，浓缩柱层析纯化(PE:EA＝5:1)，得到0.82g(3.2mmol,收率83％)化合物774-b(白色固体)。 (1) Compound II (1 g, 3.9 mmol), compound 774-a (0.737 g, 5.9 mmol), potassium carbonate (1.62 g, 11.7 mmol) was placed in a round bottom flask, and 1,4-dioxane was added. After replacing (10 mL)/water (1 mL) three times with nitrogen, rapidly add Pd(dppf)Cl 2 CH 2 Cl 2 (0.16 g), replace the nitrogen three times, then replace the nitrogen gas three times, and finally react at 110 ° C for 36 hours. The reaction was completed by HPLC and purified by EtOAc EtOAc (EtOAc:EtOAc:

(2)将化合物774-b 0.82g(3.2mmol)置于圆底烧瓶中，加入AcOK(1.56g,16mmol)和DMSO(8.3mL)后于120℃反应3h。反应结束后，降温，反应液加入20mL水，用二氯甲 烷30mL萃取三次，水相用1N HCl溶液调至pH到4，反应析出白色固体，经过滤得到滤饼，干燥后得到0.50g化合物774(2.08mmol,收率65％)。(2) Compound 774-b 0.82 g (3.2 mmol) was placed in a round bottom flask, and AcOK (1.56 g, 16 mmol) and DMSO (8.3 mL) were added and reacted at 120 ° C for 3 h. After the reaction was completed, the temperature was lowered, and the reaction mixture was added with 20 mL of water and extracted with 30 mL of dichloromethane. The aqueous phase was adjusted to pH 4 with a 1N HCl solution, and a white solid was precipitated, which was filtered to give a filter cake. (2.08 mmol, yield 65%).

11、化合物1-39的合成11. Synthesis of Compound 1-39

Figure PCTCN2019074315-appb-000233
Figure PCTCN2019074315-appb-000233

于室温下，在一个50mL的单口茄形瓶中加入化合物32(1当量)、

Figure PCTCN2019074315-appb-000234
(1.1当量)、碳酸钾(1.5当量)和乙腈(5V，V代表每克底物对应1mL乙腈，下同)，控制温度20℃，搅拌1h。TLC检测反应已经完成，将反应体系在旋转蒸发仪上除去乙腈，加水-乙酸乙酯萃取，残余物通过柱层析硅胶(100目到200目)分离，得到产物，收率为79％。 Add compound 32 (1 equivalent) to a 50 mL single-mouth eggplant bottle at room temperature,
Figure PCTCN2019074315-appb-000234
(1.1 equivalents), potassium carbonate (1.5 equivalents) and acetonitrile (5 V, V represents 1 mL of acetonitrile per gram of substrate, the same below), the temperature was controlled at 20 ° C, and stirred for 1 h. The TLC detection reaction was completed, the reaction system was subjected to removal of acetonitrile on a rotary evaporator, and extracted with water-ethyl acetate, and the residue was separated by column chromatography silica gel (100 mesh to 200 mesh) to give a product yield of 79%.

12、化合物1-127的合成12. Synthesis of Compound 1-127

Figure PCTCN2019074315-appb-000235
Figure PCTCN2019074315-appb-000235

于室温下，在一个50mL的单口茄形瓶中加入化合物744(1当量)、

Figure PCTCN2019074315-appb-000236
(2当量)、碳酸钾(3当量)和乙腈(10V)，控制温度80℃，搅拌12h。TLC检测反应已经完成，将反应体系在旋转蒸发仪上除去乙腈，加水-乙酸乙酯萃取，残余物通过柱层析硅胶(100目到200目)分离，得到产物，收率为83％。 Add compound 744 (1 equivalent) to a 50 mL single-mouth eggplant bottle at room temperature,
Figure PCTCN2019074315-appb-000236
(2 equivalents), potassium carbonate (3 equivalents) and acetonitrile (10 V), controlled temperature 80 ° C, stirred for 12 h. The TLC detection reaction was completed, the reaction system was subjected to removal of acetonitrile on a rotary evaporator, and the mixture was extracted with water-ethyl acetate, and the residue was separated by column chromatography silica gel (100 mesh to 200 mesh) to give a product yield of 83%.

13、化合物1-170的合成13. Synthesis of Compound 1-170

Figure PCTCN2019074315-appb-000237
Figure PCTCN2019074315-appb-000237

参照化合物1的合成方法，制得化合物4，然后根据专利WO2012142162A2中公开的合成方法制得化合物4-1。最后于室温下，在一个50mL的单口茄形瓶中加入化合物4-1(1当量)、

Figure PCTCN2019074315-appb-000238
(1.1当量)、碳酸钾(3当量)和乙腈(10V)，升温至80℃，搅拌12h。TLC 检测反应已经完成，将反应体系在旋转蒸发仪上除去乙腈，残余物通过柱层析硅胶(100目到200目)分离，得到产物，收率为68％。 Referring to the synthesis method of Compound 1, Compound 4 was obtained, and then Compound 4-1 was obtained according to the synthesis method disclosed in Patent WO2012142162A2. Finally, add compound 4-1 (1 equivalent) to a 50 mL single-mouth eggplant bottle at room temperature.
Figure PCTCN2019074315-appb-000238
(1.1 eq.), potassium carbonate (3 eq.) and acetonitrile (10V), warmed to 80 ° C and stirred for 12 h. The TLC detection reaction was completed, the reaction system was subjected to removal of acetonitrile on a rotary evaporator, and the residue was separated by column chromatography silica gel (100 mesh to 200 mesh) to give a product yield of 68%.

14、化合物1-213的合成14. Synthesis of Compound 1-213

Figure PCTCN2019074315-appb-000239
Figure PCTCN2019074315-appb-000239

于室温下，在一个50mL的单口茄形瓶中加入化合物744(1当量)、

Figure PCTCN2019074315-appb-000240
(1.5当量)、三乙胺(3当量)和二氯甲烷(10V)，控制温度40℃，搅拌1h。TLC检测反应已经完成，将反应体系在旋转蒸发仪上除去二氯甲烷，加水-乙酸乙酯萃取，残余物通过柱层析硅胶(100目到200目)分离，得到产物，收率为72％。 Add compound 744 (1 equivalent) to a 50 mL single-mouth eggplant bottle at room temperature,
Figure PCTCN2019074315-appb-000240
(1.5 eq.), triethylamine (3 eq.) and dichloromethane (10 s). TLC detection reaction has been completed, the reaction system is removed on a rotary evaporator, dichloromethane is added, water-ethyl acetate extraction, and the residue is separated by column chromatography silica gel (100 mesh to 200 mesh) to give the product in a yield of 72%. .

15、化合物1-242的合成15. Synthesis of compound 1-242

Figure PCTCN2019074315-appb-000241
Figure PCTCN2019074315-appb-000241

在50mL的单口茄形瓶中室温下加入化合物1(1当量)、

Figure PCTCN2019074315-appb-000242
(1.1当量)、碳酸钾(3当量)和乙腈(10V)，室温搅拌30分钟。TLC检测反应已经完成，反应体系通过减压蒸馏除去乙腈，加水(5V)溶解后用乙酸乙酯萃取(5V*3)，减压蒸馏去除乙酸乙酯，残余物通过柱层析硅胶(100目到200目)分离，得到产物，化合物1-242收率为85％。 Add compound 1 (1 equivalent) to a 50 mL single-mouth eggplant bottle at room temperature,
Figure PCTCN2019074315-appb-000242
(1.1 eq.), potassium carbonate (3 eq.) and acetonitrile (10V) were stirred at room temperature for 30 min. The TLC detection reaction was completed, and the reaction system was evaporated to remove acetonitrile under reduced pressure. Water (5V) was dissolved and extracted with ethyl acetate (5V*3), and ethyl acetate was evaporated under reduced pressure. Separation to 200 mesh) gave the product, and the compound 1-422 yield was 85%.

16、化合物1-243的合成16. Synthesis of compound 1-243

Figure PCTCN2019074315-appb-000243
Figure PCTCN2019074315-appb-000243

在50mL的单口茄形瓶中冰浴下加入化合物1(1当量)、三乙胺(3当量)和二氯甲烷(5V)，冰浴下滴加

Figure PCTCN2019074315-appb-000244
(1.2当量)，然后室温搅拌30分钟。TLC检测反应已经完成，反应加水(5V)用二氯甲烷萃取(5V*3)，减压蒸馏去除二氯甲烷，残余物通过柱层析硅胶(100目到200目)分离，得到产物，化合物1-243收率为78％。 Compound 1 (1 equivalent), triethylamine (3 equivalents) and dichloromethane (5 V) were added to a 50 mL single-mouth eggplant flask under ice bath, and added dropwise in an ice bath.
Figure PCTCN2019074315-appb-000244
(1.2 equivalents), then stirred at room temperature for 30 minutes. TLC detection reaction has been completed, the reaction is added with water (5V), extracted with dichloromethane (5V*3), dichloromethane is distilled off under reduced pressure, and the residue is separated by column chromatography silica gel (100 mesh to 200 mesh) to give product. The yield of 1-243 was 78%.

17、化合物1-244的合成17. Synthesis of compound 1-244

Figure PCTCN2019074315-appb-000245
Figure PCTCN2019074315-appb-000245

在50mL的单口茄形瓶中室温下加入化合物1(1当量)、Phenofluor(1.5当量)、氟化铯(3当量)、甲苯(10V)，升温至80℃，搅拌18h。TLC检测反应已经完成，后处理的中间体化合物1-244-a。在另外一个50mL的单口茄形瓶中室温下加入化合物1-244-a(1当量)、

Figure PCTCN2019074315-appb-000246
(1.2当量)、碳酸钾(3当量)和乙腈(10V)，升温至80℃，搅拌18h。TLC检测反应已经完成，反应体系通过减压蒸馏除去乙腈，加水(5V)溶解后用乙酸乙酯萃取(5V*3)，减压蒸馏去除乙酸乙酯，残余物通过柱层析硅胶(100目到200目)分离，得到产物，化合物1-244收率为69％。 Compound 1 (1 equivalent), Phenofluor (1.5 equivalent), cesium fluoride (3 equivalents), and toluene (10 V) were added to a 50 mL single-mouth eggplant flask at room temperature, and the mixture was heated to 80 ° C and stirred for 18 hours. The TLC detection reaction has been completed and the post-treatment intermediate compound 1-244-a. In a separate 50 mL single-mouth eggplant bottle, add compound 1-244-a (1 equivalent) at room temperature,
Figure PCTCN2019074315-appb-000246
(1.2 equivalents), potassium carbonate (3 equivalents) and acetonitrile (10V), warmed to 80 ° C and stirred for 18 h. The TLC detection reaction was completed, and the reaction system was evaporated to remove acetonitrile under reduced pressure. Water (5V) was dissolved and extracted with ethyl acetate (5V*3), and ethyl acetate was evaporated under reduced pressure. Separation to 200 mesh) gave the product, and the compound 1-244 yield was 69%.

18、化合物1-245的合成18. Synthesis of compound 1-245

Figure PCTCN2019074315-appb-000247
Figure PCTCN2019074315-appb-000247

在50mL的单口茄形瓶中室温下加入化合物1(1当量)、POCl 3(1.5当量)、1,2-二氯乙烷(10V)、5％N,N-二甲基甲酰胺，升温至80℃，搅拌6h。TLC检测反应已经完成，加水(5V)溶解后用1，2-二氯乙烷萃取(5V*3)，减压蒸馏去除用1,2-二氯乙烷，得化合物1-245-a。在另外一个50mL的单口茄形瓶中室温下加入化合物1-245-a(1当量)、

Figure PCTCN2019074315-appb-000248
(1.2当量)、氢氧化钾(3当量)和N,N-二甲基甲酰胺(10V)，升温至100℃，搅拌18h。TLC检测反应已经完成，加水(5V)溶解后用乙酸乙酯萃取(5V*3)，减压蒸馏去除乙酸乙酯，残余物通过柱层析硅胶(100目到200目)分离，得到产物，化合物1-245收率为52％。 Compound 1 (1 equivalent), POCl 3 (1.5 equivalents), 1,2-dichloroethane (10 V), 5% N,N-dimethylformamide were added to a 50 mL single-mouth eggplant flask at room temperature. Stir to 6 ° C for 6 h. The TLC detection reaction was completed, and after adding water (5 V), it was extracted with 1,2-dichloroethane (5V*3), and 1,2-dichloroethane was distilled off under reduced pressure to obtain a compound 1-245-a. In a separate 50 mL single-mouth eggplant bottle, add compound 1-245-a (1 equivalent) at room temperature,
Figure PCTCN2019074315-appb-000248
(1.2 equivalents), potassium hydroxide (3 equivalents) and N,N-dimethylformamide (10V), warmed to 100 ° C and stirred for 18 h. The TLC detection reaction was completed, and the mixture was dissolved in water (5V), and then extracted with ethyl acetate (5V*3), ethyl acetate was evaporated under reduced pressure, and the residue was separated by column chromatography silica gel (100 mesh to 200 mesh) to give the product. The yield of compound 1-245 was 52%.

表1和表2中化合物可参照上述的方法制备得到。The compounds in Tables 1 and 2 can be prepared by referring to the methods described above.

生物活性评价：Biological activity evaluation:

有害植物破坏(即生长控制率)的活性级别标准如下：The activity level criteria for harmful plant damage (ie growth control rate) are as follows:

10级：完全死亡；Level 10: Complete death;

9级：生长控制率在90％以上；Grade 9: growth control rate is above 90%;

8级：生长控制率在80％以上；Level 8: Growth control rate is above 80%;

7级：生长控制率在70％以上；Level 7: growth control rate is above 70%;

6级：生长控制率在60％以上；Level 6: The growth control rate is above 60%;

5级：生长控制率在50％以上；Level 5: growth control rate is above 50%;

4级：生长控制率在40％以上；Level 4: Growth control rate is above 40%;

3级：生长控制率在30％以上；Level 3: growth control rate is above 30%;

2级：生长控制率在20％以上；Level 2: growth control rate is above 20%;

1级：生长控制率低于20％；Level 1: The growth control rate is less than 20%;

0级：无效果。Level 0: No effect.

以上生长控制率为鲜重控制率。The above growth control rate is the fresh weight control rate.

苗后测试实验：将单子叶和双子叶杂草种子以及主要作物种子(小麦、玉米、水稻、大豆、棉花、油菜、谷子、高粱)放置在装有土壤的塑料盆中，然后覆盖0.5-2厘米土壤，使其在良好的温室环境中生长，播种2-3周后在2-3叶期处理测试植物，分别将供试的本发明化合物用丙酮溶解，然后加入吐温80，用一定的水稀释成一定浓度的溶液，并添加80％植物油甲酯增效剂1500克/公顷，用喷雾塔喷施到植物上。施药后在温室中培养3周，3周后杂草的实验效果列于表3和表4。Post-emergence test: Place monocotyledonous and dicotyledon weed seeds and main crop seeds (wheat, corn, rice, soybean, cotton, canola, millet, sorghum) in a plastic pot containing soil, then cover 0.5-2 Cm soil, so that it grows in a good greenhouse environment, after 2-3 weeks of sowing, the test plants are treated in the 2-3 leaf stage, and the compound of the present invention is dissolved in acetone, and then Tween 80 is added, with a certain amount. The water was diluted to a certain concentration of solution, and 80% vegetable oil methyl ester synergist 1500 g/ha was added and sprayed onto the plants with a spray tower. After application for 3 weeks in the greenhouse, the experimental effects of weeds after 3 weeks are shown in Tables 3 and 4.

表3.化合物I苗后杂草试验Table 3. Compound I post-emergence weed test

化合物序号Compound number 反枝苋Anti-twig 蔊菜Chives 婆婆纳Mother-in-law 藜藜 计量Metering 11 1010 1010 1010 88 2000克/公顷2000 g / ha 44 1010 1010 1010 88 2000克/公顷2000 g / ha 88 1010 1010 1010 88 2000克/公顷2000 g / ha 24twenty four 1010 1010 1010 1010 2000克/公顷2000 g / ha 2626 1010 1010 1010 1010 1000克/公顷1000 g / ha 2727 1010 1010 1010 1010 1000克/公顷1000 g / ha 2828 1010 1010 1010 1010 1000克/公顷1000 g / ha 2929 1010 1010 1010 1010 1000克/公顷1000 g / ha 3030 1010 1010 1010 1010 1000克/公顷1000 g / ha 3131 1010 1010 1010 1010 1000克/公顷1000 g / ha 3232 1010 1010 1010 1010 1000克/公顷1000 g / ha 3333 1010 1010 1010 1010 1000克/公顷1000 g / ha 3434 1010 1010 1010 1010 1000克/公顷1000 g / ha

3535 1010 1010 1010 1010 1000克/公顷1000 g / ha 3636 1010 1010 1010 1010 1000克/公顷1000 g / ha 3737 1010 1010 1010 1010 1000克/公顷1000 g / ha 3838 1010 1010 1010 1010 1000克/公顷1000 g / ha 3939 1010 1010 1010 1010 1000克/公顷1000 g / ha 4040 1010 1010 1010 1010 1000克/公顷1000 g / ha 4141 1010 1010 1010 1010 1000克/公顷1000 g / ha 4242 1010 1010 1010 1010 1000克/公顷1000 g / ha 4343 1010 1010 1010 1010 1000克/公顷1000 g / ha 4444 1010 1010 1010 1010 1000克/公顷1000 g / ha 4545 1010 1010 1010 1010 1000克/公顷1000 g / ha 4646 1010 1010 1010 1010 1000克/公顷1000 g / ha 4747 1010 1010 1010 1010 1000克/公顷1000 g / ha 4848 1010 1010 1010 1010 1000克/公顷1000 g / ha 4949 1010 1010 1010 1010 1000克/公顷1000 g / ha 5050 1010 1010 1010 1010 1000克/公顷1000 g / ha 5151 1010 1010 1010 1010 1000克/公顷1000 g / ha 5252 1010 1010 1010 1010 1000克/公顷1000 g / ha 5353 1010 1010 1010 1010 1000克/公顷1000 g / ha 5454 1010 1010 1010 1010 1000克/公顷1000 g / ha 5555 1010 1010 1010 1010 1000克/公顷1000 g / ha 5656 1010 1010 1010 1010 1000克/公顷1000 g / ha 5757 1010 1010 1010 1010 1000克/公顷1000 g / ha 5858 1010 1010 1010 1010 1000克/公顷1000 g / ha 5959 1010 1010 1010 1010 1000克/公顷1000 g / ha 6060 1010 1010 1010 1010 1000克/公顷1000 g / ha 6161 1010 1010 1010 1010 1000克/公顷1000 g / ha 6262 1010 1010 1010 1010 1000克/公顷1000 g / ha 6363 1010 1010 1010 1010 1000克/公顷1000 g / ha 6464 1010 1010 1010 1010 1000克/公顷1000 g / ha 6565 1010 1010 1010 1010 1000克/公顷1000 g / ha 6666 1010 1010 1010 1010 1000克/公顷1000 g / ha 6767 1010 1010 1010 1010 1000克/公顷1000 g / ha 6868 1010 1010 1010 1010 1000克/公顷1000 g / ha 6969 1010 1010 1010 1010 1000克/公顷1000 g / ha 7070 1010 1010 1010 1010 1000克/公顷1000 g / ha 7171 1010 1010 1010 1010 1000克/公顷1000 g / ha 7272 1010 1010 1010 1010 1000克/公顷1000 g / ha 7777 1010 1010 1010 1010 2000克/公顷2000 g / ha 8181 1010 1010 1010 1010 1000克/公顷1000 g / ha 8282 1010 1010 1010 1010 1000克/公顷1000 g / ha

8383 1010 1010 1010 1010 1000克/公顷1000 g / ha 9292 1010 1010 1010 1010 1000克/公顷1000 g / ha 9393 1010 1010 1010 1010 1000克/公顷1000 g / ha 9494 1010 1010 1010 1010 1000克/公顷1000 g / ha 9595 1010 1010 1010 1010 1000克/公顷1000 g / ha 9696 1010 1010 1010 1010 1000克/公顷1000 g / ha 9797 1010 1010 1010 1010 1000克/公顷1000 g / ha 111111 1010 1010 1010 1010 1000克/公顷1000 g / ha 114114 1010 1010 1010 1010 1000克/公顷1000 g / ha 128128 1010 1010 1010 1010 1000克/公顷1000 g / ha 163163 1010 1010 1010 1010 2000克/公顷2000 g / ha 165165 1010 1010 1010 1010 2000克/公顷2000 g / ha 166166 1010 1010 1010 1010 2000克/公顷2000 g / ha 168168 1010 1010 1010 1010 2000克/公顷2000 g / ha 169169 1010 1010 1010 1010 2000克/公顷2000 g / ha 173173 1010 1010 1010 1010 2000克/公顷2000 g / ha 179179 1010 1010 1010 1010 2000克/公顷2000 g / ha 202202 1010 1010 1010 1010 2000克/公顷2000 g / ha 204204 1010 1010 1010 1010 2000克/公顷2000 g / ha 205205 1010 1010 1010 1010 2000克/公顷2000 g / ha 206206 1010 1010 1010 1010 2000克/公顷2000 g / ha 207207 1010 1010 1010 1010 2000克/公顷2000 g / ha 211211 1010 1010 1010 1010 2000克/公顷2000 g / ha 212212 1010 1010 1010 1010 2000克/公顷2000 g / ha 214214 1010 1010 1010 1010 2000克/公顷2000 g / ha 218218 1010 1010 1010 1010 2000克/公顷2000 g / ha 219219 1010 1010 1010 1010 2000克/公顷2000 g / ha 220220 1010 1010 1010 1010 2000克/公顷2000 g / ha 221221 1010 1010 1010 1010 2000克/公顷2000 g / ha 222222 1010 1010 1010 1010 2000克/公顷2000 g / ha 223223 1010 1010 1010 1010 2000克/公顷2000 g / ha 224224 1010 1010 1010 1010 2000克/公顷2000 g / ha 225225 1010 1010 1010 1010 2000克/公顷2000 g / ha 226226 1010 1010 1010 1010 2000克/公顷2000 g / ha 227227 1010 1010 1010 1010 2000克/公顷2000 g / ha 231231 1010 1010 1010 1010 2000克/公顷2000 g / ha 236236 1010 1010 1010 1010 2000克/公顷2000 g / ha 263263 1010 1010 1010 1010 2000克/公顷2000 g / ha 279279 1010 1010 1010 1010 2000克/公顷2000 g / ha 323323 1010 1010 1010 1010 2000克/公顷2000 g / ha 349349 1010 1010 1010 1010 2000克/公顷2000 g / ha

370370 1010 1010 1010 1010 2000克/公顷2000 g / ha 371371 1010 1010 1010 1010 2000克/公顷2000 g / ha 380380 1010 1010 1010 1010 2000克/公顷2000 g / ha 414414 1010 1010 1010 1010 3000克/公顷3000 g / ha 418418 1010 1010 1010 1010 3000克/公顷3000 g / ha 439439 1010 1010 1010 1010 3000克/公顷3000 g / ha 540540 1010 1010 1010 1010 3000克/公顷3000 g / ha 543543 1010 1010 1010 1010 3000克/公顷3000 g / ha 544544 1010 1010 1010 1010 3000克/公顷3000 g / ha 546546 1010 1010 1010 1010 3000克/公顷3000 g / ha 570570 1010 1010 1010 1010 3000克/公顷3000 g / ha 588588 1010 1010 1010 1010 3000克/公顷3000 g / ha 589589 1010 1010 1010 1010 3000克/公顷3000 g / ha 594594 1010 1010 1010 1010 3000克/公顷3000 g / ha 595595 1010 1010 1010 1010 3000克/公顷3000 g / ha 597597 1010 1010 1010 1010 3000克/公顷3000 g / ha 613613 1010 1010 1010 1010 3000克/公顷3000 g / ha 634634 1010 1010 1010 1010 3000克/公顷3000 g / ha 636636 1010 1010 1010 1010 3000克/公顷3000 g / ha 637637 1010 1010 1010 1010 3000克/公顷3000 g / ha 714714 1010 1010 1010 1010 3000克/公顷3000 g / ha 723723 1010 1010 1010 1010 3000克/公顷3000 g / ha 732732 1010 1010 1010 1010 1000克/公顷1000 g / ha 733733 1010 1010 1010 1010 1000克/公顷1000 g / ha 734734 1010 1010 1010 1010 1000克/公顷1000 g / ha 735735 1010 1010 1010 1010 1000克/公顷1000 g / ha 736736 1010 1010 1010 1010 1000克/公顷1000 g / ha 737737 1010 1010 1010 1010 3000克/公顷3000 g / ha 739739 1010 1010 1010 1010 3000克/公顷3000 g / ha 740740 1010 1010 1010 1010 3000克/公顷3000 g / ha 741741 1010 1010 1010 1010 3000克/公顷3000 g / ha 742742 1010 1010 1010 1010 3000克/公顷3000 g / ha 743743 1010 1010 1010 1010 3000克/公顷3000 g / ha 744744 1010 1010 1010 1010 3000克/公顷3000 g / ha 745745 1010 1010 1010 1010 3000克/公顷3000 g / ha 746746 1010 1010 1010 1010 3000克/公顷3000 g / ha 753753 1010 1010 1010 1010 3000克/公顷3000 g / ha 755755 1010 1010 1010 1010 3000克/公顷3000 g / ha 761761 1010 1010 1010 1010 3000克/公顷3000 g / ha 762762 1010 1010 1010 1010 3000克/公顷3000 g / ha 763763 1010 1010 1010 1010 3000克/公顷3000 g / ha

764764 1010 1010 1010 1010 3000克/公顷3000 g / ha 766766 1010 1010 1010 1010 3000克/公顷3000 g / ha 768768 1010 1010 1010 1010 3000克/公顷3000 g / ha 769769 1010 1010 1010 1010 3000克/公顷3000 g / ha 770770 1010 1010 1010 1010 3000克/公顷3000 g / ha 771771 1010 1010 1010 1010 3000克/公顷3000 g / ha 772772 1010 1010 1010 1010 3000克/公顷3000 g / ha 774774 1010 1010 1010 1010 3000克/公顷3000 g / ha 775775 1010 1010 1010 1010 3000克/公顷3000 g / ha 776776 1010 1010 1010 1010 3000克/公顷3000 g / ha 777777 1010 1010 1010 1010 3000克/公顷3000 g / ha 778778 1010 1010 1010 1010 3000克/公顷3000 g / ha 779779 1010 1010 1010 1010 3000克/公顷3000 g / ha 780780 1010 1010 1010 1010 3000克/公顷3000 g / ha 781781 1010 1010 1010 1010 3000克/公顷3000 g / ha 782782 1010 1010 1010 1010 3000克/公顷3000 g / ha 783783 1010 1010 1010 1010 3000克/公顷3000 g / ha 784784 1010 1010 1010 1010 3000克/公顷3000 g / ha 787787 1010 1010 1010 1010 3000克/公顷3000 g / ha 791791 1010 1010 1010 1010 3000克/公顷3000 g / ha 794794 1010 1010 1010 1010 3000克/公顷3000 g / ha 803803 1010 1010 1010 1010 3000克/公顷3000 g / ha 804804 1010 1010 1010 1010 3000克/公顷3000 g / ha 805805 1010 1010 1010 1010 3000克/公顷3000 g / ha 806806 1010 1010 1010 1010 3000克/公顷3000 g / ha 807807 1010 1010 1010 1010 3000克/公顷3000 g / ha 808808 1010 1010 1010 1010 3000克/公顷3000 g / ha 809809 1010 1010 1010 1010 3000克/公顷3000 g / ha 810810 1010 1010 1010 1010 3000克/公顷3000 g / ha 811811 1010 1010 1010 1010 3000克/公顷3000 g / ha 812812 1010 1010 1010 1010 3000克/公顷3000 g / ha 813813 1010 1010 1010 1010 3000克/公顷3000 g / ha 816816 1010 1010 1010 1010 3000克/公顷3000 g / ha 820820 1010 1010 1010 1010 3000克/公顷3000 g / ha 823823 1010 1010 1010 1010 3000克/公顷3000 g / ha 824824 1010 1010 1010 1010 3000克/公顷3000 g / ha 825825 1010 1010 1010 1010 3000克/公顷3000 g / ha 826826 1010 1010 1010 1010 3000克/公顷3000 g / ha 827827 1010 1010 1010 1010 3000克/公顷3000 g / ha 828828 1010 1010 1010 1010 3000克/公顷3000 g / ha 829829 1010 1010 1010 1010 3000克/公顷3000 g / ha

830830 1010 1010 1010 1010 3000克/公顷3000 g / ha 831831 1010 1010 1010 1010 3000克/公顷3000 g / ha 832832 1010 1010 1010 1010 3000克/公顷3000 g / ha 833833 1010 1010 1010 1010 3000克/公顷3000 g / ha 834834 1010 1010 1010 1010 3000克/公顷3000 g / ha 839839 1010 1010 1010 1010 3000克/公顷3000 g / ha 844844 1010 1010 1010 1010 2000克/公顷2000 g / ha 857857 1010 1010 1010 1010 3000克/公顷3000 g / ha 873873 1010 1010 1010 1010 3000克/公顷3000 g / ha 877877 1010 1010 1010 1010 3000克/公顷3000 g / ha 963963 1010 1010 1010 1010 3000克/公顷3000 g / ha 964964 1010 1010 1010 1010 3000克/公顷3000 g / ha 965965 1010 1010 1010 1010 3000克/公顷3000 g / ha 966966 1010 1010 1010 1010 3000克/公顷3000 g / ha 967967 1010 1010 1010 1010 3000克/公顷3000 g / ha 968968 1010 1010 1010 1010 3000克/公顷3000 g / ha 969969 1010 1010 1010 1010 3000克/公顷3000 g / ha 970970 1010 1010 1010 1010 3000克/公顷3000 g / ha 971971 1010 1010 1010 1010 3000克/公顷3000 g / ha 972972 1010 1010 1010 1010 3000克/公顷3000 g / ha 973973 1010 1010 1010 1010 3000克/公顷3000 g / ha 974974 1010 1010 1010 1010 3000克/公顷3000 g / ha 975975 1010 1010 1010 1010 3000克/公顷3000 g / ha 976976 1010 1010 1010 1010 3000克/公顷3000 g / ha 977977 1010 1010 1010 1010 3000克/公顷3000 g / ha 978978 1010 1010 1010 1010 3000克/公顷3000 g / ha 979979 1010 1010 1010 1010 3000克/公顷3000 g / ha 980980 1010 1010 1010 1010 3000克/公顷3000 g / ha 983983 1010 1010 1010 1010 3000克/公顷3000 g / ha 984984 1010 1010 1010 1010 3000克/公顷3000 g / ha 986986 1010 1010 1010 1010 3000克/公顷3000 g / ha 987987 1010 1010 1010 1010 3000克/公顷3000 g / ha 988988 1010 1010 1010 1010 3000克/公顷3000 g / ha 989989 1010 1010 1010 1010 3000克/公顷3000 g / ha 990990 1010 1010 1010 1010 3000克/公顷3000 g / ha 991991 1010 1010 1010 1010 3000克/公顷3000 g / ha 992992 1010 1010 1010 1010 3000克/公顷3000 g / ha 993993 1010 1010 1010 1010 3000克/公顷3000 g / ha 994994 1010 1010 1010 1010 3000克/公顷3000 g / ha 995995 1010 1010 1010 1010 3000克/公顷3000 g / ha 996996 1010 1010 1010 1010 3000克/公顷3000 g / ha

997997 1010 1010 1010 1010 3000克/公顷3000 g / ha 998998 1010 1010 1010 1010 3000克/公顷3000 g / ha 999999 1010 1010 1010 1010 3000克/公顷3000 g / ha 10001000 1010 1010 1010 1010 3000克/公顷3000 g / ha 10011001 1010 1010 1010 1010 3000克/公顷3000 g / ha 10021002 1010 1010 1010 1010 3000克/公顷3000 g / ha 10031003 1010 1010 1010 1010 3000克/公顷3000 g / ha 10041004 1010 1010 1010 1010 3000克/公顷3000 g / ha 10051005 1010 1010 1010 1010 3000克/公顷3000 g / ha 10061006 1010 1010 1010 1010 3000克/公顷3000 g / ha 10071007 1010 1010 1010 1010 3000克/公顷3000 g / ha 10081008 1010 1010 1010 1010 3000克/公顷3000 g / ha 10181018 1010 1010 1010 1010 3000克/公顷3000 g / ha 10761076 1010 1010 1010 1010 3000克/公顷3000 g / ha 10811081 1010 1010 1010 1010 3000克/公顷3000 g / ha 12861286 1010 1010 1010 1010 3000克/公顷3000 g / ha 15221522 1010 NN NN 1010 3000克/公顷3000 g / ha 15231523 1010 1010 1010 1010 3000克/公顷3000 g / ha 15241524 1010 1010 1010 1010 3000克/公顷3000 g / ha

注：N为无数据。Note: N is no data.

表4.衍生化合物I-1苗后杂草试验Table 4. Post-weed weed test of derivative compound I-1

化合物序号Compound number 反枝苋Anti-twig 蔊菜Chives 婆婆纳Mother-in-law 藜藜 计量Metering 1-11-1 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-21-2 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-31-3 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-41-4 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-71-7 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-81-8 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-91-9 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-101-10 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-141-14 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-151-15 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-161-16 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-171-17 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-181-18 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-191-19 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-221-22 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-231-23 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-251-25 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-261-26 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-291-29 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-301-30 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-311-31 1010 1010 1010 1010 3000克/公顷3000 g / ha

1-331-33 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-351-35 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-361-36 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-381-38 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-391-39 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-401-40 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-421-42 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-431-43 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-471-47 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-511-51 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-531-53 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-541-54 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-551-55 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-581-58 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-601-60 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-631-63 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-641-64 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-651-65 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-661-66 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-671-67 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-681-68 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-691-69 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-701-70 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-711-71 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-751-75 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-761-76 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-771-77 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-781-78 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-791-79 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-801-80 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-821-82 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-831-83 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-841-84 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-851-85 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-861-86 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-871-87 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-881-88 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-901-90 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-911-91 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-931-93 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-941-94 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-951-95 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-961-96 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-971-97 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-981-98 1010 1010 1010 1010 3000克/公顷3000 g / ha

1-991-99 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1001-100 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1011-101 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1021-102 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1031-103 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1041-104 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1051-105 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1061-106 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1071-107 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1081-108 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1091-109 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1101-110 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1111-111 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1121-112 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1131-113 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1141-114 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1151-115 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1161-116 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1171-117 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1181-118 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1191-119 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1201-120 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1211-121 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1221-122 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1231-123 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1241-124 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1251-125 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1261-126 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1271-127 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1281-128 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1291-129 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1301-130 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1311-131 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1321-132 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1331-133 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1341-134 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1351-135 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1361-136 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1371-137 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1381-138 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1391-139 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1401-140 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1411-141 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1421-142 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1431-143 1010 1010 1010 1010 3000克/公顷3000 g / ha

1-1441-144 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1451-145 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1461-146 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1471-147 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1481-148 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1491-149 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1501-150 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1511-151 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1521-152 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1531-153 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1541-154 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1551-155 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1561-156 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1571-157 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1581-158 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1591-159 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1601-160 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1621-162 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1631-163 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1641-164 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1651-165 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1661-166 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1671-167 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1691-169 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1701-170 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1711-171 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1721-172 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1731-173 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1741-174 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1751-175 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1761-176 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1781-178 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1791-179 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1801-180 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-1811-181 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-2071-207 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-2081-208 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-2091-209 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-2101-210 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-2111-211 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-2121-212 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-2131-213 1010 1010 1010 1010 3000克/公顷3000 g / ha 1-2401-240 1010 1010 1010 1010 3000克/公顷3000 g / ha

对比实验：Comparative Experiment:

苗后测试条件同上，实验结果如表5所示。The post-emergence test conditions were the same as above, and the experimental results are shown in Table 5.

对照化合物A：

Figure PCTCN2019074315-appb-000249
Control Compound A:
Figure PCTCN2019074315-appb-000249

对照化合物B：

Figure PCTCN2019074315-appb-000250
Control Compound B:
Figure PCTCN2019074315-appb-000250

对照化合物C：

Figure PCTCN2019074315-appb-000251
(选自专利CN106316962A)对照化合物D：
Figure PCTCN2019074315-appb-000252
Control compound C:
Figure PCTCN2019074315-appb-000251
(Selected from patent CN106316962A) Control compound D:
Figure PCTCN2019074315-appb-000252

对照化合物E：

Figure PCTCN2019074315-appb-000253
Control compound E:
Figure PCTCN2019074315-appb-000253

表5.对比实验结果Table 5. Comparison of experimental results

化合物Compound 稗草Valerian 狗尾草Foxtail 藜藜 蔊菜Chives 猪殃殃Swine fever 婆婆纳Mother-in-law 计量Metering 3232 1010 1010 1010 1010 1010 1010 300克/公顷300 g / ha 3535 1010 1010 1010 1010 99 1010 300克/公顷300 g / ha 5151 66 99 1010 1010 88 99 300克/公顷300 g / ha 202202 77 1010 1010 1010 1010 88 300克/公顷300 g / ha 206206 1010 1010 1010 1010 1010 1010 300克/公顷300 g / ha 207207 1010 1010 1010 1010 1010 1010 300克/公顷300 g / ha 220220 1010 1010 1010 1010 1010 1010 300克/公顷300 g / ha 733733 1010 1010 1010 1010 1010 1010 300克/公顷300 g / ha 739739 1010 1010 1010 1010 88 1010 300克/公顷300 g / ha 740740 1010 1010 1010 1010 1010 1010 300克/公顷300 g / ha 744744 1010 1010 1010 1010 1010 1010 300克/公顷300 g / ha 779779 1010 1010 1010 1010 1010 1010 300克/公顷300 g / ha 844844 1010 1010 1010 1010 1010 1010 150克/公顷150 g / ha 10001000 1010 1010 1010 1010 1010 1010 300克/公顷300 g / ha 15241524 NN 1010 1010 1010 99 99 300克/公顷300 g / ha 1-391-39 1010 1010 1010 1010 1010 1010 150克/公顷150 g / ha

1-431-43 1010 1010 1010 1010 1010 1010 150克/公顷150 g / ha 1-551-55 1010 1010 1010 1010 1010 1010 150克/公顷150 g / ha 1-821-82 77 1010 1010 1010 77 88 150克/公顷150 g / ha 1-861-86 1010 1010 1010 1010 1010 1010 150克/公顷150 g / ha AA 00 33 55 22 55 33 300克/公顷300 g / ha BB 00 33 33 33 44 33 300克/公顷300 g / ha CC 00 00 33 33 22 22 300克/公顷300 g / ha DD 00 00 11 11 00 00 300克/公顷300 g / ha EE 00 00 11 11 00 00 300克/公顷300 g / ha

注：N为无数据。Note: N is no data.

由上表可知，本发明的化合物与对照化合物相比，具有优异的除草活性。As apparent from the above table, the compound of the present invention has excellent herbicidal activity as compared with the control compound.

另外，经过测试，本化合物苗前苗后施药对作物有良好的选择性，尤其是对小麦，水稻，大豆，棉花，玉米，高粱，谷子等作物。In addition, the test compound has good selectivity for crops before and after seedling application, especially for crops such as wheat, rice, soybean, cotton, corn, sorghum, and millet.

苗前测试实验：Pre-emergence test experiment:

将单子叶和双子叶杂草种子以及主要作物种子(小麦、玉米、水稻、大豆、棉花、油菜、谷子、高粱)放置在装有土壤的塑料盆中，然后覆盖0.5-2厘米土壤，分别将供试的本发明化合物用丙酮溶解，然后加入吐温80，用一定的水稀释成一定浓度的溶液，播种后立即喷施。施药后在温室中培养4周，3周后观察实验结果，发现本发明的药剂多数在250克/公顷计量下效果出众，尤其对稗草、马塘、苘麻等杂草，且很多化合物对玉米、小麦、水稻、大豆、油菜有良好的选择性。Place monocotyledonous and dicotyledon weed seeds and main crop seeds (wheat, corn, rice, soybean, cotton, canola, millet, sorghum) in plastic pots filled with soil, then cover 0.5-2 cm of soil, respectively The compound of the present invention to be tested was dissolved in acetone, and then Tween 80 was added thereto, and diluted to a certain concentration with a certain amount of water, and sprayed immediately after sowing. After application for 4 weeks in the greenhouse, the results of the experiment were observed after 3 weeks, and it was found that most of the agents of the present invention were excellent in the measurement of 250 g/ha, especially for weeds such as valerian, horse pond, ramie, and many other compounds. Good selectivity for corn, wheat, rice, soybeans, and rapeseed.

通过实验我们发现本发明所述化合物普遍具有较好的杂草防效，尤其对于玉米田、水稻田、小麦田广泛发生的杂草苘麻、鬼针草等主要的阔叶杂草有良好的效果，具备良好的商业价值。尤其是我们注意到对于ALS抑制剂有抗性的麦家公、猪殃殃、繁缕等阔叶杂草有极高的活性。Through experiments, we found that the compounds of the present invention generally have good weed control effects, especially for major broadleaf weeds such as weeds, stalks, and stalks, which are widely occurring in corn fields, paddy fields, and wheat fields. The effect has good business value. In particular, we have noticed that the broad-leaved weeds such as Maijiagong, Hog Cholera, and Brassica, which are resistant to ALS inhibitors, have extremely high activity.

移栽水稻安全性评价与水田杂草防效评价：Evaluation of the safety of transplanted rice and the evaluation of weed control in paddy fields:

在1/1,000,000公顷罐中装入水田土壤后，播种稗草、萤蔺、狼把草、野慈姑的种子，在其上轻轻地覆盖土。其后以蓄水深0.5-1厘米的状态静置于温室内，第二天或者2天后植入野慈姑的块茎。其后保持蓄水深3-4厘米，在稗草、萤蔺、狼把草达到0.5叶，野慈姑达到初生叶期的时间点，将按照通常的制剂方法调制本发明化合物而成的可湿性粉剂或者悬浮剂的水稀释液，用吸液管进行均匀的滴下处理以达到规定的有效成分量。After filling the paddy soil in a 1/1,000,000 hectare tank, seeds of valerian, flamingo, wolf grass, and wild sage were planted, and the soil was gently covered thereon. Thereafter, it was placed in a greenhouse at a depth of 0.5 to 1 cm, and the tubers of the wild sage were implanted the next day or two days later. Thereafter, the water retention depth is 3-4 cm, and the wettability of the compound of the present invention is prepared according to the usual preparation method at the time when the grass, the firefly, the wolf grass reaches 0.5 leaf, and the wild sage reaches the primary leaf stage. A water dilution of a powder or a suspension is uniformly dripped with a pipette to achieve a prescribed amount of active ingredient.

另外，在1/1,000,000公顷罐中装入水田土壤后，进行平整，使蓄水深3-4厘米，第二天以移栽深度3厘米来移植3叶期的水稻(粳稻)。移植后第5天与上述同样地处理本发明化合 物。In addition, after filling the paddy soil in a 1/1,000,000 hectare tank, it was leveled to make the water storage depth 3-4 cm, and the next day, the transplanting depth was 3 cm to transplant the rice (japan) in the 3 leaf stage. The compound of the present invention was treated in the same manner as above on the fifth day after the transplantation.

分别用肉眼观察药剂处理后第14天稗草、萤蔺、狼把草及野慈姑的生育状态，药剂处理后第21天水稻的生育状态，以1-10的活性标准级别评价除草效果，试验发现很多本发明的化合物有优秀的活性和选择性，尤其对于野慈姑和稗草。注：稗草、萤蔺、野慈姑、狼把草种子均采集自中国黑龙江，经过检测对常规剂量的吡嘧磺隆有抗药性。The fertility status of Valerian, Firefly, Wolfgrass and Wild Sage was observed by naked eye on the 14th day after treatment, and the growth status of rice on the 21st day after the treatment, the herbicidal effect was evaluated at the activity standard level of 1-10. Many of the compounds of the present invention have been found to have excellent activity and selectivity, especially for wild sage and valerian. Note: Valerian, sputum, wild sage, and wolf seed were collected from Heilongjiang, China, and tested for resistance to conventional doses of pyrazosulfuron.

另外，本发明还涉及一种包含有效成分(i)(如通式I所示的化合物)与有效成分(ii)的除草组合物，部分组合物列举如下：Further, the present invention relates to a herbicidal composition comprising the active ingredient (i) (such as the compound of the formula I) and the active ingredient (ii), and some of the compositions are listed below:

1(表1所示化合物序号，下同)+磺草酮、1+硝磺草酮、1+苯唑草酮、1+环磺酮、1+氟吡草酮、1+呋喃磺草酮、1+双环磺草酮、1+lancotrione、1+双唑草酮、1+环吡氟草酮、1+三唑磺草酮、1+苯唑氟草酮、1+磺酰草吡唑、1+吡唑特、1+吡草酮、1+tolpyralate、1+fenquinotrione、1+异噁唑草酮、1+氯氟吡氧乙酸或其酯、1+氟氯吡啶酯、1+氯氟吡啶酯、1+二氯喹啉酸、1+氯甲喹啉酸、1+2甲4氯或其盐/酯、1+2-甲基-4-氯苯氧丙酸或其盐/酯、1+MCPB或其盐/酯、1+2,4-D或其盐/酯、1+2,4-滴丙酸或其盐/酯、1+2,4-DB或其盐/酯、1+麦草畏、1+氨氯吡啶酸、1+三氯吡氧乙酸、1+二氯吡啶酸、1+绿草定、1+氟咯草酮、1+呋草酮、1+吡氟酰草胺、1+氟吡酰草胺、1+氟丁酰草胺、1+氟草敏、1+氟啶草酮。1 (the compound number shown in Table 1, the same below) + sulcotrione, 1 + mesotrione, 1 + oxafluridone, 1 + cyclosulfone, 1 + flufenone, 1 + furanone , 1+ bicyclosulfonone, 1+lancotrione, 1+ oxazolone, 1+cycloflufenazone, 1+ triazosinone, 1+ oxazolone, 1+ sulfonylpyrazole , 1+ pyrazol, 1+ oxachlorone, 1+ tolpyralate, 1+fenquinotrione, 1+ isoxaflutole, 1+ flufenoxyacetic acid or its ester, 1+ fluorochloropyridinium, 1+ chlorine Fluoridinolide, 1+ quinclorac, 1+ chloroquinolinic acid, 1+2 methyl 4-chloro or its salt, 1+2-methyl-4-chlorophenoxypropionic acid or its salt/ester , 1+MCPB or a salt thereof, 1+2,4-D or a salt thereof, 1+2,4-dipropionic acid or a salt thereof, 1+2,4-DB or a salt thereof , 1+ dicamba, 1+-aminopicolinic acid, 1+ trichloropyridinic acid, 1+ chloropicolinic acid, 1+ chlorpyrifos, 1+ fluoxarone, 1+ furose, 1+ Fluoryl oxalate, 1 + flufenic acid, 1 + flupropionylamine, 1 + fluroxypyr, 1 + fluroxypyr.

2+磺草酮、2+硝磺草酮、2+苯唑草酮、2+环磺酮、2+氟吡草酮、2+呋喃磺草酮、2+双环磺草酮、2+lancotrione、2+双唑草酮、2+环吡氟草酮、2+三唑磺草酮、2+苯唑氟草酮、2+磺酰草吡唑、2+吡唑特、2+吡草酮、2+tolpyralate、2+fenquinotrione、2+异噁唑草酮、2+氯氟吡氧乙酸或其酯、2+氟氯吡啶酯、2+氯氟吡啶酯、2+二氯喹啉酸、2+氯甲喹啉酸、2+2甲4氯或其盐/酯、2+2-甲基-4-氯苯氧丙酸或其盐/酯、2+MCPB或其盐/酯、2+2,4-D或其盐/酯、2+2,4-滴丙酸或其盐/酯、2+2,4-DB或其盐/酯、2+麦草畏、2+氨氯吡啶酸、2+三氯吡氧乙酸、2+二氯吡啶酸、2+绿草定、2+氟咯草酮、2+呋草酮、2+吡氟酰草胺、2+氟吡酰草胺、2+氟丁酰草胺、2+氟草敏、2+氟啶草酮。2+ sulcotrione, 2+ mesotrione, 2+ oxafluridone, 2+ cyclosulphonone, 2+ flufenacetone, 2+ furanone, 2+ bicyclosulphonone, 2+ lancotrione , 2+ oxalofenone, 2+ cycloflufenone, 2+ triazosinone, 2+ oxazolone, 2+ sulfonylpyrazole, 2+ pyrazole, 2+ pyridine Ketone, 2+tolpyralate, 2+fenquinotrione, 2+ isoxaflutole, 2+ flupiroxime or its ester, 2+ fluorochloropyridin, 2+ chlorofluoropyridyl ester, 2+ quinclorac, 2+chloroquinolinic acid, 2+2 methyl 4-chloro or its salt, 2+2-methyl-4-chlorophenoxypropionic acid or its salt, 2+MCPB or its salt, 2 +2,4-D or its salt/ester, 2+2,4-dipropionic acid or its salt, 2+2,4-DB or its salt, 2+ dicamba, 2+ amlodipine Acid, 2+ trichloropyridinic acid, 2+ clopyralid, 2+ triclopyr, 2+ fluoxarone, 2+ furose, 2+ flufenacetamide, 2+ flupyraz Amine, 2+ fluorobutyryl amide, 2+ flufenapyr, 2+ flufenacetone.

3+磺草酮、3+硝磺草酮、3+苯唑草酮、3+环磺酮、3+氟吡草酮、3+呋喃磺草酮、3+双环磺草酮、3+lancotrione、3+双唑草酮、3+环吡氟草酮、3+三唑磺草酮、3+苯唑氟草酮、3+磺酰草吡唑、3+吡唑特、3+吡草酮、3+tolpyralate、3+fenquinotrione、3+异噁唑草酮、3+氯氟吡氧乙酸或其酯、3+氟氯吡啶酯、3+氯氟吡啶酯、3+二氯喹啉酸、3+氯甲喹啉酸、3+2甲4氯或其盐/酯、3+2-甲基-4-氯苯氧丙酸或其盐/酯、3+MCPB或其盐/酯、3+2,4-D或其盐/酯、3+2,4-滴丙酸或其盐/酯、3+2,4-DB或其盐/酯、3+麦草畏、3+氨氯吡啶酸、3+三氯吡氧乙酸、3+二氯吡啶酸、3+绿草定、3+氟咯草酮、3+呋草酮、3+吡氟酰草胺、3+氟吡酰草胺、3+氟丁酰草胺、3+氟草敏、3+氟啶草酮。3+ sulcotrione, 3+ mesotrione, 3+ oxafluridone, 3+ sulfolone, 3+ flufenone, 3+ furanone, 3+ bicyclosulphonone, 3+lancotrione , 3+ oxazolone, 3+cycloflufenazone, 3+ triazosinone, 3+ oxazolone, 3+ sulfonylpyrazole, 3+ pyrazole, 3+ pyridine Ketone, 3+ tolpyralate, 3+fenquinotrione, 3+ isoxaflutole, 3+ flufenoxyacetic acid or its ester, 3+ fluorochloropyridinium, 3+ chlorofluoropyridyl ester, 3+ quinclorac, 3+chlorochloroquinic acid, 3+2 methyl 4-chloro or its salt, 3+2-methyl-4-chlorophenoxypropionic acid or its salt, 3+MCPB or its salt, 3 +2,4-D or its salt/ester, 3+2,4-dipropionic acid or its salt, 3+2,4-DB or its salt, 3+ dicamba, 3+ ammonia chloride Acid, 3+ trichloropyridinic acid, 3+ dichloropyridinic acid, 3+ chlorpyrifos, 3+ flufenone, 3+ furoxanes, 3+ flufenacetamide, 3+ flupyridyl Amine, 3+ flupropionylamine, 3+ flufenapyr, 3+ fluroxypyr.

4+磺草酮、4+硝磺草酮、4+苯唑草酮、4+环磺酮、4+氟吡草酮、4+呋喃磺草酮、4+双环磺草酮、4+lancotrione、4+双唑草酮、4+环吡氟草酮、4+三唑磺草酮、4+苯唑氟草酮、4+磺酰草吡唑、4+吡唑特、4+吡草酮、4+tolpyralate、4+fenquinotrione、4+异噁唑草酮、4+氯氟吡氧乙酸或其酯、4+氟氯吡啶酯、4+氯氟吡啶酯、4+二氯喹啉酸、4+氯甲喹啉酸、4+2甲4氯或其盐/酯、4+2-甲基-4-氯苯氧丙酸或其盐/酯、4+MCPB或其盐/酯、4+2,4-D或其盐/酯、4+2,4-滴丙酸或其盐/酯、4+2,4-DB或其盐/酯、4+麦草畏、4+氨氯吡啶酸、4+三氯吡氧乙酸、4+二氯吡啶酸、4+绿草定、4+氟咯草酮、4+呋草酮、4+吡氟酰草胺、4+氟吡酰草胺、4+氟丁酰草胺、4+氟草敏、4+氟啶草酮。4+ sulcotrione, 4+ mesotrione, 4+ oxafluridone, 4+ sulfonone, 4+ flufenacetone, 4+ furanone, 4+ bicyclosulfone, 4+lancotrione , 4+ oxazolone, 4+cycloflufenazone, 4+ triazosinone, 4+ oxazolone, 4+ sulfonylpyrazole, 4+ pyrazole, 4+ pyridine Ketone, 4+ tolpyralate, 4+fenquinotrione, 4+ isoxaflutole, 4+ flufenoxyacetic acid or its ester, 4+ fluorochloropyridinium, 4+ chlorofluoropyridyl ester, 4+ quinclorac, 4+chlorochloroquinic acid, 4+2 methyl 4-chloro or its salt, 4+2-methyl-4-chlorophenoxypropionic acid or its salt, 4+MCPB or its salt, 4 +2,4-D or its salt/ester, 4+2,4-dipropionic acid or its salt, 4+2,4-DB or its salt, 4+ dicamba, 4+ ammonia chloride Acid, 4+ trichloropyridinic acid, 4+ dichloropyridic acid, 4+ chlorpyrifos, 4+ flufenone, 4+ furoxanes, 4+ flufenacetamide, 4+ flupyridyl Amine, 4+ flufenic acid, 4+ fluroxypyr, 4+ fluroxylin.

7+磺草酮、7+硝磺草酮、7+苯唑草酮、7+环磺酮、7+氟吡草酮、7+呋喃磺草酮、7+双环磺草酮、7+lancotrione、7+双唑草酮、7+环吡氟草酮、7+三唑磺草酮、7+苯唑氟草酮、7+磺酰草吡唑、7+吡唑特、7+吡草酮、7+tolpyralate、7+fenquinotrione、7+异噁唑草酮、7+氯氟吡氧乙酸或其酯、7+氟氯吡啶酯、7+氯氟吡啶酯、7+二氯喹啉酸、7+氯甲喹啉酸、7+2甲4氯或其盐/酯、7+2-甲基-4-氯苯氧丙酸或其盐/酯、7+MCPB或其盐/酯、7+2,4-D或其盐/酯、7+2,4-滴丙酸或其盐/酯、7+2,4-DB或其盐/酯、7+麦草畏、7+氨氯吡啶酸、7+三氯吡氧乙酸、7+二氯吡啶酸、7+绿草定、7+氟咯草酮、7+呋草酮、7+吡氟酰草胺、7+氟吡酰草胺、7+氟丁酰草胺、7+氟草敏、7+氟啶草酮。7+ sulcotrione, 7+ mesotrione, 7+ oxafluridone, 7+ sulfolone, 7+ flufenone, 7+ furanone, 7+ bicyclosulfone, 7+lancotrione , 7+ oxazolone, 7+cycloflufenone, 7+ triazosinone, 7+ oxazolone, 7+ sulfonylpyrazole, 7+ pyrazole, 7+ pyridine Ketone, 7+ tolpyralate, 7+fenquinotrione, 7+ isoxaflutole, 7+ flufenoxyacetic acid or its ester, 7+ fluorochloropyridinium, 7+ chlorofluoropyridyl ester, 7+ quinclorac, 7+chlorochloroquinic acid, 7+2 methyl 4-chloro or its salt, 7+2-methyl-4-chlorophenoxypropionic acid or its salt, 7+MCPB or its salt, 7 +2,4-D or its salt/ester, 7+2,4-dipropionic acid or its salt, 7+2,4-DB or its salt, 7+ dicamba, 7+ ammonia chloride Acid, 7+ trichloropyroxyacetic acid, 7+ dichloropyridinic acid, 7+ chlorpyrifos, 7+ flufenone, 7+ furoxanes, 7+ flufenacetamide, 7+ flupyridyl Amine, 7+ flupropionylamine, 7+ fluroxypyr, 7+ fluroxypyr.

8+磺草酮、8+硝磺草酮、8+苯唑草酮、8+环磺酮、8+氟吡草酮、8+呋喃磺草酮、8+双环磺草酮、8+lancotrione、8+双唑草酮、8+环吡氟草酮、8+三唑磺草酮、8+苯唑氟草酮、8+磺酰草吡唑、8+吡唑特、8+吡草酮、8+tolpyralate、8+fenquinotrione、8+异噁唑草酮、8+氯氟吡氧乙酸或其酯、8+氟氯吡啶酯、8+氯氟吡啶酯、8+二氯喹啉酸、8+氯甲喹啉酸、8+2甲4氯或其盐/酯、8+2-甲基-4-氯苯氧丙酸或其盐/酯、8+MCPB或其盐/酯、8+2,4-D或其盐/酯、8+2,4-滴丙酸或其盐/酯、8+2,4-DB或其盐/酯、8+麦草畏、8+氨氯吡啶酸、8+三氯吡氧乙酸、8+二氯吡啶酸、8+绿草定、8+氟咯草酮、8+呋草酮、8+吡氟酰草胺、8+氟吡酰草胺、8+氟丁酰草胺、8+氟草敏、8+氟啶草酮。8+ sulcotrione, 8+ mesotrione, 8+ oxafluridone, 8+ sulfolone, 8+ flufenone, 8+ furanone, 8+ bicyclosulphonone, 8+lancotrione , 8+ oxazolone, 8+cycloflufenazone, 8+ triazosinone, 8+ oxazolone, 8+ sulfonylpyrazole, 8+ pyrazole, 8+ pyridine Ketone, 8+tolpyralate, 8+fenquinotrione, 8+ isoxaflutole, 8+ flufenoxyacetic acid or its ester, 8+ fluorochloropyridinium, 8+ chlorofluoropyridyl ester, 8+ quinclorac, 8+chlorochloroquinic acid, 8+2 methyl 4-chloro or its salt, 8+2-methyl-4-chlorophenoxypropionic acid or its salt, 8+MCPB or its salt, 8 +2,4-D or its salt/ester, 8+2,4-dipropionic acid or its salt, 8+2,4-DB or its salt, 8+ dicamba, 8+ ammonia chloride Acid, 8+ trichloropyridinic acid, 8+ dichloropyridinic acid, 8+ chlorpyrifos, 8+ flufenone, 8+ furoxanes, 8+ flufenacetamide, 8+ flupyridyl Amine, 8+ fluorobutyrylamine, 8+ fluroxypyr, 8+ fluroxypyr.

22+磺草酮、22+硝磺草酮、22+苯唑草酮、22+环磺酮、22+氟吡草酮、22+呋喃磺草酮、22+双环磺草酮、22+lancotrione、22+双唑草酮、22+环吡氟草酮、22+三唑磺草酮、22+苯唑氟草酮、22+磺酰草吡唑、22+吡唑特、22+吡草酮、22+tolpyralate、22+fenquinotrione、22+异噁唑草酮、22+氯氟吡氧乙酸或其酯、22+氟氯吡啶酯、22+氯氟吡啶酯、22+二氯喹啉酸、22+氯甲喹啉酸、22+2甲4氯或其盐/酯、22+2-甲基-4-氯苯氧丙酸或其盐/酯、22+MCPB或其盐/酯、22+2,4-D或其盐/酯、22+2,4-滴丙酸或其盐/酯、22+2,4-DB或其盐/酯、22+麦草畏、22+氨氯吡啶酸、22+三氯吡氧乙酸、22+二氯吡啶酸、22+绿草定、22+氟咯草酮、22+呋草酮、 22+吡氟酰草胺、22+氟吡酰草胺、22+氟丁酰草胺、22+氟草敏、22+氟啶草酮。22+ sulcotrione, 22+ mesotrione, 22+ oxafluridone, 22+ sulfolone, 22+ flufenone, 22+ furanone, 22+ bicyclosulfone, 22+lancotrione , 22+ oxazolone, 22+cycloflufenazone, 22+ triazosinone, 22+ oxazolone, 22+ sulfonylpyrazole, 22+ pyrazol, 22+ pyridine Ketone, 22+ tolpyralate, 22+ fenquinotrione, 22+ isoxaflutole, 22+ flufenoxyacetic acid or its ester, 22+ fluorochloropyridin, 22+ chlorofluoropyridyl ester, 22+ quinclorac, 22+chlorochloroquinic acid, 22+2 methyl 4-chloro or its salt, 22+2-methyl-4-chlorophenoxypropionic acid or its salt, 22+MCPB or its salt, 22 +2,4-D or its salt/ester, 22+2,4-dipropionic acid or its salt, 22+2,4-DB or its salt, 22+ dicamba, 22+aminochloropyridine Acid, 22+ trichloropyroxyacetic acid, 22+ dichloropicolinic acid, 22+ chlorpyrifos, 22+ flufenone, 22+ furoxanes, 22+ flufenacetamide, 22+ flupyridyl Amine, 22+ flupropionylamine, 22+ fluroxypyr, 22+ fluroxypyr.

26+磺草酮、26+硝磺草酮、26+苯唑草酮、26+环磺酮、26+氟吡草酮、26+呋喃磺草酮、26+双环磺草酮、26+lancotrione、26+双唑草酮、26+环吡氟草酮、26+三唑磺草酮、26+苯唑氟草酮、26+磺酰草吡唑、26+吡唑特、26+吡草酮、26+tolpyralate、26+fenquinotrione、26+异噁唑草酮、26+氯氟吡氧乙酸或其酯、26+氟氯吡啶酯、26+氯氟吡啶酯、26+二氯喹啉酸、26+氯甲喹啉酸、26+2甲4氯或其盐/酯、26+2-甲基-4-氯苯氧丙酸或其盐/酯、26+MCPB或其盐/酯、26+2,4-D或其盐/酯、26+2,4-滴丙酸或其盐/酯、26+2,4-DB或其盐/酯、26+麦草畏、26+氨氯吡啶酸、26+三氯吡氧乙酸、26+二氯吡啶酸、26+绿草定、26+氟咯草酮、26+呋草酮、26+吡氟酰草胺、26+氟吡酰草胺、26+氟丁酰草胺、26+氟草敏、26+氟啶草酮。26+ sulcotrione, 26+ mesotrione, 26+ oxafluridone, 26+ sulfonone, 26+ flufenone, 26+ furanone, 26+ bicyclosulfone, 26+lancotrione , 26+ oxazolone, 26+ cycloflufenone, 26+ triazosinone, 26+ oxazolone, 26+ sulfonylpyrazole, 26+ pyrazole, 26+ pyridine Ketone, 26+ tolpyralate, 26+ fenquinotrione, 26+ isoxaflutole, 26+ flufenoxyacetic acid or its ester, 26+ fluorochloropyridin, 26+ chlorofluoropyridyl ester, 26+ quinclorac, 26+chlorochloroquinic acid, 26+2 methyl 4-chloro or its salt, 26+2-methyl-4-chlorophenoxypropionic acid or its salt, 26+MCPB or its salt, 26 +2,4-D or its salt/ester, 26+2,4-dipropionic acid or its salt, 26+2,4-DB or its salt, 26+ dicamba, 26+ ammonia chloride Acid, 26+ trichloropyroxyacetic acid, 26+ dichloropyridic acid, 26+ chlorpyrifos, 26+ flufenone, 26+ furazolidone, 26+ flufenacetamide, 26+ flupyridyl Amine, 26+ flufenic acid, 26+ fluroxypyr, 26+ fluroxypyr.

27+磺草酮、27+硝磺草酮、27+苯唑草酮、27+环磺酮、27+氟吡草酮、27+呋喃磺草酮、27+双环磺草酮、27+lancotrione、27+双唑草酮、27+环吡氟草酮、27+三唑磺草酮、27+苯唑氟草酮、27+磺酰草吡唑、27+吡唑特、27+吡草酮、27+tolpyralate、27+fenquinotrione、27+异噁唑草酮、27+氯氟吡氧乙酸或其酯、27+氟氯吡啶酯、27+氯氟吡啶酯、27+二氯喹啉酸、27+氯甲喹啉酸、27+2甲4氯或其盐/酯、27+2-甲基-4-氯苯氧丙酸或其盐/酯、27+MCPB或其盐/酯、27+2,4-D或其盐/酯、27+2,4-滴丙酸或其盐/酯、27+2,4-DB或其盐/酯、27+麦草畏、27+氨氯吡啶酸、27+三氯吡氧乙酸、27+二氯吡啶酸、27+绿草定、27+氟咯草酮、27+呋草酮、27+吡氟酰草胺、27+氟吡酰草胺、27+氟丁酰草胺、27+氟草敏、27+氟啶草酮。27+ sulcotrione, 27+ mesotrione, 27+ oxazolone, 27+ sulfonone, 27+ flufenazone, 27+ furanone, 27+ bicyclosulfone, 27+lancotrione 27+oxazolone, 27+cycloflufenazone, 27+ triazosinone, 27+ oxazolone, 27+ sulfonylpyrazole, 27+ pyrazole, 27+ pyridine Ketone, 27+ tolpyralate, 27+ fenquinotrione, 27+ isoxaflutole, 27+ flufenoxyacetic acid or its ester, 27+ fluorochloropyridinium, 27+ chlorofluoropyridyl ester, 27+ quinclorac, 27+chlorochloroquinic acid, 27+2 methyl 4-chloro or its salt, 27+2-methyl-4-chlorophenoxypropionic acid or its salt, 27+MCPB or its salt, 27 +2,4-D or its salt/ester, 27+2,4-dipropionic acid or its salt, 27+2,4-DB or its salt, 27+ dicamba, 27+aminochloropyridine Acid, 27+ trichloropyroxyacetic acid, 27+ dichloropicolinic acid, 27+ chlorpyrifos, 27+ flufenone, 27+ furazolidone, 27+ flufenacetamide, 27+ flupyridyl Amine, 27+ flupropionylamine, 27+ fluroxypyr, 27+ fluroxypyr.

32+磺草酮、32+硝磺草酮、32+苯唑草酮、32+环磺酮、32+氟吡草酮、32+呋喃磺草酮、32+双环磺草酮、32+lancotrione、32+双唑草酮、32+环吡氟草酮、32+三唑磺草酮、32+苯唑氟草酮、32+磺酰草吡唑、32+吡唑特、32+吡草酮、32+tolpyralate、32+fenquinotrione、32+异噁唑草酮、32+氯氟吡氧乙酸或其酯、32+氟氯吡啶酯、32+氯氟吡啶酯、32+二氯喹啉酸、32+氯甲喹啉酸、32+2甲4氯或其盐/酯、32+2-甲基-4-氯苯氧丙酸或其盐/酯、32+MCPB或其盐/酯、32+2,4-D或其盐/酯、32+2,4-滴丙酸或其盐/酯、32+2,4-DB或其盐/酯、32+麦草畏、32+氨氯吡啶酸、32+三氯吡氧乙酸、32+二氯吡啶酸、32+绿草定、32+氟咯草酮、32+呋草酮、32+吡氟酰草胺、32+氟吡酰草胺、32+氟丁酰草胺、32+氟草敏、32+氟啶草酮。32+ sulcotrione, 32+ mesotrione, 32+ oxafluridone, 32+ sulfolone, 32+ flufenazone, 32+ furanone, 32+ bicyclosulfone, 32+lancotrione , 32+ oxazolone, 32+cycloflufenazone, 32+ triazosinone, 32+ oxazolone, 32+ sulfonylpyrazole, 32+ pyrazol, 32+ pyridine Ketone, 32+tolpyralate, 32+fenquinotrione, 32+ isoxaflutole, 32+ flufenoxyacetic acid or its ester, 32+ fluorochloropyridin, 32+ chlorofluoropyridyl ester, 32+ quinclorac, 32+chlorochloroquinic acid, 32+2 methyl 4-chloro or its salt, 32+2-methyl-4-chlorophenoxypropionic acid or its salt, 32+MCPB or its salt, 32 +2,4-D or its salt/ester, 32+2,4-dipropionic acid or its salt, 32+2,4-DB or its salt, 32+ dicamba, 32+aminochloropyridine Acid, 32+ trichloropyridinic acid, 32+ dichloropyridinic acid, 32+ chlorpyrifos, 32+ flufenone, 32+ furoxanes, 32+ flufenacetamide, 32+ flupyridyl Amine, 32+ flufenic acid, 32+ fluroxypyr, 32+ fluroxypyr.

34+磺草酮、34+硝磺草酮、34+苯唑草酮、34+环磺酮、34+氟吡草酮、34+呋喃磺草酮、34+双环磺草酮、34+lancotrione、34+双唑草酮、34+环吡氟草酮、34+三唑磺草酮、34+苯唑氟草酮、34+磺酰草吡唑、34+吡唑特、34+吡草酮、34+tolpyralate、34+fenquinotrione、34+异噁唑草酮、34+氯氟吡氧乙酸或其酯、34+氟氯吡啶酯、34+氯氟吡啶酯、34+二氯喹啉酸、34+氯甲喹啉酸、34+2甲4氯或其盐/酯、34+2-甲基-4-氯苯氧丙酸或其盐/酯、34+MCPB或其盐/酯、34+2,4-D或其盐/酯、34+2,4-滴丙酸或其盐/酯、34+2,4-DB或其盐/酯、34+麦草畏、 34+氨氯吡啶酸、34+三氯吡氧乙酸、34+二氯吡啶酸、34+绿草定、34+氟咯草酮、34+呋草酮、34+吡氟酰草胺、34+氟吡酰草胺、34+氟丁酰草胺、34+氟草敏、34+氟啶草酮。34+ sulcotrione, 34+ mesotrione, 34+ oxazolone, 34+ sulfonone, 34+ flufenazone, 34+ furanone, 34+ dicyclohexanone, 34+lancotrione , 34+ oxazolone, 34+cycloflufenone, 34+ triazosinone, 34+ oxazolone, 34+ sulfonylpyrazole, 34+ pyrazole, 34+ pyridine Ketone, 34+tolpyralate, 34+fenquinotrione, 34+ isoxaflutole, 34+ flufenoxyacetic acid or its ester, 34+ fluorochloropyridinium, 34+ chlorofluoropyridyl ester, 34+ quinclorac, 34+chlorochloroquinic acid, 34+2 methyl 4-chloro or its salt, 34+2-methyl-4-chlorophenoxypropionic acid or its salt, 34+MCPB or its salt, 34 +2,4-D or its salt/ester, 34+2,4-dipropionic acid or its salt, 34+2,4-DB or its salt, 34+ dicamba, 34+aminochloropyridine Acid, 34+ trichloropyroxyacetic acid, 34+ clopyralidic acid, 34+ chlorpyrifos, 34+ flufenone, 34+ furazolidone, 34+ flufenic acid, 34+ flupyridyl Amine, 34+ flufenic acid, 34+ fluroxypyr, 34+ fluroxypyr.

35+磺草酮、35+硝磺草酮、35+苯唑草酮、35+环磺酮、35+氟吡草酮、35+呋喃磺草酮、35+双环磺草酮、35+lancotrione、35+双唑草酮、35+环吡氟草酮、35+三唑磺草酮、35+苯唑氟草酮、35+磺酰草吡唑、35+吡唑特、35+吡草酮、35+tolpyralate、35+fenquinotrione、35+异噁唑草酮、35+氯氟吡氧乙酸或其酯、35+氟氯吡啶酯、35+氯氟吡啶酯、35+二氯喹啉酸、35+氯甲喹啉酸、35+2甲4氯或其盐/酯、35+2-甲基-4-氯苯氧丙酸或其盐/酯、35+MCPB或其盐/酯、35+2,4-D或其盐/酯、35+2,4-滴丙酸或其盐/酯、35+2,4-DB或其盐/酯、35+麦草畏、35+氨氯吡啶酸、35+三氯吡氧乙酸、35+二氯吡啶酸、35+绿草定、35+氟咯草酮、35+呋草酮、35+吡氟酰草胺、35+氟吡酰草胺、35+氟丁酰草胺、35+氟草敏、35+氟啶草酮。35+ sulcotrione, 35+ mesotrione, 35+ oxazolone, 35+ sulfolone, 35+ flufenone, 35+ furanone, 35+ bicyclosulfone, 35+lancotrione , 35+ oxazolone, 35+cycloflufenazone, 35+ triazosinone, 35+ oxazolone, 35+ sulfonylpyrazole, 35+ pyrazol, 35+ pyridine Ketone, 35+ tolpyralate, 35+fenquinotrione, 35+ isoxaflutole, 35+ flufenoxyacetic acid or its ester, 35+ fluorochloropyridinium, 35+ chlorofluoropyridyl ester, 35+ quinclorac, 35+chlorochloroquinic acid, 35+2 methyl 4-chloro or its salt, 35+2-methyl-4-chlorophenoxypropionic acid or its salt, 35+MCPB or its salt, 35 +2,4-D or its salt/ester, 35+2,4-dipropionic acid or its salt, 35+2,4-DB or its salt, 35+ dicamba, 35+aminochloropyridine Acid, 35+ trichloropyridinic acid, 35+ dichloropicolinic acid, 35+ chlorpyrifos, 35+ flufenone, 35+ furazolidone, 35+ flufenacetamide, 35+ flupyridyl Amine, 35+ flufenacetamide, 35+ fluroxypyr, 35+ fluroxypyr.

37+磺草酮、37+硝磺草酮、37+苯唑草酮、37+环磺酮、37+氟吡草酮、37+呋喃磺草酮、37+双环磺草酮、37+lancotrione、37+双唑草酮、37+环吡氟草酮、37+三唑磺草酮、37+苯唑氟草酮、37+磺酰草吡唑、37+吡唑特、37+吡草酮、37+tolpyralate、37+fenquinotrione、37+异噁唑草酮、37+氯氟吡氧乙酸或其酯、37+氟氯吡啶酯、37+氯氟吡啶酯、37+二氯喹啉酸、37+氯甲喹啉酸、37+2甲4氯或其盐/酯、37+2-甲基-4-氯苯氧丙酸或其盐/酯、37+MCPB或其盐/酯、37+2,4-D或其盐/酯、37+2,4-滴丙酸或其盐/酯、37+2,4-DB或其盐/酯、37+麦草畏、37+氨氯吡啶酸、37+三氯吡氧乙酸、37+二氯吡啶酸、37+绿草定、37+氟咯草酮、37+呋草酮、37+吡氟酰草胺、37+氟吡酰草胺、37+氟丁酰草胺、37+氟草敏、37+氟啶草酮。37+ sulcotrione, 37+ mesotrione, 37+ oxazolone, 37+ sulfolone, 37+ flufenazone, 37+ furanone, 37+ dicyclohexanone, 37+lancotrione , 37 + oxazolone, 37 + cycloflufenone, 37 + triazosinone, 37 + oxazolone, 37 + sulfonylpyrazole, 37 + pyrazole, 37 + pyridine Ketone, 37+ tolpyralate, 37+fenquinotrione, 37+ isoxaflutole, 37+ flufenoxyacetic acid or its ester, 37+ fluorochloropyridinium, 37+ chlorofluoropyridyl ester, 37+ quinclorac, 37+chlorochloroquinic acid, 37+2 methyl 4-chloro or its salt, 37+2-methyl-4-chlorophenoxypropionic acid or its salt, 37+MCPB or its salt, 37 +2,4-D or its salt/ester, 37+2,4-dipropionic acid or its salt, 37+2,4-DB or its salt, 37+ dicamba, 37+ ammonia chloride Acid, 37+ trichloropyroxyacetic acid, 37+ dichloropicolinic acid, 37+ chlorpyrifos, 37+ flufenone, 37+ furoxanes, 37+ flufenacetamide, 37+ flupyridyl Amine, 37 + flufenic acid, 37 + fluroxypyr, 37 + fluroxypyr.

38+磺草酮、38+硝磺草酮、38+苯唑草酮、38+环磺酮、38+氟吡草酮、38+呋喃磺草酮、38+双环磺草酮、38+lancotrione、38+双唑草酮、38+环吡氟草酮、38+三唑磺草酮、38+苯唑氟草酮、38+磺酰草吡唑、38+吡唑特、38+吡草酮、38+tolpyralate、38+fenquinotrione、38+异噁唑草酮、38+氯氟吡氧乙酸或其酯、38+氟氯吡啶酯、38+氯氟吡啶酯、38+二氯喹啉酸、38+氯甲喹啉酸、38+2甲4氯或其盐/酯、38+2-甲基-4-氯苯氧丙酸或其盐/酯、38+MCPB或其盐/酯、38+2,4-D或其盐/酯、38+2,4-滴丙酸或其盐/酯、38+2,4-DB或其盐/酯、38+麦草畏、38+氨氯吡啶酸、38+三氯吡氧乙酸、38+二氯吡啶酸、38+绿草定、38+氟咯草酮、38+呋草酮、38+吡氟酰草胺、38+氟吡酰草胺、38+氟丁酰草胺、38+氟草敏、38+氟啶草酮。38+ sulcotrione, 38+ mesotrione, 38+ oxafluridone, 38+ sulfolone, 38+ flufenazone, 38+ furanone, 38+ bicyclosulfone, 38+lancotrione , 38+ oxazolone, 38+cycloflufenazone, 38+ triazosinone, 38+ oxazolone, 38+ sulfonylpyrazole, 38+ pyrazol, 38+ pyridine Ketone, 38+tolpyralate, 38+fenquinotrione, 38+ isoxaflutole, 38+ flufenoxyacetic acid or its ester, 38+ fluorochloropyridinium, 38+ chlorofluoropyridyl ester, 38+ quinclorac, 38+chlorochloroquinic acid, 38+2 methyl 4-chloro or its salt, 38+2-methyl-4-chlorophenoxypropionic acid or its salt, 38+MCPB or its salt, 38 +2,4-D or its salt/ester, 38+2,4-dipropionic acid or its salt, 38+2,4-DB or its salt, 38+ dicamba, 38+aminochloropyridine Acid, 38+ trichloropyroxyacetic acid, 38+ dichloropicolinic acid, 38+ chlorpyrifos, 38+ flufenone, 38+ furoxanes, 38+ flufenacetamide, 38+ flupyridyl Amine, 38+ flufenic acid, 38+ fluroxypyr, 38+ fluroxypyr.

39+磺草酮、39+硝磺草酮、39+苯唑草酮、39+环磺酮、39+氟吡草酮、39+呋喃磺草酮、39+双环磺草酮、39+lancotrione、39+双唑草酮、39+环吡氟草酮、39+三唑磺草酮、39+苯唑氟草酮、39+磺酰草吡唑、39+吡唑特、39+吡草酮、39+tolpyralate、39+fenquinotrione、39+异噁唑草酮、39+氯氟吡氧乙酸或其酯、39+氟氯吡啶酯、39+氯氟吡啶酯、39+二氯喹啉酸、39+氯甲喹啉酸、39+2甲4氯或其盐/酯、39+2-甲基-4-氯苯氧丙酸或其盐/酯、39+MCPB或 其盐/酯、39+2,4-D或其盐/酯、39+2,4-滴丙酸或其盐/酯、39+2,4-DB或其盐/酯、39+麦草畏、39+氨氯吡啶酸、39+三氯吡氧乙酸、39+二氯吡啶酸、39+绿草定、39+氟咯草酮、39+呋草酮、39+吡氟酰草胺、39+氟吡酰草胺、39+氟丁酰草胺、39+氟草敏、39+氟啶草酮。39+ sulcotrione, 39+ mesotrione, 39+ oxazolone, 39+ sulfonone, 39+ flufenazone, 39+ furansulfone, 39+ bicyclosulfone, 39+lancotrione , 39+ oxazolone, 39+cycloflufenazone, 39+ triazosinone, 39+ oxazolone, 39+ sulfonylpyrazole, 39+ pyrazole, 39+ pyridine Ketone, 39+tolpyralate, 39+fenquinotrione, 39+ isoxaflutole, 39+ flufenoxyacetic acid or its ester, 39+ fluorochloropyridinium, 39+ chlorofluoropyridyl ester, 39+ quinclorac, 39+chlorochloroquinic acid, 39+2 methyl 4-chloro or its salt, 39+2-methyl-4-chlorophenoxypropionic acid or its salt, 39+MCPB or its salt, 39 +2,4-D or its salt/ester, 39+2,4-dipropionic acid or its salt, 39+2,4-DB or its salt, 39+ dicamba, 39+aminochloropyridine Acid, 39+ trichloropyroxyacetic acid, 39+ dichloropicolinic acid, 39+ chlorpyrifos, 39+ flufenone, 39+ furoxanes, 39+ flufenacetamide, 39+ flupyridyl Amine, 39+ flupropionylamine, 39+ fluroxypyr, 39+ fluroxypyr.

40+磺草酮、40+硝磺草酮、40+苯唑草酮、40+环磺酮、40+氟吡草酮、40+呋喃磺草酮、40+双环磺草酮、40+lancotrione、40+双唑草酮、40+环吡氟草酮、40+三唑磺草酮、40+苯唑氟草酮、40+磺酰草吡唑、40+吡唑特、40+吡草酮、40+tolpyralate、40+fenquinotrione、40+异噁唑草酮、40+氯氟吡氧乙酸或其酯、40+氟氯吡啶酯、40+氯氟吡啶酯、40+二氯喹啉酸、40+氯甲喹啉酸、40+2甲4氯或其盐/酯、40+2-甲基-4-氯苯氧丙酸或其盐/酯、40+MCPB或其盐/酯、40+2,4-D或其盐/酯、40+2,4-滴丙酸或其盐/酯、40+2,4-DB或其盐/酯、40+麦草畏、40+氨氯吡啶酸、40+三氯吡氧乙酸、40+二氯吡啶酸、40+绿草定、40+氟咯草酮、40+呋草酮、40+吡氟酰草胺、40+氟吡酰草胺、40+氟丁酰草胺、40+氟草敏、40+氟啶草酮。40+ sulcotrione, 40+ mesotrione, 40+ oxazolone, 40+ sulfolone, 40+ flufenazone, 40+ furanone, 40+ bicyclosulfone, 40+lancotrione 40+ oxazolone, 40+cycloflufenazone, 40+ triazosinone, 40+ oxazolone, 40+ sulfonylpyrazole, 40+ pyrazole, 40+ pyridine Ketone, 40+tolpyralate, 40+fenquinotrione, 40+ isoxaflutole, 40+ flufenoxyacetic acid or its ester, 40+ fluorochloropyridinium ester, 40+ chlorofluoropyridinium ester, 40+ quinclorac, 40+chlorochloroquinic acid, 40+2 methyl 4-chloro or its salt, 40+2-methyl-4-chlorophenoxypropionic acid or its salt, 40+MCPB or its salt, 40 +2,4-D or its salt/ester, 40+2,4-dipropionic acid or its salt, 40+2,4-DB or its salt, 40+ dicamba, 40+aminochloropyridine Acid, 40+ trichloropyroxyacetic acid, 40+ clopyralidic acid, 40+ chlorpyrifos, 40+ flufenone, 40+ furazolidone, 40+ flufenacetamide, 40+ flupyridyl Amine, 40+ flufenic acid, 40+ fluroxypyr, 40+ fluroxypyr.

42+磺草酮、42+硝磺草酮、42+苯唑草酮、42+环磺酮、42+氟吡草酮、42+呋喃磺草酮、42+双环磺草酮、42+lancotrione、42+双唑草酮、42+环吡氟草酮、42+三唑磺草酮、42+苯唑氟草酮、42+磺酰草吡唑、42+吡唑特、42+吡草酮、42+tolpyralate、42+fenquinotrione、42+异噁唑草酮、42+氯氟吡氧乙酸或其酯、42+氟氯吡啶酯、42+氯氟吡啶酯、42+二氯喹啉酸、42+氯甲喹啉酸、42+2甲4氯或其盐/酯、42+2-甲基-4-氯苯氧丙酸或其盐/酯、42+MCPB或其盐/酯、42+2,4-D或其盐/酯、42+2,4-滴丙酸或其盐/酯、42+2,4-DB或其盐/酯、42+麦草畏、42+氨氯吡啶酸、42+三氯吡氧乙酸、42+二氯吡啶酸、42+绿草定、42+氟咯草酮、42+呋草酮、42+吡氟酰草胺、42+氟吡酰草胺、42+氟丁酰草胺、42+氟草敏、42+氟啶草酮。42+ sulcotrione, 42+ mesotrione, 42+ oxazolone, 42+ sulfolone, 42+ flufenone, 42+ furanone, 42+ bicyclosulfone, 42+lancotrione , 42+ oxazolone, 42+cycloflufenazone, 42+ triazosinone, 42+ oxazolone, 42+ sulfonylpyrazole, 42+ pyrazol, 42+ pyridine Ketone, 42+tolpyralate, 42+fenquinotrione, 42+ isoxaflutole, 42+ flufenoxyacetic acid or its ester, 42+ fluorochloropyridinium, 42+ chlorofluoropyridyl ester, 42+ quinclorac, 42+chlorochloroquinic acid, 42+2 methyl 4-chloro or its salt, 42+2-methyl-4-chlorophenoxypropionic acid or its salt, 42+MCPB or its salt, 42 +2,4-D or its salt/ester, 42+2,4-dipropionic acid or its salt, 42+2,4-DB or its salt, 42+ dicamba, 42+ ammonia chloride Acid, 42+ trichloropyroxyacetic acid, 42+ dichloropicolinic acid, 42+ chlorpyrifos, 42+ flufenone, 42+ furoxanes, 42+ flufenacetamide, 42+ flupyridyl Amine, 42+ flufenic acid, 42+ fluroxypyr, 42+ fluroxypyr.

43+磺草酮、43+硝磺草酮、43+苯唑草酮、43+环磺酮、43+氟吡草酮、43+呋喃磺草酮、43+双环磺草酮、43+lancotrione、43+双唑草酮、43+环吡氟草酮、43+三唑磺草酮、43+苯唑氟草酮、43+磺酰草吡唑、43+吡唑特、43+吡草酮、43+tolpyralate、43+fenquinotrione、43+异噁唑草酮、43+氯氟吡氧乙酸或其酯、43+氟氯吡啶酯、43+氯氟吡啶酯、43+二氯喹啉酸、43+氯甲喹啉酸、43+2甲4氯或其盐/酯、43+2-甲基-4-氯苯氧丙酸或其盐/酯、43+MCPB或其盐/酯、43+2,4-D或其盐/酯、43+2,4-滴丙酸或其盐/酯、43+2,4-DB或其盐/酯、43+麦草畏、43+氨氯吡啶酸、43+三氯吡氧乙酸、43+二氯吡啶酸、43+绿草定、43+氟咯草酮、43+呋草酮、43+吡氟酰草胺、43+氟吡酰草胺、43+氟丁酰草胺、43+氟草敏、43+氟啶草酮。43+ sulcotrione, 43+ mesotrione, 43+ oxazolone, 43+ sulfonone, 43+ flufenone, 43+ furanone, 43+ dicyclohexanone, 43+lancotrione , 43+ oxazolone, 43+cycloflufenazone, 43+ triazosinone, 43+ oxazolone, 43+ sulfonylpyrazole, 43+ pyrazole, 43+ pyridine Ketone, 43+tolpyralate, 43+fenquinotrione, 43+ isoxaflutole, 43+ flufenoxyacetic acid or its ester, 43+ fluorochloropyridinium, 43+ chlorofluoropyridyl ester, 43+ quinclorac, 43+chlorochloroquinic acid, 43+2 methyl 4-chloro or its salt, 43+2-methyl-4-chlorophenoxypropionic acid or its salt, 43+MCPB or its salt, 43 +2,4-D or its salt/ester, 43+2,4-dipropionic acid or its salt, 43+2,4-DB or its salt, 43+ dicamba, 43+aminochloropyridine Acid, 43+ trichloropyroxyacetic acid, 43+ dichloropicolinic acid, 43+ chlorpyrifos, 43+ flufenone, 43+ furoxanes, 43+ flufenacetamide, 43+ flupyridyl Amine, 43+ flupropionylamine, 43+ fluroxypyr, 43+ fluroxypyr.

44+磺草酮、44+硝磺草酮、44+苯唑草酮、44+环磺酮、44+氟吡草酮、44+呋喃磺草酮、44+双环磺草酮、44+lancotrione、44+双唑草酮、44+环吡氟草酮、44+三唑磺草酮、44+苯唑氟草酮、44+磺酰草吡唑、44+吡唑特、44+吡草酮、44+tolpyralate、44+fenquinotrione、44+异噁唑草酮、44+氯氟吡氧乙酸或其酯、44+氟氯吡啶酯、44+氯氟吡啶酯、44+二氯喹啉酸、 44+氯甲喹啉酸、44+2甲4氯或其盐/酯、44+2-甲基-4-氯苯氧丙酸或其盐/酯、44+MCPB或其盐/酯、44+2,4-D或其盐/酯、44+2,4-滴丙酸或其盐/酯、44+2,4-DB或其盐/酯、44+麦草畏、44+氨氯吡啶酸、44+三氯吡氧乙酸、44+二氯吡啶酸、44+绿草定、44+氟咯草酮、44+呋草酮、44+吡氟酰草胺、44+氟吡酰草胺、44+氟丁酰草胺、44+氟草敏、44+氟啶草酮。44+ sulcotrione, 44+ mesotrione, 44+ oxazolone, 44+ sulfonone, 44+ flufenone, 44+ furanone, 44+ dicyclohexanone, 44+lancotrione 44+ oxazolone, 44+cycloflufenazone, 44+ triazosinone, 44+ oxazolone, 44+ sulfonylpyrazole, 44+ pyrazole, 44+ pyridine Ketone, 44+tolpyralate, 44+fenquinotrione, 44+ isoxaflutole, 44+ flufenoxyacetic acid or its ester, 44+ fluorochloropyridinium, 44+ chlorofluoropyridyl ester, 44+ quinclorac, 44+chlorochloroquinic acid, 44+2 methyl 4-chloro or its salt, 44+2-methyl-4-chlorophenoxypropionic acid or its salt, 44+MCPB or its salt, 44 +2,4-D or its salt/ester, 44+2,4-dipropionic acid or its salt, 44+2,4-DB or its salt, 44+ dicamba, 44+ ammonia chloride Acid, 44+ trichloropyroxyacetic acid, 44+ dichloropyridic acid, 44+ chlorpyrifos, 44+ fluoxarone, 44+ furazolidone, 44+ flufenacetamide, 44+ flupyridyl Amine, 44+ flupropionylamine, 44+ flufenapyr, 44+ fluroxypyr.

50+磺草酮、50+硝磺草酮、50+苯唑草酮、50+环磺酮、50+氟吡草酮、50+呋喃磺草酮、50+双环磺草酮、50+lancotrione、50+双唑草酮、50+环吡氟草酮、50+三唑磺草酮、50+苯唑氟草酮、50+磺酰草吡唑、50+吡唑特、50+吡草酮、50+tolpyralate、50+fenquinotrione、50+异噁唑草酮、50+氯氟吡氧乙酸或其酯、50+氟氯吡啶酯、50+氯氟吡啶酯、50+二氯喹啉酸、50+氯甲喹啉酸、50+2甲4氯或其盐/酯、50+2-甲基-4-氯苯氧丙酸或其盐/酯、50+MCPB或其盐/酯、50+2,4-D或其盐/酯、50+2,4-滴丙酸或其盐/酯、50+2,4-DB或其盐/酯、50+麦草畏、50+氨氯吡啶酸、50+三氯吡氧乙酸、50+二氯吡啶酸、50+绿草定、50+氟咯草酮、50+呋草酮、50+吡氟酰草胺、50+氟吡酰草胺、50+氟丁酰草胺、50+氟草敏、50+氟啶草酮。50+ sulcotrione, 50+ mesotrione, 50+ oxazolone, 50+ sulfolone, 50+ flufenone, 50+ furanone, 50+ dicyclohexanone, 50+lancotrione 50+ oxazolone, 50+cycloflufenazone, 50+ triazosinone, 50+ oxazolone, 50+ sulfonylpyrazole, 50+ pyrazole, 50+ pyridine Ketone, 50+ tolpyralate, 50+ fenquinotrione, 50+ isoxaflutole, 50+ flufenoxyacetic acid or its ester, 50+ fluorochloropyridinium ester, 50+ chlorofluoropyridinium ester, 50+ quinclorac, 50+chlorochloroquinic acid, 50+2 methyl 4-chloro or its salt, 50+2-methyl-4-chlorophenoxypropionic acid or its salt, 50+MCPB or its salt, 50 +2,4-D or its salt/ester, 50+2,4-dipropionic acid or its salt, 50+2,4-DB or its salt, 50+ dicamba, 50+ ammonia chloride Acid, 50+ trichloropyroxyacetic acid, 50+ dichloropicolinic acid, 50+ chlorpyrifos, 50+ flufenone, 50+ furoxanes, 50+ flufenacetamide, 50+ flupyridyl Amine, 50+ flufenic acid, 50+ fluroxypyr, 50+ fluroxypyr.

51+磺草酮、51+硝磺草酮、51+苯唑草酮、51+环磺酮、51+氟吡草酮、51+呋喃磺草酮、51+双环磺草酮、51+lancotrione、51+双唑草酮、51+环吡氟草酮、51+三唑磺草酮、51+苯唑氟草酮、51+磺酰草吡唑、51+吡唑特、51+吡草酮、51+tolpyralate、51+fenquinotrione、51+异噁唑草酮、51+氯氟吡氧乙酸或其酯、51+氟氯吡啶酯、51+氯氟吡啶酯、51+二氯喹啉酸、51+氯甲喹啉酸、51+2甲4氯或其盐/酯、51+2-甲基-4-氯苯氧丙酸或其盐/酯、51+MCPB或其盐/酯、51+2,4-D或其盐/酯、51+2,4-滴丙酸或其盐/酯、51+2,4-DB或其盐/酯、51+麦草畏、51+氨氯吡啶酸、51+三氯吡氧乙酸、51+二氯吡啶酸、51+绿草定、51+氟咯草酮、51+呋草酮、51+吡氟酰草胺、51+氟吡酰草胺、51+氟丁酰草胺、51+氟草敏、51+氟啶草酮。51+ sulcotrione, 51+ mesotrione, 51+ oxazolone, 51+ sulfolone, 51+ flufenone, 51+ furanone, 51+ dicyclohexanone, 51+lancotrione , 51+ oxazolone, 51+cycloflufenazone, 51+ triazosinone, 51+ oxazolone, 51+ sulfonylpyrazole, 51+ pyrazole, 51+ pyridine Ketone, 51+tolpyralate, 51+fenquinotrione, 51+ isoxaflutole, 51+ flufenoxyacetic acid or its ester, 51+ fluorochloropyridinium, 51+ chlorofluoropyridyl ester, 51+ quinclorac, 51+chlorochloroquinic acid, 51+2 methyl 4-chloro or its salt, 51+2-methyl-4-chlorophenoxypropionic acid or its salt, 51+MCPB or its salt, 51 +2,4-D or its salt/ester, 51+2,4-dipropionic acid or its salt, 51+2,4-DB or its salt, 51+ dicamba, 51+aminochloropyridine Acid, 51+ trichloropyroxyacetic acid, 51+ clopyralidic acid, 51+ chlorpyrifos, 51+ flufenone, 51+ furazolidone, 51+ flufenylamine, 51+ flupyridyl Amine, 51 + flupropionylamine, 51 + fluroxypyr, 51 + fluroxypyr.

53+磺草酮、53+硝磺草酮、53+苯唑草酮、53+环磺酮、53+氟吡草酮、53+呋喃磺草酮、53+双环磺草酮、53+lancotrione、53+双唑草酮、53+环吡氟草酮、53+三唑磺草酮、53+苯唑氟草酮、53+磺酰草吡唑、53+吡唑特、53+吡草酮、53+tolpyralate、53+fenquinotrione、53+异噁唑草酮、53+氯氟吡氧乙酸或其酯、53+氟氯吡啶酯、53+氯氟吡啶酯、53+二氯喹啉酸、53+氯甲喹啉酸、53+2甲4氯或其盐/酯、53+2-甲基-4-氯苯氧丙酸或其盐/酯、53+MCPB或其盐/酯、53+2,4-D或其盐/酯、53+2,4-滴丙酸或其盐/酯、53+2,4-DB或其盐/酯、53+麦草畏、53+氨氯吡啶酸、53+三氯吡氧乙酸、53+二氯吡啶酸、53+绿草定、53+氟咯草酮、53+呋草酮、53+吡氟酰草胺、53+氟吡酰草胺、53+氟丁酰草胺、53+氟草敏、53+氟啶草酮。53+ sulcotrione, 53+ mesotrione, 53+ oxazolone, 53+ sulfolone, 53+ flufenazone, 53+ furanone, 53+ dicyclohexanone, 53+lancotrione , 53+ oxazolone, 53+cycloflufenazone, 53+ triazosinone, 53+ oxazolone, 53+ sulfonylpyrazole, 53+ pyrazol, 53+ pyridine Ketone, 53+tolpyralate, 53+fenquinotrione, 53+ isoxaflutole, 53+ flufenoxyacetic acid or its ester, 53+ fluorochloropyridinium, 53+ chlorofluoropyridyl ester, 53+ quinclorac, 53+chlorochloroquinic acid, 53+2 methyl 4-chloro or its salt, 53+2-methyl-4-chlorophenoxypropionic acid or its salt, 53+MCPB or its salt, 53 +2,4-D or its salt/ester, 53+2,4-dipropionic acid or its salt, 53+2,4-DB or its salt, 53+ dicamba, 53+ ammonia chloride Acid, 53+ trichloropyroxyacetic acid, 53+ dichloropicolinic acid, 53+ chlorpyrifos, 53+ flufenone, 53+ furazolidone, 53+ flufenacetamide, 53+ flupyridyl Amine, 53+ flupropionylamine, 53+ fluroxypyr, 53+ fluroxypyr.

56+磺草酮、56+硝磺草酮、56+苯唑草酮、56+环磺酮、56+氟吡草酮、56+呋喃磺草酮、56+双环磺草酮、56+lancotrione、56+双唑草酮、56+环吡氟草酮、56+三唑磺草酮、56+苯唑氟草酮、56+磺酰草吡唑、56+吡唑特、56+吡草酮、56+tolpyralate、56+fenquinotrione、56+ 异噁唑草酮、56+氯氟吡氧乙酸或其酯、56+氟氯吡啶酯、56+氯氟吡啶酯、56+二氯喹啉酸、56+氯甲喹啉酸、56+2甲4氯或其盐/酯、56+2-甲基-4-氯苯氧丙酸或其盐/酯、56+MCPB或其盐/酯、56+2,4-D或其盐/酯、56+2,4-滴丙酸或其盐/酯、56+2,4-DB或其盐/酯、56+麦草畏、56+氨氯吡啶酸、56+三氯吡氧乙酸、56+二氯吡啶酸、56+绿草定、56+氟咯草酮、56+呋草酮、56+吡氟酰草胺、56+氟吡酰草胺、56+氟丁酰草胺、56+氟草敏、56+氟啶草酮。56+ sulcotrione, 56+ mesotrione, 56+ oxazolone, 56+ sulfolone, 56+ flufenazone, 56+ furanone, 56+ dicyclohexanone, 56+lancotrione 56+oxazolone, 56+cycloflufenazone, 56+ triazosinone, 56+ oxazolone, 56+ sulfonylpyrazole, 56+ pyrazol, 56+ pyridine Ketone, 56+tolpyralate, 56+fenquinotrione, 56+ isoxaflutole, 56+ flufenoxyacetic acid or its ester, 56+ fluorochloropyridinium, 56+ chlorofluoropyridyl ester, 56+ quinclorac, 56+chlorochloroquinic acid, 56+2 methyl 4-chloro or its salt, 56+2-methyl-4-chlorophenoxypropionic acid or its salt, 56+MCPB or its salt, 56 +2,4-D or its salt/ester, 56+2,4-dipropionic acid or its salt, 56+2,4-DB or its salt, 56+ dicamba, 56+aminochloropyridine Acid, 56+ trichloropyroxyacetic acid, 56+ dichloropyridinic acid, 56+ chlorpyrifos, 56+ flufenone, 56+ furoxanes, 56+ flufenacetamide, 56+ flupyridyl Amine, 56 + flupropionylamine, 56 + fluroxypyr, 56 + fluroxypyr.

57+磺草酮、57+硝磺草酮、57+苯唑草酮、57+环磺酮、57+氟吡草酮、57+呋喃磺草酮、57+双环磺草酮、57+lancotrione、57+双唑草酮、57+环吡氟草酮、57+三唑磺草酮、57+苯唑氟草酮、57+磺酰草吡唑、57+吡唑特、57+吡草酮、57+tolpyralate、57+fenquinotrione、57+异噁唑草酮、57+氯氟吡氧乙酸或其酯、57+氟氯吡啶酯、57+氯氟吡啶酯、57+二氯喹啉酸、57+氯甲喹啉酸、57+2甲4氯或其盐/酯、57+2-甲基-4-氯苯氧丙酸或其盐/酯、57+MCPB或其盐/酯、57+2,4-D或其盐/酯、57+2,4-滴丙酸或其盐/酯、57+2,4-DB或其盐/酯、57+麦草畏、57+氨氯吡啶酸、57+三氯吡氧乙酸、57+二氯吡啶酸、57+绿草定、57+氟咯草酮、57+呋草酮、57+吡氟酰草胺、57+氟吡酰草胺、57+氟丁酰草胺、57+氟草敏、57+氟啶草酮。57+ sulcotrione, 57+ mesotrione, 57+ oxazolone, 57+ sulfolone, 57+ flufenazone, 57+ furanone, 57+ dicyclohexanone, 57+lancotrione 57+ oxazolone, 57+cycloflufenone, 57+ triazosinone, 57+ oxazolone, 57+ sulfonylpyrazole, 57+ pyrazole, 57+ pyridine Ketone, 57+tolpyralate, 57+fenquinotrione, 57+ isoxaflutole, 57+ flufenoxyacetic acid or its ester, 57+ fluorochloropyridinium, 57+ chlorofluoropyridyl ester, 57+ quinclorac, 57+chlorochloroquinic acid, 57+2 methyl 4-chloro or its salt, 57+2-methyl-4-chlorophenoxypropionic acid or its salt, 57+MCPB or its salt, 57 +2,4-D or its salt/ester, 57+2,4-dipropionic acid or its salt, 57+2,4-DB or its salt, 57+ dicamba, 57+aminochloropyridine Acid, 57+ trichloropyroxyacetic acid, 57+ dichloropicolinic acid, 57+ chlorpyrifos, 57+ flufenone, 57+ furazolidone, 57+ flufenacetamide, 57+ flupyridyl Amine, 57+ flupropionylamine, 57+ fluroxypyr, 57+ fluroxypyr.

58+磺草酮、58+硝磺草酮、58+苯唑草酮、58+环磺酮、58+氟吡草酮、58+呋喃磺草酮、58+双环磺草酮、58+lancotrione、58+双唑草酮、58+环吡氟草酮、58+三唑磺草酮、58+苯唑氟草酮、58+磺酰草吡唑、58+吡唑特、58+吡草酮、58+tolpyralate、58+fenquinotrione、58+异噁唑草酮、58+氯氟吡氧乙酸或其酯、58+氟氯吡啶酯、58+氯氟吡啶酯、58+二氯喹啉酸、58+氯甲喹啉酸、58+2甲4氯或其盐/酯、58+2-甲基-4-氯苯氧丙酸或其盐/酯、58+MCPB或其盐/酯、58+2,4-D或其盐/酯、58+2,4-滴丙酸或其盐/酯、58+2,4-DB或其盐/酯、58+麦草畏、58+氨氯吡啶酸、58+三氯吡氧乙酸、58+二氯吡啶酸、58+绿草定、58+氟咯草酮、58+呋草酮、58+吡氟酰草胺、58+氟吡酰草胺、58+氟丁酰草胺、58+氟草敏、58+氟啶草酮。58+ sulcotrione, 58+ mesotrione, 58+ oxazolone, 58+ sulfolone, 58+ flufenazone, 58+ furanone, 58+ bicyclosulphonone, 58+lancotrione , 58+ oxazolone, 58+cycloflufenazone, 58+ triazosinone, 58+ oxazolone, 58+ sulfonylpyrazole, 58+ pyrazol, 58+ pyridine Ketone, 58+tolpyralate, 58+fenquinotrione, 58+ isoxaflutole, 58+ flufenoxyacetic acid or its ester, 58+ fluorochloropyridinium, 58+ chlorofluoropyridyl ester, 58+ quinclorac, 58+chlorochloroquinic acid, 58+2 methyl 4-chloro or its salt, 58+2-methyl-4-chlorophenoxypropionic acid or its salt, 58+MCPB or its salt, 58 +2,4-D or its salt/ester, 58+2,4-dipropionic acid or its salt, 58+2,4-DB or its salt, 58+ dicamba, 58+aminochloropyridine Acid, 58+ trichloropyroxyacetic acid, 58+ dichloropicolinic acid, 58+ chlorpyrifos, 58+fluoxarone, 58+ furoxanes, 58+ flufenylamine, 58+ flupyridyl Amine, 58+ flupropionylamine, 58+ fluroxypyr, 58+ fluroxypyr.

59+磺草酮、59+硝磺草酮、59+苯唑草酮、59+环磺酮、59+氟吡草酮、59+呋喃磺草酮、59+双环磺草酮、59+lancotrione、59+双唑草酮、59+环吡氟草酮、59+三唑磺草酮、59+苯唑氟草酮、59+磺酰草吡唑、59+吡唑特、59+吡草酮、59+tolpyralate、59+fenquinotrione、59+异噁唑草酮、59+氯氟吡氧乙酸或其酯、59+氟氯吡啶酯、59+氯氟吡啶酯、59+二氯喹啉酸、59+氯甲喹啉酸、59+2甲4氯或其盐/酯、59+2-甲基-4-氯苯氧丙酸或其盐/酯、59+MCPB或其盐/酯、59+2,4-D或其盐/酯、59+2,4-滴丙酸或其盐/酯、59+2,4-DB或其盐/酯、59+麦草畏、59+氨氯吡啶酸、59+三氯吡氧乙酸、59+二氯吡啶酸、59+绿草定、59+氟咯草酮、59+呋草酮、59+吡氟酰草胺、59+氟吡酰草胺、59+氟丁酰草胺、59+氟草敏、59+氟啶草酮。59+ sulcotrione, 59+ mesotrione, 59+ oxazolone, 59+ sulfonone, 59+ flufenazone, 59+ furanone, 59+ dicyclohexanone, 59+lancotrione 59+ oxazolone, 59+cycloflufenazone, 59+ triazosinone, 59+ oxazolone, 59+ sulfonylpyrazole, 59+ pyrazol, 59+ pyridine Ketone, 59+tolpyralate, 59+fenquinotrione, 59+ isoxaflutole, 59+ flufenoxyacetic acid or its ester, 59+ fluorochloropyridinium, 59+ chlorofluoropyridyl ester, 59+ quinclorac, 59+chlorochloroquinic acid, 59+2 methyl 4-chloro or its salt, 59+2-methyl-4-chlorophenoxypropionic acid or its salt, 59+MCPB or its salt, 59 +2,4-D or its salt/ester, 59+2,4-dipropionic acid or its salt, 59+2,4-DB or its salt, 59+ dicamba, 59+aminochloropyridine Acid, 59+ trichloropyroxyacetic acid, 59+ dichloropyridinic acid, 59+ chlorpyrifos, 59+ flufenone, 59+ furose, 59+ flufenacetamide, 59+ flupyridyl Amine, 59+ flufenic acid, 59 + fluroxypyr, 59 + fluroxypyr.

60+磺草酮、60+硝磺草酮、60+苯唑草酮、60+环磺酮、60+氟吡草酮、60+呋喃磺草酮、60+双环磺草酮、60+lancotrione、60+双唑草酮、60+环吡氟草酮、60+三唑磺草酮、60+苯唑 氟草酮、60+磺酰草吡唑、60+吡唑特、60+吡草酮、60+tolpyralate、60+fenquinotrione、60+异噁唑草酮、60+氯氟吡氧乙酸或其酯、60+氟氯吡啶酯、60+氯氟吡啶酯、60+二氯喹啉酸、60+氯甲喹啉酸、60+2甲4氯或其盐/酯、60+2-甲基-4-氯苯氧丙酸或其盐/酯、60+MCPB或其盐/酯、60+2,4-D或其盐/酯、60+2,4-滴丙酸或其盐/酯、60+2,4-DB或其盐/酯、60+麦草畏、60+氨氯吡啶酸、60+三氯吡氧乙酸、60+二氯吡啶酸、60+绿草定、60+氟咯草酮、60+呋草酮、60+吡氟酰草胺、60+氟吡酰草胺、60+氟丁酰草胺、60+氟草敏、60+氟啶草酮。60+ sulcotrione, 60+ mesotrione, 60+ oxafluridone, 60+ sulfonone, 60+ flufenone, 60+ furanone, 60+ dicyclohexanone, 60+lancotrione , 60+ oxazolone, 60+ cycloflufenone, 60+ triazosinone, 60+ oxazolone, 60+ sulfonylpyrazole, 60+ pyrazole, 60+ pyridine Ketone, 60+ tolpyralate, 60+ fenquinotrione, 60+ isoxaflutole, 60+ flufenoxyacetic acid or its ester, 60+ fluorochloropyridinium, 60+ chlorofluoropyridyl ester, 60+ quinclorac, 60+chlorochloroquinic acid, 60+2 methyl 4-chloro or its salt, 60+2-methyl-4-chlorophenoxypropionic acid or its salt, 60+MCPB or its salt, 60 +2,4-D or its salt/ester, 60+2,4-dipropionic acid or its salt, 60+2,4-DB or its salt, 60+ dicamba, 60+ ammonia chloride Acid, 60+ trichloropyridinic acid, 60+ dichloropicolinic acid, 60+ chlorpyrifos, 60+ flufenone, 60+ furoxanes, 60+ flufenacetamide, 60+ flupyridyl Amine, 60+ flufenic acid, 60+ fluroxypyr, 60+ fluroxypyr.

66+磺草酮、66+硝磺草酮、66+苯唑草酮、66+环磺酮、66+氟吡草酮、66+呋喃磺草酮、66+双环磺草酮、66+lancotrione、66+双唑草酮、66+环吡氟草酮、66+三唑磺草酮、66+苯唑氟草酮、66+磺酰草吡唑、66+吡唑特、66+吡草酮、66+tolpyralate、66+fenquinotrione、66+异噁唑草酮、66+氯氟吡氧乙酸或其酯、66+氟氯吡啶酯、66+氯氟吡啶酯、66+二氯喹啉酸、66+氯甲喹啉酸、66+2甲4氯或其盐/酯、66+2-甲基-4-氯苯氧丙酸或其盐/酯、66+MCPB或其盐/酯、66+2,4-D或其盐/酯、66+2,4-滴丙酸或其盐/酯、66+2,4-DB或其盐/酯、66+麦草畏、66+氨氯吡啶酸、66+三氯吡氧乙酸、66+二氯吡啶酸、66+绿草定、66+氟咯草酮、66+呋草酮、66+吡氟酰草胺、66+氟吡酰草胺、66+氟丁酰草胺、66+氟草敏、66+氟啶草酮。66+ sulcotrione, 66+ mesotrione, 66+ oxazolone, 66+ sulfolone, 66+ flufenazone, 66+ furanone, 66+ dicyclohexanone, 66+lancotrione , 66 + oxazolone, 66 + cycloflufenone, 66 + triazosulfone, 66 + oxazolone, 66 + sulfonylpyrazole, 66 + pyrazole, 66 + pyridine Ketone, 66+tolpyralate, 66+fenquinotrione, 66+ isoxaflutole, 66+ flufenoxyacetic acid or its ester, 66+ fluorochloropyridyl ester, 66+ chlorofluoropyridyl ester, 66+ quinclorac, 66+chlorochloroquinic acid, 66+2 methyl 4-chloro or its salt, 66+2-methyl-4-chlorophenoxypropionic acid or its salt, 66+MCPB or its salt, 66 +2,4-D or its salt/ester, 66+2,4-dipropionic acid or its salt, 66+2,4-DB or its salt, 66+ dicamba, 66+aminochloropyridine Acid, 66+ trichloropyroxyacetic acid, 66+ dichloropicolinic acid, 66+ chlorpyrifos, 66+ fluoxarone, 66+ furose, 66+ flufenacetamide, 66+ flupyridyl Amine, 66 + flufenic acid, 66 + fluroxypyr, 66 + fluroxypyr.

68+磺草酮、68+硝磺草酮、68+苯唑草酮、68+环磺酮、68+氟吡草酮、68+呋喃磺草酮、68+双环磺草酮、68+lancotrione、68+双唑草酮、68+环吡氟草酮、68+三唑磺草酮、68+苯唑氟草酮、68+磺酰草吡唑、68+吡唑特、68+吡草酮、68+tolpyralate、68+fenquinotrione、68+异噁唑草酮、68+氯氟吡氧乙酸或其酯、68+氟氯吡啶酯、68+氯氟吡啶酯、68+二氯喹啉酸、68+氯甲喹啉酸、68+2甲4氯或其盐/酯、68+2-甲基-4-氯苯氧丙酸或其盐/酯、68+MCPB或其盐/酯、68+2,4-D或其盐/酯、68+2,4-滴丙酸或其盐/酯、68+2,4-DB或其盐/酯、68+麦草畏、68+氨氯吡啶酸、68+三氯吡氧乙酸、68+二氯吡啶酸、68+绿草定、68+氟咯草酮、68+呋草酮、68+吡氟酰草胺、68+氟吡酰草胺、68+氟丁酰草胺、68+氟草敏、68+氟啶草酮。68+ sulcotrione, 68+ mesotrione, 68+ oxazolone, 68+ sulfolone, 68+ flufenazone, 68+ furanone, 68+bicyclosulfone, 68+lancotrione 68+ oxazolone, 68+cycloflufenazone, 68+ triazosinone, 68+ oxazolone, 68+ sulfonylpyrazole, 68+ pyrazol, 68+ pyridine Ketone, 68+tolpyralate, 68+fenquinotrione, 68+ isoxaflutole, 68+ flufenoxyacetic acid or its ester, 68+ fluorochloropyridinium, 68+ chlorofluoropyridyl ester, 68+ quinclorac, 68+chlorochloroquinic acid, 68+2 methyl 4-chloro or a salt thereof, 68+2-methyl-4-chlorophenoxypropionic acid or a salt thereof, 68+MCPB or a salt thereof, 68 +2,4-D or its salt/ester, 68+2,4-dipropionic acid or its salt, 68+2,4-DB or its salt, 68+ dicamba, 68+aminochloropyridine Acid, 68+ trichloropyridinic acid, 68+ dichloropicolinic acid, 68+ chlorpyrifos, 68+fluoxarone, 68+ furoxanes, 68+ flufenacetamide, 68+ flupyridyl Amine, 68+ flupropionylamine, 68+ fluroxypyr, 68+ fluroxypyr.

77+磺草酮、77+硝磺草酮、77+苯唑草酮、77+环磺酮、77+氟吡草酮、77+呋喃磺草酮、77+双环磺草酮、77+lancotrione、77+双唑草酮、77+环吡氟草酮、77+三唑磺草酮、77+苯唑氟草酮、77+磺酰草吡唑、77+吡唑特、77+吡草酮、77+tolpyralate、77+fenquinotrione、77+异噁唑草酮、77+氯氟吡氧乙酸或其酯、77+氟氯吡啶酯、77+氯氟吡啶酯、77+二氯喹啉酸、77+氯甲喹啉酸、77+2甲4氯或其盐/酯、77+2-甲基-4-氯苯氧丙酸或其盐/酯、77+MCPB或其盐/酯、77+2,4-D或其盐/酯、77+2,4-滴丙酸或其盐/酯、77+2,4-DB或其盐/酯、77+麦草畏、77+氨氯吡啶酸、77+三氯吡氧乙酸、77+二氯吡啶酸、77+绿草定、77+氟咯草酮、77+呋草酮、77+吡氟酰草胺、77+氟吡酰草胺、77+氟丁酰草胺、77+氟草敏、77+氟啶草酮。77+ sulcotrione, 77+ mesotrione, 77+ oxazolone, 77+ sulfonone, 77+ flufenone, 77+ furanone, 77+bicyclic sulphonate, 77+lancotrione , 77+ oxazolone, 77+cycloflufenazone, 77+ triazosinone, 77+ oxazolone, 77+ sulfonylpyrazole, 77+ pyrazole, 77+ pyridine Ketone, 77+tolpyralate, 77+fenquinotrione, 77+ isoxaflutole, 77+ flufenoxyacetic acid or its ester, 77+ fluorochloropyridinium, 77+ chlorofluoropyridyl ester, 77+ quinclorac, 77+chlorochloroquinic acid, 77+2 methyl 4-chloro or its salt, 77+2-methyl-4-chlorophenoxypropionic acid or its salt, 77+MCPB or its salt, 77 +2,4-D or its salt/ester, 77+2,4-dipropionic acid or its salt, 77+2,4-DB or its salt, 77+ dicamba, 77+aminochloropyridine Acid, 77+ trichloropyroxyacetic acid, 77+ dichloropicolinic acid, 77+ chlorpyrifos, 77+ fluoxarone, 77+ furose, 77+ flufenacetamide, 77+ flupyridyl Amine, 77+ flufenic acid, 77 + fluroxypyr, 77 + fluroxypyr.

79+磺草酮、79+硝磺草酮、79+苯唑草酮、79+环磺酮、79+氟吡草酮、79+呋喃磺草酮、 79+双环磺草酮、79+lancotrione、79+双唑草酮、79+环吡氟草酮、79+三唑磺草酮、79+苯唑氟草酮、79+磺酰草吡唑、79+吡唑特、79+吡草酮、79+tolpyralate、79+fenquinotrione、79+异噁唑草酮、79+氯氟吡氧乙酸或其酯、79+氟氯吡啶酯、79+氯氟吡啶酯、79+二氯喹啉酸、79+氯甲喹啉酸、79+2甲4氯或其盐/酯、79+2-甲基-4-氯苯氧丙酸或其盐/酯、79+MCPB或其盐/酯、79+2,4-D或其盐/酯、79+2,4-滴丙酸或其盐/酯、79+2,4-DB或其盐/酯、79+麦草畏、79+氨氯吡啶酸、79+三氯吡氧乙酸、79+二氯吡啶酸、79+绿草定、79+氟咯草酮、79+呋草酮、79+吡氟酰草胺、79+氟吡酰草胺、79+氟丁酰草胺、79+氟草敏、79+氟啶草酮。79+ sulcotrione, 79+ mesotrione, 79+ oxazolone, 79+ sulfonone, 79+ flufenazone, 79+ furansulfone, 79+bicyclosulfone, 79+lancotrione , 79+ oxazolone, 79+cycloflufenazone, 79+ triazosinone, 79+ oxazolone, 79+ sulfonylpyrazole, 79+ pyrazol, 79+ pyridine Ketone, 79+tolpyralate, 79+fenquinotrione, 79+ isoxaflutole, 79+ flufenoxyacetic acid or its ester, 79+ fluorochloropyridin, 79+ chlorofluoropyridyl ester, 79+ quinclorac, 79+chlorochloroquinic acid, 79+2 methyl 4-chloro or a salt thereof, 79+2-methyl-4-chlorophenoxypropionic acid or a salt thereof, 79+MCPB or a salt thereof, 79 +2,4-D or its salt/ester, 79+2,4-dipropionic acid or its salt, 79+2,4-DB or its salt, 79+ dicamba, 79+aminochloropyridine Acid, 79+ trichloropyroxyacetic acid, 79+ dichloropicolinic acid, 79+ chlorpyrifos, 79+ flufenone, 79+ furazolidone, 79+ flufenacetamide, 79+ flupyridyl Amine, 79+ flupropionylamine, 79+ fluroxypyr, 79+ fluroxypyr.

87+磺草酮、87+硝磺草酮、87+苯唑草酮、87+环磺酮、87+氟吡草酮、87+呋喃磺草酮、87+双环磺草酮、87+lancotrione、87+双唑草酮、87+环吡氟草酮、87+三唑磺草酮、87+苯唑氟草酮、87+磺酰草吡唑、87+吡唑特、87+吡草酮、87+tolpyralate、87+fenquinotrione、87+异噁唑草酮、87+氯氟吡氧乙酸或其酯、87+氟氯吡啶酯、87+氯氟吡啶酯、87+二氯喹啉酸、87+氯甲喹啉酸、87+2甲4氯或其盐/酯、87+2-甲基-4-氯苯氧丙酸或其盐/酯、87+MCPB或其盐/酯、87+2,4-D或其盐/酯、87+2,4-滴丙酸或其盐/酯、87+2,4-DB或其盐/酯、87+麦草畏、87+氨氯吡啶酸、87+三氯吡氧乙酸、87+二氯吡啶酸、87+绿草定、87+氟咯草酮、87+呋草酮、87+吡氟酰草胺、87+氟吡酰草胺、87+氟丁酰草胺、87+氟草敏、87+氟啶草酮。87+ sulcotrione, 87+ mesotrione, 87+ oxazolone, 87+ sulfolone, 87+ flufenazone, 87+ furanone, 87+bicyclosulfone, 87+lancotrione , 87 + oxazolone, 87 + cycloflufenazone, 87 + triazosinone, 87 + oxazolone, 87 + sulfonylpyrazole, 87 + pyrazole, 87 + pyridine Ketone, 87+tolpyralate, 87+fenquinotrione, 87+ isoxaflutole, 87+ flufenoxyacetic acid or its ester, 87+ fluorochloropyridin, 87+ chlorofluoropyridyl ester, 87+ quinclorac, 87+chlorochloroquinic acid, 87+2 methyl 4-chloro or its salt, 87+2-methyl-4-chlorophenoxypropionic acid or its salt, 87+MCPB or its salt, 87 +2,4-D or its salt/ester, 87+2,4-dipropionic acid or its salt, 87+2,4-DB or its salt, 87+ dicamba, 87+aminochloropyridine Acid, 87+ trichloropyroxyacetic acid, 87+ dichloropicolinic acid, 87+ chlorpyrifos, 87+ flufenone, 87+ furoxanes, 87+ flufenacetamide, 87+ flupyridyl Amine, 87 + flupropionylamine, 87 + fluroxypyr, 87 + fluroxypyr.

92+磺草酮、92+硝磺草酮、92+苯唑草酮、92+环磺酮、92+氟吡草酮、92+呋喃磺草酮、92+双环磺草酮、92+lancotrione、92+双唑草酮、92+环吡氟草酮、92+三唑磺草酮、92+苯唑氟草酮、92+磺酰草吡唑、92+吡唑特、92+吡草酮、92+tolpyralate、92+fenquinotrione、92+异噁唑草酮、92+氯氟吡氧乙酸或其酯、92+氟氯吡啶酯、92+氯氟吡啶酯、92+二氯喹啉酸、92+氯甲喹啉酸、92+2甲4氯或其盐/酯、92+2-甲基-4-氯苯氧丙酸或其盐/酯、92+MCPB或其盐/酯、92+2,4-D或其盐/酯、92+2,4-滴丙酸或其盐/酯、92+2,4-DB或其盐/酯、92+麦草畏、92+氨氯吡啶酸、92+三氯吡氧乙酸、92+二氯吡啶酸、92+绿草定、92+氟咯草酮、92+呋草酮、92+吡氟酰草胺、92+氟吡酰草胺、92+氟丁酰草胺、92+氟草敏、92+氟啶草酮。92+ sulcotrione, 92+ mesotrione, 92+ oxazolone, 92+ sulfonone, 92+ flufenone, 92+ furanone, 92+ dicyclohexanone, 92+lancotrione , 92 + oxazolone, 92 + cycloflufenone, 92 + triazosulfone, 92 + oxazolone, 92 + sulfonylpyrazole, 92 + pyrazole, 92 + pyridine Ketone, 92+tolpyralate, 92+fenquinotrione, 92+ isoxaflutole, 92+ flufenoxyacetic acid or its ester, 92+ fluorochloropyridinium ester, 92+ chlorofluoropyridinium ester, 92+ quinclorac, 92+chlorochloroquinic acid, 92+2 methyl 4-chloro or its salt, 92+2-methyl-4-chlorophenoxypropionic acid or its salt, 92+MCPB or its salt, 92 +2,4-D or its salt/ester, 92+2,4-dipropionic acid or its salt, 92+2,4-DB or its salt, 92+ dicamba, 92+aminochloropyridine Acid, 92+ trichloropyridinic acid, 92+dichloropyridic acid, 92+ chlorpyrifos, 92+ fluoxarone, 92+ furazolidone, 92+ flufenacetamide, 92+ flupyridyl Amine, 92 + flufenic acid, 92 + fluroxypyr, 92 + fluroxypyr.

191+磺草酮、191+硝磺草酮、191+苯唑草酮、191+环磺酮、191+氟吡草酮、191+呋喃磺草酮、191+双环磺草酮、191+lancotrione、191+双唑草酮、191+环吡氟草酮、191+三唑磺草酮、191+苯唑氟草酮、191+磺酰草吡唑、191+吡唑特、191+吡草酮、191+tolpyralate、191+fenquinotrione、191+异噁唑草酮、191+氯氟吡氧乙酸或其酯、191+氟氯吡啶酯、191+氯氟吡啶酯、191+二氯喹啉酸、191+氯甲喹啉酸、191+2甲4氯或其盐/酯、191+2-甲基-4-氯苯氧丙酸或其盐/酯、191+MCPB或其盐/酯、191+2,4-D或其盐/酯、191+2,4-滴丙酸或其盐/酯、191+2,4-DB或其盐/酯、191+麦草畏、191+氨氯吡啶酸、191+三氯吡氧乙酸、191+二氯吡啶酸、191+绿草定、191+氟咯草酮、191+呋草酮、191+吡氟酰草胺、191+氟吡酰草胺、191+ 氟丁酰草胺、191+氟草敏、191+氟啶草酮。191+ sulcotrione, 191+ mesotrione, 191+ oxazolone, 191+cyclosulfone, 191+flufenone, 191+furansulfone, 191+bicyclosulfone, 191+lancotrione , 191 + oxazolone, 191 + cycloflufenone, 191 + triazosulfone, 191 + oxazolone, 191 + sulfonylpyrazole, 191 + pyrazole, 191 + pyridine Ketone, 191+tolpyralate, 191+fenquinotrione, 191+ isoxaflutole, 191+ flufenoxyacetic acid or its ester, 191+ fluorochloropyridinium, 191+ chlorofluoropyridyl ester, 191+ quinclorac, 191+chlorochloroquinic acid, 191+2 methyl 4-chloro or its salt, 191+2-methyl-4-chlorophenoxypropionic acid or its salt, 191+MCPB or its salt, 191 +2,4-D or its salt/ester, 191+2,4-dipropionic acid or its salt, 191+2,4-DB or its salt, 191+ dicamba, 191+aminochloropyridine Acid, 191+ trichloropyroxyacetic acid, 191+dichloropyridic acid, 191+ chlorpyrifos, 191+fluoxarone, 191+ furoxanes, 191+piroxylylamine, 191+ flupyridyl Amine, 191+ flufenic acid, 191 + fluroxypyr, 191 + fluroxypyr.

202+磺草酮、202+硝磺草酮、202+苯唑草酮、202+环磺酮、202+氟吡草酮、202+呋喃磺草酮、202+双环磺草酮、202+lancotrione、202+双唑草酮、202+环吡氟草酮、202+三唑磺草酮、202+苯唑氟草酮、202+磺酰草吡唑、202+吡唑特、202+吡草酮、202+tolpyralate、202+fenquinotrione、202+异噁唑草酮、202+氯氟吡氧乙酸或其酯、202+氟氯吡啶酯、202+氯氟吡啶酯、202+二氯喹啉酸、202+氯甲喹啉酸、202+2甲4氯或其盐/酯、202+2-甲基-4-氯苯氧丙酸或其盐/酯、202+MCPB或其盐/酯、202+2,4-D或其盐/酯、202+2,4-滴丙酸或其盐/酯、202+2,4-DB或其盐/酯、202+麦草畏、202+氨氯吡啶酸、202+三氯吡氧乙酸、202+二氯吡啶酸、202+绿草定、202+氟咯草酮、202+呋草酮、202+吡氟酰草胺、202+氟吡酰草胺、202+氟丁酰草胺、202+氟草敏、202+氟啶草酮。202+ sulcotrione, 202+ mesotrione, 202+ oxazolone, 202+ sulfolone, 202+ flufenazone, 202+ furanone, 202+bicyclosulfone, 202+lancotrione , 202 + oxazolone, 202 + cycloflufenone, 202 + triazosulfone, 202 + oxazolone, 202 + sulfonylpyrazole, 202 + pyrazole, 202 + pyridine Ketone, 202+tolpyralate, 202+fenquinotrione, 202+ isoxaflutole, 202+ flufenoxyacetic acid or its ester, 202+ fluorochloropyridin, 202+ chlorofluoropyridyl ester, 202+ quinclorac, 202+chlorochloroquinic acid, 202+2 methyl 4-chloro or a salt thereof, 202+2-methyl-4-chlorophenoxypropionic acid or a salt thereof, 202+MCPB or a salt thereof, 202 +2,4-D or its salt/ester, 202+2,4-dipropionic acid or its salt, 202+2,4-DB or its salt, 202+ dicamba, 202+aminochloropyridine Acid, 202+ trichloropyroxyacetic acid, 202+dichloropicolinic acid, 202+ chlorpyrifos, 202+fluoxarone, 202+furoxone, 202+piroxylylamine, 202+ flupyridyl Amine, 202 + flupropionylamine, 202 + fluroxypyr, 202 + fluroxypyr.

206+磺草酮、206+硝磺草酮、206+苯唑草酮、206+环磺酮、206+氟吡草酮、206+呋喃磺草酮、206+双环磺草酮、206+lancotrione、206+双唑草酮、206+环吡氟草酮、206+三唑磺草酮、206+苯唑氟草酮、206+磺酰草吡唑、206+吡唑特、206+吡草酮、206+tolpyralate、206+fenquinotrione、206+异噁唑草酮、206+氯氟吡氧乙酸或其酯、206+氟氯吡啶酯、206+氯氟吡啶酯、206+二氯喹啉酸、206+氯甲喹啉酸、206+2甲4氯或其盐/酯、206+2-甲基-4-氯苯氧丙酸或其盐/酯、206+MCPB或其盐/酯、206+2,4-D或其盐/酯、206+2,4-滴丙酸或其盐/酯、206+2,4-DB或其盐/酯、206+麦草畏、206+氨氯吡啶酸、206+三氯吡氧乙酸、206+二氯吡啶酸、206+绿草定、206+氟咯草酮、206+呋草酮、206+吡氟酰草胺、206+氟吡酰草胺、206+氟丁酰草胺、206+氟草敏、206+氟啶草酮。206+ sulcotrione, 206+ mesotrione, 206+ oxazolone, 206+ sulfolone, 206+ flufenazone, 206+ furanone, 206+bicyclic sulfoxone, 206+lancotrione , 206 + oxazolone, 206 + cycloflufenone, 206 + triazosulfone, 206 + oxazolone, 206 + sulfonylpyrazole, 206 + pyrazole, 206 + pyridine Ketone, 206+tolpyralate, 206+fenquinotrione, 206+ isoxaflutole, 206+ flufenoxyacetic acid or its ester, 206+ fluorochloropyridinium, 206+ chlorofluoropyridyl ester, 206+ quinclorac, 206+chlorochloroquinic acid, 206+2 methyl 4-chloro or its salt, 206+2-methyl-4-chlorophenoxypropionic acid or its salt, 206+MCPB or its salt, 206 +2,4-D or its salt/ester, 206+2,4-dipropionic acid or its salt, 206+2,4-DB or its salt, 206+ dicamba, 206+aminochloropyridine Acid, 206+ trichloropyroxyacetic acid, 206+ dichloropyridinic acid, 206+ chlorpyrifos, 206+ fluoxarone, 206+ furoxanes, 206+ flufenacetamide, 206+ flupyridyl Amine, 206 + flufenic acid, 206 + fluroxypyr, 206 + fluroxypyr.

207+磺草酮、207+硝磺草酮、207+苯唑草酮、207+环磺酮、207+氟吡草酮、207+呋喃磺草酮、207+双环磺草酮、207+lancotrione、207+双唑草酮、207+环吡氟草酮、207+三唑磺草酮、207+苯唑氟草酮、207+磺酰草吡唑、207+吡唑特、207+吡草酮、207+tolpyralate、207+fenquinotrione、207+异噁唑草酮、207+氯氟吡氧乙酸或其酯、207+氟氯吡啶酯、207+氯氟吡啶酯、207+二氯喹啉酸、207+氯甲喹啉酸、207+2甲4氯或其盐/酯、207+2-甲基-4-氯苯氧丙酸或其盐/酯、207+MCPB或其盐/酯、207+2,4-D或其盐/酯、207+2,4-滴丙酸或其盐/酯、207+2,4-DB或其盐/酯、207+麦草畏、207+氨氯吡啶酸、207+三氯吡氧乙酸、207+二氯吡啶酸、207+绿草定、207+氟咯草酮、207+呋草酮、207+吡氟酰草胺、207+氟吡酰草胺、207+氟丁酰草胺、207+氟草敏、207+氟啶草酮。207+ sulcotrione, 207+ mesotrione, 207+ oxazolone, 207+ sulfolone, 207+ flufenazone, 207+ furanone, 207+bicyclosulfone, 207+lancotrione 207+ oxazolone, 207+cycloflufenazone, 207+ triazosinone, 207+ oxazolone, 207+ sulfonylpyrazole, 207+ pyrazole, 207+ pyridine Ketone, 207+tolpyralate, 207+fenquinotrione, 207+ isoxaflutole, 207+ flufenoxyacetic acid or its ester, 207+ fluorochloropyridin, 207+ chlorofluoropyridyl ester, 207+ quinclorac, 207+chlorochloroquinic acid, 207+2 methyl 4-chloro or its salt, 207+2-methyl-4-chlorophenoxypropionic acid or its salt, 207+MCPB or its salt, 207 +2,4-D or its salt/ester, 207+2,4-dipropionic acid or its salt, 207+2,4-DB or its salt, 207+ dicamba, 207+aminochloropyridine Acid, 207+ trichloropyroxyacetic acid, 207+ clopyralidic acid, 207+ chlorpyrifos, 207+fluoxarone, 207+ furazolidone, 207+piroxylylamine, 207+ flupyridyl Amine, 207 + flufenic acid, 207 + fluroxypyr, 207 + fluroxypyr.

220+磺草酮、220+硝磺草酮、220+苯唑草酮、220+环磺酮、220+氟吡草酮、220+呋喃磺草酮、220+双环磺草酮、220+lancotrione、220+双唑草酮、220+环吡氟草酮、220+三唑磺草酮、220+苯唑氟草酮、220+磺酰草吡唑、220+吡唑特、220+吡草酮、220+tolpyralate、 220+fenquinotrione、220+异噁唑草酮、220+氯氟吡氧乙酸或其酯、220+氟氯吡啶酯、220+氯氟吡啶酯、220+二氯喹啉酸、220+氯甲喹啉酸、220+2甲4氯或其盐/酯、220+2-甲基-4-氯苯氧丙酸或其盐/酯、220+MCPB或其盐/酯、220+2,4-D或其盐/酯、220+2,4-滴丙酸或其盐/酯、220+2,4-DB或其盐/酯、220+麦草畏、220+氨氯吡啶酸、220+三氯吡氧乙酸、220+二氯吡啶酸、220+绿草定、220+氟咯草酮、220+呋草酮、220+吡氟酰草胺、220+氟吡酰草胺、220+氟丁酰草胺、220+氟草敏、220+氟啶草酮。220+ sulcotrione, 220+ mesotrione, 220+ oxazolone, 220+ sulfonone, 220+ flufenone, 220+ furanone, 220+ bicyclosulfone, 220+lancotrione , 220+ oxazolone, 220+cycloflufenazone, 220+ triazosinone, 220+ oxazolone, 220+ sulfonylpyrazole, 220+ pyrazol, 220+ pyridine Ketone, 220+tolpyralate, 220+fenquinotrione, 220+ isoxaflutole, 220+ flufenoxyacetic acid or its ester, 220+ fluorochloropyridinium ester, 220+ chlorofluoropyridinium ester, 220+ quinclorac, 220+chlorochloroquinic acid, 220+2 methyl 4-chloro or its salt, 220+2-methyl-4-chlorophenoxypropionic acid or its salt, 220+MCPB or its salt, 220 +2,4-D or its salt/ester, 220+2,4-dipropionic acid or its salt, 220+2,4-DB or its salt, 220+ dicamba, 220+ ammonia chloride Acid, 220+ trichloropyroxyacetic acid, 220+ dichloropicolinic acid, 220+ chlorpyrifos, 220+ fluoxarone, 220+ furoxanes, 220+ flufenyl, 220+ flupyridyl Amine, 220+ flupropionylamine, 220+ fluroxypyr, 220+ fluroxypyr.

278+磺草酮、278+硝磺草酮、278+苯唑草酮、278+环磺酮、278+氟吡草酮、278+呋喃磺草酮、278+双环磺草酮、278+lancotrione、278+双唑草酮、278+环吡氟草酮、278+三唑磺草酮、278+苯唑氟草酮、278+磺酰草吡唑、278+吡唑特、278+吡草酮、278+tolpyralate、278+fenquinotrione、278+异噁唑草酮、278+氯氟吡氧乙酸或其酯、278+氟氯吡啶酯、278+氯氟吡啶酯、278+二氯喹啉酸、278+氯甲喹啉酸、278+2甲4氯或其盐/酯、278+2-甲基-4-氯苯氧丙酸或其盐/酯、278+MCPB或其盐/酯、278+2,4-D或其盐/酯、278+2,4-滴丙酸或其盐/酯、278+2,4-DB或其盐/酯、278+麦草畏、278+氨氯吡啶酸、278+三氯吡氧乙酸、278+二氯吡啶酸、278+绿草定、278+氟咯草酮、278+呋草酮、278+吡氟酰草胺、278+氟吡酰草胺、278+氟丁酰草胺、278+氟草敏、278+氟啶草酮。278+ sulcotrione, 278+ mesotrione, 278+ oxazolone, 278+ sulfonone, 278+ flufenazone, 278+ furanone, 278+bicyclic sulforacetone, 278+lancotrione 278+ oxazolone, 278+cycloflufenazone, 278+ triazosinone, 278+ oxazolone, 278+ sulfonylpyrazole, 278+ pyrazole, 278+ pyridine Ketone, 278+tolpyralate, 278+fenquinotrione, 278+ isoxaflutole, 278+ flufenoxyacetic acid or its ester, 278+ fluorochloropyridin, 278+ chlorofluoropyridyl ester, 278+ quinclorac, 278+chlorochloroquinic acid, 278+2 methyl 4-chloro or its salt, 278+2-methyl-4-chlorophenoxypropionic acid or its salt, 278+MCPB or its salt, 278 +2,4-D or its salt/ester, 278+2,4-dipropionic acid or its salt, 278+2,4-DB or its salt, 278+ dicamba, 278+aminochloropyridine Acid, 278+ trichloropyroxyacetic acid, 278+ dichloropyridinic acid, 278+ chlorpyrifos, 278+fluoxarone, 278+ furoxanes, 278+piroxylylamine, 278+ flupyridyl Amine, 278 + flufenic acid, 278 + fluroxypyr, 278 + fluroxypyr.

341+磺草酮、341+硝磺草酮、341+苯唑草酮、341+环磺酮、341+氟吡草酮、341+呋喃磺草酮、341+双环磺草酮、341+lancotrione、341+双唑草酮、341+环吡氟草酮、341+三唑磺草酮、341+苯唑氟草酮、341+磺酰草吡唑、341+吡唑特、341+吡草酮、341+tolpyralate、341+fenquinotrione、341+异噁唑草酮、341+氯氟吡氧乙酸或其酯、341+氟氯吡啶酯、341+氯氟吡啶酯、341+二氯喹啉酸、341+氯甲喹啉酸、341+2甲4氯或其盐/酯、341+2-甲基-4-氯苯氧丙酸或其盐/酯、341+MCPB或其盐/酯、341+2,4-D或其盐/酯、341+2,4-滴丙酸或其盐/酯、341+2,4-DB或其盐/酯、341+麦草畏、341+氨氯吡啶酸、341+三氯吡氧乙酸、341+二氯吡啶酸、341+绿草定、341+氟咯草酮、341+呋草酮、341+吡氟酰草胺、341+氟吡酰草胺、341+氟丁酰草胺、341+氟草敏、341+氟啶草酮。341+ sulcotrione, 341+ mesotrione, 341+ oxazolone, 341+cyclosulfone, 341+flufenazone, 341+furansulfone, 341+bicyclosulfone, 341+lancotrione , 341 + oxazolone, 341 + cycloflufenone, 341 + triazosinone, 341 + oxazolone, 341 + sulfonylpyrazole, 341 + pyrazole, 341 + pyridine Ketone, 341+tolpyralate, 341+fenquinotrione, 341+ isoxaflutole, 341+ flufenoxyacetic acid or its ester, 341+ fluorochloropyridin, 341+ chlorofluoropyridyl ester, 341+ quinclorac, 341+chlorochloroquinic acid, 341+2 methyl 4-chloro or its salt, 341+2-methyl-4-chlorophenoxypropionic acid or its salt, 341+MCPB or its salt, 341 +2,4-D or its salt/ester, 341+2,4-dipropionic acid or its salt, 341+2,4-DB or its salt, 341+ dicamba, 341+aminochloropyridine Acid, 341+ trichloropyroxyacetic acid, 341+dichloropyridic acid, 341+ chlorpyrifos, 341+fluoxarone, 341+ furazolidone, 341+piroxylylamine, 341+ flupyridyl Amine, 341 + flufenic acid, 341 + fluroxypyr, 341 + fluroxypyr.

732+磺草酮、732+硝磺草酮、732+苯唑草酮、732+环磺酮、732+氟吡草酮、732+呋喃磺草酮、732+双环磺草酮、732+lancotrione、732+双唑草酮、732+环吡氟草酮、732+三唑磺草酮、732+苯唑氟草酮、732+磺酰草吡唑、732+吡唑特、732+吡草酮、732+tolpyralate、732+fenquinotrione、732+异噁唑草酮、732+氯氟吡氧乙酸或其酯、732+氟氯吡啶酯、732+氯氟吡啶酯、732+二氯喹啉酸、732+氯甲喹啉酸、732+2甲4氯或其盐/酯、732+2-甲基-4-氯苯氧丙酸或其盐/酯、732+MCPB或其盐/酯、732+2,4-D或其盐/酯、732+2,4-滴丙酸或其盐/酯、732+2,4-DB或其盐/酯、732+麦草畏、732+氨氯吡啶酸、732+三氯吡氧乙酸、732+二氯 吡啶酸、732+绿草定、732+氟咯草酮、732+呋草酮、732+吡氟酰草胺、732+氟吡酰草胺、732+氟丁酰草胺、732+氟草敏、732+氟啶草酮。732+ sulcotrione, 732+ mesotrione, 732+ oxazolone, 732+cyclosulfone, 732+flufenazone, 732+furansulfone, 732+bicyclosulfone, 732+lancotrione , 732+ oxazolone, 732+cycloflufenazone, 732+ triazosinone, 732+ oxazolone, 732+ sulfonylpyrazole, 732+ pyrazole, 732+ pyridine Ketone, 732+tolpyralate, 732+fenquinotrione, 732+ isoxaflutole, 732+ flufenoxyacetic acid or its ester, 732+ fluorochloropyridinium, 732+ chlorofluoropyridyl ester, 732+ quinclorac, 732+chloroquinolinic acid, 732+2 methyl 4-chloro or its salt, 732+2-methyl-4-chlorophenoxypropionic acid or its salt, 732+MCPB or its salt, 732 +2,4-D or its salt/ester, 732+2,4-dipropionic acid or its salt, 732+2,4-DB or its salt, 732+ dicamba, 732+aminochloropyridine Acid, 732+ trichloropyroxyacetic acid, 732+dichloropicolinic acid, 732+ chlorpyrifos, 732+fluoxarone, 732+furoxanone, 732+piroxylylamine, 732+ flupyridyl Amine, 732+ fluorobutyric acid, 732+ flufenapyr, 732+ fluroxypyr.

733+磺草酮、733+硝磺草酮、733+苯唑草酮、733+环磺酮、733+氟吡草酮、733+呋喃磺草酮、733+双环磺草酮、733+lancotrione、733+双唑草酮、733+环吡氟草酮、733+三唑磺草酮、733+苯唑氟草酮、733+磺酰草吡唑、733+吡唑特、733+吡草酮、733+tolpyralate、733+fenquinotrione、733+异噁唑草酮、733+氯氟吡氧乙酸或其酯、733+氟氯吡啶酯、733+氯氟吡啶酯、733+二氯喹啉酸、733+氯甲喹啉酸、733+2甲4氯或其盐/酯、733+2-甲基-4-氯苯氧丙酸或其盐/酯、733+MCPB或其盐/酯、733+2,4-D或其盐/酯、733+2,4-滴丙酸或其盐/酯、733+2,4-DB或其盐/酯、733+麦草畏、733+氨氯吡啶酸、733+三氯吡氧乙酸、733+二氯吡啶酸、733+绿草定、733+氟咯草酮、733+呋草酮、733+吡氟酰草胺、733+氟吡酰草胺、733+氟丁酰草胺、733+氟草敏、733+氟啶草酮。733+ sulcotrione, 733+ mesotrione, 733+ oxazolone, 733+ sulfonone, 733+flufenazone, 733+furansulfone, 733+bicyclosulfone, 733+lancotrione , 733+ oxazolone, 733+cycloflufenazone, 733+ triazosinone, 733+ oxazolone, 733+ sulfonylpyrazole, 733+ pyrazole, 733+ pyridine Ketone, 733+tolpyralate, 733+fenquinotrione, 733+ isoxaflutole, 733+ flufenoxyacetic acid or its ester, 733+ fluorochloropyridinium, 733+ chlorofluoropyridyl ester, 733+ quinclorac, 733+chlorochloroquinic acid, 733+2 methyl 4-chloro or its salt, 733+2-methyl-4-chlorophenoxypropionic acid or its salt, 733+MCPB or its salt, 733 +2,4-D or its salt/ester, 733+2,4-dipropionic acid or its salt, 733+2,4-DB or its salt, 733+ dicamba, 733+aminochloropyridine Acid, 733+ trichloropyroxyacetic acid, 733+dichloropyridic acid, 733+ chlorpyrifos, 733+fluoxarone, 733+furoxanone, 733+piroxylylamine, 733+ flupyridyl Amine, 733 + flufenic acid, 733 + fluroxypyr, 733 + fluroxypyr.

734+磺草酮、734+硝磺草酮、734+苯唑草酮、734+环磺酮、734+氟吡草酮、734+呋喃磺草酮、734+双环磺草酮、734+lancotrione、734+双唑草酮、734+环吡氟草酮、734+三唑磺草酮、734+苯唑氟草酮、734+磺酰草吡唑、734+吡唑特、734+吡草酮、734+tolpyralate、734+fenquinotrione、734+异噁唑草酮、734+氯氟吡氧乙酸或其酯、734+氟氯吡啶酯、734+氯氟吡啶酯、734+二氯喹啉酸、734+氯甲喹啉酸、734+2甲4氯或其盐/酯、734+2-甲基-4-氯苯氧丙酸或其盐/酯、734+MCPB或其盐/酯、734+2,4-D或其盐/酯、734+2,4-滴丙酸或其盐/酯、734+2,4-DB或其盐/酯、734+麦草畏、734+氨氯吡啶酸、734+三氯吡氧乙酸、734+二氯吡啶酸、734+绿草定、734+氟咯草酮、734+呋草酮、734+吡氟酰草胺、734+氟吡酰草胺、734+氟丁酰草胺、734+氟草敏、734+氟啶草酮。734+ sulcotrione, 734+ mesotrione, 734+ oxazolone, 734+cyclosulfone, 734+flufenazone, 734+furansulfone, 734+bicyclosulfone, 734+lancotrione , 734+ oxazolone, 734+cycloflufenazone, 734+ triazolone, 734+ oxazolone, 734+ sulfonylpyrazole, 734+ pyrazol, 734+ pyridine Ketone, 734+tolpyralate, 734+fenquinotrione, 734+ isoxaflutole, 734+ flupiroxine or its ester, 734+ fluorochloropyridin, 734+ chlorofluoropyridyl ester, 734+ quinclorac, 734+chlorochloroquinic acid, 734+2 methyl 4-chloro or its salt, 734+2-methyl-4-chlorophenoxypropionic acid or its salt, 734+MCPB or its salt, 734 +2,4-D or its salt/ester, 734+2,4-dipropionic acid or its salt, 734+2,4-DB or its salt, 734+ dicamba, 734+aminochloropyridine Acid, 734+ trichloropyroxyacetic acid, 734+dichloropicolinic acid, 734+ chlorpyrifos, 734+fluoxarone, 734+furoxanone, 734+piroxylylamine, 734+ flupyridyl Amine, 734 + flufenic acid, 734 + fluroxypyr, 734 + fluroxypyr.

735+磺草酮、735+硝磺草酮、735+苯唑草酮、735+环磺酮、735+氟吡草酮、735+呋喃磺草酮、735+双环磺草酮、735+lancotrione、735+双唑草酮、735+环吡氟草酮、735+三唑磺草酮、735+苯唑氟草酮、735+磺酰草吡唑、735+吡唑特、735+吡草酮、735+tolpyralate、735+fenquinotrione、735+异噁唑草酮、735+氯氟吡氧乙酸或其酯、735+氟氯吡啶酯、735+氯氟吡啶酯、735+二氯喹啉酸、735+氯甲喹啉酸、735+2甲4氯或其盐/酯、735+2-甲基-4-氯苯氧丙酸或其盐/酯、735+MCPB或其盐/酯、735+2,4-D或其盐/酯、735+2,4-滴丙酸或其盐/酯、735+2,4-DB或其盐/酯、735+麦草畏、735+氨氯吡啶酸、735+三氯吡氧乙酸、735+二氯吡啶酸、735+绿草定、735+氟咯草酮、735+呋草酮、735+吡氟酰草胺、735+氟吡酰草胺、735+氟丁酰草胺、735+氟草敏、735+氟啶草酮。735+ sulcotrione, 735+ mesotrione, 735+ oxazolone, 735+ sulfonone, 735+ flufenazone, 735+ furansulfone, 735+bicyclosulfone, 735+lancotrione , 735+ oxazolone, 735+cycloflufenazone, 735+ triazosinone, 735+ oxazolone, 735+ sulfonylpyrazole, 735+ pyrazole, 735+ pyridine Ketone, 735+tolpyralate, 735+fenquinotrione, 735+ isoxaflutole, 735+ flufenoxyacetic acid or its ester, 735+ fluorochloropyridinium, 735+ chlorofluoropyridyl ester, 735+ quinclorac, 735+chlorochloroquinic acid, 735+2 methyl 4-chloro or its salt, 735+2-methyl-4-chlorophenoxypropionic acid or its salt, 735+MCPB or its salt, 735 +2,4-D or its salt/ester, 735+2,4-dipropionic acid or its salt, 735+2,4-DB or its salt, 735+ dicamba, 735+aminochloropyridine Acid, 735+ trichloropyroxyacetic acid, 735+dichloropyridic acid, 735+ chlorpyrifos, 735+fluoxarone, 735+ furosemone, 735+piroxylylamine, 735+ flupyridyl Amine, 735 + flufenic acid, 735 + fluroxypyr, 735 + fluroxypyr.

736+磺草酮、736+硝磺草酮、736+苯唑草酮、736+环磺酮、736+氟吡草酮、736+呋喃磺草酮、736+双环磺草酮、736+lancotrione、736+双唑草酮、736+环吡氟草酮、736+三唑磺草 酮、736+苯唑氟草酮、736+磺酰草吡唑、736+吡唑特、736+吡草酮、736+tolpyralate、736+fenquinotrione、736+异噁唑草酮、736+氯氟吡氧乙酸或其酯、736+氟氯吡啶酯、736+氯氟吡啶酯、736+二氯喹啉酸、736+氯甲喹啉酸、736+2甲4氯或其盐/酯、736+2-甲基-4-氯苯氧丙酸或其盐/酯、736+MCPB或其盐/酯、736+2,4-D或其盐/酯、736+2,4-滴丙酸或其盐/酯、736+2,4-DB或其盐/酯、736+麦草畏、736+氨氯吡啶酸、736+三氯吡氧乙酸、736+二氯吡啶酸、736+绿草定、736+氟咯草酮、736+呋草酮、736+吡氟酰草胺、736+氟吡酰草胺、736+氟丁酰草胺、736+氟草敏、736+氟啶草酮。736+ sulcotrione, 736+ mesotrione, 736+ oxazolone, 736+ sulfonone, 736+ flufenazone, 736+ furanone, 736+bicyclosulfone, 736+lancotrione , 736+ oxazolone, 736+cycloflufenazone, 736+ triazosinone, 736+ oxazolone, 736+ sulfonylpyrazole, 736+ pyrazol, 736+ pyridine Ketone, 736+tolpyralate, 736+fenquinotrione, 736+ isoxaflutole, 736+ fluoxetine or its ester, 736+ fluorochloropyridin, 736+ chlorofluoropyridyl ester, 736+ quinclorac, 736+chlorochloroquinic acid, 736+2 methyl 4-chloro or its salt, 736+2-methyl-4-chlorophenoxypropionic acid or its salt, 736+MCPB or its salt, 736 +2,4-D or its salt/ester, 736+2,4-dipropionic acid or its salt, 736+2,4-DB or its salt, 736+ dicamba, 736+aminochloropyridine Acid, 736+ trichloropyroxyacetic acid, 736+dichloropyridic acid, 736+ chlorpyrifos, 736+fluoxarone, 736+furoxanone, 736+piroxylylamine, 736+ flupyridyl Amine, 736 + flufenic acid, 736 + fluroxypyr, 736 + fluroxypyr.

737+磺草酮、737+硝磺草酮、737+苯唑草酮、737+环磺酮、737+氟吡草酮、737+呋喃磺草酮、737+双环磺草酮、737+lancotrione、737+双唑草酮、737+环吡氟草酮、737+三唑磺草酮、737+苯唑氟草酮、737+磺酰草吡唑、737+吡唑特、737+吡草酮、737+tolpyralate、737+fenquinotrione、737+异噁唑草酮、737+氯氟吡氧乙酸或其酯、737+氟氯吡啶酯、737+氯氟吡啶酯、737+二氯喹啉酸、737+氯甲喹啉酸、737+2甲4氯或其盐/酯、737+2-甲基-4-氯苯氧丙酸或其盐/酯、737+MCPB或其盐/酯、737+2,4-D或其盐/酯、737+2,4-滴丙酸或其盐/酯、737+2,4-DB或其盐/酯、737+麦草畏、737+氨氯吡啶酸、737+三氯吡氧乙酸、737+二氯吡啶酸、737+绿草定、737+氟咯草酮、737+呋草酮、737+吡氟酰草胺、737+氟吡酰草胺、737+氟丁酰草胺、737+氟草敏、737+氟啶草酮。737+ sulcotrione, 737+ mesotrione, 737+ oxazolone, 737+ sulfonone, 737+ flufenazone, 737+ furansulfone, 737+bicyclosulfone, 737+lancotrione , 737+ oxazolone, 737+cycloflufenazone, 737+ triazolone, 737+ oxazolone, 737+ sulfonylpyrazole, 737+ pyrazol, 737+ pyridine Ketone, 737+tolpyralate, 737+fenquinotrione, 737+ isoxaflutole, 737+ flufenoxyacetic acid or its ester, 737+ fluorochloropyridinium, 737+ chlorofluoropyridyl ester, 737+ quinclorac, 737+chlorochloroquinic acid, 737+2 methyl 4-chloro or its salt, 737+2-methyl-4-chlorophenoxypropionic acid or its salt, 737+MCPB or its salt, 737 +2,4-D or its salt/ester, 737+2,4-dipropionic acid or its salt, 737+2,4-DB or its salt, 737+ dicamba, 737+aminochloropyridine Acid, 737+ trichloropyroxyacetic acid, 737+dichloropyridic acid, 737+ chlorpyrifos, 737+fluoxarone, 737+furoxanone, 737+piroxylylamine, 737+ flupyridyl Amine, 737 + flufenic acid, 737 + fluroxypyr, 737 + fluroxypyr.

738+磺草酮、738+硝磺草酮、738+苯唑草酮、738+环磺酮、738+氟吡草酮、738+呋喃磺草酮、738+双环磺草酮、738+lancotrione、738+双唑草酮、738+环吡氟草酮、738+三唑磺草酮、738+苯唑氟草酮、738+磺酰草吡唑、738+吡唑特、738+吡草酮、738+tolpyralate、738+fenquinotrione、738+异噁唑草酮、738+氯氟吡氧乙酸或其酯、738+氟氯吡啶酯、738+氯氟吡啶酯、738+二氯喹啉酸、738+氯甲喹啉酸、738+2甲4氯或其盐/酯、738+2-甲基-4-氯苯氧丙酸或其盐/酯、738+MCPB或其盐/酯、738+2,4-D或其盐/酯、738+2,4-滴丙酸或其盐/酯、738+2,4-DB或其盐/酯、738+麦草畏、738+氨氯吡啶酸、738+三氯吡氧乙酸、738+二氯吡啶酸、738+绿草定、738+氟咯草酮、738+呋草酮、738+吡氟酰草胺、738+氟吡酰草胺、738+氟丁酰草胺、738+氟草敏、738+氟啶草酮。738+ sulcotrione, 738+ mesotrione, 738+ oxazolone, 738+cyclosulfone, 738+flufenazone, 738+furansulfone, 738+bicyclosulfone, 738+lancotrione 738+ oxazolone, 738+cycloflufenazone, 738+ triazosinone, 738+ oxazolone, 738+ sulfonylpyrazole, 738+ pyrazol, 738+ pyridine Ketone, 738+tolpyralate, 738+fenquinotrione, 738+ isoxaflutole, 738+ flupiroxine or its ester, 738+ fluorochloropyridin, 738+ chlorofluoropyridyl ester, 738+ quinclorac, 738+chlorochloroquinic acid, 738+2 methyl 4-chloro or its salt, 738+2-methyl-4-chlorophenoxypropionic acid or its salt, 738+MCPB or its salt, 738 +2,4-D or its salt/ester, 738+2,4-dipropionic acid or its salt, 738+2,4-DB or its salt, 738+ dicamba, 738+aminochloropyridine Acid, 738+ trichloropyroxyacetic acid, 738+dichloropyridic acid, 738+ chlorpyrifos, 738+fluoxarone, 738+furoxanone, 738+piroxylylamine, 738+ flupyridyl Amine, 738 + flufenic acid, 738 + fluroxypyr, 738 + fluroxypyr.

739+磺草酮、739+硝磺草酮、739+苯唑草酮、739+环磺酮、739+氟吡草酮、739+呋喃磺草酮、739+双环磺草酮、739+lancotrione、739+双唑草酮、739+环吡氟草酮、739+三唑磺草酮、739+苯唑氟草酮、739+磺酰草吡唑、739+吡唑特、739+吡草酮、739+tolpyralate、739+fenquinotrione、739+异噁唑草酮、739+氯氟吡氧乙酸或其酯、739+氟氯吡啶酯、739+氯氟吡啶酯、739+二氯喹啉酸、739+氯甲喹啉酸、739+2甲4氯或其盐/酯、739+2-甲基-4-氯苯氧丙酸或其盐/酯、739+MCPB或其盐/酯、739+2,4-D或其盐/酯、739+2,4-滴丙酸或其盐 /酯、739+2,4-DB或其盐/酯、739+麦草畏、739+氨氯吡啶酸、739+三氯吡氧乙酸、739+二氯吡啶酸、739+绿草定、739+氟咯草酮、739+呋草酮、739+吡氟酰草胺、739+氟吡酰草胺、739+氟丁酰草胺、739+氟草敏、739+氟啶草酮。739+ sulcotrione, 739+ mesotrione, 739+ oxazolone, 739+ sulfonone, 739+ flufenazone, 739+ furanone, 739+bicyclic sulcotrione, 739+lancotrione , 739+ oxazolone, 739+cycloflufenazone, 739+ triazosinone, 739+ oxazolone, 739+ sulfonylpyrazole, 739+ pyrazole, 739+ pyridine Ketone, 739+tolpyralate, 739+fenquinotrione, 739+ isoxaflutole, 739+ flufenoxyacetic acid or its ester, 739+ fluorochloropyridinium, 739+ chlorofluoropyridyl ester, 739+ quinclorac, 739+chlorochloroquinic acid, 739+2 methyl 4-chloro or its salt, 739+2-methyl-4-chlorophenoxypropionic acid or its salt, 739+MCPB or its salt, 739 +2,4-D or its salt/ester, 739+2,4-dipropionic acid or its salt, 739+2,4-DB or its salt, 739+ dicamba, 739+aminochloropyridine Acid, 739+ trichloropyridinic acid, 739+dichloropyridic acid, 739+ chlorpyrifos, 739+fluoxarone, 739+furoxanone, 739+piroxylylamine, 739+ flupyridyl Amine, 739+ flufenacetamide, 739+ flufenapyr, 739+ fluroxypyr.

740+磺草酮、740+硝磺草酮、740+苯唑草酮、740+环磺酮、740+氟吡草酮、740+呋喃磺草酮、740+双环磺草酮、740+lancotrione、740+双唑草酮、740+环吡氟草酮、740+三唑磺草酮、740+苯唑氟草酮、740+磺酰草吡唑、740+吡唑特、740+吡草酮、740+tolpyralate、740+fenquinotrione、740+异噁唑草酮、740+氯氟吡氧乙酸或其酯、740+氟氯吡啶酯、740+氯氟吡啶酯、740+二氯喹啉酸、740+氯甲喹啉酸、740+2甲4氯或其盐/酯、740+2-甲基-4-氯苯氧丙酸或其盐/酯、740+MCPB或其盐/酯、740+2,4-D或其盐/酯、740+2,4-滴丙酸或其盐/酯、740+2,4-DB或其盐/酯、740+麦草畏、740+氨氯吡啶酸、740+三氯吡氧乙酸、740+二氯吡啶酸、740+绿草定、740+氟咯草酮、740+呋草酮、740+吡氟酰草胺、740+氟吡酰草胺、740+氟丁酰草胺、740+氟草敏、740+氟啶草酮。740+ sulcotrione, 740+ mesotrione, 740+ oxazolone, 740+cyclosulfone, 740+flufenazone, 740+furansulfone, 740+bicyclosulfone, 740+lancotrione 740+ oxazolone, 740+cycloflufenazone, 740+ triazosinone, 740+ oxazolone, 740+ sulfonylpyrazole, 740+ pyrazol, 740+ pyridine Ketone, 740+tolpyralate, 740+fenquinotrione, 740+ isoxaflutole, 740+ flufenoxyacetic acid or its ester, 740+ fluorochloropyridinium, 740+ chlorofluoropyridyl ester, 740+ quinclorac, 740+chlorochloroquinic acid, 740+2 methyl 4-chloro or a salt thereof, 740+2-methyl-4-chlorophenoxypropionic acid or a salt thereof, 740+MCPB or a salt thereof, 740 +2,4-D or its salt/ester, 740+2,4-dipropionic acid or its salt, 740+2,4-DB or its salt, 740+ dicamba, 740+aminochloropyridine Acid, 740+ trichloropyroxyacetic acid, 740+dichloropyridic acid, 740+ chlorpyrifos, 740+fluoxarone, 740+ furazolidone, 740+piroxylylamine, 740+ flupyridyl Amine, 740 + flufenic acid, 740 + fluroxypyr, 740 + fluroxypyr.

741+磺草酮、741+硝磺草酮、741+苯唑草酮、741+环磺酮、741+氟吡草酮、741+呋喃磺草酮、741+双环磺草酮、741+lancotrione、741+双唑草酮、741+环吡氟草酮、741+三唑磺草酮、741+苯唑氟草酮、741+磺酰草吡唑、741+吡唑特、741+吡草酮、741+tolpyralate、741+fenquinotrione、741+异噁唑草酮、741+氯氟吡氧乙酸或其酯、741+氟氯吡啶酯、741+氯氟吡啶酯、741+二氯喹啉酸、741+氯甲喹啉酸、741+2甲4氯或其盐/酯、741+2-甲基-4-氯苯氧丙酸或其盐/酯、741+MCPB或其盐/酯、741+2,4-D或其盐/酯、741+2,4-滴丙酸或其盐/酯、741+2,4-DB或其盐/酯、741+麦草畏、741+氨氯吡啶酸、741+三氯吡氧乙酸、741+二氯吡啶酸、741+绿草定、741+氟咯草酮、741+呋草酮、741+吡氟酰草胺、741+氟吡酰草胺、741+氟丁酰草胺、741+氟草敏、741+氟啶草酮。741+ sulcotrione, 741+ mesotrione, 741+ oxazolone, 741+ sulfonone, 741+flufenazone, 741+furansulfone, 741+bicyclosulfone, 741+lancotrione 741+ oxazolone, 741+cycloflufenazone, 741+ triazosinone, 741+ oxazolone, 741+ sulfonylpyrazole, 741+ pyrazole, 741+ pyridine Ketone, 741+tolpyralate, 741+fenquinotrione, 741+ isoxaflutole, 741+ flupiroxine or its ester, 741+ fluorochloropyridinium, 741+ chlorofluoropyridyl ester, 741+ quinclorac, 741+chlorochloroquinic acid, 741+2 methyl 4-chloro or its salt, 741+2-methyl-4-chlorophenoxypropionic acid or its salt, 741+MCPB or its salt, 741 +2,4-D or its salt/ester, 741+2,4-dipropionic acid or its salt, 741+2,4-DB or its salt, 741+ dicamba, 741+aminochloropyridine Acid, 741+ trichloropyroxyacetic acid, 741+dichloropyridic acid, 741+ chlorpyrifos, 741+fluoxarone, 741+furoxanone, 741+piroxylylamine, 741+ flupyridyl Amine, 741 + flupropionylamine, 741 + fluroxypyr, 741 + fluroxypyr.

742+磺草酮、742+硝磺草酮、742+苯唑草酮、742+环磺酮、742+氟吡草酮、742+呋喃磺草酮、742+双环磺草酮、742+lancotrione、742+双唑草酮、742+环吡氟草酮、742+三唑磺草酮、742+苯唑氟草酮、742+磺酰草吡唑、742+吡唑特、742+吡草酮、742+tolpyralate、742+fenquinotrione、742+异噁唑草酮、742+氯氟吡氧乙酸或其酯、742+氟氯吡啶酯、742+氯氟吡啶酯、742+二氯喹啉酸、742+氯甲喹啉酸、742+2甲4氯或其盐/酯、742+2-甲基-4-氯苯氧丙酸或其盐/酯、742+MCPB或其盐/酯、742+2,4-D或其盐/酯、742+2,4-滴丙酸或其盐/酯、742+2,4-DB或其盐/酯、742+麦草畏、742+氨氯吡啶酸、742+三氯吡氧乙酸、742+二氯吡啶酸、742+绿草定、742+氟咯草酮、742+呋草酮、742+吡氟酰草胺、742+氟吡酰草胺、742+氟丁酰草胺、742+氟草敏、742+氟啶草酮。742+ sulcotrione, 742+ mesotrione, 742+ oxazolone, 742+cyclosulfone, 742+flufenone, 742+furansulfone, 742+bicyclosulfone, 742+lancotrione , 742+ oxazolone, 742+cycloflufenazone, 742+ triazosinone, 742+ oxazolone, 742+ sulfonylpyrazole, 742+ pyrazole, 742+ pyridine Ketone, 742+tolpyralate, 742+fenquinotrione, 742+ isoxaflutole, 742+ flufenoxyacetic acid or its ester, 742+ fluorochloropyridinium, 742+ chlorofluoropyridyl ester, 742+ quinclorac, 742+chloroquinolinic acid, 742+2 methyl 4-chloro or its salt, 742+2-methyl-4-chlorophenoxypropionic acid or its salt, 742+MCPB or its salt, 742 +2,4-D or its salt/ester, 742+2,4-dipropionic acid or its salt, 742+2,4-DB or its salt, 742+ dicamba, 742+aminochloropyridine Acid, 742+ trichloropyridinic acid, 742+dichloropyridic acid, 742+ chlorpyrifos, 742+fluoxarone, 742+furoxanone, 742+piroxylylamine, 742+ flupyridyl Amine, 742 + flupropionylamine, 742 + fluroxypyr, 742 + fluroxypyr.

743+磺草酮、743+硝磺草酮、743+苯唑草酮、743+环磺酮、743+氟吡草酮、743+呋喃磺 草酮、743+双环磺草酮、743+lancotrione、743+双唑草酮、743+环吡氟草酮、743+三唑磺草酮、743+苯唑氟草酮、743+磺酰草吡唑、743+吡唑特、743+吡草酮、743+tolpyralate、743+fenquinotrione、743+异噁唑草酮、743+氯氟吡氧乙酸或其酯、743+氟氯吡啶酯、743+氯氟吡啶酯、743+二氯喹啉酸、743+氯甲喹啉酸、743+2甲4氯或其盐/酯、743+2-甲基-4-氯苯氧丙酸或其盐/酯、743+MCPB或其盐/酯、743+2,4-D或其盐/酯、743+2,4-滴丙酸或其盐/酯、743+2,4-DB或其盐/酯、743+麦草畏、743+氨氯吡啶酸、743+三氯吡氧乙酸、743+二氯吡啶酸、743+绿草定、743+氟咯草酮、743+呋草酮、743+吡氟酰草胺、743+氟吡酰草胺、743+氟丁酰草胺、743+氟草敏、743+氟啶草酮。743+ sulcotrione, 743+ mesotrione, 743+ oxazolone, 743+ sulfonone, 743+ flufenazone, 743+ furanone, 743+bicyclosulfone, 743+lancotrione , 743+ oxazolone, 743+cycloflufenazone, 743+ triazosinone, 743+ oxazolone, 743+ sulfonylpyrazole, 743+ pyrazole, 743+ pyridine Ketone, 743+tolpyralate, 743+fenquinotrione, 743+ isoxaflutole, 743+ flufenoxyacetic acid or its ester, 743+ fluorochloropyridinium, 743+ chlorofluoropyridyl ester, 743+ quinclorac, 743+chlorochloroquinic acid, 743+2 methyl 4-chloro or its salt, 743+2-methyl-4-chlorophenoxypropionic acid or its salt, 743+MCPB or its salt, 743 +2,4-D or its salt/ester, 743+2,4-dipropionic acid or its salt, 743+2,4-DB or its salt, 743+ dicamba, 743+aminochloropyridine Acid, 743+ trichloropyroxyacetic acid, 743+dichloropyridic acid, 743+ chlorpyrifos, 743+fluoxarone, 743+furoxanone, 743+piroxylylamine, 743+ flupyridyl Amine, 743 + flufenic acid, 743 + fluroxypyr, 743 + fluroxypyr.

744+磺草酮、744+硝磺草酮、744+苯唑草酮、744+环磺酮、744+氟吡草酮、744+呋喃磺草酮、744+双环磺草酮、744+lancotrione、744+双唑草酮、744+环吡氟草酮、744+三唑磺草酮、744+苯唑氟草酮、744+磺酰草吡唑、744+吡唑特、744+吡草酮、744+tolpyralate、744+fenquinotrione、744+异噁唑草酮、744+氯氟吡氧乙酸或其酯、744+氟氯吡啶酯、744+氯氟吡啶酯、744+二氯喹啉酸、744+氯甲喹啉酸、744+2甲4氯或其盐/酯、744+2-甲基-4-氯苯氧丙酸或其盐/酯、744+MCPB或其盐/酯、744+2,4-D或其盐/酯、744+2,4-滴丙酸或其盐/酯、744+2,4-DB或其盐/酯、744+麦草畏、744+氨氯吡啶酸、744+三氯吡氧乙酸、744+二氯吡啶酸、744+绿草定、744+氟咯草酮、744+呋草酮、744+吡氟酰草胺、744+氟吡酰草胺、744+氟丁酰草胺、744+氟草敏、744+氟啶草酮。744+ sulcotrione, 744+ mesotrione, 744+ oxazolone, 744+ sulfonone, 744+ flufenazone, 744+ furanone, 744+bicyclosulfone, 744+lancotrione , 744+ oxazolone, 744+cycloflufenazone, 744+ triazosinone, 744+ oxazolone, 744+ sulfonylpyrazole, 744+ pyrazole, 744+ pyridine Ketone, 744+tolpyralate, 744+fenquinotrione, 744+ isoxaflutole, 744+ flufenoxyacetic acid or its ester, 744+ fluorochloropyridinium, 744+ chlorofluoropyridyl ester, 744+ quinclorac, 744+chlorochloroquinic acid, 744+2 methyl 4-chloro or its salt, 744+2-methyl-4-chlorophenoxypropionic acid or its salt, 744+MCPB or its salt, 744 +2,4-D or its salt/ester, 744+2,4-dipropionic acid or its salt, 744+2,4-DB or its salt, 744+ dicamba, 744+aminochloropyridine Acid, 744+ trichloropyroxyacetic acid, 744+dichloropicolinic acid, 744+ chlorpyrifos, 744+fluoxarone, 744+furoxanone, 744+piroxylylamine, 744+ flupyridyl Amine, 744 + flufenic acid, 744 + fluroxypyr, 744 + fluroxypyr.

745+磺草酮、745+硝磺草酮、745+苯唑草酮、745+环磺酮、745+氟吡草酮、745+呋喃磺草酮、745+双环磺草酮、745+lancotrione、745+双唑草酮、745+环吡氟草酮、745+三唑磺草酮、745+苯唑氟草酮、745+磺酰草吡唑、745+吡唑特、745+吡草酮、745+tolpyralate、745+fenquinotrione、745+异噁唑草酮、745+氯氟吡氧乙酸或其酯、745+氟氯吡啶酯、745+氯氟吡啶酯、745+二氯喹啉酸、745+氯甲喹啉酸、745+2甲4氯或其盐/酯、745+2-甲基-4-氯苯氧丙酸或其盐/酯、745+MCPB或其盐/酯、745+2,4-D或其盐/酯、745+2,4-滴丙酸或其盐/酯、745+2,4-DB或其盐/酯、745+麦草畏、745+氨氯吡啶酸、745+三氯吡氧乙酸、745+二氯吡啶酸、745+绿草定、745+氟咯草酮、745+呋草酮、745+吡氟酰草胺、745+氟吡酰草胺、745+氟丁酰草胺、745+氟草敏、745+氟啶草酮。745+ sulcotrione, 745+ mesotrione, 745+ oxazolone, 745+ sulfonone, 745+ flufenazone, 745+ furanone, 745+bicyclosulfone, 745+lancotrione , 745+ oxazolone, 745+cycloflufenazone, 745+ triazosinone, 745+ oxazolone, 745+ sulfonylpyrazole, 745+ pyrazole, 745+ pyridine Ketone, 745+tolpyralate, 745+fenquinotrione, 745+ isoxaflutole, 745+ flufenoxyacetic acid or its ester, 745+ fluorochloropyridinium, 745+ chlorofluoropyridyl ester, 745+ quinclorac, 745+chlorochloroquinic acid, 745+2 methyl 4-chloro or its salt, 745+2-methyl-4-chlorophenoxypropionic acid or its salt, 745+MCPB or its salt, 745 +2,4-D or its salt/ester, 745+2,4-dipropionic acid or its salt, 745+2,4-DB or its salt, 745+ dicamba, 745+aminochloropyridine Acid, 745+ trichloropyroxyacetic acid, 745+ dichloropyridic acid, 745+ chlorpyrifos, 745+fluoxarone, 745+ furazolidone, 745+piroxylylamine, 745+ flupyridyl Amine, 745+ flupropionylamine, 745+ fluroxypyr, 745+ fluroxypyr.

746+磺草酮、746+硝磺草酮、746+苯唑草酮、746+环磺酮、746+氟吡草酮、746+呋喃磺草酮、746+双环磺草酮、746+lancotrione、746+双唑草酮、746+环吡氟草酮、746+三唑磺草酮、746+苯唑氟草酮、746+磺酰草吡唑、746+吡唑特、746+吡草酮、746+tolpyralate、746+fenquinotrione、746+异噁唑草酮、746+氯氟吡氧乙酸或其酯、746+氟氯吡啶酯、746+氯氟吡啶酯、746+二氯喹啉酸、746+氯甲喹啉酸、746+2甲4氯或其盐/酯、746+2-甲基-4- 氯苯氧丙酸或其盐/酯、746+MCPB或其盐/酯、746+2,4-D或其盐/酯、746+2,4-滴丙酸或其盐/酯、746+2,4-DB或其盐/酯、746+麦草畏、746+氨氯吡啶酸、746+三氯吡氧乙酸、746+二氯吡啶酸、746+绿草定、746+氟咯草酮、746+呋草酮、746+吡氟酰草胺、746+氟吡酰草胺、746+氟丁酰草胺、746+氟草敏、746+氟啶草酮。746+ sulcotrione, 746+ mesotrione, 746+ oxazolone, 746+ sulfonone, 746+ flufenazone, 746+ furanone, 746+bicyclosulfone, 746+lancotrione , 746+ oxazolone, 746+cycloflufenazone, 746+ triazosinone, 746+ oxazolone, 746+ sulfonylpyrazole, 746+ pyrazole, 746+ pyridine Ketone, 746+tolpyralate, 746+fenquinotrione, 746+ isoxaflutole, 746+ flufenoxyacetic acid or its ester, 746+ fluorochloropyridinium, 746+ chlorofluoropyridyl ester, 746+ quinclorac, 746+chlorochloroquinic acid, 746+2 methyl 4-chloro or its salt, 746+2-methyl-4-chlorophenoxypropionic acid or its salt, 746+MCPB or its salt, 746 +2,4-D or its salt/ester, 746+2,4-dipropionic acid or its salt, 746+2,4-DB or its salt, 746+ dicamba, 746+aminochloropyridine Acid, 746+ trichloropyroxyacetic acid, 746+dichloropyridic acid, 746+ chlorpyrifos, 746+fluoxarone, 746+ furoxanes, 746+piroxylamide, 746+ flupyridyl Amine, 746+ flupropionylamine, 746+ fluroxypyr, 746+ fluroxypyr.

779+磺草酮、779+硝磺草酮、779+苯唑草酮、779+环磺酮、779+氟吡草酮、779+呋喃磺草酮、779+双环磺草酮、779+lancotrione、779+双唑草酮、779+环吡氟草酮、779+三唑磺草酮、779+苯唑氟草酮、779+磺酰草吡唑、779+吡唑特、779+吡草酮、779+tolpyralate、779+fenquinotrione、779+异噁唑草酮、779+氯氟吡氧乙酸或其酯、779+氟氯吡啶酯、779+氯氟吡啶酯、779+二氯喹啉酸、779+氯甲喹啉酸、779+2甲4氯或其盐/酯、779+2-甲基-4-氯苯氧丙酸或其盐/酯、779+MCPB或其盐/酯、779+2,4-D或其盐/酯、779+2,4-滴丙酸或其盐/酯、779+2,4-DB或其盐/酯、779+麦草畏、779+氨氯吡啶酸、779+三氯吡氧乙酸、779+二氯吡啶酸、779+绿草定、779+氟咯草酮、779+呋草酮、779+吡氟酰草胺、779+氟吡酰草胺、779+氟丁酰草胺、779+氟草敏、779+氟啶草酮。779+ sulcotrione, 779+ mesotrione, 779+ oxazolone, 779+cyclosulfone, 779+flufenone, 779+furansulfone, 779+bicyclic sulfazone, 779+lancotrione , 779+ oxazolone, 779+cycloflufenazone, 779+ triazosinone, 779+ oxazolone, 779+ sulfonylpyrazole, 779+ pyrazole, 779+ pyridine Ketone, 779+tolpyralate, 779+fenquinotrione, 779+ isoxaflutole, 779+ flufenoxyacetic acid or its ester, 779+ fluorochloropyridinium, 779+ chlorofluoropyridyl ester, 779+ quinclorac, 779+chlorochloroquinic acid, 779+2 methyl 4-chloro or its salt, 779+2-methyl-4-chlorophenoxypropionic acid or its salt, 779+MCPB or its salt, 779 +2,4-D or its salt/ester, 779+2,4-dipropionic acid or its salt, 779+2,4-DB or its salt, 779+ dicamba, 779+aminochloropyridine Acid, 779+ trichloropyroxyacetic acid, 779+dichloropyridic acid, 779+ chlorpyrifos, 779+fluoxarone, 779+furoxanone, 779+piroxylylamine, 779+ flupyridyl Amine, 779 + flufenic acid, 779 + fluroxypyr, 779 + fluroxypyr.

963+磺草酮、963+硝磺草酮、963+苯唑草酮、963+环磺酮、963+氟吡草酮、963+呋喃磺草酮、963+双环磺草酮、963+lancotrione、963+双唑草酮、963+环吡氟草酮、963+三唑磺草酮、963+苯唑氟草酮、963+磺酰草吡唑、963+吡唑特、963+吡草酮、963+tolpyralate、963+fenquinotrione、963+异噁唑草酮、963+氯氟吡氧乙酸或其酯、963+氟氯吡啶酯、963+氯氟吡啶酯、963+二氯喹啉酸、963+氯甲喹啉酸、963+2甲4氯或其盐/酯、963+2-甲基-4-氯苯氧丙酸或其盐/酯、963+MCPB或其盐/酯、963+2,4-D或其盐/酯、963+2,4-滴丙酸或其盐/酯、963+2,4-DB或其盐/酯、963+麦草畏、963+氨氯吡啶酸、963+三氯吡氧乙酸、963+二氯吡啶酸、963+绿草定、963+氟咯草酮、963+呋草酮、963+吡氟酰草胺、963+氟吡酰草胺、963+氟丁酰草胺、963+氟草敏、963+氟啶草酮。963+ sulcotrione, 963+ mesotrione, 963+ oxazolone, 963+ sulfonone, 963+ flufenazone, 963+ furanone, 963+ dicyclohexanone, 963+lancotrione 963+ oxazolone, 963+cycloflufenazone, 963+ triazosinone, 963+ oxazolone, 963+ sulfonylpyrazole, 963+ pyrazol, 963+ pyridine Ketone, 963+tolpyralate, 963+fenquinotrione, 963+ isoxaflutole, 963+ flufenoxyacetic acid or its ester, 963+ fluorochloropyridinium, 963+ chlorofluoropyridyl ester, 963+ quinclorac, 963+chlorochloroquinic acid, 963+2 methyl 4-chloro or its salt, 963+2-methyl-4-chlorophenoxypropionic acid or its salt, 963+MCPB or its salt, 963 +2,4-D or its salt/ester, 963+2,4-dipropionic acid or its salt, 963+2,4-DB or its salt, 963+ dicamba, 963+aminochloropyridine Acid, 963+ trichloropyroxyacetic acid, 963+-dichloropicolinic acid, 963+ chlorpyrifos, 963+fluoxarone, 963+ furose, 963+piroxylamide, 963+ flupyraz Amine, 963 + flufenic acid, 963 + fluroxypyr, 963 + fluroxypyr.

1000+磺草酮、1000+硝磺草酮、1000+苯唑草酮、1000+环磺酮、1000+氟吡草酮、1000+呋喃磺草酮、1000+双环磺草酮、1000+lancotrione、1000+双唑草酮、1000+环吡氟草酮、1000+三唑磺草酮、1000+苯唑氟草酮、1000+磺酰草吡唑、1000+吡唑特、1000+吡草酮、1000+tolpyralate、1000+fenquinotrione、1000+异噁唑草酮、1000+氯氟吡氧乙酸或其酯、1000+氟氯吡啶酯、1000+氯氟吡啶酯、1000+二氯喹啉酸、1000+氯甲喹啉酸、1000+2甲4氯或其盐/酯、1000+2-甲基-4-氯苯氧丙酸或其盐/酯、1000+MCPB或其盐/酯、1000+2,4-D或其盐/酯、1000+2,4-滴丙酸或其盐/酯、1000+2,4-DB或其盐/酯、1000+麦草畏、1000+氨氯吡啶酸、1000+三氯吡氧乙酸、1000+二氯吡啶酸、1000+绿草定、1000+氟咯草酮、1000+呋草酮、1000+吡氟酰草胺、1000+氟吡酰草胺、1000+氟丁酰草胺、1000+氟草敏、1000+氟啶草酮。1000+ sulcotrione, 1000+ mesotrione, 1000+ oxazolone, 1000+ sulfolone, 1000+ flufenazone, 1000+ furanone, 1000+ bicyclosulfone, 1000+lancotrione , 1000+ oxadiazonone, 1000+ cycloflufenazone, 1000+ triazosinone, 1000+ oxazolone, 1000+ sulfonylpyrazole, 1000+ pyrazol, 1000+ pyridine Ketone, 1000+tolpyralate, 1000+fenquinotrione, 1000+ isoxaflutole, 1000+ flufenoxyacetic acid or its ester, 1000+ fluorochloropyridinium, 1000+ chlorofluoropyridyl ester, 1000+ quinclorac, 1000+chloroquinolinic acid, 1000+2 methyl 4-chloro or its salt, 1000+2-methyl-4-chlorophenoxypropionic acid or its salt, 1000+MCPB or its salt, 1000 +2,4-D or its salt/ester, 1000+2,4-D-propionic acid or its salt, 1000+2,4-DB or its salt, 1000+ dicamba, 1000+ ammonia chloride Acid, 1000+ trichloropyridinic acid, 1000+ dichloropicolinic acid, 1000+ chlorpyrifos, 1000+ fluoxarone, 1000+ furose, 1000+ flufenacetamide, 1000+ flupyridyl Amine, 1000+ flufenic acid, 1000+ fluroxypyr, 1000+ fluroxypyr.

1-3+磺草酮、1-3+硝磺草酮、1-3+苯唑草酮、1-3+环磺酮、1-3+氟吡草酮、1-3+呋喃磺草酮、1-3+双环磺草酮、1-3+lancotrione、1-3+双唑草酮、1-3+环吡氟草酮、1-3+三唑磺草酮、1-3+苯唑氟草酮、1-3+磺酰草吡唑、1-3+吡唑特、1-3+吡草酮、1-3+tolpyralate、1-3+fenquinotrione、1-3+异噁唑草酮、1-3+氯氟吡氧乙酸或其酯、1-3+氟氯吡啶酯、1-3+氯氟吡啶酯、1-3+二氯喹啉酸、1-3+氯甲喹啉酸、1-3+2甲4氯或其盐/酯、1-3+2-甲基-4-氯苯氧丙酸或其盐/酯、1-3+MCPB或其盐/酯、1-3+2,4-D或其盐/酯、1-3+2,4-滴丙酸或其盐/酯、1-3+2,4-DB或其盐/酯、1-3+麦草畏、1-3+氨氯吡啶酸、1-3+三氯吡氧乙酸、1-3+二氯吡啶酸、1-3+绿草定、1-3+氟咯草酮、1-3+呋草酮、1-3+吡氟酰草胺、1-3+氟吡酰草胺、1-3+氟丁酰草胺、1-3+氟草敏、1-3+氟啶草酮。1-3+ sulcotrione, 1-3+ mesotrione, 1-3+ oxazolone, 1-3+ sulfolone, 1-3+ flufenone, 1-3+ furan Ketone, 1-3+ bisacesulfame, 1-3+lancotrione, 1-3+ oxazolone, 1-3+cycloflufenone, 1-3+ triazosinone, 1-3+ Oxazolone, 1-3+ sulfonylpyrazole, 1-3+ pyrazole, 1-3+ oxazolone, 1-3+tolpyralate, 1-3+fenquinotrione, 1-3+ Zytotrione, 1-3+ flufenoxyacetic acid or its ester, 1-3+ fluorochloropyridinium ester, 1-3+ chlorofluoropyridinium ester, 1-3+ quinclorac acid, 1-3+chloroform Quinolinic acid, 1-3+2 methyl 4-chloro or its salt, 1-3+2-methyl-4-chlorophenoxypropionic acid or its salt, 1-3+MCPB or its salt/ester , 1-3+2,4-D or its salt/ester, 1-3+2,4-dipropionic acid or its salt, 1-3+2,4-DB or its salt, 1- 3+ dicamba, 1-3+-aminopicolinic acid, 1-3+ triclopyridinic acid, 1-3+dichloropicolinic acid, 1-3+ chlorpyrifos, 1-3+fluoxarone, 1-3+ furosaone, 1-3+ flufenacetamide, 1-3+ flufenic acid, 1-3+ fluorobutyryl amide, 1-3+ flufenapyr, 1-3+ Fluroxynone.

1-39+磺草酮、1-39+硝磺草酮、1-39+苯唑草酮、1-39+环磺酮、1-39+氟吡草酮、1-39+呋喃磺草酮、1-39+双环磺草酮、1-39+lancotrione、1-39+双唑草酮、1-39+环吡氟草酮、1-39+三唑磺草酮、1-39+苯唑氟草酮、1-39+磺酰草吡唑、1-39+吡唑特、1-39+吡草酮、1-39+tolpyralate、1-39+fenquinotrione、1-39+异噁唑草酮、1-39+氯氟吡氧乙酸或其酯、1-39+氟氯吡啶酯、1-39+氯氟吡啶酯、1-39+二氯喹啉酸、1-39+氯甲喹啉酸、1-39+2甲4氯或其盐/酯、1-39+2-甲基-4-氯苯氧丙酸或其盐/酯、1-39+MCPB或其盐/酯、1-39+2,4-D或其盐/酯、1-39+2,4-滴丙酸或其盐/酯、1-39+2,4-DB或其盐/酯、1-39+麦草畏、1-39+氨氯吡啶酸、1-39+三氯吡氧乙酸、1-39+二氯吡啶酸、1-39+绿草定、1-39+氟咯草酮、1-39+呋草酮、1-39+吡氟酰草胺、1-39+氟吡酰草胺、1-39+氟丁酰草胺、1-39+氟草敏、1-39+氟啶草酮。1-39+ sulcotrione, 1-39+ mesotrione, 1-39+ oxazolone, 1-39+cyclosulfone, 1-39+flufenone, 1-39+furan Ketone, 1-39+bicyclosulfone, 1-39+lancotrione, 1-39+oxazolone, 1-39+cycloflufenone, 1-39+ triazosinone, 1-39+ Oxazolone, 1-39+ sulfonylpyrazole, 1-39+ pyrazol, 1-39+pyrazone, 1-39+tolpyralate, 1-39+fenquinotrione, 1-39+ Zytotrione, 1-39+ flupiroxyacetic acid or its ester, 1-39+ fluorochloropyridin, 1-39+ chlorofluoropyridin, 1-39+ quinclorac, 1-39+chloro Quinolinic acid, 1-39+2 methyl 4-chloro or its salt, 1-39+2-methyl-4-chlorophenoxypropionic acid or its salt, 1-39+MCPB or its salt/ester , 1-39+2,4-D or its salt/ester, 1-39+2,4-dipropionic acid or its salt, 1-39+2,4-DB or its salt, 1- 39+ dicamba, 1-39+-aminopicolinic acid, 1-39+ trichloropyroxyacetic acid, 1-39+dichloropicolinic acid, 1-39+ chlorpyrifos, 1-39+fluoxarone, 1-39+ furoseone, 1-39+ diflufenic acid, 1-39+ flufenic acid, 1-39+ fluorobutyryl amide, 1-39+ flufenapyr, 1-39+ Fluroxynone.

1-43+磺草酮、1-43+硝磺草酮、1-43+苯唑草酮、1-43+环磺酮、1-43+氟吡草酮、1-43+呋喃磺草酮、1-43+双环磺草酮、1-43+lancotrione、1-43+双唑草酮、1-43+环吡氟草酮、1-43+三唑磺草酮、1-43+苯唑氟草酮、1-43+磺酰草吡唑、1-43+吡唑特、1-43+吡草酮、1-43+tolpyralate、1-43+fenquinotrione、1-43+异噁唑草酮、1-43+氯氟吡氧乙酸或其酯、1-43+氟氯吡啶酯、1-43+氯氟吡啶酯、1-43+二氯喹啉酸、1-43+氯甲喹啉酸、1-43+2甲4氯或其盐/酯、1-43+2-甲基-4-氯苯氧丙酸或其盐/酯、1-43+MCPB或其盐/酯、1-43+2,4-D或其盐/酯、1-43+2,4-滴丙酸或其盐/酯、1-43+2,4-DB或其盐/酯、1-43+麦草畏、1-43+氨氯吡啶酸、1-43+三氯吡氧乙酸、1-43+二氯吡啶酸、1-43+绿草定、1-43+氟咯草酮、1-43+呋草酮、1-43+吡氟酰草胺、1-43+氟吡酰草胺、1-43+氟丁酰草胺、1-43+氟草敏、1-43+氟啶草酮。1-43+ sulcotrione, 1-43+ mesotrione, 1-43+oxazolone, 1-43+cyclosulfone, 1-43+flufenone, 1-43+furan Ketone, 1-43+bicyclosulfone, 1-43+lancotrione, 1-43+oxazolone, 1-43+cycloflufenone, 1-43+triazolone, 1-43+ Oxazolone, 1-43+ sulfonylpyrazole, 1-43+ pyrazol, 1-43+pyrazone, 1-43+tolpyralate, 1-43+fenquinotrione, 1-43+ Zoxaconone, 1-43+ flufenoxyacetic acid or its ester, 1-43+ fluorochloropyridinium, 1-43+chlorofluoropyridinium ester, 1-43+dichloroquinoic acid, 1-43+chloroform Quinolinic acid, 1-43+2 methyl 4-chloro or its salt, 1-43+2-methyl-4-chlorophenoxypropionic acid or its salt, 1-43+MCPB or its salt/ester , 1-43+2,4-D or its salt/ester, 1-43+2,4-D-propionic acid or its salt, 1-43+2,4-DB or its salt, 1- 43+ dicamba, 1-43+-aminopicolinic acid, 1-43+ trichloropyridinic acid, 1-43+dichloropicolinic acid, 1-43+chloridin, 1-43+fluoxarone, 1-43+ furoseone, 1-43+piroxylylamine, 1-43+fluazimid, 1-43+fluramide, 1-43+fluoxamin, 1-43+ Fluroxynone.

1-55+磺草酮、1-55+硝磺草酮、1-55+苯唑草酮、1-55+环磺酮、1-55+氟吡草酮、1-55+呋喃磺草酮、1-55+双环磺草酮、1-55+lancotrione、1-55+双唑草酮、1-55+环吡氟草酮、1-55+三唑磺草酮、1-55+苯唑氟草酮、1-55+磺酰草吡唑、1-55+吡唑特、1-55+吡草酮、1-55+tolpyralate、1-55+fenquinotrione、1-55+异噁唑草酮、1-55+氯氟吡氧乙酸或其酯、1-55+ 氟氯吡啶酯、1-55+氯氟吡啶酯、1-55+二氯喹啉酸、1-55+氯甲喹啉酸、1-55+2甲4氯或其盐/酯、1-55+2-甲基-4-氯苯氧丙酸或其盐/酯、1-55+MCPB或其盐/酯、1-55+2,4-D或其盐/酯、1-55+2,4-滴丙酸或其盐/酯、1-55+2,4-DB或其盐/酯、1-55+麦草畏、1-55+氨氯吡啶酸、1-55+三氯吡氧乙酸、1-55+二氯吡啶酸、1-55+绿草定、1-55+氟咯草酮、1-55+呋草酮、1-55+吡氟酰草胺、1-55+氟吡酰草胺、1-55+氟丁酰草胺、1-55+氟草敏、1-55+氟啶草酮。1-55+ sulcotrione, 1-55+ mesotrione, 1-55+oxazolone, 1-55+cyclosulfone, 1-55+flufenone, 1-55+furan Ketone, 1-55+bicyclosulfolone, 1-55+lancotrione, 1-55+oxazolone, 1-55+cyclopyridone, 1-55+triazolone, 1-55+ Fluconazole, 1-55+ sulfonylpyrazole, 1-55+ pyrazol, 1-55+pyrazolone, 1-55+tolpyralate, 1-55+fenquinotrione, 1-55+ Zytotrione, 1-55+ flupiroxyacetic acid or its ester, 1-55+ fluorochloropyridin, 1-55+chlorofluoropyridinium, 1-55+dichloroquinoic acid, 1-55+chloroform Quinolinic acid, 1-55+2 methyl 4-chloro or its salt, 1-55+2-methyl-4-chlorophenoxypropionic acid or its salt, 1-55+MCPB or its salt/ester , 1-55+2,4-D or its salt/ester, 1-55+2,4-dipropionic acid or its salt, 1-55+2,4-DB or its salt, 1- 55+ dicamba, 1-55+-aminopicolinic acid, 1-55+ trichloropyridinic acid, 1-55+dichloropicolinic acid, 1-55+chloridin, 1-55+fluoxarone, 1-55+ furoseone, 1-55+piroxylylamine, 1-55+ flufenyl, 1-55+ flupropionamide, 1-55+fluoxamin, 1-55+ Fluroxynone.

1-82+磺草酮、1-82+硝磺草酮、1-82+苯唑草酮、1-82+环磺酮、1-82+氟吡草酮、1-82+呋喃磺草酮、1-82+双环磺草酮、1-82+lancotrione、1-82+双唑草酮、1-82+环吡氟草酮、1-82+三唑磺草酮、1-82+苯唑氟草酮、1-82+磺酰草吡唑、1-82+吡唑特、1-82+吡草酮、1-82+tolpyralate、1-82+fenquinotrione、1-82+异噁唑草酮、1-82+氯氟吡氧乙酸或其酯、1-82+氟氯吡啶酯、1-82+氯氟吡啶酯、1-82+二氯喹啉酸、1-82+氯甲喹啉酸、1-82+2甲4氯或其盐/酯、1-82+2-甲基-4-氯苯氧丙酸或其盐/酯、1-82+MCPB或其盐/酯、1-82+2,4-D或其盐/酯、1-82+2,4-滴丙酸或其盐/酯、1-82+2,4-DB或其盐/酯、1-82+麦草畏、1-82+氨氯吡啶酸、1-82+三氯吡氧乙酸、1-82+二氯吡啶酸、1-82+绿草定、1-82+氟咯草酮、1-82+呋草酮、1-82+吡氟酰草胺、1-82+氟吡酰草胺、1-82+氟丁酰草胺、1-82+氟草敏、1-82+氟啶草酮。1-82+ sulcotrione, 1-82+ mesotrione, 1-82+ oxazolone, 1-82+ cyclosulfone, 1-82+ flufenone, 1-82+ furan Ketone, 1-82+ bicyclosulfolone, 1-82+lancotrione, 1-82+ oxazolone, 1-82+ cycloflufenone, 1-82+ triazosinone, 1-82+ Oxazolone, 1-82+ sulfonylpyrazole, 1-82+ pyrazol, 1-82+ oxazolone, 1-82+ tolpyralate, 1-82+fenquinotrione, 1-82+ Zoxoxadone, 1-82+ flufenoxyacetic acid or its ester, 1-82+ fluorochloropyridinium ester, 1-82+ chlorofluoropyridinyl ester, 1-82+ quinclorac acid, 1-82+ chloroform Quinolinic acid, 1-82+2 methyl 4-chloro or its salt, 1-82+2-methyl-4-chlorophenoxypropionic acid or its salt, 1-82+MCPB or its salt/ester , 1-82+2,4-D or a salt thereof, 1-82+2,4-dipropionic acid or a salt thereof, 1-82+2,4-DB or a salt thereof, 1- 82+ dicamba, 1-82+ aminopicolinic acid, 1-82+ trichloropyridinic acid, 1-82+ chloropicolinic acid, 1-82+ chlorpyrifos, 1-82+ fluoxarone, 1-82+ furoseone, 1-82+ piracetamide, 1-82+ flufenic acid, 1-82+ fluorobutyryl amide, 1-82+ fluoxacil, 1-82+ Fluroxynone.

1-86+磺草酮、1-86+硝磺草酮、1-86+苯唑草酮、1-86+环磺酮、1-86+氟吡草酮、1-86+呋喃磺草酮、1-86+双环磺草酮、1-86+lancotrione、1-86+双唑草酮、1-86+环吡氟草酮、1-86+三唑磺草酮、1-86+苯唑氟草酮、1-86+磺酰草吡唑、1-86+吡唑特、1-86+吡草酮、1-86+tolpyralate、1-86+fenquinotrione、1-86+异噁唑草酮、1-86+氯氟吡氧乙酸或其酯、1-86+氟氯吡啶酯、1-86+氯氟吡啶酯、1-86+二氯喹啉酸、1-86+氯甲喹啉酸、1-86+2甲4氯或其盐/酯、1-86+2-甲基-4-氯苯氧丙酸或其盐/酯、1-86+MCPB或其盐/酯、1-86+2,4-D或其盐/酯、1-86+2,4-滴丙酸或其盐/酯、1-86+2,4-DB或其盐/酯、1-86+麦草畏、1-86+氨氯吡啶酸、1-86+三氯吡氧乙酸、1-86+二氯吡啶酸、1-86+绿草定、1-86+氟咯草酮、1-86+呋草酮、1-86+吡氟酰草胺、1-86+氟吡酰草胺、1-86+氟丁酰草胺、1-86+氟草敏、1-86+氟啶草酮。1-86+ sulcotrione, 1-86+ mesotrione, 1-86+ oxafluridone, 1-86+ sulfolone, 1-86+ flufenone, 1-86+ furan Ketone, 1-86+bicyclosulfolone, 1-86+lancotrione, 1-86+ oxazolone, 1-86+cyclopyridone, 1-86+ triazosinone, 1-86+ Oxazolone, 1-86+ sulfonylpyrazole, 1-86+ pyrazol, 1-86+pyrazolone, 1-86+tolpyralate, 1-86+fenquinotrione, 1-86+ Zytotrione, 1-86+ flufenoxyacetic acid or its ester, 1-86+ fluorochloropyridinium ester, 1-86+ chlorofluoropyridinium ester, 1-86+ quinclorac acid, 1-86+chloroform Quinolinic acid, 1-86+2 methyl 4-chloro or its salt, 1-86+2-methyl-4-chlorophenoxypropionic acid or its salt, 1-86+MCPB or its salt/ester , 1-86+2,4-D or its salt/ester, 1-86+2,4-D-propionic acid or its salt, 1-86+2,4-DB or its salt, 1- 86+ dicamba, 1-86+-aminopicolinic acid, 1-86+ trichloropyridinic acid, 1-86+dichloropicolinic acid, 1-86+chloridin, 1-86+fluoxarone, 1-86+ furoseone, 1-86+ flufenacetamide, 1-86+ flufenic acid, 1-86+ flupropionylamine, 1-86+ flufenapyr, 1-86+ Fluroxynone.

1-226+磺草酮、1-226+硝磺草酮、1-226+苯唑草酮、1-226+环磺酮、1-226+氟吡草酮、1-226+呋喃磺草酮、1-226+双环磺草酮、1-226+lancotrione、1-226+双唑草酮、1-226+环吡氟草酮、1-226+三唑磺草酮、1-226+苯唑氟草酮、1-226+磺酰草吡唑、1-226+吡唑特、1-226+吡草酮、1-226+tolpyralate、1-226+fenquinotrione、1-226+异噁唑草酮、1-226+氯氟吡氧乙酸或其酯、1-226+氟氯吡啶酯、1-226+氯氟吡啶酯、1-226+二氯喹啉酸、1-226+氯甲喹啉酸、1-226+2甲4氯或其盐/酯、1-226+2-甲基-4-氯苯氧丙酸或其盐/酯、1-226+MCPB或其盐/酯、1-226+2,4-D或其盐/酯、1-226+2,4-滴丙酸或其盐/酯、1-226+2,4-DB或其盐/酯、1-226+麦草畏、1-226+氨氯吡啶酸、1-226+三氯吡氧乙酸、1-226+二氯吡啶酸、1-226+绿草定、1-226+氟咯草酮、1-226+ 呋草酮、1-226+吡氟酰草胺、1-226+氟吡酰草胺、1-226+氟丁酰草胺、1-226+氟草敏、1-226+氟啶草酮。1-226+ sulcotrione, 1-226+ mesotrione, 1-226+oxazolone, 1-226+cyclosulfone, 1-226+flufenone, 1-226+furan Ketone, 1-226+bicyclosulfoxone, 1-226+lancotrione, 1-226+oxazolone, 1-226+cyclopropazone, 1-226+triazolone, 1-226+ Oxazolone, 1-226+ sulfonylpyrazole, 1-226+ pyrazol, 1-226+pyrazone, 1-226+tolpyralate, 1-226+fenquinotrione, 1-226+ Zytotrione, 1-226+ flupiroxyacetic acid or its ester, 1-226+ fluorochloropyridinium, 1-226+ chlorofluoropyridyl ester, 1-226+ quinclorac, 1-226+chloro Quinolinic acid, 1-226+2 methyl 4-chloro or its salt, 1-226+2-methyl-4-chlorophenoxypropionic acid or its salt, 1-226+MCPB or its salt/ester , 1-226+2,4-D or its salt/ester, 1-226+2,4-dipropionic acid or its salt, 1-226+2,4-DB or its salt, 1- 226+ dicamba, 1-226+-aminopicolinic acid, 1-226+ trichloropyridinic acid, 1-226+dichloropicolinic acid, 1-226+ chlorpyrifos, 1-226+fluoxarone, 1-226+ furoseone, 1-226+ diflufenic acid, 1-226+ fluroxypyramine, 1-226+fluramide, 1-226+fluoxamin, 1-226+ Fluroxynone.

1-227+磺草酮、1-227+硝磺草酮、1-227+苯唑草酮、1-227+环磺酮、1-227+氟吡草酮、1-227+呋喃磺草酮、1-227+双环磺草酮、1-227+lancotrione、1-227+双唑草酮、1-227+环吡氟草酮、1-227+三唑磺草酮、1-227+苯唑氟草酮、1-227+磺酰草吡唑、1-227+吡唑特、1-227+吡草酮、1-227+tolpyralate、1-227+fenquinotrione、1-227+异噁唑草酮、1-227+氯氟吡氧乙酸或其酯、1-227+氟氯吡啶酯、1-227+氯氟吡啶酯、1-227+二氯喹啉酸、1-227+氯甲喹啉酸、1-227+2甲4氯或其盐/酯、1-227+2-甲基-4-氯苯氧丙酸或其盐/酯、1-227+MCPB或其盐/酯、1-227+2,4-D或其盐/酯、1-227+2,4-滴丙酸或其盐/酯、1-227+2,4-DB或其盐/酯、1-227+麦草畏、1-227+氨氯吡啶酸、1-227+三氯吡氧乙酸、1-227+二氯吡啶酸、1-227+绿草定、1-227+氟咯草酮、1-227+呋草酮、1-227+吡氟酰草胺、1-227+氟吡酰草胺、1-227+氟丁酰草胺、1-227+氟草敏、1-227+氟啶草酮。1-227+ sulcotrione, 1-227+ mesotrione, 1-227+ oxazolone, 1-227+ sulfonone, 1-227+flufenone, 1-227+ furan Ketone, 1-227+bicyclosulfone, 1-227+lancotrione, 1-227+ oxazolone, 1-227+cycloflufenone, 1-227+ triazosinone, 1-227+ Oxazolone, 1-227+ sulfonylpyrazole, 1-227+ pyrazol, 1-227+pyrazone, 1-227+tolpyralate, 1-227+fenquinotrione, 1-227+ Zytotrione, 1-227+ flufenoxyacetic acid or its ester, 1-227+ fluorochloropyridinium, 1-227+ chlorofluoropyridinium, 1-227+ quinclorac, 1-227+chloro Quinolinic acid, 1-227+2 methyl 4-chloro or its salt, 1-227+2-methyl-4-chlorophenoxypropionic acid or its salt, 1-227+MCPB or its salt/ester , 1227+2,4-D or its salt/ester, 1-227+2,4-dipropionic acid or its salt, 1-227+2,4-DB or its salt, 1- 227+ dicamba, 1-227+-aminopicolinic acid, 1-227+ trichloropyroxyacetic acid, 1-227+dichloropicolinic acid, 1-227+ chlorpyrifos, 1-227+fluoxarone, 1-227+ furoseone, 1-227+ diflufenic acid, 1-227+ flufenic acid, 1-227+ flupropionylamine, 1-227+fluoxacilin, 1-227+ Fluroxynone.

1-228+磺草酮、1-228+硝磺草酮、1-228+苯唑草酮、1-228+环磺酮、1-228+氟吡草酮、1-228+呋喃磺草酮、1-228+双环磺草酮、1-228+lancotrione、1-228+双唑草酮、1-228+环吡氟草酮、1-228+三唑磺草酮、1-228+苯唑氟草酮、1-228+磺酰草吡唑、1-228+吡唑特、1-228+吡草酮、1-228+tolpyralate、1-228+fenquinotrione、1-228+异噁唑草酮、1-228+氯氟吡氧乙酸或其酯、1-228+氟氯吡啶酯、1-228+氯氟吡啶酯、1-228+二氯喹啉酸、1-228+氯甲喹啉酸、1-228+2甲4氯或其盐/酯、1-228+2-甲基-4-氯苯氧丙酸或其盐/酯、1-228+MCPB或其盐/酯、1-228+2,4-D或其盐/酯、1-228+2,4-滴丙酸或其盐/酯、1-228+2,4-DB或其盐/酯、1-228+麦草畏、1-228+氨氯吡啶酸、1-228+三氯吡氧乙酸、1-228+二氯吡啶酸、1-228+绿草定、1-228+氟咯草酮、1-228+呋草酮、1-228+吡氟酰草胺、1-228+氟吡酰草胺、1-228+氟丁酰草胺、1-228+氟草敏、1-228+氟啶草酮。1-228+ sulcotrione, 1-228+ mesotrione, 1-228+ oxazolone, 1-228+ sulfonone, 1-228+flufenone, 1-228+ furan Ketone, 1-228+bicyclosulfoxone, 1-228+lancotrione, 1-228+oxazolone, 1-228+cyclopyridone, 1-228+triazolone, 1-228+ Oxazolone, 1-228+ sulfonylpyrazole, 1-228+ pyrazol, 1-228+pyrazin, 1-228+tolpyralate, 1-228+fenquinotrione, 1-228+ Zytotrione, 1-228+ flufenoxyacetic acid or its ester, 1-228+ fluorochloropyridinium, 1-228+ chlorofluoropyridinium, 1-228+dichloroquinoic acid, 1-228+chloroform Quinolinic acid, 1-228+2 methyl 4-chloro or its salt, 1-228+2-methyl-4-chlorophenoxypropionic acid or its salt, 1-228+MCPB or its salt/ester , 1-28+2,4-D or its salt/ester, 1-228+2,4-D-propionic acid or its salt, 1-228+2,4-DB or its salt, 1- 228+ dicamba, 1-228+-aminopicolinic acid, 1-228+ trichloropyridinic acid, 1-228+dichloropicolinic acid, 1-228+ chlorpyrifos, 1-228+fluoxarone, 1-228+ furazolidone, 1-228+piperoxacillin, 1-228+fluazimid, 1-228+fluodobutyramine, 1-228+fluoxacilin, 1-228+ Fluroxynone.

1-229+磺草酮、1-229+硝磺草酮、1-229+苯唑草酮、1-229+环磺酮、1-229+氟吡草酮、1-229+呋喃磺草酮、1-229+双环磺草酮、1-229+lancotrione、1-229+双唑草酮、1-229+环吡氟草酮、1-229+三唑磺草酮、1-229+苯唑氟草酮、1-229+磺酰草吡唑、1-229+吡唑特、1-229+吡草酮、1-229+tolpyralate、1-229+fenquinotrione、1-229+异噁唑草酮、1-229+氯氟吡氧乙酸或其酯、1-229+氟氯吡啶酯、1-229+氯氟吡啶酯、1-229+二氯喹啉酸、1-229+氯甲喹啉酸、1-229+2甲4氯或其盐/酯、1-229+2-甲基-4-氯苯氧丙酸或其盐/酯、1-229+MCPB或其盐/酯、1-229+2,4-D或其盐/酯、1-229+2,4-滴丙酸或其盐/酯、1-229+2,4-DB或其盐/酯、1-229+麦草畏、1-229+氨氯吡啶酸、1-229+三氯吡氧乙酸、1-229+二氯吡啶酸、1-229+绿草定、1-229+氟咯草酮、1-229+呋草酮、1-229+吡氟酰草胺、1-229+氟吡酰草胺、1-229+氟丁酰草胺、1-229+氟草敏、1-229+ 氟啶草酮。1-229+ sulcotrione, 1-229+ mesotrione, 1-229+ oxazolone, 1-229+ sulfonone, 1-229+ flufenone, 1-229+ furan Ketone, 1-229+bicyclosulfolone, 1-229+lancotrione, 1-229+ oxazolone, 1-229+cycloflufenone, 1-229+ triazosulfone, 1-229+ Oxazolone, 1-229+ sulfonylpyrazole, 1-229+ pyrazol, 1-229+pyrazone, 1-229+tolpyralate, 1-229+fenquinotrione, 1-229+ Zytotrione, 1-229+ flupiroxyacetic acid or its ester, 1-229+ fluorochloropyridinium, 1-229+ chlorofluoropyridyl ester, 1-229+ quinclorac, 1-229+chloromethyl Quinolinic acid, 1-229+2 methyl 4-chloro or its salt, 1-229+2-methyl-4-chlorophenoxypropionic acid or its salt, 1-229+MCPB or its salt/ester , 1-229+2,4-D or its salt/ester, 1-229+2,4-dipropionic acid or its salt, 1-229+2,4-DB or its salt, 1- 229+ dicamba, 1-229+-aminopicolinic acid, 1-229+ trichloropyridinic acid, 1-229+dichloropicolinic acid, 1-229+ chlorpyrifos, 1-229+fluoxarone, 1-229+ furoseone, 1-229+ diflufenic acid, 1-229+ fluroxypyramine, 1-229+ flupropionylamine, 1-229+ fluroxypyr, 1-229+ Fluroxynone.

1-230+磺草酮、1-230+硝磺草酮、1-230+苯唑草酮、1-230+环磺酮、1-230+氟吡草酮、1-230+呋喃磺草酮、1-230+双环磺草酮、1-230+lancotrione、1-230+双唑草酮、1-230+环吡氟草酮、1-230+三唑磺草酮、1-230+苯唑氟草酮、1-230+磺酰草吡唑、1-230+吡唑特、1-230+吡草酮、1-230+tolpyralate、1-230+fenquinotrione、1-230+异噁唑草酮、1-230+氯氟吡氧乙酸或其酯、1-230+氟氯吡啶酯、1-230+氯氟吡啶酯、1-230+二氯喹啉酸、1-230+氯甲喹啉酸、1-230+2甲4氯或其盐/酯、1-230+2-甲基-4-氯苯氧丙酸或其盐/酯、1-230+MCPB或其盐/酯、1-230+2,4-D或其盐/酯、1-230+2,4-滴丙酸或其盐/酯、1-230+2,4-DB或其盐/酯、1-230+麦草畏、1-230+氨氯吡啶酸、1-230+三氯吡氧乙酸、1-230+二氯吡啶酸、1-230+绿草定、1-230+氟咯草酮、1-230+呋草酮、1-230+吡氟酰草胺、1-230+氟吡酰草胺、1-230+氟丁酰草胺、1-230+氟草敏、1-230+氟啶草酮。1-230+ sulcotrione, 1-230+ mesotrione, 1-230+oxazolone, 1-230+cyclosulfone, 1-230+flufenone, 1-230+furan Ketone, 1-230+bicyclosulfone, 1-230+lancotrione, 1-230+ oxazolone, 1-230+cycloflufenone, 1-230+ triazosinone, 1-230+ Oxazolone, 1-230+ sulfonylpyrazole, 1-230+ pyrazol, 1-230+pyrazone, 1-230+tolpyralate, 1-230+fenquinotrione, 1-230+ Zytotrione, 1-230+ flufenoxyacetic acid or its ester, 1-230+ fluorochloropyridinium, 1-230+ chlorofluoropyridinate, 1-230+dichloroquinoic acid, 1-230+chloroform Quinolinic acid, 1-230+2 methyl 4-chloro or its salt, 1-230+2-methyl-4-chlorophenoxypropionic acid or its salt, 1-230+MCPB or its salt/ester , 1-230+2,4-D or its salt/ester, 1-230+2,4-dipropionic acid or its salt, 1-230+2,4-DB or its salt, 1- 230+ dicamba, 1-230+-aminopicolinic acid, 1-230+ trichloropyroxyacetic acid, 1-230+dichloropicolinic acid, 1-230+ chlorpyrifos, 1-230+fluoxarone, 1-230+ furoseone, 1-230+piroxylylamine, 1-230+ flufenic acid, 1-230+ fluorobutyryl amide, 1-230+ flufenapyr, 1-230+ Fluroxynone.

其中，采用茎叶处理法测定上述部分(i)与(ii)的混配对杂草的实际防效，即待杂草处于3-4叶期，手动喷雾器，兑水量30公斤/667m 2，采用茎叶喷雾均匀喷雾。处理后20天调查，并用Gowing法计算各处理混合组合的理论鲜重抑制率(E0＝X+Y-X*Y/100)，然后与实测抑制率(E)相比较，评价二者混用对杂草的联合作用类型，当E-E0值大于10％为增效作用、小于-10％为拮抗作用、在-10％～10％之间为加成作用。并根据实际防效和除草剂特点、配方的平衡性等因素确定最佳配比。式中X为活性成分A用量为P时的鲜重抑制率；Y为活性成分B用量为Q时的鲜重抑制率。统计结果见下表6。 Among them, the actual control effect of the mixed weeds of the above parts (i) and (ii) is determined by the stem and leaf treatment method, that is, the weeds are in the 3-4 leaf stage, the hand sprayer, the water exchange amount is 30 kg / 667 m 2 , The stem and leaf spray is evenly sprayed. The 20-day investigation was carried out, and the theoretical fresh weight inhibition rate (E0=X+YX*Y/100) of each mixed combination was calculated by Gowing method, and then compared with the measured inhibition rate (E), the two were mixed for weeds. The combined action type, when the E-E0 value is greater than 10% for synergism, less than -10% for antagonism, between -10% and 10% for additive effect. According to the actual control effect and the characteristics of the herbicide, the balance of the formula and other factors determine the best ratio. Wherein X is the fresh weight inhibition rate when the amount of the active ingredient A is P; and Y is the fresh weight inhibition rate when the amount of the active ingredient B is Q. The statistical results are shown in Table 6 below.

表6.(i)与(ii)混配对杂草的实际防效及联合作用评价(Gowing法)Table 6. Actual control effectiveness and joint effect evaluation of (i) and (ii) mixed weeds (Gowing method)

Figure PCTCN2019074315-appb-000254
Figure PCTCN2019074315-appb-000254

Figure PCTCN2019074315-appb-000255
Figure PCTCN2019074315-appb-000255

同时经过很多测试发现，本发明中的其他组分(i)与组分(ii)混配同样能够产生类似的除草效果。另外，本发明所述化合物及其组合物很多对结缕草、狗牙根、高羊茅、早熟禾、黑麦草、海滨雀稗等禾本科草坪有很好的选择性，能防除很多关键禾本科杂草以及阔叶杂草。对不同施药方式下的小麦、玉米、水稻、甘蔗、大豆、棉花、油葵、马铃薯、果树、蔬菜等测试也显示出极好的选择性和商业价值。At the same time, after many tests, it was found that the other component (i) in the present invention can be similarly mixed with the component (ii) to produce a similar herbicidal effect. In addition, many of the compounds of the present invention and their compositions have good selectivity against grasses such as Zoysia, Bermudagrass, tall fescue, bluegrass, ryegrass, seashore gar, etc., and can prevent many key grasses. Weeds and broadleaf weeds. Tests on wheat, corn, rice, sugar cane, soybean, cotton, oil sunflower, potato, fruit trees, and vegetables under different application methods also showed excellent selectivity and commercial value.

Claims (18)

一种如通式I所示的哒嗪醇类化合物或其衍生物：A pyridazinol compound or derivative thereof as shown in Formula I:
Figure PCTCN2019074315-appb-100001
Figure PCTCN2019074315-appb-100001
 其中，X代表卤代烷基、氰基、烷基、烷氧基、卤代烷氧基、R 1R 2N-(C＝O)-、R 1R 2N-、羟基、未取代或取代的芳基； Wherein X represents haloalkyl, cyano, alkyl, alkoxy, haloalkoxy, R 1 R 2 N-(C=O)-, R 1 R 2 N-, hydroxy, unsubstituted or substituted aryl ; A代表未取代或取代的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基以及未取代或取代的芳基、杂芳基或脂杂环基；A represents an unsubstituted or substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl group and an unsubstituted or substituted aryl, heteroaryl or heteroheterocyclyl; 所述“取代的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，未取代或取代的芳基、杂芳基，-(CH 2) n-O-(CH 2) p-，-(CH 2) n-S-(CH 2) p-，-(CH 2) n-NR 3-(CH 2) p-，R-O-，R-O-(CH 2) p-O-，R-O-(CH 2) p-S-，R-S-，R-S-(CH 2) p-O-，R-S-(CH 2) p-S-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝S)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝S)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-(O) m-，R-(C＝O)-，R-(C＝S)-，R-(C＝O)-(CH 2) n-O-，R-(C＝S)-(CH 2) n-S-，R-(C＝O)-(CH 2) n-S-，R-(C＝S)-(CH 2) n-O-，R-SO-(CH 2) n-(O) m-，R-SO-(CH 2) n-(S) m-，R-SO-(CH 2) n-(NR 3) m-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(CH 2) n-(S) m-，R-SO 2-(CH 2) n-(NR 3) m-，R 1R 2N-，R 1R 2N-(CH 2) n-O-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-O-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-O-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(NR 3) m-，R 1R 2P(O)-(O) m-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH) m-，R 1R 2C＝N-(O) m-，R 1R 2C＝N-NH-； The "substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl" refers to being substituted with one or more selected from the group consisting of halogen, cyanide Base, nitro, azido, unsubstituted or substituted aryl, heteroaryl, -(CH 2 ) n -O-(CH 2 ) p -, -(CH 2 ) n -S-(CH 2 ) p -, -(CH 2 ) n -NR 3 -(CH 2 ) p -,RO-,RO-(CH 2 ) p -O-,RO-(CH 2 ) p -S-,RS-,RS- (CH 2 ) p -O-,RS-(CH 2 ) p -S-,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -(S) m -,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RO- (CH 2 ) n -(C=S)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -, RO-(CH 2 ) n -(C=S)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -(O) m -,R-(C=O)-,R-(C=S)-,R-(C =O)-(CH 2 ) n -O-,R-(C=S)-(CH 2 ) n -S-,R-(C=O)-(CH 2 ) n -S-,R-( C=S)-(CH 2 ) n -O-,R-SO-(CH 2 ) n -(O) m -,R-SO-(CH 2 ) n -(S) m -,R-SO- (CH 2 ) n -(NR 3 ) m -,R-SO 2 -(CH 2 ) n -(O) m -,R-SO 2 - (CH 2 ) n -(S) m -,R-SO 2 -(CH 2 ) n -(NR 3 ) m -,R 1 R 2 N-,R 1 R 2 N-(CH 2 ) n -O -(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q - (NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -( CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(NR 3 ) m -,R 1 R 2 P(O)-(O m -, R 1 R 2 R 3 SiO-, R 1 R 2 R 3 Si-(CH=CH) m -, R 1 R 2 C=N-(O) m -, R 1 R 2 C=N -NH-; 所述“取代的芳基、杂芳基或脂杂环基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，含有或不含有卤素的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基，未取代或取代的芳基、芳基烷基、杂芳基、杂芳基烷基、脂杂环基或脂杂环基烷基，R-O-(CH 2) n-，R-O-(CH 2) p-O-(CH 2) q-，R-O-(CH 2) p-S-(CH 2) q-，R-S-(CH 2) n-，R-S-(CH 2) p-O-(CH 2) q-，R-S-(CH 2) p-S-(CH 2) q-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝S)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝O)-(CH 2) q-(O) m-， R-O-(CH 2) n-(C＝S)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-(O) m-，R-(C＝O)-(CH 2) n-，R-(C＝S)-(CH 2) n-，R-(C＝O)-(CH 2) n-O-(CH 2) q-，R-(C＝S)-(CH 2) n-S-(CH 2) q-，R-(C＝O)-(CH 2) n-S-(CH 2) q-，R-(C＝S)-(CH 2) n-O-(CH 2) q-，R-SO-(CH 2) n-(O) m-，R-SO-(CH 2) n-(S) m-，R-SO-(CH 2) n-(NR 3) m-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(CH 2) n-(S) m-，R-SO 2-(CH 2) n-(NR 3) m-，R 1R 2N-(CH 2) n-，R 1R 2N-(CH 2) n-O-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-O-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-O-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(NR 3) m-，R 1R 2PO 3-(O) m-(CH 2) q-，R 1R 2R 3SiO-(CH 2) q-，R 1R 2R 3Si-(CH＝CH) m-(CH 2) q-，R 1R 2C＝N-(O) m-(CH 2) n-，R 1R 2C＝N-NH-(CH 2) n-； The "substituted aryl, heteroaryl or heteroheterocyclyl" refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide, or Halogen-free alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl, unsubstituted or substituted aryl, arylalkyl, heteroaryl, heteroarylalkyl, Aliphatic or heteroheterocyclylalkyl, RO-(CH 2 ) n -,RO-(CH 2 ) p -O-(CH 2 ) q -,RO-(CH 2 ) p -S-(CH 2 ) q -,RS-(CH 2 ) n -,RS-(CH 2 ) p -O-(CH 2 ) q -,RS-(CH 2 ) p -S-(CH 2 ) q -,RO- (CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -(S) m -, RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RO-(CH 2 ) n -(C=S)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -, RO-(CH 2 ) n -(C=S)-(CH 2 ) q -(S m -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q - (O) m -,R-(C=O)-(CH 2 ) n -,R-(C=S)-(CH 2 ) n -,R-(C=O)-(CH 2 ) n - O-(CH 2 ) q -,R-(C=S)-(CH 2 ) n -S-(CH 2 ) q -,R-(C=O)-(CH 2 n -S-(CH 2 ) q -,R-(C=S)-(CH 2 ) n -O-(CH 2 ) q -,R-SO-(CH 2 ) n -(O) m - , R-SO-(CH 2 ) n -(S) m -,R-SO-(CH 2 ) n -(NR 3 ) m -,R-SO 2 -(CH 2 ) n -(O) m - , R-SO 2 -(CH 2 ) n -(S) m -,R-SO 2 -(CH 2 ) n -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -,R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(S) m - , R 1 R 2 N-(CH 2 ) n -O-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n - (C=O)-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(NR 3 ) m - , R 1 R 2 PO 3 -(O) m -(CH 2 ) q -,R 1 R 2 R 3 SiO-(CH 2 ) q -,R 1 R 2 R 3 Si-(CH=CH) m - (CH 2 ) q -, R 1 R 2 C=N-(O) m -(CH 2 ) n -, R 1 R 2 C=N-NH-(CH 2 ) n -; m为0或1，n、q分别代表0～8之间的整数，p代表1～8之间的整数；m is 0 or 1, n, q represent an integer between 0 and 8, respectively, and p represents an integer between 1 and 8; R代表氢，含有或不含有卤素的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基，以及未取代或取代的芳基、芳基烷基、杂芳基、杂芳基烷基；R represents hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl with or without halogen, and unsubstituted or substituted aryl, arylalkyl, heteroaryl Heteroarylalkyl; R 1、R 2、R 3分别独立地代表氢，硝基，羟基，氨基，含有或不含有卤素的烷基、烯基、炔基、环烷基、环烯基、环烷基烷基、烷氧基、烯基氧基、炔基氧基、环烷基氧基、烷氧基烷基、烷氧基羰基、烷硫基羰基、烷基磺酰基、烷基磺酰基烷基、烷基羰基、烷基羰基烷基、烷基酰氧基、烷基氨基、烷基氨基羰基、烷氧基氨基羰基、烷氧基羰基烷基、烷氨基羰基烷基、三烷基甲硅烷基、二烷基膦酰基，以及未取代或取代的芳基、芳基烷基、芳基氧基、芳基烷基氧基、芳基氧基烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基烷基、杂芳基氧基、杂芳基烷基氧基、杂芳基氧基烷基、杂芳基羰基、杂芳基磺酰基、脂杂环基、脂杂环基烷基、脂杂环基氧基、脂杂环基烷基氧基、脂杂环基氧基烷基、脂杂环基羰基、脂杂环基磺酰基；或者R 1R 2N-形成五元或六元杂环基。 R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, cycloalkylalkyl with or without halogen. Alkoxy, alkenyloxy, alkynyloxy, cycloalkyloxy, alkoxyalkyl, alkoxycarbonyl, alkylthiocarbonyl, alkylsulfonyl, alkylsulfonylalkyl, alkyl Carbonyl, alkylcarbonylalkyl, alkyl acyloxy, alkylamino, alkylaminocarbonyl, alkoxyaminocarbonyl, alkoxycarbonylalkyl, alkylaminocarbonylalkyl, trialkylsilyl, two Alkylphosphono group, and unsubstituted or substituted aryl, arylalkyl, aryloxy, arylalkyloxy, aryloxyalkyl, arylcarbonyl, arylsulfonyl, heteroaryl , heteroarylalkyl, heteroaryloxy, heteroarylalkyloxy, heteroaryloxyalkyl, heteroarylcarbonyl, heteroarylsulfonyl, heteroheterocyclyl, alicycloalkyl Alkyl, alicyclic hydroxyoxy, alicyclic aryloxy, alicyclic hydroxyalkyl, alicyclic carbonyl, alicyclic sulfonyl; or R 1 R 2 N- Or six yuan Cycloalkyl group. 根据权利要求1所述的哒嗪醇类化合物或其衍生物，其中，The pyridazinol compound or a derivative thereof according to claim 1, wherein X代表卤代C 1～8烷基、氰基、C 1～8烷基、C 1～8烷氧基、卤代C 1～8烷氧基、R 1R 2N-(C＝O)-、R 1R 2N-、羟基、未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的芳基； X represents a halogenated C 1 ~ 8-alkyl, cyano, C 1 ~ 8 alkyl, C 1 ~ 8 alkoxy, halo C 1 ~ 8 alkoxy, R 1 R 2 N- (C = O) -, R 1 R 2 N-, hydroxy, unsubstituted or 1 to 5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, decyl, amino and C 1-8 alkyl with or without halogen , C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1 ~ 8 alkoxy, C 1 ~ 8 alkoxy An aryl group substituted with a group of a carbonyl group, a C 1-8 alkoxycarbonyl group, a C 1-8 alkylsulfonyl group, a C 1-8 alkylamino group or a C 1-8 alkyl acyloxy group; A代表未取代或取代的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基以及未取代或取代的5～14元芳基、杂芳基或脂杂环基； A represents an unsubstituted or substituted C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl a C 1-8 alkyl group and an unsubstituted or substituted 5-14 member aryl, heteroaryl or heteroheterocyclic group; 所述“取代的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的的芳基、杂芳基，-(CH 2) n-O-(CH 2) p-，-(CH 2) n-S-(CH 2) p-，-(CH 2) n-NR 3-(CH 2) p-，R-O-，R-O-(CH 2) p-O-，R-O-(CH 2) p-S-，R-S-，R-S-(CH 2) p-O-，R-S-(CH 2) p-S-，R-O-(C＝O)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝O)-(O) m-，R-O-(CH 2) n-(C＝O)-，R-S-(C＝S)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝S)-(S) m-，R-S-(CH 2) n-(C＝S)-，R-O-(C＝O)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝O)-(S) m-，R-O-(C＝S)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝S)-(O) m-，R-O-(CH 2) n-(C＝S)-，R-S-(C＝O)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝O)-(O) m-，R-S-(CH 2) n-(C＝O)-，R-O-(C＝S)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝S)-(S) m-，R-S-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝O)-(S) m-，R-S-(C＝S)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(O) m-，R-(C＝O)-，R-(C＝S)-，R-(C＝O)-O-，R-(C＝S)-S-，R-(C＝O)-S-，R-(C＝S)-O-，R-SO-(O) m-，R-SO-(S) m-，R-SO-(NR 3) m-，R-SO 2-(O) m-，R-SO 2-(S) m-，R-SO 2(NR 3) m-，R 1R 2N-，R 1R 2N-O-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-O-，R 1R 2N-O-(CH 2) q-(S) m-，R 1R 2N-O-(CH 2) q-(NR 3) m-，R 1R 2N-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-，R 1R 2N-(C＝O)-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-(C＝O)-(S) m-，R 1R 2N-(C＝O)-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-(C＝O)-(NR 3) m-，R 1R 2N-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-SO 2-(O) m-，R 1R 2N-(CH 2) n-SO 2-，R 1R 2N-SO 2-(CH 2) q-(S) m-，R 1R 2N-(CH 2) n-SO 2-(S) m-，R 1R 2N-SO 2-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(NR 3) m-，R 1R 2P(O)-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH) m-，R 1R 2C＝N-(O) m-，R 1R 2C＝N-NH-； The "substituted C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1-8 alkyl" means substituted by one or more selected from the group consisting of halogen, cyano, nitro, azide, unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxyl, carboxyl, mercapto, amino and C with or without halogen-containing alkyl group having 1 to 8,. 3 ~ C 8 cycloalkyl group,. 3 ~ C 8 cycloalkenyl group, C 1-8 cycloalkyl. 3 C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1 ~ 8 alkoxy, C 1 ~ 8 alkylcarbonyl, C 1 ~ 8 alkoxycarbonyl, C 1 ~ 8 An aryl group, a heteroaryl group substituted with a group of an alkylsulfonyl group, a C 1-8 alkylamino group or a C 1-8 alkyl acyloxy group, -(CH 2 ) n -O-(CH 2 ) p -, -(CH 2 ) n -S-(CH 2 ) p -, -(CH 2 ) n -NR 3 -(CH 2 ) p -,RO-,RO-(CH 2 ) p -O-, RO-(CH 2 ) p -S-,RS-,RS-(CH 2 ) p -O-,RS-(CH 2 ) p -S-,RO-(C=O)-(CH 2 ) q - (O) m -,RO-(CH 2 ) n -(C=O)-(O) m -,RO-(CH 2 ) n -(C=O)-,RS-(C=S)-( CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=S)-(S) m -,RS-( CH 2 ) n -(C=S)-,RO-(C=O)-(CH 2 ) q -(S) m -,RO-(CH 2 ) n -(C=O)-(S) m -,RO-(C=S)-(CH 2 ) q -(O) m -,RO-(CH 2 ) n -(C=S)-(O) m -,RO-(CH 2 ) n - (C=S)-,RS-(C=O)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=O)-(O) m -,RS-( CH 2 ) n -(C=O)-,RO-(C=S)-(CH 2 ) q -(S) m -,RO-(CH 2 ) n -(C=S)-(S) m -,RS-(C=O)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=O)-(S) m -,RS-(C=S)- (CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(O) m -,R-(C=O)-,R-(C=S)-, R-(C=O)-O-, R-(C=S)-S-, R-(C=O)-S-, R-(C=S)-O-, R-SO-(O m -, R-SO-(S) m -, R-SO-(NR 3 ) m -, R-SO 2 -(O) m -, R-SO 2 -(S) m -, R-SO 2 (NR 3 ) m -,R 1 R 2 N-,R 1 R 2 NO-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -O-,R 1 R 2 NO-(CH 2 ) q -(S) m -,R 1 R 2 NO-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(C=O)-(CH 2 q -(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O) -, R 1 R 2 N-(C=O)-(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(S) m -, R 1 R 2 N-(C=O)-(CH 2 ) q -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(NR 3 ) m -,R 1 R 2 N-SO 2 -(CH 2 ) q -( O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -,R 1 R 2 N-SO 2 -(CH 2 ) q -(S) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(S) m -,R 1 R 2 N-SO 2 -(CH 2 ) q -( NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(NR 3 ) m -,R 1 R 2 P(O)-,R 1 R 2 R 3 SiO-,R 1 R 2 R 3 Si-(CH=CH) m -, R 1 R 2 C=N-(O) m -, R 1 R 2 C=N-NH-; 所述“取代的5～14元芳基、杂芳基或脂杂环基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，含有或不含有卤素的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基，未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的芳基、芳基C 1～8烷基、杂芳基、杂芳基C 1～8烷基、脂杂环基或脂杂环基C 1～8烷基，R-O-(CH 2) n-，R-O-(CH 2) p-O-(CH 2) q-，R-O-(CH 2) p-S-(CH 2) q-，R-S-(CH 2) n-，R-S-(CH 2) p-O-(CH 2) q-， R-S-(CH 2) p-S-(CH 2) q-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(CH 2) q-，R-O-(CH 2) n-(C＝S)-(CH 2) q-，R-S-(CH 2) n-(C＝O)-(CH 2) q-，R-S-(C＝S)-(CH 2) q-(S) m-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-O-(C＝S)-(CH 2) q-(O) m-，R-S-(C＝O)-(CH 2) q-(O) m-，R-O-(C＝S)-(CH 2) q-(S) m-，R-S-(C＝O)-(CH 2) q-(S) m-，R-S-(C＝S)-(CH 2) q-(O) m-，R-S-(CH 2) n-(C＝S)-(S) m-，R-O-(CH 2) n-(C＝S)-(O) m-，R-S-(CH 2) n-(C＝O)-(O) m-，R-O-(CH 2) n-(C＝S)-(S) m-，R-S-(CH 2) n-(C＝O)-(S) m-，R-S-(CH 2) n-(C＝S)-(O) m-，R-(C＝O)-(CH 2) n-，R-(C＝S)-，R-(C＝O)-(CH 2) n-O-(CH 2) q-，R-(C＝S)-(CH 2) n-S-，R-(C＝O)-(CH 2) n-S-，R-(C＝S)-(CH 2) n-O-，R-(C＝S)-S-(CH 2) q-，R-(C＝O)-S-(CH 2) q-，R-(C＝S)-O-(CH 2) q-，R-SO-(O) m-，R-SO-(S) m-，R-SO-(NR 3) m-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(S) m-，R-SO 2-(CH 2) n-(NR 3) m-，R-SO-(CH 2) n-，R 1R 2N-(CH 2) n-，R 1R 2N-(CH 2) n-O-(CH 2) q-，R 1R 2N-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(CH 2) q-，R 1R 2N-(CH 2) n-(C＝O)-(O) m-，R 1R 2N-(CH 2) n-(C＝O)-(S) m-，R 1R 2N-(CH 2) n-(C＝O)-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) n-SO 2-(S) m-，R 1R 2N-(CH 2) n-SO 2-(NR 3) m-，R 1R 2N-(C＝O)-(CH 2) n-(O) m-，R 1R 2N-(C＝O)-(CH 2) n-(S) m-，R 1R 2N-(C＝O)-(CH 2) n-(NR 3) m-，R 1R 2N-SO 2-(CH 2) q-(S) m-，R 1R 2N-SO 2-(CH 2) q-(NR 3) m-，R 1R 2N-(CH 2) n-O-，R 1R 2N-O-(CH 2) q-，R 1R 2P(O)-(O) m-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH) m-，R 1R 2C＝N-(O) m-，R 1R 2C＝N-NH-； The "substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl" refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide. group, with or without a halogen-C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl Alkyl C 1-8 alkyl, unsubstituted or 1 to 5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, decyl, amino and C 1-8 alkyl with or without halogen, C 3-8 cycloalkyl, C 3-8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1 ~ 8 alkoxy Substituting a group of a C 1-8 alkylcarbonyl group, a C 1-8 alkoxycarbonyl group, a C 1-8 alkylsulfonyl group, a C 1-8 alkylamino group or a C 1-8 alkyl acyloxy group Aryl, aryl C 1-8 alkyl, heteroaryl, heteroaryl C 1-8 alkyl, heteroheterocyclyl or heteroheterocyclyl C 1-8 alkyl, RO-(CH 2 ) n -,RO-(CH 2 ) p -O-(CH 2 ) q -,RO-(CH 2 ) p -S-(CH 2 ) q -,RS-(CH 2 ) n -,RS-(CH 2 ) p -O-(CH 2 ) q -, RS-(CH 2 ) p -S-(CH 2 ) q -,RO-(CH 2 ) n -(C= O)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(CH 2 ) q -,RO-(CH 2 ) n -(C=S)- (CH 2 ) q -,RS-(CH 2 ) n -(C=O)-(CH 2 ) q -,RS-(C=S)-(CH 2 ) q -(S) m -,RO- (CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RO-(C=S)-(CH 2 ) q -(O) m -,RS-(C=O )-(CH 2 ) q -(O) m -,RO-(C=S)-(CH 2 ) q -(S) m -,RS-(C=O)-(CH 2 ) q -(S m -,RS-(C=S)-(CH 2 ) q -(O) m -,RS-(CH 2 ) n -(C=S)-(S) m -,RO-(CH 2 ) n -(C=S)-(O) m -,RS-(CH 2 ) n -(C=O)-(O) m -,RO-(CH 2 ) n -(C=S)-(S m -,RS-(CH 2 ) n -(C=O)-(S) m -,RS-(CH 2 ) n -(C=S)-(O) m -,R-(C=O )-(CH 2 ) n -,R-(C=S)-, R-(C=O)-(CH 2 ) n -O-(CH 2 ) q -,R-(C=S)-( CH 2 ) n -S-, R-(C=O)-(CH 2 ) n -S-, R-(C=S)-(CH 2 ) n -O-, R-(C=S)- S-(CH 2 ) q -,R-(C=O)-S-(CH 2 ) q -,R-(C=S)-O-(CH 2 ) q -,R-SO-(O) m -, R-SO-(S) m -, R-SO-(NR 3 ) m -, R-SO 2 -(CH 2 ) n -(O) m -, R-SO 2 -(S) m -, R-SO 2 -(CH 2 ) n -(NR 3 ) m -, R-SO-(CH 2 ) n -, R 1 R 2 N-(CH 2 ) n -, R 1 R 2 N- (CH 2 ) n -O-(CH 2 ) q -,R 1 R 2 N-(C=O)-(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(CH 2 ) q -,R 1 R 2 N-(CH 2 ) n -(C=O)-(O) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(S) m -,R 1 R 2 N-(CH 2 ) n -(C=O)-(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(S) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(NR 3 ) m -,R 1 R 2 N-(C= O)-(CH 2 ) n -(O) m -,R 1 R 2 N-(C=O)-(CH 2 ) n -(S) m -,R 1 R 2 N-(C=O) -(CH 2 ) n -(NR 3 ) m -,R 1 R 2 N-SO 2 -(CH 2 ) q -(S) m -,R 1 R 2 N-SO 2 -(CH 2 ) q - (NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -O-,R 1 R 2 NO-(CH 2 ) q -,R 1 R 2 P(O)-(O) m -, R 1 R 2 R 3 SiO-, R 1 R 2 R 3 Si-(CH=CH) m -, R 1 R 2 C=N-(O) m -, R 1 R 2 C=N-NH-; m为0或1，n、q分别代表0～6之间的整数，p代表1～6之间的整数；m is 0 or 1, n, q represent an integer between 0 and 6, respectively, and p represents an integer between 1 and 6; R代表氢，含有或不含有卤素的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基，以及未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的芳基、芳基C 1～8烷基、杂芳基、杂芳基C 1～8烷基； R represents hydrogen, or halogen-containing C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkenyl group, C 3 ~ 8 -cycloalkyl C 1-10 alkyl, and unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, decyl, amino, and C 1-8 alkane with or without halogen group, C 3 ~ 8 cycloalkyl, C 3 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl group, C 1 ~ 8 a group in an alkoxy group, a C 1-8 alkylcarbonyl group, a C 1-8 alkoxycarbonyl group, a C 1-8 alkylsulfonyl group, a C 1-8 alkylamino group or a C 1-8 alkyl acyloxy group An aryl group substituted with an aryl group, an aryl C 1-8 alkyl group, a heteroaryl group, a heteroaryl C 1-8 alkyl group; R 1、R 2、R 3分别独立地代表氢，硝基，羟基，氨基，含有或不含有卤素的C 1～8烷基、C 2～8烯基、C 2～8炔基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基、C 1～8烷氧基、C 2～8烯基氧基、C 2～8炔基氧基、C 3～8环烷基氧基、C 1～8烷氧基C 1～8烷基、C 1～8烷氧基羰基、C 1～8烷基羰基C 1～8烷基、C 1～8烷硫基羰基、C 1～8烷基磺酰基、C 1～8烷基磺酰基C 1～8烷基、C 1～8烷基羰基、C 1～8烷基酰氧基、C 1～8烷基氨基、C 1～8烷基氨基羰基、C 1～8烷氧基氨基羰基、C 1～8烷氧基羰基C 1～8烷基、C 1～8烷氨基羰基C 1～8烷基、三C 1～8烷基甲硅烷基、二C 1～8烷基膦酰基，以及未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～8烷基、C 3～8环烷基、C 3～8环烯基、C 3～8环烷基C 1～8烷基、C 2～8烯基、C 2～8炔 基、C 1～8烷氧基、C 1～8烷基羰基、C 1～8烷氧基羰基、C 1～8烷基磺酰基、C 1～8烷基氨基或C 1～8烷基酰氧基中的基团所取代的芳基、芳基C 1～8烷基、芳基氧基、芳基C 1～8烷基氧基、芳基氧基C 1～8烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基C 1～8烷基、杂芳基氧基、杂芳基C 1～8烷基氧基、杂芳基氧基C 1～8烷基、杂芳基羰基、杂芳基磺酰基、脂杂环基、脂杂环基C 1～8烷基、脂杂环基氧基、脂杂环基C 1～8烷基氧基、脂杂环基氧基C 1～8烷基、脂杂环基羰基、脂杂环基磺酰基；或者R 1R 2N-形成五元或六元杂环基； R 1, R 2, R 3 each independently represent hydrogen, nitro, hydroxy, amino, a halogen containing or not containing C 1 ~ 8 alkyl, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl, C 3 3-8 cycloalkyl group, C 3 ~ 8 cycloalkenyl group, C 3 ~ 8 cycloalkyl C 1 ~ 8 alkyl, C 1 ~ 8 alkoxy, C 2 ~ 8 alkenyloxy, C 2 ~ 8 alkynyl alkoxy group, C 3 ~ 8 cycloalkyl group, C 1 ~ 8 alkoxy-C 1 ~ 8 alkyl, C 1 ~ 8 alkoxycarbonyl, C 1 ~ 8 alkylcarbonyl, C 1 ~ 8-alkyl , C 1-8 alkylthiocarbonyl, C 1-8 alkylsulfonyl, C 1-8 alkylsulfonyl C 1-8 alkyl, C 1-8 alkylcarbonyl, C 1-8 alkyl acyloxy a group, a C 1-8 alkylamino group, a C 1-8 alkylaminocarbonyl group, a C 1-8 alkoxyaminocarbonyl group, a C 1-8 alkoxycarbonyl C 1-8 alkyl group, a C 1-8 alkylamino group a carbonyl C 1-8 alkyl group, a tri C 1-8 alkylsilyl group, a di C 1-8 alkylphosphonyl group, and an unsubstituted or 1 to 5 independently selected from the group consisting of halogen, cyano, nitro, hydroxy , carboxyl, mercapto, amino and C with or without halogen-containing alkyl group having 1 to 8,. 3 ~ C 8 cycloalkyl group, C 1-8 cycloalkenyl. 3,. 3 ~ C 8 cycloalkyl C 1-8 alkyl group, C 2 ~ 8 alkenyl group, C 2 ~ 8 alkynyl, C 1-8 alkoxy group, C 1-8 alkylcarbonyl group, C 1-8 alkoxycarbonyl group, C 1-8 alkylsulfonyl group, C 1-8 alkylamino group or C 1-8 alkyl acyloxy group An aryl group substituted with a group, an aryl C 1-8 alkyl group, an aryloxy group, an aryl C 1-8 alkyloxy group, an aryloxy C 1-8 alkyl group, an arylcarbonyl group, Arylsulfonyl, heteroaryl, heteroaryl C 1-8 alkyl, heteroaryloxy, heteroaryl C 1-8 alkyloxy, heteroaryloxy C 1-8 alkyl, hetero Arylcarbonyl, heteroarylsulfonyl, heteroheterocyclyl, heteroheterocyclyl C 1-8 alkyl, heteroheterocyclyloxy, heteroheterocyclyl C 1-8 alkyloxy, heteroheterocyclyl An oxy C 1-8 alkyl group, an alicyclic carbonyl group, an alicyclic sulfonyl group; or R 1 R 2 N- forms a five- or six-membered heterocyclic group; 所述衍生物是指农业上可接受的盐或通式I中哒嗪环4位上的羟基衍生物。The derivative means an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I. 根据权利要求1或2所述的哒嗪醇类化合物或其衍生物，其中，The pyridazinol compound or a derivative thereof according to claim 1 or 2, wherein X代表卤代C 1～6烷基； X represents a halogenated C 1-6 alkyl group; A代表未取代或取代的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基以及未取代或取代的5～14元芳基、杂芳基或脂杂环基； A represents an unsubstituted or substituted C 1-6 alkyl group, a C 2-6 alkenyl group, a C 2-6 alkynyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, a C 3-6 cycloalkane. a C 1-6 alkyl group and an unsubstituted or substituted 5 to 14 membered aryl, heteroaryl or heteroheterocyclic group; 所述“取代的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，未取代或被1～3个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的的芳基、杂芳基，-(CH 2) n-O-，-(CH 2) n-S-，-(CH 2) n-NR 3-，R-O-，R-O-(CH 2) p-O-，R-O-(CH 2) p-S-，R-S-，R-S-(CH 2) p-O-，R-S-(CH 2) p-S-，R-O-(CH 2) n-(C＝O)-，R-S-(C＝S)-，R-O-(C＝S)-，R-S-(C＝O)-，R-(C＝O)-，R-(C＝S)-，R-(C＝O)-O-，R-(C＝S)-S-，R-(C＝O)-S-，R-(C＝S)-O-，R-SO-，R-SO 2-，R 1R 2N-，R 1R 2N-O-，R 1R 2N-(C＝O)-，R 1R 2N-SO 2-，R 1R 2P(O)-，R 1R 2R 3SiO-，R 1R 2R 3Si-(CH＝CH)-，R 1R 2R 3Si-，R 1R 2C＝N-(O)-，R 1R 2C＝N-，R 1R 2C＝N-NH-； The "substituted C 1-6 alkyl group, C 2-6 alkenyl group, C 2-6 alkynyl group, C 3-6 cycloalkyl group, C 3-6 cycloalkenyl group, C 3-6 cycloalkyl group C. 1 to 6 alkyl" means substituted by one or more selected from the group consisting of halogen, cyano, nitro, azide, unsubstituted or 1-3 independently selected from halogen, cyano, nitro, hydroxyl, carboxyl, mercapto, amino and halogen, with or without C 1-6 alkyl, C 1-6 cycloalkyl. 3,. 3 ~ C 6 cycloalkenyl group, C 1-6 cycloalkyl. 3 C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy, C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, C 1-6 Aryl, heteroaryl, -(CH 2 ) n -O-, -(CH) substituted with a group of an alkylsulfonyl group, a C 1-6 alkylamino group or a C 1-6 alkyl acyloxy group 2 ) n -S-, -(CH 2 ) n -NR 3 -,RO-,RO-(CH 2 ) p -O-,RO-(CH 2 ) p -S-,RS-,RS-(CH 2 ) p -O-,RS-(CH 2 ) p -S-,RO-(CH 2 ) n -(C=O)-,RS-(C=S)-,RO-(C=S)- , RS-(C=O)-, R-(C=O)-, R-(C=S)-, R-(C=O)-O-, R-(C=S)-S-, R-(C=O)-S-, R-(C=S)-O-, R-SO-, R-SO 2 -, R 1 R 2 N-, R 1 R 2 NO-, R 1 R 2 N-(C=O)-, R 1 R 2 N-SO 2 -, R 1 R 2 P(O)-, R 1 R 2 R 3 SiO-, R 1 R 2 R 3 Si-(CH=CH)-, R 1 R 2 R 3 Si-, R 1 R 2 C=N-(O)-, R 1 R 2 C=N-, R 1 R 2 C=N- NH-; 所述“取代的5～14元芳基、杂芳基或脂杂环基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，含有或不含有卤素的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基，未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基和C 1～6烷基酰氧基中的基团所取代的芳基、芳基C 1～6烷基、杂芳基、杂芳基C 1～6烷基、脂杂环基或脂杂环基C 1～6烷基，R-O-(CH 2) n-，R-O-(CH 2) p-O-，R-O-(CH 2) p-S-，R-S-(CH 2) n-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) p-O-，R-S-(CH 2) p-S-，R-S-(C＝S)-(S) m-， R-O-(C＝S)-(O) m-，R-S-(CH 2) n-(C＝O)-(O) m-，R-O-(C＝S)-(S) m-，R-S-(C＝O)-(S) m-，R-S-(C＝S)-(O) m-，R-S-(C＝S)-(CH 2) q-，R-O-(C＝S)-(CH 2) q-，R-S-(C＝O)-(CH 2) q-，R-S-(CH 2) n-(C＝S)-，R-O-(CH 2) n-(C＝S)-，R-S-(CH 2) n-(C＝O)-，R-(C＝O)-(CH 2) n-，R-(C＝S)-，R-(C＝O)-(CH 2) n-O-(CH 2) q-，R-(C＝S)-S-，R-(C＝O)-S-，R-(C＝S)-O-，R-SO-(CH 2) n-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(CH 2) n-(NR 3) m-，R 1R 2N-(CH 2) n-，R 1R 2N-O-，R 1R 2N-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(C＝O)-(S) m-，R 1R 2N-(C＝O)-(NR 3) m-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-(O) m-，R 1R 2N-(CH 2) p-(C＝O)-，R 1R 2N-(CH 2) p-O-，R 1R 2N-O-(CH 2) p-，R 1R 2P(O)-，R 1R 2R 3SiO-，R 1R 2R 3Si-，R 1R 2R 3Si-CH＝CH-，R 1R 2C＝N-，R 1R 2C＝N-O-，R 1R 2C＝N-NH-； The "substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl" refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide. group, with or without a halogen-C 1 ~ 6 alkyl group, C 2 ~ 6 alkenyl group, C 2 ~ 6 alkynyl group, C 3 ~ 6 cycloalkyl, C 3 ~ 6 cycloalkenyl group, C 3 ~ 6 cycloalkyl Alkyl C 1-6 alkyl, unsubstituted or 1-5 independently selected from halogen, cyano, nitro, hydroxy, carboxy, decyl, amino and C 1-6 alkyl with or without halogen, C 3-6 cycloalkyl, C 3-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy , C 1 ~ 6 alkylcarbonyl group, C 1 ~ 6 alkoxycarbonyl, C 1 ~ 6 alkylsulfonyl, C 1 ~ 6 alkylamino C 1 ~ 6 alkyl group and acyloxy group substituted with Aryl, aryl C 1-6 alkyl, heteroaryl, heteroaryl C 1-6 alkyl, alicyclic or heteroheterocyclyl C 1-6 alkyl, RO-(CH 2 ) n -,RO-(CH 2 ) p -O-,RO-(CH 2 ) p -S-,RS-(CH 2 ) n -,RO-(CH 2 ) n -(C=O)-(CH 2 q -(O) m -,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RS-(CH 2 ) p -O- , RS-(CH 2 ) p -S-, RS-(C=S)-(S) m -, RO-(C=S)-(O) m -,RS-(CH 2 ) n -(C =O)-(O) m -,RO-(C=S)-(S) m -,RS-(C=O)-(S) m -,RS-(C=S)-(O) m -, RS-(C=S)-(CH 2 ) q -,RO-(C=S)-(CH 2 ) q -,RS-(C=O)-(CH 2 ) q -,RS-( CH 2 ) n -(C=S)-,RO-(CH 2 ) n -(C=S)-,RS-(CH 2 ) n -(C=O)-,R-(C=O)- (CH 2 ) n -,R-(C=S)-, R-(C=O)-(CH 2 ) n -O-(CH 2 ) q -,R-(C=S)-S-, R-(C=O)-S-, R-(C=S)-O-, R-SO-(CH 2 ) n -, R-SO 2 -(CH 2 ) n -(O) m -, R-SO 2 -(CH 2 ) n -(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -,R 1 R 2 NO-,R 1 R 2 N-(C=O)- (CH 2 ) q -(O) m -,R 1 R 2 N-(C=O)-(S) m -,R 1 R 2 N-(C=O)-(NR 3 ) m -,R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -(O) m -,R 1 R 2 N-(CH 2 ) p -(C=O)-,R 1 R 2 N -(CH 2 ) p -O-,R 1 R 2 NO-(CH 2 ) p -,R 1 R 2 P(O)-,R 1 R 2 R 3 SiO-,R 1 R 2 R 3 Si- , R 1 R 2 R 3 Si-CH=CH-, R 1 R 2 C=N-, R 1 R 2 C=NO-, R 1 R 2 C=N-NH-; m为0或1，n、q分别代表0～4之间的整数，p代表1～4之间的整数；m is 0 or 1, n, q represent an integer between 0 and 4, respectively, and p represents an integer between 1 and 4; R代表氢，含有或不含有卤素的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基，以及未取代或被1～3个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的芳基、芳基C 1～6烷基、杂芳基、杂芳基C 1～6烷基； R represents hydrogen, or halogen-containing C 1 ~ 6 alkyl group, C 2 ~ 6 alkenyl group, C 2 ~ 6 alkynyl group, C 3 ~ 6 cycloalkyl, C 3 ~ 6 cycloalkenyl group, C 3 ~ 6 cycloalkyl C 1-6 alkyl, and unsubstituted or 1-3 independently selected from halogen, cyano, nitro, hydroxy, carboxy, thiol, amino and C 1-6 alkane with or without halogen a group, C 3-6 cycloalkyl, C 3-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 a group in an alkoxy group, a C 1-6 alkylcarbonyl group, a C 1-6 alkoxycarbonyl group, a C 1-6 alkylsulfonyl group, a C 1-6 alkylamino group or a C 1-6 alkyl acyloxy group An aryl group substituted with an aryl group, an aryl C 1-6 alkyl group, a heteroaryl group, a heteroaryl C 1-6 alkyl group; R 1、R 2、R 3分别独立地代表氢，硝基，羟基，氨基，含有或不含有卤素的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 1～6烷氧基、C 2～6烯基氧基、C 2～6炔基氧基、C 3～6环烷基氧基、C 1～6烷氧基C 1～6烷基、C 1～6烷氧基羰基、C 1～6烷硫基羰基、C 1～6烷基磺酰基、C 1～6烷基磺酰基C 1～6烷基、C 1～6烷基羰基、C 1～6烷基羰基C 1～6烷基、C 1～6烷基酰氧基、C 1～6烷基氨基、C 1～6烷基氨基羰基、C 1～6烷氧基氨基羰基、C 1～6烷氧基羰基C 1～6烷基、C 1～6烷氨基羰基C 1～6烷基、三C 1～6烷基甲硅烷基、二C 1～6烷基膦酰基，以及未取代或被1～3个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基酰氧基中的基团所取代的芳基、芳基C 1～6烷基、芳基氧基、芳基C 1～6烷基氧基、芳基氧基C 1～6烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基C 1～6烷基、杂芳基氧基、杂芳基C 1～6烷基氧基、杂芳基氧基C 1～6烷基、杂芳基羰基、杂芳基磺酰基、脂杂环基、脂杂环基C 1～6烷基、脂杂环基氧基、脂杂环基C 1～6烷基氧基、脂杂环基氧基C 1～6烷基、脂杂环基羰基、脂杂环基磺酰基；或者R 1R 2N-代表
Figure PCTCN2019074315-appb-100002
R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3 with or without halogen. ～6 cycloalkyl, C 3-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 1-6 alkoxy, C 2-6 alkenyloxy, C 2-6 alkyne Alkoxy group, C 3-6 cycloalkyloxy group, C 1-6 alkoxy C 1-6 alkyl group, C 1-6 alkoxycarbonyl group, C 1-6 alkylthiocarbonyl group, C 1-6 alkylsulfonyl group, C 1 ~ 6 alkylsulfonyl C 1 ~ 6 alkyl group, C 1 ~ 6 alkylcarbonyl group, C 1 ~ 6 alkyl carbonyl C 1 ~ 6 alkyl group, C 1 ~ 6 alkyl acyloxy a group, a C 1-6 alkylamino group, a C 1-6 alkylaminocarbonyl group, a C 1-6 alkoxyaminocarbonyl group, a C 1-6 alkoxycarbonyl C 1-6 alkyl group, a C 1-6 alkylamino group Carbonyl C 1-6 alkyl, tri C 1-6 alkylsilyl, di C 1-6 alkylphosphonyl, and unsubstituted or 1-3 independently selected from halogen, cyano, nitro, hydroxy a carboxyl group, a mercapto group, an amino group, and a C 1-6 alkyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, a C 3-6 cycloalkyl C 1-6 alkyl group, or the like, C 2-6 alkenyl, C 2-6 alkynyl, C 1 to 6 alkoxy group, C 1-6 alkylcarbonyl group, C 1-6 alkoxycarbonyl group, C 1-6 alkylsulfonyl group, C 1-6 alkylamino group or C 1-6 alkyl acyloxy group An aryl group substituted with a group, an aryl C 1-6 alkyl group, an aryloxy group, an aryl C 1-6 alkyloxy group, an aryloxy C 1-6 alkyl group, an arylcarbonyl group, Arylsulfonyl, heteroaryl, heteroaryl C 1-6 alkyl, heteroaryloxy, heteroaryl C 1-6 alkyloxy, heteroaryloxy C 1-6 alkyl, hetero arylcarbonyl, heteroaryl arylsulfonyl group, an aliphatic heterocyclic group, an aliphatic heterocyclic group C 1 ~ 6 alkyl group, aliphatic heterocyclic oxy group, an aliphatic heterocyclic group C 1 ~ 6 alkyl group, aliphatic heterocyclic group An oxy C 1-6 alkyl group, an alicyclic carbonyl group, an alicyclic sulfonyl group; or R 1 R 2 N- represents
Figure PCTCN2019074315-appb-100002
 所述芳基选自
Figure PCTCN2019074315-appb-100003
Figure PCTCN2019074315-appb-100004
The aryl group is selected from
Figure PCTCN2019074315-appb-100003
Figure PCTCN2019074315-appb-100004
 所述杂芳基选自
Figure PCTCN2019074315-appb-100005
Figure PCTCN2019074315-appb-100006
The heteroaryl group is selected from
Figure PCTCN2019074315-appb-100005
Figure PCTCN2019074315-appb-100006
 R’代表氢，硝基，羟基，氨基，含有或不含有氟、氯、溴的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 1～6烷氧基、C 2～6烯基氧基、C 2～6炔基氧基、C 3～6环烷基氧基、C 1～6烷氧基C 1～6烷基、C 1～6烷氧基羰基、C 1～6烷硫基羰基、C 1～6烷基磺酰基、C 1～6烷基磺酰基C 1～6烷基、C 1～6烷基羰基、C 1～6烷基羰基C 1～6烷基、C 1～6烷基酰氧基、C 1～6烷基氨基、C 1～6烷基氨基羰基、C 1～6烷氧基氨基羰基、C 1～6烷氧基羰基C 1～6烷基、C 1～6烷氨基羰基C 1～6烷基、三C 1～6烷基甲硅烷基、二C 1～6烷基膦酰基，以及未取代或被1～3个独立选自氟、氯、溴、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有氟、氯、溴的C 1～6烷基、C 3～6环烷基、C 3～6环烯基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基或C 1～6烷基 酰氧基中的基团所取代的芳基、芳基C 1～6烷基、芳基氧基、芳基C 1～6烷基氧基、芳基氧基C 1～6烷基、芳基羰基、芳基磺酰基、杂芳基、杂芳基C 1～6烷基、杂芳基氧基、杂芳基C 1～6烷基氧基、杂芳基氧基C 1～6烷基、杂芳基羰基、杂芳基磺酰基、脂杂环基、脂杂环基C 1～6烷基、脂杂环基氧基、脂杂环基C 1～6烷基氧基、脂杂环基氧基C 1～6烷基、脂杂环基羰基、脂杂环基磺酰基； R' represents hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl with or without fluorine, chlorine, bromine C 3-6 cycloalkenyl, C 3-6 cycloalkyl C 1-6 alkyl, C 1-6 alkoxy, C 2-6 alkenyloxy, C 2-6 alkynyloxy, C 3 to 6 cycloalkyloxy group, C 1-6 alkoxy C 1-6 alkyl group, C 1-6 alkoxycarbonyl group, C 1-6 alkylthiocarbonyl group, C 1-6 alkylsulfonyl group, C 1 to 6 alkylsulfonyl C 1-6 alkyl, C 1-6 alkylcarbonyl, C 1-6 alkylcarbonyl C 1-6 alkyl, C 1-6 alkyl acyloxy, C 1 ～ 6 alkylamino group, C 1-6 alkylaminocarbonyl group, C 1-6 alkoxyaminocarbonyl group, C 1-6 alkoxycarbonyl C 1-6 alkyl group, C 1-6 alkylaminocarbonyl C 1-6 An alkyl group, a tri-C 1-6 alkylsilyl group, a di C 1-6 alkylphosphonyl group, and unsubstituted or 1-3 independently selected from the group consisting of fluorine, chlorine, bromine, cyano, nitro, hydroxy, a carboxyl group, a mercapto group, an amino group, and a C 1-6 alkyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, a C 3-6 cycloalkyl group C 1 to 6 with or without fluorine, chlorine or bromine. alkyl group, C 2 ~ 6 alkenyl group, C 2 ~ 6 alkynyl group, C 1 6 alkoxy, C 1 ~ 6 alkylcarbonyl group, C 1 ~ 6 alkoxycarbonyl, C 1 ~ 6 alkylsulfonyl, C 1 ~ 6 alkylamino or C 1 ~ 6 alkyl acyloxy Substituted aryl, aryl C 1-6 alkyl, aryloxy, aryl C 1-6 alkyloxy, aryloxy C 1-6 alkyl, arylcarbonyl, aryl Sulfonyl, heteroaryl, heteroaryl C 1-6 alkyl, heteroaryloxy, heteroaryl C 1-6 alkyloxy, heteroaryloxy C 1-6 alkyl, heteroaryl Carbonyl group, heteroarylsulfonyl group, aliphatic heterocyclic group, aliphatic heterocyclic group C 1-6 alkyl group, aliphatic heterocyclic oxy group, aliphatic heterocyclic group C 1-6 alkyloxy group, aliphatic heterocyclic oxy group a C 1-6 alkyl group, an alicyclic carbonyl group, an alicyclic sulfonyl group; 所述脂杂环基选自
Figure PCTCN2019074315-appb-100007
The aliphatic heterocyclic group is selected from
Figure PCTCN2019074315-appb-100007
 所述衍生物是指农业上可接受的盐或通式I中哒嗪环4位上的羟基衍生物，包括其酯、肟、羟胺和醚类衍生物。The derivative refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including esters, oximes, hydroxylamines and ether derivatives thereof. 根据权利要求1或2所述的哒嗪醇类化合物或其衍生物，其中，The pyridazinol compound or a derivative thereof according to claim 1 or 2, wherein X代表卤代C 1～6烷基； X represents a halogenated C 1-6 alkyl group; A代表未取代或取代的C 1～6烷基、C 2～6烯基、C 3～6环烷基、C 3～6环烯基，以及未取代或取代的5～14元芳基、杂芳基或脂杂环基； A represents an unsubstituted or substituted C 1-6 alkyl group, a C 2-6 alkenyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, and an unsubstituted or substituted 5 to 14 membered aryl group, a heteroaryl or an aliphatic heterocyclic group; 所述“取代的C 1～6烷基、C 2～6烯基、C 3～6环烷基、C 3～6环烯基”是指被选自以下基团的中的一种或多种所取代：R-O-(CH 2) n-(C＝O)-和R 1R 2R 3SiO-； The "substituted C 1-6 alkyl group, C 2-6 alkenyl group, C 3-6 cycloalkyl group, C 3-6 cycloalkenyl group" means one or more selected from the group consisting of the following groups Substituted: RO-(CH 2 ) n -(C=O)- and R 1 R 2 R 3 SiO-; 所述“取代的5～14元芳基、杂芳基或脂杂环基”是指被选自以下基团的中的一种或多种所取代：卤素，氰基，硝基，叠氮基，含有或不含有卤素的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 3～6环烷基C 1～6烷基，未取代或被1～5个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基和C 1～6烷基酰氧基中的基团所取代的芳基、芳基C 1～6烷基、杂芳基、杂芳基C 1～6烷基、脂杂环基或脂杂环基C 1～6烷基，R-O-(CH 2) n-，R-O-(CH 2) p-O-，R-S-(CH 2) n-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(O) m-，R-O-(CH 2) n-(C＝O)-(CH 2) q-(S) m-，R-S-(CH 2) n-(C＝O)-，R-(C＝O)-(CH 2) n-，R-(C＝O)-(CH 2) n-O-(CH 2) q-，R-SO-(CH 2) n-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(CH 2) n-(NR 3) m-，R 1R 2N-(C＝O)-(CH 2) q-(O) m-，R 1R 2N-(C＝O)-(NR 3) m-，R 1R 2N-(CH 2) n-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-，R 1R 2P(O)-，和R 1R 2R 3Si-； The "substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl" refers to being substituted with one or more selected from the group consisting of halogen, cyano, nitro, azide. group, with or without a halogen-C 1 ~ 6 alkyl group, C 2 ~ 6 alkenyl group, C 2 ~ 6 alkynyl group, C 3 ~ 6 cycloalkyl, C 3 ~ 6 cycloalkyl C 1 ~ 6 alkyl group , unsubstituted or 1 to 5 independently selected from the group consisting of halogen, cyano, nitro, hydroxy, carboxy, decyl, amino, and C 1-6 alkyl, C 3 -6 cycloalkyl, C with or without halogen 3- to 6 -cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 alkoxy, C 1-6 alkylcarbonyl, C 1-6 alkoxy An aryl group substituted with a group of a carbonyl group, a C 1-6 alkylsulfonyl group, a C 1-6 alkylamino group and a C 1-6 alkyl acyloxy group, an aryl C 1-6 alkyl group, a heteroaryl group , heteroaryl C 1-6 alkyl, alicyclic or heteroheterocyclyl C 1-6 alkyl, RO-(CH 2 ) n -, RO-(CH 2 ) p -O-, RS-( CH 2 ) n -,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(O) m -,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -(S) m -,RS-(CH 2 ) n -(C=O)-, R-(C=O)-(CH 2 ) n -,R-(C=O)-(CH 2 ) n -O-( CH 2 ) q -, R-SO-(CH 2 ) n -, R-SO 2 -(CH 2 ) n -(O) m -, R-SO 2 -(CH 2 ) n -(NR 3 ) m -, R 1 R 2 N-(C=O)-(CH 2 ) q -(O) m -,R 1 R 2 N-(C=O)-(NR 3 ) m -,R 1 R 2 N -(CH 2 ) n -, R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -, R 1 R 2 P(O)-, and R 1 R 2 R 3 Si-; m为0或1，n、q分别代表0～4之间的整数，p代表1～4之间的整数；m is 0 or 1, n, q represent an integer between 0 and 4, respectively, and p represents an integer between 1 and 4; R代表氢，含有或不含有卤素的C 1～6烷基、C 2～6烯基、C 2～6炔基、C 3～6环烷基或C 3～6环烷基C 1～6烷基，以及未取代或被1～3个独立选自卤素中的基团所取代的5～14元芳基、5～14元芳基C 1～4烷基或5～14元杂芳基； R represents hydrogen, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl or C 3-6 cycloalkyl C 1-6 with or without halogen. An alkyl group, and a 5- to 14-membered aryl group, a 5- to 14-membered aryl C 1-4 alkyl group or a 5 to 14-membered heteroaryl group which is unsubstituted or substituted by 1 to 3 groups independently selected from a halogen. ; R 1、R 2、R 3分别独立地代表氢，硝基，羟基，氨基，含有或不含有卤素的C 1～6烷基、 C 2～6烯基、C 2～6炔基、C 3～6环烷基、C 1～6烷氧基、C 1～6烷氧基C 1～6烷基、C 1～6烷氧基羰基、C 1～6烷基羰基、C 1～6烷基羰基C 1～6烷基、C 1～6烷基酰氧基，以及未取代或被1～3个独立选自卤素、氰基、硝基、羟基、羧基、巯基、氨基以及含有或不含有卤素的C 1～6烷基、C 3～6环烷基、C 3～6环烷基C 1～6烷基、C 2～6烯基、C 2～6炔基、C 1～6烷氧基、C 1～6烷基羰基、C 1～6烷氧基羰基、C 1～6烷基磺酰基、C 1～6烷基氨基和C 1～6烷基酰氧基中的基团所取代的5～14元芳基、5～14元芳基C 1～6烷基、5～14元芳基氧基、5～14元芳基羰基、5～14元杂芳基、5～14元杂芳基C 1～6烷基、5～14元杂芳基氧基、5～14元杂芳基羰基和5～14元脂杂环基羰基；或者R 1R 2N-代表
Figure PCTCN2019074315-appb-100008
R 1 , R 2 and R 3 each independently represent hydrogen, nitro, hydroxy, amino, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3 with or without halogen. ～6 cycloalkyl, C 1-6 alkoxy, C 1-6 alkoxy C 1-6 alkyl, C 1-6 alkoxycarbonyl, C 1-6 alkylcarbonyl, C 1-6 alkane Alkylcarbonyl C 1-6 alkyl, C 1-6 alkyl acyloxy, and unsubstituted or 1-3 independently selected from halogen, cyano, nitro, hydroxy, carboxy, thiol, amino and with or without Halogen-containing C 1-6 alkyl, C 3-6 cycloalkyl, C 3-6 cycloalkyl C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 a group of an alkoxy group, a C 1-6 alkylcarbonyl group, a C 1-6 alkoxycarbonyl group, a C 1-6 alkylsulfonyl group, a C 1-6 alkylamino group, and a C 1-6 alkyl acyloxy group a 5- to 14-membered aryl group substituted with a group, a 5- to 14-membered aryl C 1 to 6 alkyl group, a 5 to 14-membered aryloxy group, a 5- to 14-membered arylcarbonyl group, a 5- to 14-membered heteroaryl group, and 5 ～14-membered heteroaryl C 1-6 alkyl, 5- to 14-membered heteroaryloxy, 5- to 14-membered heteroarylcarbonyl, and 5- to 14-membered alicyclic carbonyl; or R 1 R 2 N- represents
Figure PCTCN2019074315-appb-100008
 所述芳基选自
Figure PCTCN2019074315-appb-100009
Figure PCTCN2019074315-appb-100010
The aryl group is selected from
Figure PCTCN2019074315-appb-100009
Figure PCTCN2019074315-appb-100010
 所述杂芳基选自
Figure PCTCN2019074315-appb-100011
Figure PCTCN2019074315-appb-100012
The heteroaryl group is selected from
Figure PCTCN2019074315-appb-100011
Figure PCTCN2019074315-appb-100012
 R’代表氢，含有或不含有氟、氯、溴的C 1～6烷基、C 1～6烷氧基C 1～6烷基、C 1～6烷氧基羰基、C 1～6烷基羰基，脂杂环基，苯基或苄基； R' represents hydrogen, C 1-6 alkyl with or without fluorine, chlorine or bromine, C 1-6 alkoxy C 1-6 alkyl, C 1-6 alkoxycarbonyl, C 1-6 alkane a carbonyl group, an aliphatic heterocyclic group, a phenyl group or a benzyl group; 所述脂杂环基选自
Figure PCTCN2019074315-appb-100013
The aliphatic heterocyclic group is selected from
Figure PCTCN2019074315-appb-100013
 所述衍生物是指农业上可接受的盐或通式I中哒嗪环4位上的羟基衍生物，包括其酯、肟、羟胺和醚类衍生物。The derivative refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including esters, oximes, hydroxylamines and ether derivatives thereof. 根据权利要求1-4任一项所述的哒嗪醇类化合物或其衍生物，其中，The pyridazinol compound or a derivative thereof according to any one of claims 1 to 4, wherein X代表卤代C 1～4烷基； X represents a halogenated C 1-4 alkyl group; A代表未取代或取代的C 1～4烷基、C 2～4烯基、C 3～6环烷基、C 3～6环烯基，以及未取代或取代的5～14元芳基、杂芳基或脂杂环基； A represents an unsubstituted or substituted C 1-4 alkyl group, a C 2 4 alkenyl group, a C 3-6 cycloalkyl group, a C 3-6 cycloalkenyl group, and an unsubstituted or substituted 5 to 14 membered aryl group, a heteroaryl or an aliphatic heterocyclic group; 所述“取代的C 1～4烷基、C 2～4烯基、C 3～6环烷基、C 3～6环烯基”是指被选自以下基团的中的一种或多种所取代：R-O-(C＝O)-和R 1R 2R 3SiO-； The "substituted C 1-4 alkyl group, C 2 -4 alkenyl group, C 3-6 cycloalkyl group, C 3-6 cycloalkenyl group" means one or more selected from the group consisting of the following groups Substituted: RO-(C=O)- and R 1 R 2 R 3 SiO-; 所述“取代的5～14元芳基、杂芳基或脂杂环基”是指被选自以下基团的中的一种或多种所取代：氟，氯，溴，碘，氰基，硝基，叠氮基，含有或不含有氟、氯或溴的C 1～4烷基、C 2～4烯基、C 2～4炔基、C 3～6环烷基、C 3～6环烷基C 1～4烷基，未取代或被1～3个独立选自氟、氯、溴、氰基、羟基、以及含有或不含有氟、氯或溴的C 1～4烷基、C 1～4烷氧基、C 1～4烷氧基羰基、C 1～4烷基磺酰基和C 1～4烷基氨基的基团所取代的芳基、芳基C 1～4烷基、杂芳基、杂芳基C 1～4烷基或脂杂环基，R-O-(CH 2) n-，R-O-CH 2-O-，R-S-(CH 2) n-，R-O-(CH 2) n-(C＝O)-，R-O-(CH 2) n-(C＝O)-O-，R-O-(C＝O)-(CH 2) q-O-，R-O-(CH 2) n-(C＝O)-(CH 2) q-S-，R-S-(CH 2) n-(C＝O)-，R-(C＝O)-(CH 2) n-，R-(C＝O)-O-(CH 2) q-，R-(C＝O)-(CH 2) n-O-，R-SO-(CH 2) n-，R-SO 2-(CH 2) n-(O) m-，R-SO 2-(CH 2) n-NR 3-，R 1R 2N-(C＝O)-(CH 2) q-，R 1R 2N-(C＝O)-(CH 2) q-O-，R 1R 2N-(C＝O)-(NR 3) m-，R 1R 2N-(CH 2) n-，R 1R 2N-(CH 2) n-SO 2-(CH 2) q-，R 1R 2P(O)-和R 1R 2R 3Si-； The "substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl" refers to being substituted with one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, and cyano. , nitro, azide group, C 1-4 alkyl group, C 2 4 alkenyl group, C 2 4 alkynyl group, C 3-6 cycloalkyl group, C 3 ～ with or without fluorine, chlorine or bromine. 6 cycloalkyl C 1-4 alkyl, unsubstituted or 1-3 selected independently from fluoro, chloro, bromo, cyano, hydroxy, and C 1-4 alkyl with or without fluoro, chloro or bromo , C 1 ~ 4 alkoxy, C 1 ~ 4 alkoxycarbonyl, C 1 ~ 4 alkylsulfonyl and C 1 ~ 4 alkyl group substituted amino group aryl, aryl C 1 ~ 4 alkyl Alkyl, heteroaryl, heteroaryl C 1-4 alkyl or an aliphatic heterocyclic group, RO-(CH 2 ) n -, RO-CH 2 -O-, RS-(CH 2 ) n -, RO-( CH 2 ) n -(C=O)-,RO-(CH 2 ) n -(C=O)-O-,RO-(C=O)-(CH 2 ) q -O-,RO-(CH 2 ) n -(C=O)-(CH 2 ) q -S-,RS-(CH 2 ) n -(C=O)-, R-(C=O)-(CH 2 ) n -,R -(C=O)-O-(CH 2 ) q -,R-(C=O)-(CH 2 ) n -O-,R-SO-(CH 2 ) n -,R-SO 2 -( CH 2 ) n -(O) m -,R-SO 2 -(CH 2 ) n -NR 3 -,R 1 R 2 N-(C=O)-(CH 2 ) q -,R 1 R 2 N-(C=O)-(CH 2 ) q -O-,R 1 R 2 N-(C=O)-(NR 3 ) m -,R 1 R 2 N -(CH 2 ) n -, R 1 R 2 N-(CH 2 ) n -SO 2 -(CH 2 ) q -, R 1 R 2 P(O)- and R 1 R 2 R 3 Si-; m为0或1，n、q分别代表0、1、2或3之间的整数，p代表1、2或3之间的整数；m is 0 or 1, n, q represent an integer between 0, 1, 2 or 3, respectively, and p represents an integer between 1, 2 or 3; R代表氢，含有或不含有卤素的C 1～4烷基、C 2～4烯基、C 2～6炔基、C 3～6环烷基或C 3～6环烷基C 1～4烷基，以及未取代或被1～3个独立选自氟、氯、溴中的基团所取代的5～14元芳基、5～14元芳基C 1～2烷基或5～6元杂芳基； R represents hydrogen, C 1-4 alkyl, C 2 to 4 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl or C 3-6 cycloalkyl C 1-4 with or without halogen. An alkyl group, and a 5- to 14-membered aryl group, a 5- to 14-membered aryl C 1-2 alkyl group or a 5 to 6 unsubstituted or substituted by 1 to 3 groups independently selected from fluorine, chlorine, and bromine Metaheteroaryl; R 1、R 2、R 3分别独立地代表氢，含有或不含有氟、氯或溴的C 1～4烷基、C 2～4烯基、C 2～4炔基、C 3～6环烷基、C 1～4烷氧基、C 1～4烷氧基C 1～4烷基、C 1～4烷氧基羰基、C 1～4烷基羰基、C 1～4烷基羰基C 1～4烷基、C 1～4烷基酰氧基，以及未取代或被1～3个独立选自氟、氯、溴、C 1～4烷基、C 1～4烷氧基、C 1～4烷基氨基和C 3～6环烷基中的基团所取代的5～14元芳基、5～14元芳 基氧基、5～14元芳基羰基、5～6元杂芳基、5～6元杂芳基C 1～4烷基和5～6元杂芳基羰基；或者R 1R 2N-代表
Figure PCTCN2019074315-appb-100014
R 1 , R 2 and R 3 each independently represent hydrogen, C 1-4 alkyl, C 2 to 4 alkenyl, C 2 to 4 alkynyl, C 3 to 6 ring with or without fluorine, chlorine or bromine. Alkyl group, C 1-4 alkoxy group, C 1-4 alkoxy C 1-4 alkyl group, C 1-4 alkoxycarbonyl group, C 1-4 alkylcarbonyl group, C 1-4 alkylcarbonyl group C 1 to 4 alkyl, C 1-4 alkyl acyloxy, and unsubstituted or 1 to 3 independently selected from fluorine, chlorine, bromine, C 1-4 alkyl, C 1-4 alkoxy, C a 5- to 14-membered aryl group, a 5- to 14-membered aryloxy group, a 5- to 14-membered arylcarbonyl group, a 5- to 6-membered heterocyclic group substituted with a group of a 1 to 4 alkylamino group and a C 3-6 cycloalkyl group; An aryl group, a 5- to 6-membered heteroaryl C 1-4 alkyl group and a 5- to 6-membered heteroarylcarbonyl group; or R 1 R 2 N- represents
Figure PCTCN2019074315-appb-100014
 所述芳基选自
Figure PCTCN2019074315-appb-100015
Figure PCTCN2019074315-appb-100016
The aryl group is selected from
Figure PCTCN2019074315-appb-100015
Figure PCTCN2019074315-appb-100016
 所述杂芳基选自
Figure PCTCN2019074315-appb-100017
Figure PCTCN2019074315-appb-100018
The heteroaryl group is selected from
Figure PCTCN2019074315-appb-100017
Figure PCTCN2019074315-appb-100018
 R’代表氢，含有或不含有氟、氯、溴的C 1～4烷基、C 1～4烷氧基C 1～4烷基、C 1～4烷氧基羰基、C 1～4烷基羰基，
Figure PCTCN2019074315-appb-100019
苯基或苄基； R' represents hydrogen, C 1-4 alkyl with or without fluorine, chlorine or bromine, C 1-4 alkoxy C 1-4 alkyl, C 1-4 alkoxycarbonyl, C 1-4 alkane Carbonyl group,
Figure PCTCN2019074315-appb-100019
Phenyl or benzyl; 所述脂杂环基选自
Figure PCTCN2019074315-appb-100020
The aliphatic heterocyclic group is selected from
Figure PCTCN2019074315-appb-100020
 所述衍生物是指农业上可接受的盐或通式I中哒嗪环4位上的羟基衍生物，包括其酯、 肟、羟胺和醚类衍生物。The derivative refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including ester, hydrazine, hydroxylamine and ether derivatives thereof. 根据权利要求1-5任一项所述的哒嗪醇类化合物及其衍生物，其中，The pyridazin alcohol compound and derivative thereof according to any one of claims 1 to 5, wherein X代表CH 2F、CHF 2、CF 3、CF 2CF 3； X represents CH 2 F, CHF 2 , CF 3 , CF 2 CF 3 ; A代表甲基，乙基，
Figure PCTCN2019074315-appb-100021
以及未取代或取代的5～14元芳基、杂芳基或脂杂环基； A represents methyl, ethyl,
Figure PCTCN2019074315-appb-100021
And an unsubstituted or substituted 5 to 14 membered aryl, heteroaryl or aliphatic heterocyclic group; 所述“取代的5～14元芳基、杂芳基或脂杂环基”是指被选自以下基团的中的一种或多种所取代：氟，氯，溴，碘，氰基，硝基，叠氮基，含有或不含有氟、氯、溴的C 1～4烷基、C 2～4烯基、C 2～4炔基、C 3～6环烷基、C 3～6环烷基C 1～2烷基，未取代或被1～3个独立选自氟、氯、溴、氰基、羟基以及含有或不含有氟、氯、溴的C 1～4烷基、C 1～4烷氧基、C 1～4烷氧基羰基、C 1～4烷基磺酰基或C 1～4烷基氨基中的基团所取代的苯基、吡咯基、呋喃基、咪唑基、吡唑基、噁唑基、异噁唑基、噻唑基、噁二唑基、噻二唑基、三唑基、吡啶基、吡嗪基、嘧啶基、苄基、四氢吡喃基或噻吩基甲基，R-O-，R-O-CH 2-，R-O-CH 2CH 2-，R-O-CH 2-O-，R-O-(C＝O)-，R-O-CH 2-(C＝O)-，R-O-CH 2-(C＝O)-O-，R-O-(C＝O)-CH 2-O-，R-O-(C＝O)-CH 2CH 2-O-，R-O-(C＝O)-CH 2-S-，R-O-CH 2-(C＝O)-S-，R-O-CH 2-(C＝O)-CH 2-S-，R-S-CH 2-，R-S-，R-S-(C＝O)-，R-S-CH 2-(C＝O)-，R-(C＝O)-CH 2-，R-(C＝O)-，R-(C＝O)-O-CH 2-，R-(C＝O)-CH 2-O-，R-(C＝O)-CH 2CH 2-O-，R-(C＝O)-O-，R-SO-CH 2-，R-SO-，R-SO 2-CH 2-O-，R-SO 2-CH 2-，R-SO 2-O-，R-SO 2-，R-SO 2-CH 2-NR 3-，R-SO 2-NR 3-，R 1R 2N-CH 2-，R 1R 2N-，R 1R 2N-(C＝O)-CH 2-，R 1R 2N-(C＝O)-CH 2-O-，R 1R 2N-(C＝O)-，R 1R 2N-(C＝O)-NR 3-，R 1R 2N-CH 2-SO 2-，R 1R 2N-CH 2-SO 2-CH 2-，R 1R 2N-SO 2-CH 2-，R 1R 2N-SO 2-，R 1R 2P(O)-和R 1R 2R 3Si-； The "substituted 5- to 14-membered aryl, heteroaryl or heteroheterocyclyl" refers to being substituted with one or more selected from the group consisting of fluorine, chlorine, bromine, iodine, and cyano. , nitro, azide group, C 1-4 alkyl group having or not containing fluorine, chlorine or bromine, C 2 to 4 alkenyl group, C 2 to 4 alkynyl group, C 3 to 6 cycloalkyl group, C 3 ～ 6 cycloalkyl C 1-2 alkyl, unsubstituted or 1-3 selected independently from fluorine, chlorine, bromine, cyano, hydroxy, and C 1-4 alkyl with or without fluorine, chlorine, bromine, C 1 ~ 4 alkoxy, C 1 ~ 4 alkoxycarbonyl, C 1 ~ 4 alkylsulfonyl or C 1 ~ 4 alkylamino group substituted with a phenyl, pyrrolyl, furanyl, imidazole Base, pyrazolyl, oxazolyl, isoxazolyl, thiazolyl, oxadiazolyl, thiadiazolyl, triazolyl, pyridyl, pyrazinyl, pyrimidinyl, benzyl, tetrahydropyranyl Or thienylmethyl, RO-, RO-CH 2 -, RO-CH 2 CH 2 -, RO-CH 2 -O-, RO-(C=O)-, RO-CH 2 -(C=O) -,RO-CH 2 -(C=O)-O-,RO-(C=O)-CH 2 -O-,RO-(C=O)-CH 2 CH 2 -O-,RO-(C =O)-CH 2 -S-,RO-CH 2 -(C=O)-S-,RO-CH 2 -(C=O)-CH 2 -S-,RS -CH 2 -, RS-, RS-(C=O)-, RS-CH 2 -(C=O)-, R-(C=O)-CH 2 -, R-(C=O)-, R-(C=O)-O-CH 2 -,R-(C=O)-CH 2 -O-,R-(C=O)-CH 2 CH 2 -O-,R-(C=O )-O-, R-SO-CH 2 -, R-SO-, R-SO 2 -CH 2 -O-, R-SO 2 -CH 2 -, R-SO 2 -O-, R-SO 2 -, R-SO 2 -CH 2 -NR 3 -, R-SO 2 -NR 3 -, R 1 R 2 N-CH 2 -, R 1 R 2 N-, R 1 R 2 N-(C=O )-CH 2 -,R 1 R 2 N-(C=O)-CH 2 -O-,R 1 R 2 N-(C=O)-,R 1 R 2 N-(C=O)-NR 3 -, R 1 R 2 N-CH 2 -SO 2 -, R 1 R 2 N-CH 2 -SO 2 -CH 2 -, R 1 R 2 N-SO 2 -CH 2 -, R 1 R 2 N -SO 2 -, R 1 R 2 P(O)- and R 1 R 2 R 3 Si-; R代表氢，含有或不含有氟、氯、溴的C 1～4烷基、C 2～4烯基、C 2～4炔基、C 3～6环烷基、C 3～6环烷基C 1～2烷基，以及未取代或被1～3个独立选自氟、氯、溴中的基团所取代的苯基、苄基或噻吩基； R represents hydrogen, C 1-4 alkyl with or without fluorine, chlorine or bromine, C 2 to 4 alkenyl, C 2 to 4 alkynyl, C 3 to 6 cycloalkyl, C 3 to 6 cycloalkyl a C 1-2 alkyl group, and a phenyl group, a benzyl group or a thienyl group which is unsubstituted or substituted by 1 to 3 groups independently selected from fluorine, chlorine or bromine; R 1、R 2、R 3分别独立地代表氢，含有或不含有氟、氯、溴的C 1～4烷基、C 2～4烯基、C 2～4炔基、C 3～6环烷基、C 1～4烷氧基、C 1～4烷氧基C 1～2烷基、C 1～4烷氧基羰基、C 1～4烷基羰基、C 1～4烷基羰基C 1～2烷基、C 1～4烷基酰氧基、以及未取代或被1～3个独立选自氟、氯、溴、C 1～4烷基、C 3～6环烷基、C 1～4烷氧基和C 1～4烷基氨基中的基团所取代的苯基、萘基、苯氧基、呋喃基、噻吩基、噻二唑基、噻吩甲基、吡唑甲基、苯甲酰基或吡啶甲酰基；或者R 1R 2N-代表
Figure PCTCN2019074315-appb-100022
R 1 , R 2 and R 3 each independently represent hydrogen, a C 1-4 alkyl group having or not containing fluorine, chlorine or bromine, a C 2 to 4 alkenyl group, a C 2 to 4 alkynyl group, and a C 3 to 6 ring. Alkyl group, C 1-4 alkoxy group, C 1-4 alkoxy C 1-2 alkyl group, C 1-4 alkoxycarbonyl group, C 1-4 alkylcarbonyl group, C 1-4 alkylcarbonyl group C 1 to 2 alkyl, C 1-4 alkyl acyloxy, and unsubstituted or 1 to 3 independently selected from fluorine, chlorine, bromine, C 1-4 alkyl, C 3-6 cycloalkyl, C Phenyl, naphthyl, phenoxy, furyl, thienyl, thiadiazolyl, thienylmethyl, pyrazolemethyl substituted by a group of 1 to 4 alkoxy groups and C 1-4 alkylamino groups , benzoyl or pyridine formyl; or R 1 R 2 N- represents
Figure PCTCN2019074315-appb-100022
 所述5～14元芳基选自
Figure PCTCN2019074315-appb-100023
Figure PCTCN2019074315-appb-100024
The 5- to 14-membered aryl group is selected from
Figure PCTCN2019074315-appb-100023
Figure PCTCN2019074315-appb-100024
 所述杂芳基选自
Figure PCTCN2019074315-appb-100025
Figure PCTCN2019074315-appb-100026
The heteroaryl group is selected from
Figure PCTCN2019074315-appb-100025
Figure PCTCN2019074315-appb-100026
 R’代表氢，含有或不含有氟、氯、溴的C 1～4烷基、C 1～4烷氧基C 1～2烷基、C 1～4烷氧基羰基、C 1～4烷基羰基，
Figure PCTCN2019074315-appb-100027
苯基或苄基； R' represents hydrogen, C 1-4 alkyl with or without fluorine, chlorine or bromine, C 1-4 alkoxy C 1-2 alkyl, C 1-4 alkoxycarbonyl, C 1-4 alkane Carbonyl group,
Figure PCTCN2019074315-appb-100027
Phenyl or benzyl; 所述脂杂环基选自
Figure PCTCN2019074315-appb-100028
The aliphatic heterocyclic group is selected from
Figure PCTCN2019074315-appb-100028
 所述衍生物是指农业上可接受的盐或通式I中哒嗪环4位上的羟基衍生物，包括其酯、肟、羟胺和醚类衍生物。The derivative refers to an agriculturally acceptable salt or a hydroxy derivative at the 4-position of the pyridazine ring of the formula I, including esters, oximes, hydroxylamines and ether derivatives thereof. 权利要求1-6任一项所述的哒嗪醇类化合物或其衍生物，其中所述化合物选自表1中化合物。The pyridazin alcohol compound or derivative thereof according to any one of claims 1 to 6, wherein the compound is selected from the compounds of Table 1. 权利要求1-7任一项所述的哒嗪醇类化合物的衍生物，其具有式I-1所示结构：A derivative of a pyridazinol compound according to any one of claims 1 to 7, which has a structure represented by the formula I-1:
Figure PCTCN2019074315-appb-100029
Figure PCTCN2019074315-appb-100029
 其中，among them, M代表未取代或被选自下述的取代基取代的甲(硫)酰基或C 1～18烷(硫)羰基：卤素，氨基，C 3～8环烷基，C 1～8烷氧基羰基，C 1～8烷羰基氧基，C 1～8烷羰基，羟基甲基氧膦基，未取代或被卤素或C 1～8烷氧基取代的苯基、苯硫基、苯氧基或苄氧基；未取代或被苯基取代的C 1～18烷氧基(硫)羰基或C 1～18烷硫基(硫)羰基；C 3～8环烷基硫基(硫)羰基；苯C 1～8烷基硫基(硫)羰基；未取代或被选自下述的取代基取代的C 2～8烯基(硫)羰基：C 1～8烷氧基、苯基和卤代苯基；未取代或被选自下述的取代基取代的苯甲(硫)酰基：卤素、羟基、C 1～8烷基、C 1～8烷氧基、氰基、卤代C 1～8烷氧基、C 1～8烷羰基氧基、C 1～8烷羰基胺基、氨基和1个或2个C 1～8烷基取代的氨基；卤代巯基甲酰基；未取代或被选自下述的取代基取代的3～8元杂环(硫)羰基：C 1～8烷基、卤素和C 1～8烷硫基；5～14元的缩合二环或三环式杂环(硫)羰基；未取代或被选自下述的取代基取代的氨基甲(硫)酰基：C 1～8烷基和C 1～8烷氧基；未取代或被卤素、C 1～8烷基磺酰基取代的C 1～8烷基亚砜基、C 1～8烷基磺酰基或C 3～8环烷基磺酰基；未取代或被选自下述的取代基取代的苯基磺酰基、苄基磺酰基或萘基磺酰基：卤素、硝基、C 1～8烷基、卤代C 1～8烷基、卤代C 1～8烷氧基、C 1～8烷羰基、C 1～8烷基磺酰基、氨基酰基、苯氧基和卤代苯氧基；未取代或被选自下述的取代基取代的5-10元芳杂环基磺酰基：C 1～8烷基和苯氧基；未取代或被卤素取代的C 1～8烷基氨基磺酰基；二(C 1～8烷基)磷酰基；未取代或被选自下述的取代基取代的C 1～18烷基：C 1～8烷氧羰基和C 1～8烷氧羰基氧基；未取代或被选自下述的取代基取代的苯基、苄基或苯甲酰基C 1～8烷基：卤素和C 1～8烷氧基；
Figure PCTCN2019074315-appb-100030
Figure PCTCN2019074315-appb-100031
其中， M represents a methyl (thio) acyl group or a C 1-10 alkane (thio)carbonyl group which is unsubstituted or substituted with a substituent selected from the group consisting of halogen, amino group, C 3-8 cycloalkyl group, C 1-10 alkoxy group. Carbonyl group, C 1-8 alkylcarbonyloxy group, C 1-8 alkylcarbonyl group, hydroxymethylphosphinyl group, phenyl group, phenylthio group, phenoxy group unsubstituted or substituted by halogen or C 1-10 alkoxy group or benzyloxy; phenyl unsubstituted or substituted with C 1 ~ 18 alkoxy (thio) carbonyl, or C 1 ~ 18 alkoxy group (thio) carbonyl group; C 3 ~ 8 cycloalkyl group (thio) carbonyl ; phenyl C 1 ~ 8 alkylthio (thio) carbonyl group; substituents of C 2 ~ 8 alkenyl group (thio) carbonyl group unsubstituted or substituted selected from: C 1 ~ 8 alkoxy, phenyl, and Halophenyl; phenyl(thio)acyl group unsubstituted or substituted with a substituent selected from the group consisting of halogen, hydroxy, C 1-10 alkyl, C 1-10 alkoxy, cyano, halogen C 1-8 alkoxy group, C 1-8 alkylcarbonyloxy group, C 1-8 alkylcarbonylamino group, amino group and 1 or 2 C 1-8 alkyl substituted amino group; halogenated fluorenyl group; unsubstituted Or a 3- to 8-membered heterocyclic (thio)carbonyl group substituted with a substituent selected from the group consisting of a C 1-8 alkyl group, a halogen, and a C 1-8 alkylthio group. a condensed bicyclic or tricyclic heterocyclic (thio)carbonyl group of 5 to 14 members; a carbamate (thio) acyl group which is unsubstituted or substituted with a substituent selected from the group consisting of C 1-8 alkyl group and C 1 ～ 8 alkoxy; unsubstituted or substituted with halo, C 1 ~ 8-substituted alkylsulfonyl group of C 1 ~ 8 alkylsulfoxide group, C 1 ~ 8 alkylsulfonyl, C 3 ~ 8 cycloalkyl or alkylsulfonyl; a phenylsulfonyl group, a benzylsulfonyl group or a naphthylsulfonyl group which is unsubstituted or substituted with a substituent selected from the group consisting of halogen, nitro, C 1-8 alkyl, halogenated C 1-10 alkyl, halogen a C 1-8 alkoxy group, a C 1-8 alkylcarbonyl group, a C 1-8 alkylsulfonyl group, an aminoacyl group, a phenoxy group and a halophenoxy group; unsubstituted or substituted with a substituent selected from the group consisting of 5-10 membered aromatic heterocyclylsulfonyl group: C 1-8 alkyl group and phenoxy group; unsubstituted or halogenated C 1-8 alkylaminosulfonyl group; di(C 1-8 alkyl)phosphorus An acyl group; a C 1 18 alkyl group which is unsubstituted or substituted with a substituent selected from a C 1-8 alkoxycarbonyl group and a C 1-8 alkoxycarbonyloxy group; unsubstituted or substituted with the following substituted phenyl, benzyl or benzoyl group C 1 ~ 8 alkyl group: halo and C 1 ~ 8 alkoxy ;
Figure PCTCN2019074315-appb-100030
Figure PCTCN2019074315-appb-100031
among them, R 11和R 22各自独立地选自氢、未取代或被选自下述的取代基取代的C 1～18烷基：C 1～8烷氧基和C 1～8烷硫基，和未取代或被卤代C 1～8烷基取代的苯基或5-6元芳杂环基，或者R 11和R 12形成5-6元饱和碳环或杂环； R 11 and R 22 are each independently selected from hydrogen, unsubstituted or substituted by a C 1-18 alkyl group selected from the group consisting of a C 1-8 alkoxy group and a C 1-8 alkylthio group, and a phenyl or a 5-6 membered aromatic heterocyclic group substituted or substituted with a halogenated C 1-8 alkyl group, or R 11 and R 12 form a 5-6 membered saturated carbocyclic or heterocyclic ring; R 11’和R 22’各自独立地代表C 1～18烷基； R 11 'and R 22 ' each independently represent a C 1-18 alkyl group; Het选自
Figure PCTCN2019074315-appb-100032
Ra和Rb独立地代表氢、C 1～6烷基； Het is selected from
Figure PCTCN2019074315-appb-100032
Ra and Rb independently represent hydrogen, C 1-6 alkyl; X和A的定义如权利要求1-7中任一项所述。X and A are as defined in any one of claims 1-7. 权利要求8的哒嗪醇类化合物的衍生物，选自表2中化合物。A derivative of a pyridazinol compound according to claim 8, which is selected from the compounds of Table 2. 一种如权利要求1-7任意一项所述的哒嗪醇类化合物或其衍生物的制备方法，其特征在于，所述的哒嗪醇类化合物的制备方法包括以下步骤：A method for producing a pyridazinol compound or a derivative thereof according to any one of claims 1 to 7, wherein the method for preparing a pyridazin compound comprises the following steps: (1)化合物Ⅱ与化合物Ⅲ发生Suzuki反应，制备得到如通式Ⅳ所示的化合物；(1) Suzuki reaction of compound II with compound III to prepare a compound of formula IV; (2)将如通式Ⅳ所示的化合物水解制备得到如通式Ⅰ所示的化合物；(2) Hydrolyzing a compound of the formula IV to give a compound of the formula I; 其化学反应方程式如下：The chemical reaction equation is as follows:
Figure PCTCN2019074315-appb-100033
Figure PCTCN2019074315-appb-100033
 或者包括以下步骤：Or include the following steps: (a)将化合物Ⅱ水解制备得到如通式V所示的化合物；(a) hydrolyzing compound II to give a compound of formula V; (b)V所示的化合物与Ⅲ所示的化合物发生Suzuki反应，制备得到Ⅰ所示的化合物；(b) a compound represented by V and a compound represented by III are subjected to a Suzuki reaction to prepare a compound represented by I; 其化学反应方程式如下：The chemical reaction equation is as follows:
Figure PCTCN2019074315-appb-100034
Figure PCTCN2019074315-appb-100034
 L代表卤素，优选溴，其余各基团定义如权利要求1-7中任一项所述。L represents a halogen, preferably bromine, and the remaining groups are as defined in any one of claims 1-7. 根据权利要求10所述的制备方法，其中，各步骤均在20～150℃范围内进行，优选50～130℃；The preparation method according to claim 10, wherein each step is carried out in the range of 20 to 150 ° C, preferably 50 to 130 ° C; 所述步骤(1)和(b)在催化剂、碱和溶剂的存在下进行，所述催化剂为Pd(dppf)Cl 2CH 2Cl 2、Pd(dba) 2、Pd 2(dba) 3、Pd(PPh 3) 4、PdCl 2、Pd(OAc) 2、Pd(dppf)Cl 2、Pd(PPh 3) 2Cl 2或Ni(dppf)Cl 2，所述碱选自Et 3N、NaHCO 3、KOAc、K 2CO 3、K 3PO 4、Na 2CO 3、CsF、Cs 2CO 3、t-BuONa、EtONa、KOH和NaOH中的一种或两种以上，所述溶剂为THF/水、甲苯/水、DMF/水、1,4-二氧六环/水、甲苯/乙醇/水或乙腈/水、THF、甲苯、1,4-二氧六环、乙腈、DMF体系； The steps (1) and (b) are carried out in the presence of a catalyst, a base and a solvent, the catalyst being Pd(dppf)Cl 2 CH 2 Cl 2 , Pd(dba) 2 , Pd 2 (dba) 3 , Pd (PPh 3 ) 4 , PdCl 2 , Pd(OAc) 2 , Pd(dppf)Cl 2 , Pd(PPh 3 ) 2 Cl 2 or Ni(dppf)Cl 2 , the base being selected from the group consisting of Et 3 N, NaHCO 3 , One or more of KOAc, K 2 CO 3 , K 3 PO 4 , Na 2 CO 3 , CsF, Cs 2 CO 3 , t-BuONa, EtONa, KOH, and NaOH, the solvent is THF/water, Toluene/water, DMF/water, 1,4-dioxane/water, toluene/ethanol/water or acetonitrile/water, THF, toluene, 1,4-dioxane, acetonitrile, DMF system; 所述步骤(2)和(a)在碱和溶剂的存在下进行或者在三溴化硼、氢溴酸醋酸溶液、盐酸甲醇溶液、或盐酸乙酸乙酯溶液的存在下进行，所述碱优选NaOH、KOH、醋酸钾、醋酸 钠，所述溶剂优选水、DMSO。The steps (2) and (a) are carried out in the presence of a base and a solvent or in the presence of a boron tribromide, a hydrobromic acid acetic acid solution, a hydrochloric acid methanol solution or an ethyl acetate aqueous solution, the base preferably NaOH, KOH, potassium acetate, sodium acetate, the solvent is preferably water, DMSO. 权利要求8或9所述哒嗪醇类化合物的衍生物的制备方法，其中，A process for producing a derivative of a pyridazinol compound according to claim 8 or 9, wherein 当所述衍生物为酯或醚类衍生物时，该方法的的化学反应路线如下：When the derivative is an ester or ether derivative, the chemical reaction route of the method is as follows:
Figure PCTCN2019074315-appb-100035
Figure PCTCN2019074315-appb-100035
 其中，Y 1代表卤素，优选氯、溴； Wherein Y 1 represents a halogen, preferably chlorine or bromine; 当所述衍生物为肟或羟胺类衍生物时，该方法的的化学反应路线如下：When the derivative is a hydrazine or a hydroxylamine derivative, the chemical reaction route of the method is as follows:
Figure PCTCN2019074315-appb-100036
Figure PCTCN2019074315-appb-100036
 其中，Y 2代表卤素，优选氯、氟； Wherein Y 2 represents a halogen, preferably chlorine or fluorine; 其余基团的定义如权利要求8或9中所述。The definition of the remaining groups is as set forth in claim 8 or 9. 权利要求11所述的制备方法，其中制备其酯和醚类衍生物的反应以及制备其肟和羟胺类衍生物的第二步反应均在碱和溶剂的存在下进行，所述碱选自氢氧化钠、氢氧化钾、碳酸钠、碳酸钾、碳酸氢钠、碳酸铯、三乙胺和二异丙基乙基胺中的一种或两种以上；所述溶剂为THF、1,4-二氧六环、甲苯、1,2-二氯乙烷、乙酸乙酯、乙腈、DMF、丙酮、二氯甲烷或氯仿；The process according to claim 11, wherein the reaction for preparing the ester and the ether derivative and the second step of preparing the oxime and the hydroxylamine derivative are carried out in the presence of a base selected from the group consisting of hydrogen and a solvent. One or more of sodium oxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium hydrogencarbonate, cesium carbonate, triethylamine and diisopropylethylamine; the solvent is THF, 1,4- Dioxane, toluene, 1,2-dichloroethane, ethyl acetate, acetonitrile, DMF, acetone, dichloromethane or chloroform; 制备其肟和羟胺类衍生物的反应中第一步在卤代试剂和溶剂的存在下进行，所述卤代试剂为Phenofluor/氟化铯或POCl 3，所述溶剂选自甲苯、1,2-二氯乙烷、DMF中的一种或两种以上；所述反应在0～120℃范围内进行，优选20-80℃。 The first step in the preparation of the oxime and hydroxylamine derivatives is carried out in the presence of a halogenating agent which is Phenofluor/ytterbium fluoride or POCl 3 and which is selected from the group consisting of toluene, 1, 2 One or more of dichloroethane and DMF; the reaction is carried out in the range of 0 to 120 ° C, preferably 20 to 80 ° C. 一种除草剂组合物，包括(i)权利要求1-7任意一项如通式I所示的哒嗪醇类化合物或其衍生物或权利要求8或9所述的通式I-1所示的哒嗪醇类化合物的衍生物；优选地，还包括(ii)一种或多种另外的除草剂和/或安全剂；更优选地，还包括(iii)农业化学上可接受的制剂助剂。A herbicidal composition comprising (i) a pyridazinol compound or a derivative thereof according to any one of claims 1 to 7 or a formula I-1 according to claim 8 or Derivatives of pyridoxine compounds; preferably, further comprising (ii) one or more additional herbicides and/or safeners; more preferably, (iii) agrochemically acceptable formulations Auxiliary. 根据权利要求14所述的一种除草剂组合物，其中，所述另外的除草剂选自HPPD抑制剂、激素类除草剂以及PDS抑制剂中的一种；优选地，HPPD抑制剂选自磺草酮、硝磺草酮、苯唑草酮、环磺酮、氟吡草酮、呋喃磺草酮、双环磺草酮、lancotrione、双唑草酮、环吡氟草酮、三唑磺草酮、苯唑氟草酮、磺酰草吡唑、吡唑特、吡草酮、tolpyralate、fenquinotrione和异噁唑草酮；激素类除草剂选自氯氟吡氧乙酸及其衍生物、氟氯吡啶酯、氯氟吡啶酯、二氯喹啉酸、氯甲喹啉酸、2甲4氯、2-甲基-4-氯苯氧丙酸、MCPB、2,4-D、2,4- 滴丙酸、2,4-DB、麦草畏、氨氯吡啶酸、三氯吡氧乙酸、二氯吡啶酸以及绿草定及其衍生物，PDS抑制剂选自氟咯草酮、呋草酮、吡氟酰草胺、氟吡酰草胺、氟丁酰草胺、氟草敏以及氟啶草酮。A herbicidal composition according to claim 14, wherein said additional herbicide is selected from the group consisting of an HPPD inhibitor, a hormone herbicide, and a PDS inhibitor; preferably, the HPPD inhibitor is selected from the group consisting of Oxalone, mesotrione, oxazolone, sulfonone, flucarbazone, furanone, dicyclohexyl ketone, lancotrione, oxazolone, ciclofenone, triazosinone , oxazolone, sulfonylpyrazole, pyrazol, oxalofen, tolpyralate, fenquinotrione and isoxaflutole; hormonal herbicides selected from chloroflupiric acid and its derivatives, chlorofluoropyridine Ester, chlorofluoropyridyl ester, quinclorac, chloromethylquinoic acid, 2 methyl 4-chloro, 2-methyl-4-chlorophenoxypropionic acid, MCPB, 2,4-D, 2,4-D Acid, 2,4-DB, dicamba, ampicillin, triclopyridinic acid, clopyralid and triclopyr and its derivatives, PDS inhibitors are selected from the group consisting of fluroxypyr, furose, pyr Fluramylamine, flufenic acid, flufenic acid, flufenapyr, and fluroxypyr. 权利要求14或15所述的除草剂组合物，所述组分(i)为
Figure PCTCN2019074315-appb-100037
优选地，所述另外的除草剂选自磺草酮、硝磺草酮、苯唑草酮、环磺酮、氟吡草酮、呋喃磺草酮、双环磺草酮、lancotrione、双唑草酮、环吡氟草酮、三唑磺草酮、苯唑氟草酮、磺酰草吡唑、吡草酮、tolpyralate、异噁唑草酮、氯氟吡氧乙酸或其酯、氟氯吡啶酯、氯氟吡啶酯、二氯喹啉酸、2甲4氯或其盐/酯、2-甲基-4-氯苯氧丙酸或其盐/酯、MCPB或其盐/酯、2,4-D或其盐/酯、2,4-滴丙酸或其盐/酯、2,4-DB或其盐/酯、麦草畏、氨氯吡啶酸、三氯吡氧乙酸、二氯吡啶酸、绿草定、氟咯草酮、呋草酮、吡氟酰草胺、氟吡酰草胺、氟丁酰草胺、氟草敏和氟啶草酮中的一种或多种。 The herbicidal composition according to claim 14 or 15, wherein the component (i) is
Figure PCTCN2019074315-appb-100037
Preferably, the additional herbicide is selected from the group consisting of sulcotrione, mesotrione, oxafluridone, cyclosulfone, flucarbazone, furanone, dicyclohexanone, lancotrione, oxadiazepine , cycloflufenazone, triazosulfone, oxazolone, sulfonylpyrazole, pyroxamate, tolpyralate, isoxaflutole, flupirtine or its ester, fluorochloropyridin , chlorofluoropyridyl ester, quinclorac, 2, 4-chloro or its salt, 2-methyl-4-chlorophenoxypropionic acid or its salt, MCPB or its salt, 2,4- D or its salt/ester, 2,4-dipropionic acid or its salt, 2,4-DB or its salt/ester, dicamba, amloditic acid, triclopyridinic acid, clopyralid, One or more of triclopyr, fluroxypyr, furose, flufenacetate, flufenic acid, flufenic acid, flufenacetin and fluroxypyr. 一种控制有害植物的方法，包括将除草有效量的权利要求1-7任意一项所述的哒嗪醇类化合物或其衍生物、权利要求8或9所述的哒嗪醇类化合物的衍生物或权利要求14-16任意一项所述的除草剂组合物施用在所述有害植物上或者其所在区域。A method for controlling a harmful plant, which comprises derivatizing an effective amount of a pyridazinol compound or a derivative thereof according to any one of claims 1 to 7 or a derivative of a pyridazinol compound according to claim 8 or 9. The herbicidal composition of any of claims 14-16 is applied to the pest plant or to the area in which it is applied. 如权利要求1-7任意一项所述的哒嗪醇类化合物或其衍生物、权利要求8或9所述的哒嗪醇类化合物的衍生物或权利要求14-16任意一项所述的除草剂组合物在控制有害植物上的用途；优选地，所述哒嗪醇类化合物、其衍生物或除草剂组合物用于防除有用作物中的有害植物，所述有用作物为转基因作物或者基因组编辑技术处理过的作物(例如小麦、玉米、水稻、大豆、棉花、油菜、谷子或高粱)；优选地，所述有害植物为单子叶或双子叶有害植物，例如选自反枝苋、蔊菜、婆婆纳、藜、稗草、狗尾草、猪殃殃、茼麻、播娘蒿和牛膝菊。The pyridazinol compound or a derivative thereof according to any one of claims 1 to 7, the derivative of the pyridazinol compound according to claim 8 or 9, or the method according to any one of claims 14 to 16. Use of a herbicidal composition for controlling harmful plants; preferably, the pyridazine compound, derivative or herbicide composition thereof is used to control harmful plants in useful crops, which are genetically modified crops or genomes Editing technically treated crops (eg, wheat, corn, rice, soybean, cotton, canola, millet or sorghum); preferably, the harmful plant is a monocotyledonous or dicotyledonous harmful plant, for example selected from the group consisting of amaranth, amaranth , mother-in-law, scorpion, valerian, foxtail, piglet, ramie, sage, and achyranthes.
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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111072671A (en) * 2019-12-26 2020-04-28 浙江理工大学 A kind of preparation method of 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine
EP3647308A4 (en) * 2017-06-26 2021-01-06 Nippon Soda Co., Ltd. HETEROARYLPYRIMIDINE COMPOUND, AND AGENT CONTROL AGAINST HARMFUL ORGANISMS
CN112390759A (en) * 2019-08-16 2021-02-23 青岛清原化合物有限公司 Pyridazinol compound and derivative thereof, preparation method, herbicidal composition and application
CN113203815A (en) * 2021-05-13 2021-08-03 黑龙江省农业科学院农产品质量安全研究所 Method for detecting triafamone and metabolites thereof in brown rice, rice hulls and straws based on UPLC-MSMS
EP4003961A2 (en) * 2019-07-25 2022-06-01 Curadev Pharma Pvt. Ltd. Small molecule inhibitors of acetyl coenzyme a synthetase short chain 2 (acss2)
CN117805270A (en) * 2023-12-27 2024-04-02 大连市检验检测认证技术服务中心 Method for simultaneously detecting residual quantity of fenpyr-diethyl ketone, carfentrazone-ethyl ketone, ciclopirox and fenbuconazole in grains

Citations (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0131624A1 (en) 1983-01-17 1985-01-23 Monsanto Co PLASMIDES FOR TRANSFORMING PLANT CELLS.
EP0142924A2 (en) 1983-09-26 1985-05-29 Mycogen Plant Science, Inc. Insect resistant plants
EP0193259A1 (en) 1985-01-18 1986-09-03 Plant Genetic Systems N.V. Modifying plants by genetic engineering to combat or control insects
EP0221044A1 (en) 1985-10-25 1987-05-06 Monsanto Company Novel plant vectors
EP0242246A1 (en) 1986-03-11 1987-10-21 Plant Genetic Systems N.V. Plant cells resistant to glutamine synthetase inhibitors, made by genetic engineering
EP0257993A2 (en) 1986-08-26 1988-03-02 E.I. Du Pont De Nemours And Company Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase
US5013659A (en) 1987-07-27 1991-05-07 E. I. Du Pont De Nemours And Company Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase
WO1991013972A1 (en) 1990-03-16 1991-09-19 Calgene, Inc. Plant desaturases - compositions and uses
WO1991019806A1 (en) 1990-06-18 1991-12-26 Monsanto Company Increased starch content in plants
WO1992000377A1 (en) 1990-06-25 1992-01-09 Monsanto Company Glyphosate tolerant plants
WO1992011376A1 (en) 1990-12-21 1992-07-09 Amylogene Hb Genetically engineered modification of potato to form amylopectin-type starch
WO1992014827A1 (en) 1991-02-13 1992-09-03 Institut Für Genbiologische Forschung Berlin Gmbh Plasmids containing dna-sequences that cause changes in the carbohydrate concentration and the carbohydrate composition in plants, as well as plant cells and plants containing these plasmids
CN1075477A (en) * 1992-02-17 1993-08-25 林茨农药有限公司 N-cyanopyridazinones having herbicidal activity
US5362708A (en) * 1990-04-05 1994-11-08 Agrolinz Agrarchemikalien Gmbh Herbicidal agent
US5616789A (en) * 1994-10-11 1997-04-01 Monsanto Company Hydrazinecarboxylic acids
JP2004284970A (en) * 2003-03-20 2004-10-14 Sankyo Agro Kk 3- (1H-pyrazol-1-yl) pyridazin-4-ol derivative and herbicide containing the same
CN1543455A (en) * 2001-08-17 2004-11-03 三共农业株式会社 3-phenoxy-4-pyridazinol derivatives and herbicidal compositions containing the same
WO2012142162A2 (en) 2011-04-12 2012-10-18 President And Fellows Of Harvard College Fluorination of organic compounds
CN106316962A (en) 2015-07-01 2017-01-11 中国科学院上海有机化学研究所 3-arylpyridazinone compound, preparation method, pesticide composition and use

Patent Citations (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0131624A1 (en) 1983-01-17 1985-01-23 Monsanto Co PLASMIDES FOR TRANSFORMING PLANT CELLS.
EP0142924A2 (en) 1983-09-26 1985-05-29 Mycogen Plant Science, Inc. Insect resistant plants
EP0193259A1 (en) 1985-01-18 1986-09-03 Plant Genetic Systems N.V. Modifying plants by genetic engineering to combat or control insects
EP0221044A1 (en) 1985-10-25 1987-05-06 Monsanto Company Novel plant vectors
EP0242246A1 (en) 1986-03-11 1987-10-21 Plant Genetic Systems N.V. Plant cells resistant to glutamine synthetase inhibitors, made by genetic engineering
EP0242236A1 (en) 1986-03-11 1987-10-21 Plant Genetic Systems N.V. Plant cells resistant to glutamine synthetase inhibitors, made by genetic engineering
EP0257993A2 (en) 1986-08-26 1988-03-02 E.I. Du Pont De Nemours And Company Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase
US5013659A (en) 1987-07-27 1991-05-07 E. I. Du Pont De Nemours And Company Nucleic acid fragment encoding herbicide resistant plant acetolactate synthase
WO1991013972A1 (en) 1990-03-16 1991-09-19 Calgene, Inc. Plant desaturases - compositions and uses
US5362708A (en) * 1990-04-05 1994-11-08 Agrolinz Agrarchemikalien Gmbh Herbicidal agent
WO1991019806A1 (en) 1990-06-18 1991-12-26 Monsanto Company Increased starch content in plants
WO1992000377A1 (en) 1990-06-25 1992-01-09 Monsanto Company Glyphosate tolerant plants
WO1992011376A1 (en) 1990-12-21 1992-07-09 Amylogene Hb Genetically engineered modification of potato to form amylopectin-type starch
WO1992014827A1 (en) 1991-02-13 1992-09-03 Institut Für Genbiologische Forschung Berlin Gmbh Plasmids containing dna-sequences that cause changes in the carbohydrate concentration and the carbohydrate composition in plants, as well as plant cells and plants containing these plasmids
CN1075477A (en) * 1992-02-17 1993-08-25 林茨农药有限公司 N-cyanopyridazinones having herbicidal activity
US5616789A (en) * 1994-10-11 1997-04-01 Monsanto Company Hydrazinecarboxylic acids
CN1543455A (en) * 2001-08-17 2004-11-03 三共农业株式会社 3-phenoxy-4-pyridazinol derivatives and herbicidal compositions containing the same
JP2004284970A (en) * 2003-03-20 2004-10-14 Sankyo Agro Kk 3- (1H-pyrazol-1-yl) pyridazin-4-ol derivative and herbicide containing the same
WO2012142162A2 (en) 2011-04-12 2012-10-18 President And Fellows Of Harvard College Fluorination of organic compounds
CN106316962A (en) 2015-07-01 2017-01-11 中国科学院上海有机化学研究所 3-arylpyridazinone compound, preparation method, pesticide composition and use

Non-Patent Citations (19)

* Cited by examiner, † Cited by third party
Title
"The Pesticide Manual", 2009, THE BRITISH CROP PROTECTION COUNCIL AND THE ROYAL SOC. OF CHEMISTRY
A LEXANDRA FERALDI-XYPOLIA ET AL.: "Synthesis of Functionalized 4-Fluoropyri- dazines", ASIAN J. ORG. CHEM., 1 June 2017 (2017-06-01), pages 927 - 935, XP055727363, ISSN: 2193-5807 *
BRAUN ET AL., EMBO J., vol. 11, 1992, pages 3219 - 3227
CHEMICAL ABSTRACTS, Columbus, Ohio, US; abstract no. 1390661-72-9
G. C. KLINGMAN: "Weed Control as a Science", 1961, JOHN WILEY AND SONS INC., pages: 81 - 96
H. V. OLPHEN: "Handbook of Insecticide Dust Diluents and Carriers", 1963, J. WILEY & SONS
J. D. FREYERS. A. EVANS: "Weed Control Handbook", 1968, BLACKWELL SCIENTIFIC PUBLICATIONS, pages: 101 - 103
J. E. BROWNING: "Chemical and Engineering", 1967, article "Agglomeration", pages: 147
K. MARTENS: "Spray Drying'' Handbook", 1979, G. GOODWIN LTD.
SAMBROOK ET AL.: "Molecular Cloning, A Laboratory Manual", 1989, COLD SPRING HARBOR LABORATORY PRESS
SCHONFELDT: "Grenzflchenaktive thylenoxidaddukte'' [Surface-active ethylene oxide adducts", 1976, WISS. VERLAGSGESELL
See also references of EP3747870A4
SISLEYWOOD: "Encyclopedia of Surface Active Agents", 1964, CHEM. PUBL. CO. INC.
SONNEWALD ET AL., PLANT J., vol. 1, 1991, pages 95 - 106
WADE VAN VALKENBURG: "Perry's Chemical Engineer's Handbook", 1973, MARCEL DEKKER, pages: 8 - 57
WEED RESEARCH, vol. 26, 1986, pages 441 - 445
WINNACKER: "Gene und Klone'' [Genes and Clones", vol. 1, 1996, VCH WEINHEIM, pages: 423 - 431
WINNACKER-KUCHLER: "Chemische Technologie'' [Chemical Technology", vol. 7, 1986, C. HAUSER VERLAG MUNICH
WOLTER ET AL., PROC. NATL. ACAD. SCI. USA, vol. 85, 1988, pages 846 - 850

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3647308A4 (en) * 2017-06-26 2021-01-06 Nippon Soda Co., Ltd. HETEROARYLPYRIMIDINE COMPOUND, AND AGENT CONTROL AGAINST HARMFUL ORGANISMS
US11427564B2 (en) 2017-06-26 2022-08-30 Nippon Soda Co., Ltd. Heteroaryl pyrimidine compound and pest control agent
EP4003961A2 (en) * 2019-07-25 2022-06-01 Curadev Pharma Pvt. Ltd. Small molecule inhibitors of acetyl coenzyme a synthetase short chain 2 (acss2)
CN112390759A (en) * 2019-08-16 2021-02-23 青岛清原化合物有限公司 Pyridazinol compound and derivative thereof, preparation method, herbicidal composition and application
WO2021032033A1 (en) * 2019-08-16 2021-02-25 青岛清原化合物有限公司 Pyridazinol compound, derivative thereof, preparation method therefor, herbicidal composition and use thereof
CN112390759B (en) * 2019-08-16 2022-06-28 青岛清原化合物有限公司 Pyridazinol compound and derivatives thereof, preparation method, weeding composition and application
US12356990B2 (en) 2019-08-16 2025-07-15 Qingdao Kingagroot Chemical Compound Co., Ltd. Pyridazinol compound, derivative thereof, preparation method therefor, herbicidal composition and use thereof
CN111072671A (en) * 2019-12-26 2020-04-28 浙江理工大学 A kind of preparation method of 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine
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CN117805270A (en) * 2023-12-27 2024-04-02 大连市检验检测认证技术服务中心 Method for simultaneously detecting residual quantity of fenpyr-diethyl ketone, carfentrazone-ethyl ketone, ciclopirox and fenbuconazole in grains

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