AR035087A1 - Piridil-alquinos y piridil-n-oxido-alquinos herbicidas activos, procedimiento para su preparacion, composicion herbicida y para inhibir el crecimiento de plantas, metodo para el control del crecimiento de plantas indeseables , y metodo para la inhibicion del crecimiento de plantas - Google Patents
Piridil-alquinos y piridil-n-oxido-alquinos herbicidas activos, procedimiento para su preparacion, composicion herbicida y para inhibir el crecimiento de plantas, metodo para el control del crecimiento de plantas indeseables , y metodo para la inhibicion del crecimiento de plantasInfo
- Publication number
- AR035087A1 AR035087A1 ARP020102991A ARP020102991A AR035087A1 AR 035087 A1 AR035087 A1 AR 035087A1 AR P020102991 A ARP020102991 A AR P020102991A AR P020102991 A ARP020102991 A AR P020102991A AR 035087 A1 AR035087 A1 AR 035087A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- hydrogen
- substituted
- alkoxy
- substituents
- Prior art date
Links
- 230000002363 herbicidal effect Effects 0.000 title abstract 3
- 238000000034 method Methods 0.000 title 3
- 239000004009 herbicide Substances 0.000 title 2
- 150000001337 aliphatic alkines Chemical class 0.000 title 1
- 230000005764 inhibitory process Effects 0.000 title 1
- 239000000203 mixture Substances 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 32
- 239000001257 hydrogen Substances 0.000 abstract 32
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 31
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 28
- 125000001424 substituent group Chemical group 0.000 abstract 27
- 229910052736 halogen Inorganic materials 0.000 abstract 26
- 150000002367 halogens Chemical class 0.000 abstract 26
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 24
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 23
- 125000003342 alkenyl group Chemical group 0.000 abstract 21
- 125000000304 alkynyl group Chemical group 0.000 abstract 20
- 150000002431 hydrogen Chemical class 0.000 abstract 20
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 18
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 17
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 16
- 125000000217 alkyl group Chemical group 0.000 abstract 13
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 abstract 12
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 abstract 12
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 9
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 8
- 125000002947 alkylene group Chemical group 0.000 abstract 8
- -1 Pyridyl alkynes Chemical class 0.000 abstract 6
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 5
- 125000004414 alkyl thio group Chemical group 0.000 abstract 5
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 229910052760 oxygen Inorganic materials 0.000 abstract 4
- 239000001301 oxygen Substances 0.000 abstract 4
- 229910052717 sulfur Inorganic materials 0.000 abstract 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 3
- 125000000262 haloalkenyl group Chemical group 0.000 abstract 3
- 125000004434 sulfur atom Chemical group 0.000 abstract 3
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 2
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 abstract 2
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 abstract 2
- 125000004429 atom Chemical group 0.000 abstract 2
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 2
- 125000004738 (C1-C6) alkyl sulfinyl group Chemical group 0.000 abstract 1
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 abstract 1
- 125000006619 (C1-C6) dialkylamino group Chemical group 0.000 abstract 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 1
- 125000003341 7 membered heterocyclic group Chemical group 0.000 abstract 1
- 101100275375 Arabidopsis thaliana COR47 gene Proteins 0.000 abstract 1
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 125000005092 alkenyloxycarbonyl group Chemical group 0.000 abstract 1
- 150000001345 alkine derivatives Chemical class 0.000 abstract 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 239000011593 sulfur Chemical group 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/30—Oxygen atoms
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/61—Halogen atoms or nitro radicals
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/73—Unsubstituted amino or imino radicals
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Abstract
Piridil alquinos y piridil-N-óxidos-alquinos herbicidas activos que tienen la fórmula (1) en la que: Z es =N- o fórmula (2), n es 0, 1, 2, 3, 4 o 5; cada R1, independientemente entre sí, es halógeno, -CN, -SCN, -SF5, -NO2, -NR5R6, -CO2R7, -CONR8R9, -C(R10)=NOR11, -COR12, -OR13, -SR14, -SOR15, -SO2R16, -OSOR17, alquilo C1-8, alquenilo C2-8, alquinilo C2-8 o cicloalquilo C3-6, o es alquilo C1-8, alquenilo C2-8 o alquinilo C2-8 sustituido con uno o más sustituyentes de la serie halógeno, -CN, -NO2, -NR18R19, -CO2R20, -CONR21R22, -COR23, -C(R24)=NOR25, -C(S)NR26R27, -C(alquil C1-4 tio)=NR26, -OR29, -SR30, -SOR31, -SO2R32 o cicloalquilo C3-6; o cada R1, independientemente entre sí, es cicloalquilo C3-6 sustituido con uno o más sustituyentes de la serie halógeno, -CN, -NO2, -NR18R19, -CO2R20, -CONR21R22, -COR23, -C(R24)=NOR25, -C(S)NR26R27 -C(alquil C1-4 tio)=NR28, -SR30, -SOR31, -SO2R32 o cicloalquilo C3-6; o cada R1, independientemente entre sí, es fenilo, que a su vez puede estar sustituido con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2, alquil C1-4-tio, alquil C1-4-sulfinilo o alquil C1-4-sulfonilo; o dos R1 adyacentes conjuntamente forman un puente de alquileno C1-7, que puede estar interrumpido por 1 o 2 átomos de oxígeno no vecinos y que puede estar sustituido con alquilo C1-6 o alcoxilo C1-6, donde el número total de átomos del anillo es de por lo menos 5 y como máximo 9; o dos R1 adyacentes conjuntamente forman un puente de alquenileno C2-7, que puede estar interrumpido por 1 o 2 átomos de oxígeno no vecinos y que puede estar sustituido con alquilo C1-6 o alcoxilo C1-6, donde el número total de átomos del anillo es de por lo menos 5 y como máximo 9; R3 y R4 son cada uno, independientemente entre sí, hidrógeno, halógeno, -CN, alquilo C1-4 o alcoxilo C1-4; o R3 y R4 son, conjuntamente, alquileno C2-5; R5 es hidrógeno o alquilo C1-8; R6 es hidrógeno, alquilo C1-8, alquenilo C3-8, alquinilo C3-8, fenilo o bencilo; donde a su vez el fenilo y el bencilo pueden estar sustituidos con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2, alquil C1-4-tio, alquil C1-4-sulfinilo o alquil C1-4-sulfonilo; o R5 y R6 son, conjuntamente, una cadena de alquileno C2-5, que puede estar interrumpida por un átomo de oxígeno o azufre; R7 es hidrógeno, alquilo C1-8, alquenilo C3-8 o alquinilo C3-8, o es alquilo C1-8, alquenilo C3-8 o alquinilo C3-8 sustituido con uno o más sustituyentes de la serie halógeno, alcoxilo C1-4 o fenilo, donde a su vez el fenilo puede estar sustituido con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2, alquil C1-4-tio, alquil C1-4-sulfinilo o alquil C1-4 sulfonilo; R8 es hidrógeno o alquilo C1-8; R9 es hidrógeno o alquilo C1-8, o es alquilo C1-8 sustituido con uno o más sustituyentes de la serie -COOH, alcoxi C1-8-carbonilo o -CN, o R9 es alquenilo C3-8, alquinilo C3-8 fenilo o bencilo, donde el fenilo y el bencilo pueden estar sustituidos a su vez con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2, alquil C1-4-tio, alquil C1-4-sulfinilo o alquil C1-4-sulfonilo; o R8 yRr9 son, conjuntamente, alquileno C2-5; R10 es hidrógeno, alquilo C1-4, haloalquilo C1-4 o cicloalquilo C3-6; R11 es hidrógeno, alquilo C1-8, alquenilo C3-8, alquinilo C3-8, haloalquilo C1-4 o haloalquenilo C3-6; R12 es hidrógeno, alquilo C1-4, haloalquilo C1-4 o cicloalquilo C3-6; R13 es hidrógeno, alquilo C1-8, alquenilo C3-8 o alquinilo C3-8; o R13 es fenilo o fenil-alquilo C1-6, donde ambos anillos de fenilo pueden estar sustituidos a su vez con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2, alquil C1-4-tio, alquil C1-4-sulfinilo o alquil C1-4-sulfonilo; o R13 es alquilo C1-8 sustituido con uno o más sustituyentes de la serie halógeno, -CN, alquil C1-6-amino, di (alquil C1-6)-amino o alcoxilo C1-4; R14 es hidrógeno, alquilo C1-8, alquenilo C3-8 o alquinilo C3-8, o es alquilo C1-8 sustituido con uno o más sustituyentes de la serie halógeno, -CN o alcoxilo C1-4; R15, R16 y R17 son cada uno, independientemente entre sí, alquilo C1-8, alquenilo C3-8 o alquinilo C3-7, o alquilo C1-8 sustituido con uno o más sustituyentes de la serie halógeno, -CN o alcoxilo C1-4; R18 es hidrógeno o alquilo C1-8; R19 es hidrógeno, alquilo C1-8, alquenilo C3-8, alquinilo C3-8, fenilo o bencilo, donde el fenilo y el bencilo pueden estar sustituidos a su vez con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2, alquil C1-4-tio, alquil C1-4-sulfinilo o alquil C1-4-sulfonilo; o R18 y R19 son, conjuntamente, una cadena de alquileno C2-5, que puede estar interrumpida por un átomo de oxígeno o azufre; R20 es hidrógeno, alquilo C1-8, alquenilo C3-8, alquinilo C3-8, fenilo o bencilo, donde el fenilo y el bencilo pueden estar sustituidos a su vez con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2, alquil C1-4-tio, alquil C1-4-sulfinilo o alquil C1-4-sulfonilo; R21 es hidrógeno o alquilo C1-8; R22 es hidrógeno o alquilo C1-8 o es alquilo C1-8 sustituido con uno o más sustituyentes de la serie -COOH, alcoxi C1-8-carbonilo o -CN, o R22 es alquenilo C3-8, alquinilo C3-8, fenilo o bencilo, donde el fenilo y el bencilo pueden estar sustituidos a su vez con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2, alquil C1-4-tio, alquil C1-4-sulfinilo o alquil C1-4-sulfonilo; o R21 y R22 son, conjuntamente, alquileno C2-5; R23 es hidrógeno, alquilo C1-4, haloalquilo C1-4 o cicloalquilo C3-6; R24 es hidrógeno, alquilo C1-4, haloalquilo C1-4 o cicloalquilo C3-6; R25 es hidrógeno, alquilo C1-8, alquenilo C3-8, alquinilo C3-8, haloalquilo C1-4 o haloalquenilo C3-6; R26 es hidrógeno o alquilo C1-8; R27 es hidrógeno o alquilo C1-8, o es alquilo C1-8 sustituido con uno o más sustituyentes de la serie -COOH, alcoxi C1-8-carbonilo o -CN, o R27 es alquenilo C3-8, alquinilo C3-8, fenilo o bencilo, donde el fenilo y el bencilo pueden estar sustituidos a su vez con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2, alquil C1-4-tio, alquil C1-4-sulfinilo o alquil C1-4-sulfonilo; o R26 y R27 son, conjuntamente, alquileno C2-5; R28 es hidrógeno o alquilo C1-8; R29 y R30 son cada uno, independientemente entre sí, hidrógeno, alquilo C1-8, alquenilo C3-8 o alquinilo C3-8, o alquilo C1-8 sustituido con uno o más sustituyentes de la serie halógeno, -CN o alcoxilo C1-4; R31 y R32 son cada uno, independientemente entre sí, alquilo C1-8, alquenilo C3-8 o alquinilo C3-8, o alquilo C1-8 sustituido con uno o más sustituyentes de la serie halógeno, -CN o alcoxilo C1-4; m es 0, 1, 2, 3 o 4; cada R2 es, independientemente entre sí, halógeno, -CN, -SCN, -OCN, -N3, -SF5, -NO2, -NR33R34, -CO2R35, -CONR37R37, -C(R38)=NOR39, -COR40, -OR41, -SR42, -SOR43, -SO2R44, -OSO2R45, -N([CO]pR46)COR47, -N(OR54)COR55, -N(R56)SO2R57, -N(SO2R58)SO2R59, -N=C(OR60)R61, -CR62(OR63)OR64, -OC(O)NR65R66, -SC(O)N-R67R68, -OC(S)NR69R70 o N-ftalimida; o R2 es un sistema anular heterocíclico de 5 a 7 miembros que puede ser aromático o parcial o totalmente saturado y que puede contener de 1 a 4 heteroátomos seleccionados entre nitrógeno, oxígeno y azufre, donde es posible que dicho sistema anular heterocíclico esté a su vez sustituido con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, hidroxialquilo C1-4, alcoxilo C1-4, alcoxi C1-4-alquilo C1-4, -CN, -NO2, alquil C1-6-tio, alquil C1-6-sulfinilo o alquil C1-6-sulfonilo; R33 es hidrógeno o alquilo C1-8; y R34 es hidrógeno, alquilo C1-8, alquenilo C3-8, alquinilo C3-8, fenilo o bencilo, donde el fenilo y el bencilo pueden estar sustituidos a su vez con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2, alquil C1-4-tio, alquil C1-4-sulfinilo o alquil C1-4-sulfonilo; o R33 y R34 son, conjuntamente, una cadena de alquileno C2-5, que puede estar interrumpida por un átomo de oxígeno o azufre; R35 es hidrógeno, alquilo C1-8, alquenilo C3-8 o alquinilo C3-8, o es alquilo C1-8, alquenilo C3-8 o alquinilo C3-8 sustituidos con uno o más sustituyentes de la serie halógeno, alcoxilo C1-4 o fenilo, donde a su vez el fenilo puede estar sustituido con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2, alquil C1-4-tio, alquil C1-4-sulfinilo o alquil C1-4-sulfonilo, R36 es hidrógeno o alquilo C1-8; R37 es hidrógeno o alquilo C1-8, o es alquilo C1-8 sustituido con uno o más sustituyentes de la serie -COOH, alcoxi C1-8-carbonilo o -CN, o R37 es alquenilo C3-8, alquinilo C3-8, fenilo o bencilo, donde el fenilo y el bencilo pueden estar sustituidos a su vez con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2, alquil C1-4-tio, alquil C1-4-sulfinilo o alquil C1-4-sulfonilo; o R36 y R37 son, conjuntamente, alquileno C3-5; R38 es hidrógeno, alquilo C1-4, haloalquilo C1-4 o cicloalquilo C3-6; R39 es hidrógeno, alquilo C1-8, alquenilo C3-8, alquinilo C3-8, haloalquilo C1-4 o haloalquenilo C3-6; R40 es hidrógeno, alquilo C1-4, haloalquilo C1-4, alquil C1-8-tio, -C(O)-C(O)O- alquilo C1-4 o cicloalquilo C3-8, R41 es hidrógeno, alquilo C1-8, alquenilo C3-8, alquinilo C3-8, alcoxi C1-6-alquilo C1-6, alquil C1-8-carbonilo, alcoxi C1-8-carbonilo, alqueniloxi C3-8-carbonilo, alcoxi C1-6-alcoxi C1-6-carbonilo, alquil C1-6-tio-alquilo C1-6, alquil C1-6-sulfinil-alquilo C1-6 o alquil C1-6-sulfonil-alquilo C1-6; o R41 es fenilo o fenil-alquilo C1-6, donde ambos anillos de fenilo pueden estar sustituidos a su vez con uno o más sustituyentes de la serie halógeno, alquilo C1-4, haloalquilo C1-4, alcoxilo C1-4, -CN, -NO2 o -S(O)2-alquilo C1-8; o R41 es alquilo
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| Application Number | Priority Date | Filing Date | Title |
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| CH14712001 | 2001-08-09 |
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| AR035087A1 true AR035087A1 (es) | 2004-04-14 |
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| US (1) | US20040248739A1 (es) |
| EP (1) | EP1414301A1 (es) |
| CN (1) | CN1713818A (es) |
| AR (1) | AR035087A1 (es) |
| BR (1) | BR0211805A (es) |
| CA (1) | CA2453951A1 (es) |
| HU (1) | HUP0401335A3 (es) |
| RU (1) | RU2004106792A (es) |
| WO (1) | WO2003013247A1 (es) |
| ZA (1) | ZA200400390B (es) |
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| CN1871001A (zh) * | 2003-10-31 | 2006-11-29 | 阿斯利康(瑞典)有限公司 | 炔烃ⅲ |
| US7592373B2 (en) | 2003-12-23 | 2009-09-22 | Boehringer Ingelheim International Gmbh | Amide compounds with MCH antagonistic activity and medicaments comprising these compounds |
| DE102004017934A1 (de) | 2004-04-14 | 2005-11-03 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Neue Alkin-Verbindungen mit MCH-antagonistischer Wirkung und diese Verbindungen enthaltende Arzneimittel |
| US7524862B2 (en) | 2004-04-14 | 2009-04-28 | Boehringer Ingelheim International Gmbh | Alkyne compounds with MCH antagonistic activity and medicaments comprising these compounds |
| GB0413605D0 (en) | 2004-06-17 | 2004-07-21 | Addex Pharmaceuticals Sa | Novel compounds |
| RU2007110731A (ru) * | 2004-09-23 | 2008-10-27 | Редди Юс Терапевтикс | Новые соединения пиримидина, способ их получения и содержащие их композиции |
| JP2008291013A (ja) * | 2007-04-27 | 2008-12-04 | Sumitomo Chemical Co Ltd | アミド化合物およびその植物病害防除用途 |
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| JP2008291012A (ja) * | 2007-04-27 | 2008-12-04 | Sumitomo Chemical Co Ltd | アミド化合物ならびにその植物病害防除用途 |
| JP2008291022A (ja) * | 2007-04-27 | 2008-12-04 | Sumitomo Chemical Co Ltd | アミド化合物及びその用途 |
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| AR087862A1 (es) | 2011-09-13 | 2014-04-23 | Monsanto Technology Llc | Metodos y composiciones para el control de malezas |
| UY34328A (es) | 2011-09-13 | 2013-04-30 | Monsanto Technology Llc | ?composiciones y métodos para controlar malezas comprendiendo un polinucleótido y agente de transferencia, y que modulan protoporfirinógeno ix oxidasa?. |
| BR112014005958A2 (pt) | 2011-09-13 | 2020-10-13 | Monsanto Technology Llc | métodos e composições químicas agrícolas para controle de planta, método de redução de expressão de um gene accase em uma planta, cassete de expressão microbiana, método para fazer um polinucleotídeo, método de identificação de polinucleotídeos úteis na modulação de expressão do gene accase e composição herbicida |
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| US9850496B2 (en) | 2013-07-19 | 2017-12-26 | Monsanto Technology Llc | Compositions and methods for controlling Leptinotarsa |
| PL3030663T3 (pl) | 2013-07-19 | 2020-04-30 | Monsanto Technology Llc | Kompozycje i sposoby kontroli leptinotarsa |
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| IT1218326B (it) * | 1982-07-23 | 1990-04-12 | Montedison Spa | 1-fenossi (feniltio)-4-arilalchinil ossi-benzene derivati ad azione ormonica giovanile ed acaricida |
| US4971982A (en) * | 1987-07-06 | 1990-11-20 | Hoffmann-La Roche Inc. | Benzopyran derivatives |
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| IE66512B1 (en) * | 1989-02-28 | 1996-01-10 | Ici Plc | Heterocyclic ethers as 5-lipoxygenase inhibitors |
| US5196419A (en) * | 1989-02-28 | 1993-03-23 | Imperial Chemical Industries Plc | Heterocyclic cyclic ethers |
| US5236919A (en) * | 1989-02-28 | 1993-08-17 | Imperial Chemical Industries Plc | Quinoxalinyl derivatives suitable for use in leukotriene mediated disease |
| DE4115465A1 (de) * | 1991-05-11 | 1992-11-12 | Beiersdorf Ag | Neue in 4-stellung durch aryl oder n-heteroaryl substituierte 2h-benzo(b)pyran-derivate, verfahren zu ihrer herstellung und ihre verwendung sowie die verbindungen enthaltende zubereitungen |
| EP0581095A2 (de) * | 1992-07-24 | 1994-02-02 | BASF Aktiengesellschaft | Substituierte Acrylsäureester und diese enthaltende Pflanzenschutzmittel |
| JPH11147866A (ja) * | 1997-09-09 | 1999-06-02 | Sankyo Co Ltd | アミノフェノール誘導体 |
| AR033800A1 (es) * | 2000-01-25 | 2004-01-07 | Syngenta Participations Ag | Derivados de 3-fenoxi-1-fenilacetileno sustituido, metodo para la preparacion de dichos derivados, composicion herbicida e inhibidora del crecimiento de las plantas, metodo para controlar el desarrollo de plantas perjudiciales, metodo para inhibir el desarrollo de plantas perjudiciales, y uso de dic |
| GT200100103A (es) * | 2000-06-09 | 2002-02-21 | Nuevos herbicidas | |
| BR0114159A (pt) * | 2000-10-03 | 2003-07-29 | Syngenta Participations Ag | Herbicidas de fenilpropiniloxipiridina |
-
2002
- 2002-08-07 AR ARP020102991A patent/AR035087A1/es unknown
- 2002-08-08 CA CA002453951A patent/CA2453951A1/en not_active Abandoned
- 2002-08-08 CN CN02815616.1A patent/CN1713818A/zh active Pending
- 2002-08-08 EP EP02774505A patent/EP1414301A1/en not_active Withdrawn
- 2002-08-08 HU HU0401335A patent/HUP0401335A3/hu unknown
- 2002-08-08 RU RU2004106792/04A patent/RU2004106792A/ru not_active Application Discontinuation
- 2002-08-08 BR BR0211805-0A patent/BR0211805A/pt not_active Application Discontinuation
- 2002-08-08 US US10/486,271 patent/US20040248739A1/en not_active Abandoned
- 2002-08-08 WO PCT/EP2002/008878 patent/WO2003013247A1/en not_active Ceased
-
2004
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Also Published As
| Publication number | Publication date |
|---|---|
| US20040248739A1 (en) | 2004-12-09 |
| EP1414301A1 (en) | 2004-05-06 |
| RU2004106792A (ru) | 2005-07-27 |
| CA2453951A1 (en) | 2003-02-20 |
| HUP0401335A3 (en) | 2005-04-28 |
| ZA200400390B (en) | 2004-11-17 |
| BR0211805A (pt) | 2004-09-21 |
| CN1713818A (zh) | 2005-12-28 |
| HUP0401335A2 (hu) | 2004-12-28 |
| WO2003013247A1 (en) | 2003-02-20 |
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