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WO2009028280A1 - Pyrazolecarboxylic acid derivative, method for producing the same and bactericide - Google Patents

Pyrazolecarboxylic acid derivative, method for producing the same and bactericide Download PDF

Info

Publication number
WO2009028280A1
WO2009028280A1 PCT/JP2008/063278 JP2008063278W WO2009028280A1 WO 2009028280 A1 WO2009028280 A1 WO 2009028280A1 JP 2008063278 W JP2008063278 W JP 2008063278W WO 2009028280 A1 WO2009028280 A1 WO 2009028280A1
Authority
WO
WIPO (PCT)
Prior art keywords
carbon atoms
alkyl group
bactericide
acid derivative
pyrazolecarboxylic acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2008/063278
Other languages
French (fr)
Japanese (ja)
Inventor
Yutaka Chiba
Toshiyuki Kouno
Chie Shibata
Naofumi Tomura
Tomohisa Akase
Shinichi Banba
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Mitsui Chemicals Inc
Original Assignee
Mitsui Chemicals Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Mitsui Chemicals Inc filed Critical Mitsui Chemicals Inc
Priority to JP2009530023A priority Critical patent/JPWO2009028280A1/en
Priority to ARP080103727A priority patent/AR068115A1/en
Priority to CL2008002554A priority patent/CL2008002554A1/en
Publication of WO2009028280A1 publication Critical patent/WO2009028280A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or 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
    • 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • 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
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • 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
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/20—N-Aryl derivatives thereof
    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or 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
    • C07D231/16—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or 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
    • C07D231/18—One oxygen or sulfur atom
    • 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
    • C07D401/12—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 chain containing hetero atoms as chain links
    • 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
    • C07D403/12—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 chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D473/00—Heterocyclic compounds containing purine ring systems
    • C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
    • C07D473/32—Nitrogen atom
    • C07D473/34—Nitrogen atom attached in position 6, e.g. adenine

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Disclosed is a bactericide which exhibits plant disease controlling activity, while having no or extremely few harmful effects on useful crops. This bactericide contains a pyrazolecarboxylic acid derivative represented by the general formula (1) below as an active ingredient. (In the formula, R1 represents an alkyl group or the like; R2 and R3 independently represent a hydrogen atom, a haloalkyl group or the like (provided that at least one of R2 and R3 is a haloalkyl group having 1-6 carbon atoms); A represents -OR4, -SR5, -NR6R7 or -NR8NR9R10; R4 represents an alkyl group having 3-12 carbon atoms or the like; R5 represents an alkyl group having 1-12 carbon atoms or the like; R6 represents a hydrogen atom or the like; R7 represents an alkyl group having 5-12 carbon atoms or the like; and R8, R9 and R10 each represents an alkyl group having 1-12 carbon atoms or the like.)
PCT/JP2008/063278 2007-08-29 2008-07-24 Pyrazolecarboxylic acid derivative, method for producing the same and bactericide Ceased WO2009028280A1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP2009530023A JPWO2009028280A1 (en) 2007-08-29 2008-07-24 Pyrazolecarboxylic acid derivative, method for producing the same, and bactericidal agent
ARP080103727A AR068115A1 (en) 2007-08-29 2008-08-27 DERIVED FROM PIRAZOLCARBOXILICO ACID PRODUCTION METHOD OF THE SAME AND FUNGICIDE
CL2008002554A CL2008002554A1 (en) 2007-08-29 2008-08-29 Compounds derived from pyrazole; method of production of said compounds; and use of a fungicide containing at least one of said compounds

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007222384 2007-08-29
JP2007-222384 2007-08-29

Publications (1)

Publication Number Publication Date
WO2009028280A1 true WO2009028280A1 (en) 2009-03-05

Family

ID=40387009

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/063278 Ceased WO2009028280A1 (en) 2007-08-29 2008-07-24 Pyrazolecarboxylic acid derivative, method for producing the same and bactericide

Country Status (5)

Country Link
JP (2) JPWO2009028280A1 (en)
AR (1) AR068115A1 (en)
CL (1) CL2008002554A1 (en)
TW (1) TW200916444A (en)
WO (1) WO2009028280A1 (en)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2253617A1 (en) 2009-05-20 2010-11-24 Bayer CropScience AG Halogenated compounds as pesticides
WO2013014204A3 (en) * 2011-07-26 2013-04-04 Sanofi 3-heteroaroylamino-propionic acid derivatives and their use as pharmaceuticals
EP2633756A1 (en) 2012-02-29 2013-09-04 Meiji Seika Pharma Co., Ltd. Pest control composition including novel iminopyridine derivate
WO2014119696A1 (en) * 2013-01-30 2014-08-07 住友化学株式会社 Method for controlling arthropod pest
CN104045634A (en) * 2014-06-06 2014-09-17 浙江工业大学 Pyrazolecarboxamide compound containing difluoromethyl as well as preparation method and application of pyrazolecarboxamide compound
US8987470B2 (en) 2010-10-27 2015-03-24 Solvay Sa Process for the preparation of pyrazole-4-carboxamides
JP2015131789A (en) * 2013-01-30 2015-07-23 住友化学株式会社 Amide compound and use thereof for controlling harmful arthropod
CN105601618A (en) * 2016-01-11 2016-05-25 天津医科大学 Aromatic imide compounds and preparation method and application thereof
US20170015631A1 (en) * 2012-10-16 2017-01-19 Tolero Pharmaceuticals, Inc. Pkm2 modulators and methods for their use
WO2020198067A1 (en) * 2019-03-22 2020-10-01 Sumitomo Dainippon Pharma Oncology, Inc. Pkm2 modulators and methods for their use
US11712433B2 (en) 2019-03-22 2023-08-01 Sumitomo Pharma Oncology, Inc. Compositions comprising PKM2 modulators and methods of treatment using the same
CN117024304A (en) * 2023-07-26 2023-11-10 赣南师范大学 Preparation method of N ', N' -diaryl hydrazide compound
WO2023243678A1 (en) 2022-06-15 2023-12-21 日産化学株式会社 Pyrazole compound, production intermediate thereof, and pest control agent
WO2024204842A1 (en) 2023-03-31 2024-10-03 日産化学株式会社 Pyrazole compound and harmful organism control agent

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2025121401A1 (en) * 2023-12-06 2025-06-12 日産化学株式会社 Pyrazole compound and harmful organism control agent

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0253775A (en) * 1988-08-18 1990-02-22 Nissan Chem Ind Ltd Pyrazole carboxamide derivative and herbicide
JPH02129171A (en) * 1988-11-08 1990-05-17 Nissan Chem Ind Ltd Pyrazolecarboxanilide derivative and agent for controlling harmful life
JPH09176125A (en) * 1995-05-31 1997-07-08 Nissan Chem Ind Ltd 5-pyrazolecarboxylic acid amide derivative and plant blight controlling agent
JPH09176124A (en) * 1995-12-25 1997-07-08 Nissan Chem Ind Ltd Pyrazoline derivative and plant blight controlling agent
WO2002083647A1 (en) * 2001-04-06 2002-10-24 Nihon Nohyaku Co., Ltd. Pyrazolecarboxamide derivative, intermediate therefor, and pest control agent containing the same as active ingredient

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0253775A (en) * 1988-08-18 1990-02-22 Nissan Chem Ind Ltd Pyrazole carboxamide derivative and herbicide
JPH02129171A (en) * 1988-11-08 1990-05-17 Nissan Chem Ind Ltd Pyrazolecarboxanilide derivative and agent for controlling harmful life
JPH09176125A (en) * 1995-05-31 1997-07-08 Nissan Chem Ind Ltd 5-pyrazolecarboxylic acid amide derivative and plant blight controlling agent
JPH09176124A (en) * 1995-12-25 1997-07-08 Nissan Chem Ind Ltd Pyrazoline derivative and plant blight controlling agent
WO2002083647A1 (en) * 2001-04-06 2002-10-24 Nihon Nohyaku Co., Ltd. Pyrazolecarboxamide derivative, intermediate therefor, and pest control agent containing the same as active ingredient

Cited By (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2253617A1 (en) 2009-05-20 2010-11-24 Bayer CropScience AG Halogenated compounds as pesticides
US8987470B2 (en) 2010-10-27 2015-03-24 Solvay Sa Process for the preparation of pyrazole-4-carboxamides
US9353068B2 (en) 2011-07-26 2016-05-31 Sanofi 3-heteroaroylamino-propionic acid derivatives and their use as pharmaceuticals
EP3037417A3 (en) * 2011-07-26 2016-10-12 Sanofi 3-heteroaroylamino-propionic acid derivatives and their use as pharmaceuticals
US9751858B2 (en) 2011-07-26 2017-09-05 Sanofi 3-heteroaroylamino-propionic acid derivatives and their use as pharmaceuticals
WO2013014204A3 (en) * 2011-07-26 2013-04-04 Sanofi 3-heteroaroylamino-propionic acid derivatives and their use as pharmaceuticals
WO2013129688A1 (en) 2012-02-29 2013-09-06 Meiji Seika Pharma Co., Ltd. Pest control composition including novel iminopyridine derivative
US11771086B2 (en) 2012-02-29 2023-10-03 Mmag Co., Ltd. Pest control composition including novel iminopyridine derivative
EP2633756A1 (en) 2012-02-29 2013-09-04 Meiji Seika Pharma Co., Ltd. Pest control composition including novel iminopyridine derivate
US10736319B2 (en) 2012-02-29 2020-08-11 Meiji Seika Pharma Co., Ltd. Pest control composition including novel iminopyridine derivative
US10349655B2 (en) 2012-02-29 2019-07-16 Meiji Seika Pharma Co., Ltd. Pest control composition including novel iminopyridine derivative
US10766865B2 (en) 2012-10-16 2020-09-08 Sumitomo Dainippon Pharma Oncology, Inc. PKM2 modulators and methods for their use
US10472328B2 (en) 2012-10-16 2019-11-12 Tolero Pharmaceuticals, Inc. PKM2 modulators and methods for their use
US10207996B2 (en) * 2012-10-16 2019-02-19 Tolero Pharmaceuticals, Inc. PKM2 modulators and methods for their use
US20170015631A1 (en) * 2012-10-16 2017-01-19 Tolero Pharmaceuticals, Inc. Pkm2 modulators and methods for their use
US9814235B2 (en) 2013-01-30 2017-11-14 Sumitomo Chemical Company, Limited Method for controlling arthropod pest
CN104955332B (en) * 2013-01-30 2017-03-29 住友化学株式会社 The method of preventing and treating arthropod insect
JP2015131789A (en) * 2013-01-30 2015-07-23 住友化学株式会社 Amide compound and use thereof for controlling harmful arthropod
WO2014119696A1 (en) * 2013-01-30 2014-08-07 住友化学株式会社 Method for controlling arthropod pest
CN104045634A (en) * 2014-06-06 2014-09-17 浙江工业大学 Pyrazolecarboxamide compound containing difluoromethyl as well as preparation method and application of pyrazolecarboxamide compound
CN105601618B (en) * 2016-01-11 2018-04-27 天津医科大学 Aromatic imides class compound and preparation method and application
CN105601618A (en) * 2016-01-11 2016-05-25 天津医科大学 Aromatic imide compounds and preparation method and application thereof
WO2020198067A1 (en) * 2019-03-22 2020-10-01 Sumitomo Dainippon Pharma Oncology, Inc. Pkm2 modulators and methods for their use
US11712433B2 (en) 2019-03-22 2023-08-01 Sumitomo Pharma Oncology, Inc. Compositions comprising PKM2 modulators and methods of treatment using the same
WO2023243678A1 (en) 2022-06-15 2023-12-21 日産化学株式会社 Pyrazole compound, production intermediate thereof, and pest control agent
KR20250023466A (en) 2022-06-15 2025-02-18 닛산 가가쿠 가부시키가이샤 Pyrazole compounds, their manufacturing intermediates and pest control agents
WO2024204842A1 (en) 2023-03-31 2024-10-03 日産化学株式会社 Pyrazole compound and harmful organism control agent
CN117024304A (en) * 2023-07-26 2023-11-10 赣南师范大学 Preparation method of N ', N' -diaryl hydrazide compound

Also Published As

Publication number Publication date
JP2009073823A (en) 2009-04-09
TW200916444A (en) 2009-04-16
JPWO2009028280A1 (en) 2010-11-25
AR068115A1 (en) 2009-11-04
CL2008002554A1 (en) 2009-01-16

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