AU2022345269A1 - Protoporphyrinogen oxidase inhibitors - Google Patents

Protoporphyrinogen oxidase inhibitors Download PDF

Info

Publication number
AU2022345269A1
AU2022345269A1 AU2022345269A AU2022345269A AU2022345269A1 AU 2022345269 A1 AU2022345269 A1 AU 2022345269A1 AU 2022345269 A AU2022345269 A AU 2022345269A AU 2022345269 A AU2022345269 A AU 2022345269A AU 2022345269 A1 AU2022345269 A1 AU 2022345269A1
Authority
AU
Australia
Prior art keywords
compound
formula
salt
mmol
stirred
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.)
Pending
Application number
AU2022345269A
Other languages
English (en)
Inventor
Neville John ANTHONY
Paul Galatsis
David Jeffrey Lauffer
Peter STCHUR III
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.)
Enko Chem Inc
Original Assignee
Enko Chem 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 Enko Chem Inc filed Critical Enko Chem Inc
Publication of AU2022345269A1 publication Critical patent/AU2022345269A1/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
    • C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
    • C07D265/36—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings condensed with one six-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
    • C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
    • C07D265/38—[b, e]-condensed with two six-membered rings
    • 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
    • A01N43/84—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 six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P13/00—Herbicides; Algicides
    • A01P13/02—Herbicides; Algicides selective
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
    • C07C201/06—Preparation of nitro compounds
    • C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
    • C07C205/26—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups and being further substituted by halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/74—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C215/76—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton of the same non-condensed six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/74—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C215/76—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton of the same non-condensed six-membered aromatic ring
    • C07C215/78—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton of the same non-condensed six-membered aromatic ring containing at least two hydroxy groups bound to the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C07C233/24—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring
    • C07C233/25—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
AU2022345269A 2021-09-15 2022-09-15 Protoporphyrinogen oxidase inhibitors Pending AU2022345269A1 (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US202163244586P 2021-09-15 2021-09-15
US63/244,586 2021-09-15
US202263299855P 2022-01-14 2022-01-14
US63/299,855 2022-01-14
US202263400365P 2022-08-23 2022-08-23
US63/400,365 2022-08-23
PCT/US2022/076458 WO2023044364A1 (en) 2021-09-15 2022-09-14 Protoporphyrinogen oxidase inhibitors

Publications (1)

Publication Number Publication Date
AU2022345269A1 true AU2022345269A1 (en) 2024-05-02

Family

ID=85603608

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2022345269A Pending AU2022345269A1 (en) 2021-09-15 2022-09-15 Protoporphyrinogen oxidase inhibitors

Country Status (16)

Country Link
US (2) US11827610B2 (https=)
EP (1) EP4402133A4 (https=)
JP (1) JP2024535847A (https=)
KR (1) KR20240074792A (https=)
AU (1) AU2022345269A1 (https=)
CA (1) CA3228890A1 (https=)
CL (1) CL2024000771A1 (https=)
CO (1) CO2024004642A2 (https=)
EC (1) ECSP24027871A (https=)
IL (1) IL311374A (https=)
MX (1) MX2024002546A (https=)
PE (1) PE20241513A1 (https=)
PY (1) PY2281097A (https=)
TW (1) TW202328080A (https=)
UY (1) UY39947A (https=)
WO (1) WO2023044364A1 (https=)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20240136380A (ko) 2022-01-14 2024-09-13 엔코 켐 인코포레이티드 프로토포르피리노겐 산화효소 억제제
WO2024192154A1 (en) * 2023-03-14 2024-09-19 Enko Chem, Inc. Herbicidal composition and method for controlling weeds
AR132458A1 (es) 2023-04-19 2025-07-02 Syngenta Crop Protection Ag Plantas resistentes a herbicidas
WO2024238566A2 (en) * 2023-05-15 2024-11-21 Enko Chem, Inc. Process for manufacturing 6-perfluorophenyl benzoxazinones
WO2026080713A1 (en) * 2024-10-09 2026-04-16 The United States Of America, As Represented By The Secretary, Department Of Health And Human Services Autophagy inhibitor that targets the atg14l-beclin1 protein-protein interaction

Family Cites Families (213)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2891855A (en) 1954-08-16 1959-06-23 Geigy Ag J R Compositions and methods for influencing the growth of plants
US3235361A (en) 1962-10-29 1966-02-15 Du Pont Method for the control of undesirable vegetation
US3060084A (en) 1961-06-09 1962-10-23 Du Pont Improved homogeneous, readily dispersed, pesticidal concentrate
US3299566A (en) 1964-06-01 1967-01-24 Olin Mathieson Water soluble film containing agricultural chemicals
US3309192A (en) 1964-12-02 1967-03-14 Du Pont Method of controlling seedling weed grasses
US4144050A (en) 1969-02-05 1979-03-13 Hoechst Aktiengesellschaft Micro granules for pesticides and process for their manufacture
US3920442A (en) 1972-09-18 1975-11-18 Du Pont Water-dispersible pesticide aggregates
US4172714A (en) 1976-12-20 1979-10-30 E. I. Du Pont De Nemours And Company Dry compactible, swellable herbicidal compositions and pellets produced therefrom
GB2095558B (en) 1981-03-30 1984-10-24 Avon Packers Ltd Formulation of agricultural chemicals
CA1221192A (en) 1982-08-12 1987-04-28 Andrew Garton Epoxy resin fortification
DE3246493A1 (de) 1982-12-16 1984-06-20 Bayer Ag, 5090 Leverkusen Verfahren zur herstellung von wasserdispergierbaren granulaten
US4514574A (en) 1984-01-09 1985-04-30 The Dow Chemical Company Process for separating isomeric mixtures
US4761373A (en) 1984-03-06 1988-08-02 Molecular Genetics, Inc. Herbicide resistance in plants
US5304732A (en) 1984-03-06 1994-04-19 Mgi Pharma, Inc. Herbicide resistance in plants
US6211439B1 (en) 1984-08-10 2001-04-03 Mgi Pharma, Inc Herbicide resistance in plants
DE3602243A1 (de) 1985-06-13 1986-12-18 Bayer Ag, 5090 Leverkusen E-isomere von n(pfeil hoch)(alpha)(pfeil hoch)-(2-cyan-2-alkoximino-acetyl)-aminosaeurederivaten und -peptiden
CA1313830C (en) 1985-08-07 1993-02-23 Dilip Maganlal Shah Glyphosate-resistant plants
US4940835A (en) 1985-10-29 1990-07-10 Monsanto Company Glyphosate-resistant plants
ATE57390T1 (de) 1986-03-11 1990-10-15 Plant Genetic Systems Nv Durch gentechnologie erhaltene und gegen glutaminsynthetase-inhibitoren resistente pflanzenzellen.
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
DE3629890A1 (de) 1986-08-29 1988-03-10 Schering Ag Mikroorganismen und plasmide fuer die 2,4-dichlorphenoxyessigsaeure (2,4-d)-monooxigenase - bildung und verfahren zur herstellung dieser plasmide und staemme
US5180587A (en) 1988-06-28 1993-01-19 E. I. Du Pont De Nemours And Company Tablet formulations of pesticides
DK0777964T3 (da) 1989-08-30 2002-03-11 Kynoch Agrochemicals Proprieta Fremgangsmåde til fremstilling af et doseringssystem
PL167613B1 (pl) 1990-03-12 1995-09-30 Du Pont Granulowana kompozycja rozpuszczalna lub dyspergowalna w wodzie PL
JPH0517433A (ja) 1990-08-29 1993-01-26 Yoshitomi Pharmaceut Ind Ltd アゼチジノン化合物およびその製造法
US5633435A (en) 1990-08-31 1997-05-27 Monsanto Company Glyphosate-tolerant 5-enolpyruvylshikimate-3-phosphate synthases
DE69122201T2 (de) 1990-10-11 1997-02-06 Sumitomo Chemical Co Pestizide Zusammensetzung
DE4138026A1 (de) 1991-11-19 1993-06-03 Bayer Ag Substituierte pyridin-4-carbonsaeureamide
JPH06321920A (ja) * 1993-05-12 1994-11-22 Sumitomo Chem Co Ltd ビフェニル誘導体およびそれを有効成分とする除草剤
DE4323916A1 (de) 1993-07-16 1995-01-19 Basf Ag Substituierte 2-Phenylpyridine
IT1266582B1 (it) 1993-07-30 1997-01-09 Recordati Chem Pharm Derivati (di)azacicloesanici e diazacicloeptanici
US5608147A (en) 1994-01-11 1997-03-04 Kaphammer; Bryan J. tfdA gene selectable markers in plants and the use thereof
DE4444708A1 (de) 1994-12-15 1996-06-20 Basf Ag Verwendung von Herbiziden vom Auxin-Typ zur Behandlung von transgenen Kulturpflanzen
FR2734842B1 (fr) 1995-06-02 1998-02-27 Rhone Poulenc Agrochimie Sequence adn d'un gene de l'hydroxy-phenyl pyruvate dioxygenase et obtention de plantes contenant un gene de l'hydroxy-phenyl pyruvate dioxygenase, tolerantes a certains herbicides
BR9710855A (pt) 1996-06-27 1999-08-17 Du Pont Fragmento de cido nucl-ico isolado gene quim-rico vetor de plasmideo c-lula hospedeira transformada planta transformada m-todo para identifica-Æo de um composto composto m-todo para conferir toler-ncia a uma planta m-todo para a produ-Æo microbiana e m-todo para sobreexpressar enzima de p-hidroxifenilpiruvato dioxigenase em uma planta
US6376754B1 (en) 1997-03-07 2002-04-23 Asgrow Seed Company Plants having resistance to multiple herbicides and its use
US7105724B2 (en) 1997-04-04 2006-09-12 Board Of Regents Of University Of Nebraska Methods and materials for making and using transgenic dicamba-degrading organisms
AU2001261358B2 (en) 2000-05-10 2006-07-13 Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College Resistance to acetohydroxyacid synthase-inhibiting herbicides
US7550468B2 (en) 2000-07-28 2009-06-23 Ing-Jun Chen Theophylline and 3-isobutyl-1 methylxanthine based N-7 substituted derivatives displaying inhibitory activities on PDE-5 phospodiesterase
FR2812883B1 (fr) 2000-08-11 2002-10-18 Aventis Cropscience Sa Utilisation d'inhibiteurs d'hppd comme agents de selection dans la transformation de plantes
EP1335903A1 (de) 2000-11-22 2003-08-20 Basf Aktiengesellschaft 2-aryl-5-trifluormethylpyridine
JP2005501384A (ja) 2001-08-25 2005-01-13 ケンブリッジ ディスプレイ テクノロジー リミテッド 電子冷光放射装置
TWI283164B (en) 2001-09-21 2007-07-01 Du Pont Anthranilamide arthropodicide treatment
JP4581321B2 (ja) 2001-10-23 2010-11-17 住友化学株式会社 不飽和有機化合物誘導体の製造方法
AU2003243921B2 (en) 2002-06-27 2009-05-07 Novo Nordisk A/S Aryl carbonyl derivatives as therapeutic agents
EP1542948A4 (en) 2002-08-23 2008-12-17 Univ Connecticut NEW BIPHENYL AND BIPHENYLENE CANNABINOIDS
FR2846656B1 (fr) 2002-11-05 2004-12-24 Servier Lab Nouveaux derives d'imidazopyridine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
FR2848568B1 (fr) 2002-12-17 2005-04-15 Rhobio Gene chimere permettant l'expression d'une hydroxy-phenyl pyruvate dioxygenase dans les plastes et plantes transplastomiques contenant un tel gene tolerantes aux herbicides
PE20040945A1 (es) 2003-02-05 2004-12-14 Warner Lambert Co Preparacion de quinazolinas substituidas
WO2005005382A2 (en) 2003-07-02 2005-01-20 Cytokinetics, Inc. Compounds, compositions and methods
MXPA06002155A (es) 2003-08-29 2007-01-25 Inst Nac De Technologia Agrope Plantas de arroz que tienen una tolerancia incrementada a los herbicidas de imidazolinona.
SE0303090D0 (sv) 2003-11-20 2003-11-20 Astrazeneca Ab Novel compounds
US20070196395A1 (en) 2003-12-12 2007-08-23 Mackerell Alexander Immunomodulatory compounds that target and inhibit the py'binding site of tyrosene kinase p56 lck sh2 domain
US20070142460A1 (en) 2003-12-19 2007-06-21 Parrish Cynthia A Compounds, compositions and methods
WO2005060692A2 (en) 2003-12-19 2005-07-07 Smithkline Beecham Corporation Biphenyl compounds and methods
US7910621B2 (en) 2004-03-22 2011-03-22 The Regents Of The University Of Michigan Small molecule antagonists of XIAP family proteins
CN102094032B (zh) 2004-04-30 2014-02-26 美国陶氏益农公司 新除草剂抗性基因
JP2006151946A (ja) 2004-04-30 2006-06-15 Konishi Kagaku Ind Co Ltd ジアリール誘導体の製造方法
JP4716672B2 (ja) 2004-05-19 2011-07-06 大塚製薬株式会社 巨核球産生誘導剤
JP4802521B2 (ja) 2004-06-25 2011-10-26 荒川化学工業株式会社 マイクロリアクターを用いた接触水素化方法
US20060019967A1 (en) 2004-07-21 2006-01-26 Su-Ying Wu SARS CoV main protease inhibitors
US20070265345A1 (en) 2004-07-27 2007-11-15 Smithkline Beecham Corporation Novel Biphenyl Compounds And Their Use
SA05260265A (ar) 2004-08-30 2005-12-03 استرازينيكا ايه بي مركبات جديدة
AU2005302409A1 (en) 2004-10-28 2006-05-11 The Institutes For Pharmaceutical Discovery Llc Substituted carboxylic acids
EP1836182A2 (en) 2004-11-18 2007-09-26 The Institutes for Pharmaceutical Discovery, LLC Heterocyclylbiphenyl derivates as protein tyrosine phosphatase inhibitors
AR051690A1 (es) 2004-12-01 2007-01-31 Basf Agrochemical Products Bv Mutacion implicada en el aumento de la tolerancia a los herbicidas imidazolinona en las plantas
US7524870B2 (en) 2004-12-03 2009-04-28 Hoffmann-La Roche Inc. Biaryloxymethylarenecarboxylic acids as glycogen synthase activators
US8679710B2 (en) 2004-12-24 2014-03-25 Kyocera Document Solutions Inc. Electrophotographic photoreceptor and image forming apparatus
CN101103026A (zh) 2005-01-14 2008-01-09 健亚生物科技公司 用于治疗病毒感染的吲哚衍生物
CN100514194C (zh) 2005-01-18 2009-07-15 京瓷美达株式会社 单层型电子照相感光体及图像形成装置
WO2006080884A1 (en) 2005-01-27 2006-08-03 Astrazeneca Ab Novel biaromatic compounds, inhibitors of the p2x7-receptor
WO2006084663A1 (en) 2005-02-09 2006-08-17 Syngenta Participations Ag Process for the preparation of intermediates
US20060194821A1 (en) 2005-02-18 2006-08-31 The Brigham And Women's Hospital, Inc. Compounds inhibiting the aggregation of superoxide dismutase-1
JP4940721B2 (ja) 2005-03-30 2012-05-30 東ソー株式会社 触媒組成物及びそれを用いたクロスカップリング化合物の製造方法
US7521581B2 (en) 2005-03-30 2009-04-21 Tosoh Corporation Catalyst composition and process for producing cross-coupled compound using same
TW200702363A (en) 2005-04-05 2007-01-16 Sumitomo Chemical Co Crosslinked polymer electrolyte and method for producing the same
JP4864342B2 (ja) 2005-04-27 2012-02-01 北興化学工業株式会社 ビアリール化合物の製造方法
ES2553178T3 (es) 2005-05-18 2015-12-04 Janssen Pharmaceutica N.V. Derivados sustituidos de aminopropenil piperidina o morfolina como nuevos inhibidores de histona deacetilasa
GB0516705D0 (en) 2005-08-15 2005-09-21 Syngenta Participations Ag Process
US7399564B2 (en) 2005-09-07 2008-07-15 Kyocera Mita Corporation Electrophotographic photoconductor
WO2007038452A1 (en) 2005-09-28 2007-04-05 Merck & Co., Inc. Process for synthesizing 1,2,4-triazoles
CN101316827A (zh) * 2005-09-30 2008-12-03 詹森药业有限公司 作为rxr激动剂用于治疗异常脂肪血症、高胆固醇血症和糖尿病的杂环酰胺衍生物
JP2007114364A (ja) 2005-10-19 2007-05-10 Kyocera Mita Corp 電子写真感光体及び画像形成装置
JP2007121819A (ja) 2005-10-31 2007-05-17 Kyocera Mita Corp 電子写真感光体及び画像形成装置
CN1958568B (zh) 2005-11-03 2011-04-13 中国科学院上海药物研究所 一类预防或治疗幽门螺杆菌感染化合物、其制法和用途
US7893306B2 (en) 2005-11-04 2011-02-22 Toray Fine Chemicals Co., Ltd. Process for production of biphenyl derivatives
JP2007147824A (ja) 2005-11-25 2007-06-14 Kyocera Mita Corp 電子写真感光体及び画像形成装置
KR101408026B1 (ko) 2005-12-02 2014-06-20 사켐,인코포레이티드 음이온-교환 치환 크로마토그래피 공정 및 음이온-교환치환 크로마토그래피 공정에서 디스플레이서 화합물들로서사용하기 위한 음이온성 유기 화합물들
JP2007187787A (ja) 2006-01-12 2007-07-26 Kyocera Mita Corp 電子写真感光体及び画像形成装置
US7888360B2 (en) 2006-01-19 2011-02-15 Janssen Pharmaceutica N.V. Pyridine and pyrimidine derivatives as inhibitors of histone deacetylase
CA2631876C (en) 2006-01-19 2014-05-27 Janssen Pharmaceutica N.V. Aminophenyl derivatives as inhibitors of histone deacetylase
DK1981871T3 (da) 2006-01-19 2012-02-13 Janssen Pharmaceutica Nv Heterocyclylalkylderivater som hidtil ukendte inhibitorer af histondeacetylase
EP1981875B1 (en) 2006-01-19 2014-04-16 Janssen Pharmaceutica N.V. Substituted indolyl-alkyl-amino-derivatives as inhibitors of histone deacetylase
JP5203568B2 (ja) 2006-01-25 2013-06-05 京セラドキュメントソリューションズ株式会社 電子写真感光体
JP4829625B2 (ja) 2006-01-31 2011-12-07 京セラミタ株式会社 電子写真感光体及び画像形成装置
WO2007095586A2 (en) 2006-02-14 2007-08-23 The Trustees Of Columbia University In The City Of New York Neuronal pain pathway modulators
JP4917332B2 (ja) 2006-03-03 2012-04-18 エヌ・イーケムキャット株式会社 炭素−炭素結合の生成方法
JP2007248733A (ja) 2006-03-15 2007-09-27 Kyocera Mita Corp 電子写真感光体及び画像形成装置
JP2007256768A (ja) 2006-03-24 2007-10-04 Kyocera Mita Corp 電子写真感光体及び画像形成装置
JP2007316099A (ja) 2006-05-23 2007-12-06 Kyocera Mita Corp 積層型電子写真感光体及び画像形成装置
JP2007316097A (ja) 2006-05-23 2007-12-06 Kyocera Mita Corp 積層型電子写真感光体及び画像形成装置
JP5107267B2 (ja) 2006-06-01 2012-12-26 ビーエーエスエフ ソシエタス・ヨーロピア 置換ビフェニルの製造法
JPWO2007142206A1 (ja) 2006-06-05 2009-10-22 日本ゼオン株式会社 コレステリック液晶組成物及び円偏光分離シート、並びにその用途
JP4974107B2 (ja) 2006-08-23 2012-07-11 大塚化学株式会社 ベンゼン化合物の製造方法
WO2008024963A1 (en) 2006-08-24 2008-02-28 Serenex, Inc. Benzene, pyridine, and pyridazine derivatives
WO2008037266A1 (en) 2006-09-25 2008-04-03 Universite Libre De Bruxelles Inhibitors of conventional protein kinase c isozymes and use thereof for treating inflammatory diseases
WO2008047707A1 (en) 2006-10-16 2008-04-24 Toray Fine Chemicals Co., Ltd. Method for producing biphenyl derivative
US7939721B2 (en) 2006-10-25 2011-05-10 Monsanto Technology Llc Cropping systems for managing weeds
JP2009023986A (ja) 2006-11-08 2009-02-05 Pharma Ip 抗癌剤としてのビアリール誘導体
JP2008115142A (ja) 2006-11-08 2008-05-22 Sumitomo Chemical Co Ltd 二量化した芳香族化合物の製造方法
JP4861807B2 (ja) 2006-12-20 2012-01-25 京セラミタ株式会社 電子写真感光体及び画像形成装置
JP5069479B2 (ja) 2007-02-22 2012-11-07 京セラドキュメントソリューションズ株式会社 電子写真感光体及び画像形成装置
CN101679856B (zh) 2007-04-04 2013-05-22 巴斯夫欧洲公司 铱-苯并菲配合物及其在oled中的用途
US8039505B2 (en) 2007-04-11 2011-10-18 University Of Utah Research Foundation Compounds for modulating T-cells
KR101057546B1 (ko) 2007-06-05 2011-08-17 주식회사 엘지화학 광학 이방성 화합물 및 이를 포함하는 수지 조성물
WO2008156656A2 (en) 2007-06-13 2008-12-24 State Of Oregon Acting By And Through The State Board Of Higher Education On Behalf Of Oregon State University Method for making biaryl compounds, compounds made by the method, and method for their use
US8501037B2 (en) 2007-08-23 2013-08-06 Lg Chem, Ltd. Optically anisotropic compound and resin composition comprising the same
GB0716783D0 (en) 2007-08-29 2007-10-10 Ucl Business Plc New Process
US8952207B2 (en) * 2007-09-11 2015-02-10 The University Of Houston System Copper-catalyzed C—H bond arylation
CN101463019B (zh) 2007-12-21 2012-07-18 中国医学科学院药物研究所 含有芳基、芳甲基和哌嗪基的脒类化合物
WO2009101082A1 (en) 2008-02-15 2009-08-20 Basf Se Substituted sulfonic acid amide compounds
US8237002B2 (en) 2008-05-08 2012-08-07 Sumitomo Chemical Company, Limited Method for producing unsaturated organic compound
BRPI0912109A2 (pt) 2008-05-28 2015-07-28 Basf Se Composto, processo para preparar os mesmos, composições agroquímicas, método para combater fungos nocivos fitopatogênicos, uso dos compostos, e, semente
JP5222632B2 (ja) 2008-06-13 2013-06-26 白鳥製薬株式会社 ビアリール化合物の製造方法
EP2700630B1 (de) 2008-06-25 2018-03-21 Basf Se Verfahren zur herstellung von substituierten biphenylen
JP5283494B2 (ja) 2008-12-10 2013-09-04 ダイキン工業株式会社 フルオレン誘導体の製造方法
US8637678B2 (en) 2008-12-24 2014-01-28 Syngenta Limited Methods for the preparation of aryl amides
JP5454764B2 (ja) 2009-03-09 2014-03-26 国立大学法人 千葉大学 ビアリール化合物を製造する方法
PL214647B1 (pl) * 2009-04-14 2013-08-30 Wojskowa Akad Tech Antyferroelektryczna ortokoniczna mieszanina o podwyzszonej stabilnosci chemicznej i duzej wartosci skoku helisy oraz zwiazki chiralne, achiralne i racemiczne do jej wytwarzania
DE102009022896A1 (de) 2009-05-27 2010-12-02 Bayer Schering Pharma Aktiengesellschaft Substituierte Piperidine
DK2443102T3 (da) 2009-06-19 2013-07-08 Basf Se Herbicidale benzoxazinoner
CN102086179B (zh) 2009-12-07 2013-04-17 温州大学 一种联芳基化合物的合成方法
UY33171A (es) 2010-01-07 2011-07-29 Basf Agro B V Arnhem Nl Plantas tolerantes a herbicidas
WO2011099832A2 (en) 2010-02-12 2011-08-18 Crystalgenomics, Inc. Novel benzimidazole compound, preparation method thereof and pharmaceutical composition comprising the same
CN102241553B (zh) 2010-05-14 2013-08-07 北京大学 一种芳香交叉偶联化合物的制备方法
CN102153429A (zh) 2010-05-17 2011-08-17 温州大学 钯-氮杂环卡宾络合物催化室温水相铃木偶联反应
CN102295642B (zh) 2010-06-25 2016-04-06 中国人民解放军军事医学科学院毒物药物研究所 2-芳基咪唑并[1,2-a]吡啶-3-乙酰胺衍生物、其制备方法及用途
CN103221409B (zh) 2010-10-01 2016-03-09 巴斯夫欧洲公司 除草的苯并*嗪酮类
WO2012059050A1 (zh) 2010-11-03 2012-05-10 中国中化股份有限公司 取代的联芳香基苯磺酰胺类化合物与用途
US11274313B2 (en) 2010-12-16 2022-03-15 BASF Agro B.V. Plants having increased tolerance to herbicides
US20140171525A1 (en) 2011-02-21 2014-06-19 Honeywell International Inc. Polyurethane foam premixes containing halogenated olefin blowing agents and foams made from same
EP2686323A1 (en) 2011-03-16 2014-01-22 Cephalon, Inc. Macrocyclic compounds as alk, fak and jak2 inhibitors
JP5770503B2 (ja) 2011-03-24 2015-08-26 東ソー株式会社 ビフェニル類の製造方法
JP2013023466A (ja) 2011-07-20 2013-02-04 Nippon Nohyaku Co Ltd 置換ビフェニルアミンの製造方法
CN102898284B (zh) 2011-07-25 2015-08-26 成都金瑞基业生物科技有限公司 3-烯丙基-[1,1′-联苯]-4-酚及其衍生物以及它们的制备方法和用途
WO2013032907A1 (en) 2011-08-26 2013-03-07 The Broad Institute, Inc. Compounds and methods for the treatment of cancer stem cells
GB201122113D0 (en) 2011-12-22 2012-02-01 Convergence Pharmaceuticals Novel compounds
GB201205365D0 (en) 2012-03-27 2012-05-09 Univ Nottingham Frameworks
WO2013155047A2 (en) 2012-04-10 2013-10-17 Trustees Of Dartmouth College Compounds and methods for inhibiting cif virulence factor
US10322118B2 (en) 2012-04-10 2019-06-18 Trustees Of Dartmouth College Compounds and methods for inhibiting Cif virulence factor
CN102731317A (zh) 2012-07-10 2012-10-17 中化蓝天集团有限公司 一种全氟烷基化苯胺衍生物的制备方法
WO2014030090A1 (en) 2012-08-20 2014-02-27 Basf Se Herbicide-metabolizing cytochrome p450 monooxygenase
CN104045552B (zh) 2013-03-13 2019-06-11 江苏先声药业有限公司 作为神经保护剂的药用化合物
KR102159410B1 (ko) 2013-03-14 2020-09-23 제이엔씨 주식회사 액정 배향제 및 액정 표시 소자
JP6213281B2 (ja) 2013-03-19 2017-10-18 Jnc株式会社 感光性ジアミン、液晶配向剤および液晶表示素子
JP6350852B2 (ja) 2013-03-21 2018-07-04 Jnc株式会社 液晶配向剤、液晶表示素子、およびテトラカルボン酸二無水物
US9783550B2 (en) 2013-05-14 2017-10-10 The Board Of Regents Of The University Of Texas System Highly potent inhibitors of porcupine
WO2015003146A1 (en) 2013-07-03 2015-01-08 Georgetown University Boronic acid derivatives of resveratrol for activating deacetylase enzymes
JP6252009B2 (ja) 2013-07-24 2017-12-27 Jnc株式会社 新規ジアミン、これを用いたポリマー、液晶配向剤、液晶配向膜、および液晶表示素子
CA2920590C (en) 2013-08-12 2023-12-05 BASF Agro B.V. Plants having increased tolerance to herbicides
US10968462B2 (en) 2013-08-12 2021-04-06 BASF Agro B.V. Plants having increased tolerance to herbicides
EP3037408A4 (en) 2013-08-23 2017-03-08 Ishihara Sangyo Kaisha, Ltd. Harmful organism control agent
US10300471B2 (en) 2013-10-08 2019-05-28 Chicago Discovery Solutions, Llc Ruthenium-catalyzed synthesis of biaryl compounds in water
JP6616563B2 (ja) 2013-10-30 2019-12-04 株式会社Ａｄｅｋａ リタデーション上昇剤、これを用いたセルロース系樹脂組成物、およびフィルム
WO2015071087A1 (en) * 2013-11-14 2015-05-21 Basf Se Composition of 1,5-dimethyl-6-thioxo-3-(2,2,7-trifluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2h-benzo[b][1,4]oxazin-6-yl)-1,3,5-triazinane-2,4-dione
WO2015082411A1 (de) 2013-12-05 2015-06-11 Bayer Pharma Aktiengesellschaft Aryl- und hetaryl-substituierte imidazo[1,2-a]pyridin-3-carboxamide und ihre verwendung
BR112016014174B1 (pt) 2013-12-18 2022-03-15 BASF Agro B.V. Método de controle de vegetação indesejada e método de produção de uma célula vegetal transgênica
CN103772138A (zh) 2014-01-21 2014-05-07 石家庄诚志永华显示材料有限公司 含有氘取代的液晶单体
WO2015115556A1 (ja) 2014-01-31 2015-08-06 日本化薬株式会社 イオン液体を含む光波長変換要素およびその光波長変換要素を含む物品
CA2941716A1 (en) 2014-03-07 2015-09-11 The Johns Hopkins University Inhibitors of histone lysine specific demethylase (lsd1) and histone deacetylases (hdacs)
KR20150136294A (ko) 2014-05-27 2015-12-07 주식회사 레고켐 바이오사이언스 인자 ＸＩａ 억제 활성을 가지는 신규한 화합물
US10471028B2 (en) 2014-06-13 2019-11-12 University Of Rochester Small molecule efflux pump inhibitors
CN104058909B (zh) 2014-07-02 2016-03-02 魏建华 一种药物中间体二芳基类化合物的催化合成方法
CN104262071A (zh) 2014-10-16 2015-01-07 中国科学院山西煤炭化学研究所 一种联苯类化合物的光催化合成方法
KR102360090B1 (ko) 2014-11-06 2022-02-09 삼성디스플레이 주식회사 유기 발광 소자
KR102343145B1 (ko) 2015-01-12 2021-12-27 삼성디스플레이 주식회사 축합환 화합물 및 이를 포함한 유기 발광 소자
JP6078085B2 (ja) 2015-02-02 2017-02-08 京セラドキュメントソリューションズ株式会社 電子写真感光体、電子写真感光体の製造方法、画像形成装置、及びプロセスカートリッジ
CN104817438B (zh) 2015-02-25 2018-01-16 上海万溯化学有限公司 一种含氟芳基卤化物的烷基化方法
JP6498048B2 (ja) 2015-06-12 2019-04-10 国立大学法人岩手大学 含フッ素有機化合物及びこれとグリニャール試薬によるビアリール化合物の製造方法
CA2989531A1 (en) 2015-06-17 2016-12-22 BASF Agro B.V. Plants having increased tolerance to herbicides
CN105175202B (zh) 2015-07-14 2018-09-07 绍兴文理学院 由芳香肼制备联芳烃的方法
WO2017023778A1 (en) 2015-08-03 2017-02-09 Monsanto Technology Llc Methods and compositions for herbicide tolerance in plants
US10378023B2 (en) 2015-09-01 2019-08-13 Monsanto Technology Llc Methods and compositions for herbicide tolerance in plants
CN105198682B (zh) 2015-09-15 2018-07-20 联化科技(上海)有限公司 一种取代联苯的制备方法
EP3376871A4 (en) 2015-11-20 2019-06-26 Monsanto Technology LLC COMPOSITION AND METHOD FOR REDUCING MAIZE-TO-MAIZE EARNINGS
US10563220B2 (en) 2015-12-21 2020-02-18 Monsanto Technology Llc Compositions and methods for efficient targeting of transgenes
MY191139A (en) 2016-04-07 2022-05-31 Cmblu Projekt Ag Method for producing low molecular weight aromatic lignin-derived compounds
MA45030A (fr) 2016-05-20 2019-03-27 Basf Agro Bv Peptides à double transit pour le ciblage de polypeptides
CN106146454B (zh) * 2016-07-01 2018-08-24 陕西师范大学 Negishi偶联制备多氟联芳烃类化合物的方法
CN106187656B (zh) 2016-07-01 2018-10-23 陕西师范大学 镁辅助镍催化多氟芳烃单芳基化的方法
CA3032014A1 (en) 2016-07-27 2018-02-01 BASF Agro B.V. Plants having increased tolerance to herbicides
CN109475099A (zh) 2016-07-29 2019-03-15 孟山都技术公司 用于在植物中进行基因表达的方法和组合物
CN106905227A (zh) 2017-01-09 2017-06-30 凯莱英医药集团（天津）股份有限公司 联芳基化合物的制备方法
WO2018146079A1 (de) * 2017-02-13 2018-08-16 Bayer Cropscience Aktiengesellschaft Substituierte benzyl-4-aminopicolinsäureester und pyrimidin-4-carbonsäureester, verfahren zu deren herstellung sowie deren verwendung als herbizide und pflanzenwachstumsregulatoren
CN107033149B (zh) 2017-06-12 2020-01-03 上海交通大学 一种dpp-4酶抑制剂及其制备和应用
CN109574853B (zh) 2017-09-29 2025-06-20 普济生物科技（台州）有限公司 用于合成苯胺类化合物的方法、催化剂及其应用
WO2019106156A1 (en) 2017-11-30 2019-06-06 Step Pharma S.A.S. Compounds
CN110240593A (zh) 2018-03-09 2019-09-17 四川科伦博泰生物医药股份有限公司 取代芳胺化合物及其制备方法和用途
CN108623439B (zh) 2018-04-04 2021-05-04 绍兴文理学院 一种由芳基重氮盐和芳基磺酰肼制备联芳烃的方法
CN108484372B (zh) 2018-04-04 2021-07-02 绍兴文理学院 一种由芳基肼和溴代芳烃制备联芳烃的方法
CN109293493B (zh) 2018-10-29 2021-08-03 清华大学 具有抑制结核分枝杆菌活性的新型二苯甲基类化合物
WO2020097408A1 (en) 2018-11-09 2020-05-14 Nimbus Artemis, Inc. Acly inhibitors and uses thereof
KR102845511B1 (ko) 2019-02-08 2025-08-12 삼성디스플레이 주식회사 축합환 화합물 및 이를 포함한 유기 발광 소자
CN109796349A (zh) 2019-03-01 2019-05-24 西南石油大学 一种还原芳香硝基化合物制备芳胺类化合物的方法
KR102753926B1 (ko) 2019-03-11 2025-01-15 삼성디스플레이 주식회사 헤테로시클릭 화합물 및 이를 포함한 유기 발광 소자
KR20200115795A (ko) 2019-03-26 2020-10-08 삼성디스플레이 주식회사 유기 발광 소자 및 전자 장치
JP2020158422A (ja) 2019-03-26 2020-10-01 Dic株式会社 重合性化合物、重合性組成物及び光学異方体の製造方法
TW202104241A (zh) 2019-05-08 2021-02-01 學校法人關西大學 化合物及其製造方法、樹脂、組成物、抗蝕劑膜、圖型形成方法、微影術用下層膜、光學零件、以及化合物或樹脂的純化方法
CN112094165A (zh) 2019-06-18 2020-12-18 浙江省化工研究院有限公司 一种由Suzuki偶联反应制备联芳烃类化合物的方法
JP7594534B2 (ja) 2019-09-10 2024-12-04 株式会社Adeka 化合物、酸発生剤、組成物、硬化物及びパターン、並びに硬化物及びパターンの製造方法
CN110683925B (zh) 2019-10-23 2022-09-23 云南中医药大学 一种联苯类化合物的合成方法
CN112552279B (zh) 2020-12-24 2023-02-24 郑州海阔光电材料有限公司 一种取代二苯并噻吩化合物的合成方法
EP4373277B1 (en) 2021-07-19 2026-02-25 Bayer Aktiengesellschaft Method for spot-treatment application against weeds

Also Published As

Publication number Publication date
MX2024002546A (es) 2024-06-19
PE20241513A1 (es) 2024-07-19
CL2024000771A1 (es) 2024-10-04
PY2281097A (es) 2024-05-02
JP2024535847A (ja) 2024-10-02
CO2024004642A2 (es) 2024-05-30
KR20240074792A (ko) 2024-05-28
US20230382876A1 (en) 2023-11-30
EP4402133A4 (en) 2025-07-02
ECSP24027871A (es) 2024-05-31
WO2023044364A1 (en) 2023-03-23
IL311374A (en) 2024-05-01
EP4402133A1 (en) 2024-07-24
UY39947A (es) 2023-04-14
CA3228890A1 (en) 2023-03-23
US20230265060A1 (en) 2023-08-24
US11827610B2 (en) 2023-11-28
TW202328080A (zh) 2023-07-16
WO2023044364A8 (en) 2023-09-21

Similar Documents

Publication Publication Date Title
US11827610B2 (en) Protoporphyrinogen oxidase inhibitors
AU2020339266B2 (en) Herbicidal agent composition and weed control method
US12557814B2 (en) Herbicidal composition and method for controlling weeds
US20260068883A1 (en) Protoporphyrinogen oxidase inhibitors
AU2019298631A1 (en) Weed control method
AU2019417394A1 (en) Method for controlling weeds
US20250318528A1 (en) Herbicide composition and weed controlling method
US20250084044A1 (en) Protoporphyrinogen oxidase inhibitors
WO2024192147A2 (en) Protoporphyrinogen oxidase inhibitors
EA051568B1 (ru) Ингибиторы протопорфириноген оксидазы
CN118265704A (zh) 原卟啉原氧化酶抑制剂
EA051537B1 (ru) Ингибиторы протопорфириноген оксидазы
WO2024192154A1 (en) Herbicidal composition and method for controlling weeds
AU2024337372A1 (en) Herbicide composition and weed control method