AR126599A1 - 4-SUBSTITUTED ARYLAMIDINE COMPOUNDS, PREPARATION AND USE THEREOF - Google Patents
4-SUBSTITUTED ARYLAMIDINE COMPOUNDS, PREPARATION AND USE THEREOFInfo
- Publication number
- AR126599A1 AR126599A1 ARP220102014A ARP220102014A AR126599A1 AR 126599 A1 AR126599 A1 AR 126599A1 AR P220102014 A ARP220102014 A AR P220102014A AR P220102014 A ARP220102014 A AR P220102014A AR 126599 A1 AR126599 A1 AR 126599A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- compound
- polymorphs
- stereoisomers
- salts
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 15
- 150000003839 salts Chemical class 0.000 abstract 4
- 239000003153 chemical reaction reagent Substances 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 239000007818 Grignard reagent Substances 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- 230000000895 acaricidal effect Effects 0.000 abstract 1
- 239000000642 acaricide Substances 0.000 abstract 1
- 239000003242 anti bacterial agent Substances 0.000 abstract 1
- 229940088710 antibiotic agent Drugs 0.000 abstract 1
- 230000000853 biopesticidal effect Effects 0.000 abstract 1
- -1 biopesticides Substances 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 239000003337 fertilizer Substances 0.000 abstract 1
- 239000000417 fungicide Substances 0.000 abstract 1
- 150000004795 grignard reagents Chemical class 0.000 abstract 1
- 239000004009 herbicide Substances 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- 239000005645 nematicide Substances 0.000 abstract 1
- 235000015097 nutrients Nutrition 0.000 abstract 1
- 125000001979 organolithium group Chemical group 0.000 abstract 1
- 230000003032 phytopathogenic effect Effects 0.000 abstract 1
- 230000008635 plant growth Effects 0.000 abstract 1
- 239000011814 protection agent Substances 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/02—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D305/04—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D305/08—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no 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 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
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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
- A01N43/44—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom three- or four-membered rings
-
- 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
- A01P3/00—Fungicides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C257/00—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines
- C07C257/10—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines
- C07C257/12—Compounds containing carboxyl groups, the doubly-bound oxygen atom of a carboxyl group being replaced by a doubly-bound nitrogen atom, this nitrogen atom not being further bound to an oxygen atom, e.g. imino-ethers, amidines with replacement of the other oxygen atom of the carboxyl group by nitrogen atoms, e.g. amidines having carbon atoms of amidino groups bound to hydrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/02—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D305/04—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D305/06—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D331/00—Heterocyclic compounds containing rings of less than five members, having one sulfur atom as the only ring hetero atom
- C07D331/04—Four-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/04—Systems containing only non-condensed rings with a four-membered ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
La presente invención desvela compuestos de arilamidina 4-sustituida de fórmula (1), en donde, R¹, R², R³, R⁴, R⁴ᵃ, R⁵, A y D son como se definen en la descripción detallada. La presente invención desvela además métodos para su preparación y el uso de los compuestos de fórmula (1) como agentes de protección de cultivos. Reivindicación 5: Una composición para controlar y/o prevenir microorganismos fitopatógenos, que comprende un compuesto de fórmula (1), estereoisómeros, polimorfos o sales del mismo, de acuerdo con la reivindicación 1 y uno o más portadores inertes. Reivindicación 8: Una combinación que comprende el compuesto de fórmula (1), estereoisómeros, polimorfos o sales del mismo de acuerdo con la reivindicación 1 y uno o más compuestos activos compatibles seleccionados de fungicidas, insecticidas, nematicidas, acaricidas, bioplaguicidas, herbicidas, reguladores del crecimiento de las plantas, antibióticos, nutrientes o fertilizantes. Reivindicación 14: Una semilla que comprende un compuesto de fórmula (1), estereoisómeros, polimorfos o sales del mismo según la reivindicación 1, en donde la cantidad del compuesto de fórmula (1), estereoisómeros, polimorfos o sales del mismo es de 0,1 g a 1 kg por 100 kg de semilla. Reivindicación 19: Un proceso para preparar un compuesto de fórmula (1) según la reivindicación 1, en donde dicho proceso comprende las etapas de: a. hacer reaccionar un compuesto de fórmula (3) con un compuesto de fórmula (2) en presencia de una base adecuada y un disolvente adecuado para obtener un compuesto de fórmula (1) como se muestra en el esquema a continuación, Esquema [1]; b. hacer reaccionar un compuesto de fórmula (5) con un reactivo de organolitio o un reactivo de metal de magnesio (reactivo de Grignard) para obtener un intermedio (5A) que se hace reaccionar adicionalmente con un compuesto de fórmula (4) en presencia de un disolvente adecuado para obtener un compuesto de fórmula (3) como se muestra en el esquema a continuación, Esquema [2].The present invention discloses 4-substituted arylamidine compounds of formula (1), wherein, R¹, R², R³, R⁴, R⁴ᵃ, R⁵, A and D are as defined in the detailed description. The present invention further discloses methods for the preparation and use of the compounds of formula (1) as crop protection agents. Claim 5: A composition for controlling and/or preventing phytopathogenic microorganisms, comprising a compound of formula (1), stereoisomers, polymorphs or salts thereof, according to claim 1 and one or more inert carriers. Claim 8: A combination comprising the compound of formula (1), stereoisomers, polymorphs or salts thereof according to claim 1 and one or more compatible active compounds selected from fungicides, insecticides, nematicides, acaricides, biopesticides, herbicides, regulators of plant growth, antibiotics, nutrients or fertilizers. Claim 14: A seed comprising a compound of formula (1), stereoisomers, polymorphs or salts thereof according to claim 1, wherein the amount of the compound of formula (1), stereoisomers, polymorphs or salts thereof is 0. 1 g to 1 kg per 100 kg of seed. Claim 19: A process for preparing a compound of formula (1) according to claim 1, wherein said process comprises the steps of: a. reacting a compound of formula (3) with a compound of formula (2) in the presence of a suitable base and a suitable solvent to obtain a compound of formula (1) as shown in the scheme below, Scheme [1]; b. reacting a compound of formula (5) with an organolithium reagent or a magnesium metal reagent (Grignard reagent) to obtain an intermediate (5A) which is further reacted with a compound of formula (4) in the presence of a suitable solvent to obtain a compound of formula (3) as shown in the scheme below, Scheme [2].
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IN202111034195 | 2021-07-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
AR126599A1 true AR126599A1 (en) | 2023-10-25 |
Family
ID=83149025
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP220102014A AR126599A1 (en) | 2021-07-29 | 2022-07-28 | 4-SUBSTITUTED ARYLAMIDINE COMPOUNDS, PREPARATION AND USE THEREOF |
Country Status (3)
Country | Link |
---|---|
AR (1) | AR126599A1 (en) |
TW (1) | TW202321209A (en) |
WO (1) | WO2023007408A1 (en) |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9902592D0 (en) | 1999-02-06 | 1999-03-24 | Hoechst Schering Agrevo Gmbh | Fungicides |
EP1969931A1 (en) * | 2007-03-12 | 2008-09-17 | Bayer CropScience Aktiengesellschaft | Fluoroalkyl phenylamidines and their use as fungicides |
EP2223917A1 (en) | 2009-02-02 | 2010-09-01 | Bayer CropScience AG | Isothiazolyloxyphenylamidines and their use as fungicides |
WO2015028960A1 (en) | 2013-08-28 | 2015-03-05 | Piramal Enterprises Limited | Substituted heterocyclic derivatives as gpr agonists and uses thereof |
EP3371155A1 (en) | 2015-11-03 | 2018-09-12 | Basf Se | Use of substituted oxadiazoles for combating phytopathogenic fungi |
EP3720846A1 (en) * | 2017-12-04 | 2020-10-14 | Syngenta Participations AG | Microbiocidal phenylamidine derivatives |
CN109776509B (en) | 2018-01-30 | 2023-07-07 | 成都麻沸散医药科技有限公司 | N-substituted imidazole formate derivative and application thereof |
-
2022
- 2022-07-27 TW TW111128218A patent/TW202321209A/en unknown
- 2022-07-28 AR ARP220102014A patent/AR126599A1/en unknown
- 2022-07-28 WO PCT/IB2022/056966 patent/WO2023007408A1/en active Application Filing
Also Published As
Publication number | Publication date |
---|---|
TW202321209A (en) | 2023-06-01 |
WO2023007408A1 (en) | 2023-02-02 |
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