AR122854A1 - ISOXAZOLINE COMPOUNDS AND THEIR USE AS PEST CONTROL AGENTS - Google Patents
ISOXAZOLINE COMPOUNDS AND THEIR USE AS PEST CONTROL AGENTSInfo
- Publication number
- AR122854A1 AR122854A1 ARP210101847A ARP210101847A AR122854A1 AR 122854 A1 AR122854 A1 AR 122854A1 AR P210101847 A ARP210101847 A AR P210101847A AR P210101847 A ARP210101847 A AR P210101847A AR 122854 A1 AR122854 A1 AR 122854A1
- Authority
- AR
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- Prior art keywords
- alkyl
- group
- cycloalkyl
- nrr
- haloalkyl
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Classifications
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- 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
- C07D413/04—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 directly linked by a ring-member-to-ring-member bond
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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
- A01N43/72—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
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- 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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
Abstract
Reivindicación 1: Un compuesto de la fórmula (1), en el que, R¹ se selecciona a partir del grupo que consiste en C₁-C₆-alquilo, C₁-C₆-haloalquilo, C₃-C₆-cicloalquilo y C₃-C₆-halocicloalquilo; Cy se selecciona a partir del grupo que consiste en fenilo y el grupo C₅-C₆-heterociclilo, que opcionalmente puede estar sustituido con uno o más grupos de R²; en el que R² se selecciona a partir del grupo que consiste en hidrógeno, halógeno, ciano, C₁-C₆-alquilo, C₂-C₆-alquenilo, C₂-C₆-alquinilo, C₁-C₆-haloalquilo, C₂-C₆-haloalquenil y C₃-C₈-cicloalquilo; R³ se selecciona a partir del grupo que consiste en hidrógeno, halógeno, ciano, nitro, C₁-C₄-alquilo, C₂-C₄-alquenilo, C₂-C₆-alquinilo, C₁-C₄-haloalquilo, C₂-C₄-haloalquenil, C₂-C₆-haloalquinilo, C₃-C₄-cicloalquilo, C₃-C₅-heterociclilo, -O-C₃-C₄-heterociclilo, SCN, SF₅, NRR, OR, S(O)ₙR, y CR=NR; A representa un radical seleccionado a partir del grupo que consiste en un enlace directo, -CRᵃRᵇ-, -C(=W)- o -CR⁴ᵃR⁴ᵇC(=W)-; W representa O ó S; Rᵃ y Rᵇ se selecciona independientemente a partir del grupo que consiste en hidrógeno, halógeno, ciano, C₁-C₆-alquilo, C₂-C₆-alquenilo, C₂-C₆-alquinilo, C₁-C₆-haloalquilo, C₃-C₈-cicloalquilo; D se selecciona a partir del grupo que consiste en NR⁵R⁶, N=S(O)₀₋₁R⁸ᵃR⁸ᵇ, OR⁴, S(O)ₙR⁵, C₆-C₁₀-arilo, y C₃-C₁₀-heterociclilo; en el que el grupo cíclico arilo y heterociclilo puede estar opcionalmente sustituido con uno o más grupos RD; RD se selecciona a partir del grupo que consiste en halógeno, CN, C₁-C₆-alquilo, C₂-C₆-alquenilo, C₂-C₆-alquinilo, C₁-C₆-haloalquilo, C₂-C₆-haloalquenil, C₂-C₆-haloalquinilo, OR⁴, C₁-C₆-alquilo-OR⁴, C(=O)-R, C₁-C₆-alquilo-C(=O)-R, NRR, C₁-C₆-alquilo-NRR, C(=O)-NRR, C₁-C₆-alquilo-C(=O)-NRR, S(O)ₙR, C₁-C₆-alquilo-S(O)ₙR, CR=NR, C₃-C₈-cicloalquilo, C₃-C₈-cicloalquilo-C₁-C₈-alquilo y Si(R)₃; R⁵ᵃ se selecciona a partir del grupo que consiste en halógeno, CN, C₁-C₆-alquilo, C₂-C₆-alquenilo, C₂-C₆-alquinilo, C₁-C₆-haloalquilo, C₂-C₆-haloalquenil, C₂-C₆-haloalquinilo, OR⁴, C₁-C₆-alquilo-OR⁴, C(=O)-R, C₁-C₆-alquilo-C(=O)-R, NRR, C₁-C₆-alquilo-NRR, C(=O)-NRR, C₁-C₆-alquilo-C(=O)-NRR, S(O)ₙR, C₁-C₆-alquilo-S(O)ₙR, CR=NR, C₃-C₈-cicloalquilo, C₃-C₈-cicloalquilo-C₁-C₆-alquilo, y Si(R)₃; R⁴ se selecciona a partir del grupo que consiste en hidrógeno, C₁-C₆-alquilo, C₂-C₆-alquenilo, C₂-C₆-alquinilo, C₁-C₆-haloalquilo, C₂-C₆-haloalquenil, C₃-C₈-cicloalquilo, C(=O)-R, C₁-C₆-alquilo-C(=O)-R, C₆-C₁₀-arilo, C₆-C₁₀-arilo-C₁-C₆-alquilo y C₃-C₈-heterociclilo; en el que cada grupo de R⁴ está opcionalmente sustituido con uno o más grupos que consisten en halógeno, CN, R, OR, SR, N(RR) y Si(R)₃; R⁵ se selecciona a partir del grupo que consiste en C₁-C₈-alquilo, C₁-C₈-cianoalquilo, C₂-C₈-alquenilo, C₂-C₈-alquinilo, C₁-C₈-haloalquilo, C₂-C₈-haloalquenil, C₂-C₈-haloalquinilo, OR⁴, C₁-C₈-alquilo-OR⁴, C(=O)-R, C₁-C₈-alquilo-C(=O)-R, NRR, C₁-C₆-alquilo-NRR, C(=O)-NRR, C₁-C₈-alquilo-C(=O)-NRR, C₂-C₆-alquenilo-C(=O)-N(RR), C₁-C₈-alquilo-S(O)ₙR⁴, S(O)ₙR⁴, CR=NR, C₃-C₈-cicloalquilo, C₃-C₈-cianocicloalquilo, C₃-C₈-cicloalquilo-C₁-C₈-alquilo, C₃-C₈-cianocicloalquilo-C₁-C₈-alquilo, C₄-C₈-cicloalquenil, C₄-C₈-cicloalquinilo, C₅-C₁₂-alquilo bicíclico, C₇-C₁₂-alquenilo bicíclico, C₆-C₁₀-arilo, C₆-C₁₀-arilo-C₁-C₆-alquilo, C₃-C₈-heterociclilo y C₃-C₈-heterociclilo-C₁-C₆-alquilo; en el que el grupo cíclico puede estar opcionalmente sustituido con uno o más grupos R⁵ᵃ; R⁵ᵃ se selecciona a partir del grupo que consiste en halógeno, CN, C₁-C₆-alquilo, C₂-C₆-alquenilo, C₂-C₆-alquinilo, C₁-C₆-haloalquilo, C₂-C₆-haloalquenil, C₂-C₆-haloalquinilo, OR⁴, C₁-C₆-alquilo-OR⁴, C(=O)-R, C₁-C₆-alquilo-C(=O)-R, NRR, C₁-C₆-alquilo-NRR, C(=O)-NRR, C₁-C₆-alquilo-C(=O)-NRR, S(O)ₙR, C₁-C₆-alquilo-S(O)ₙR, CR=NR, C₃-C₈-cicloalquilo, C₃-C₈-cicloalquilo-C₁-C₆-alquilo, y Si(R)₃; R⁶ se selecciona a partir del grupo que consiste en hidrógeno, C₁-C₈-alquilo, C₂-C₈-alquenilo, C₂-C₈-alquinilo, C₁-C₈-haloalquilo, C₂-C₈-haloalquenil, C₂-C₈-haloalquinilo, OR⁴, C₁-C₆-alquilo-OR⁴, C₃-C₈-cicloalquilo, C₃-C₈-cicloalquilo-C₁-C₈-alquilo, Si(R)₃ y (C=O)-R; o los sustituyentes R⁵ y R⁶, junto con el átomo al que están unidos pueden formar un grupo N=S(O)₀₋₁R⁸ᵃR⁸ᵇ; o los sustituyentes R⁵ y R⁶, junto con el átomo al que están unidos o junto con otros átomos seleccionado a partir del grupo que consiste en C, N, O, S y que opcionalmente incluye de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O), C(=S), S(O)₀₋₂ y Si(R)₂, pueden formar un anillo de 3 a 7 miembros, que por su parte está opcionalmente sustituido por uno o más grupos de R⁷; R⁷ se selecciona a partir del grupo que consiste en halógeno, ciano, SCN, nitro, C₁-C₆-alquilo, C₂-C₆-alquenilo, C₂-C₆-alquinilo, C₁-C₆-haloalquilo, C₂-C₆-haloalquenil, C₂-C₆-haloalquinilo, SF₅, OR⁴, C₁-C₈-alquilo-OR⁴, NRR& Reivindicación 25: Un compuesto de fórmula (2), donde, Z representa OH, NH₂, SH, X o grupo saliente; R¹ se selecciona a partir del grupo que consiste en C₁-C₆-alquilo, C₁-C₆-haloalquilo, C₃-C₆-cicloalquilo y C₃-C₆-halocicloalquilo; Cy se selecciona a partir del grupo que consiste en fenilo y el grupo C₅-C₆-heterociclilo, que opcionalmente puede estar sustituido con uno o más grupos de R²; en el que R² se selecciona a partir del grupo que consiste en hidrógeno, halógeno, ciano, C₁-C₆-alquilo, C₂-C₆-alquenilo, C₂-C₆-alquinilo, C₁-C₆-haloalquilo, C₂-C₆-haloalquenil y C₃-C₈-cicloalquilo; R³ se selecciona a partir del grupo que consiste en hidrógeno, halógeno, ciano, nitro, C₁-C₄-alquilo, C₂-C₄-alquenilo, C₂-C₆-alquinilo, C₁-C₄-haloalquilo, C₂-C₄-haloalquenil, C₂-C₆-haloalquinilo, C₃-C₄-cicloalquilo, C₃-C₅-heterociclilo, -O-C₃-C₄-heterociclilo, SCN, SF₅, NRR, OR, S(O)ₙR, y CR=NR; p y q representan números enteros 0, 1 ó 2; siempre que p y q no representen el número entero 0 simultáneamente; o sus sales, isómeros / isómeros estructurales, estereoisómeros, diastereoisómeros, enantiómeros, tautómeros, complejos metálicos, polimorfos o N-óxidos de los mismos, aceptables en agricultura.Claim 1: A compound of formula (1), wherein R¹ is selected from the group consisting of C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₃-C₆-cycloalkyl and C₃-C₆-halocycloalkyl; Cy is selected from the group consisting of phenyl and the C₅-C₆-heterocyclyl group, which may optionally be substituted with one or more R² groups; wherein R² is selected from the group consisting of hydrogen, halogen, cyano, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, and C₃ -C₈-cycloalkyl; R³ is selected from the group consisting of hydrogen, halogen, cyano, nitro, C₁-C₄-alkyl, C₂-C₄-alkenyl, C₂-C₆-alkynyl, C₁-C₄-haloalkyl, C₂-C₄-haloalkenyl, C₂- C₆-haloalkynyl, C₃-C₄-cycloalkyl, C₃-C₅-heterocyclyl, -O-C₃-C₄-heterocyclyl, SCN, SF₅, NRR, OR, S(O)ₙR, and CR=NR ; A represents a radical selected from the group consisting of a direct bond, -CRᵃRᵇ-, -C(=W)- or -CR⁴ᵃR⁴ᵇC(=W)-; W represents O or S; Rᵃ and Rᵇ is independently selected from the group consisting of hydrogen, halogen, cyano, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₃-C₈-cycloalkyl; D is selected from the group consisting of NR⁵R⁶, N=S(O)₀₋₁R⁸ᵃR⁸ᵇ, OR⁴, S(O)ₙR⁵, C₆-C₁₀-aryl, and C₃-C₁₀-heterocyclyl; wherein the cyclic aryl and heterocyclyl group may be optionally substituted with one or more RD groups; RD is selected from the group consisting of halogen, CN, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl, OR⁴, C₁-C₆-alkyl-OR⁴, C(=O)-R, C₁-C₆-alkyl-C(=O)-R, NRR, C₁-C₆-alkyl-NR R, C(=O)-NRR, C₁-C₆-alkyl-C(=O)-NRR, S(O)ₙR, C₁-C₆-alkyl-S( O)ₙR, CR=NR, C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl-C₁-C₈-alkyl and Si(R)₃; R⁵ᵃ is selected from the group consisting of halogen, CN, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl, OR⁴, C₁-C₆-alkyl-OR⁴, C(=O)-R, C₁-C₆-alkyl-C(=O)-R, NRR, C₁-C₆-alkyl-NR R, C(=O)-NRR, C₁-C₆-alkyl-C(=O)-NRR, S(O)ₙR, C₁-C₆-alkyl-S( O)ₙR, CR=NR, C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl-C₁-C₆-alkyl, and Si(R)₃; R⁴ is selected from the group consisting of hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₃-C₈-cycloalkyl, C( =O)-R, C₁-C₆-alkyl-C(=O)-R, C₆-C₁₀-aryl, C₆-C₁₀-aryl-C₁-C₆-alkyl and C₃-C₈-heterocyclyl; wherein each group of R⁴ is optionally substituted with one or more groups consisting of halogen, CN, R, OR, SR, N(RR) and Si(R)₃; R⁵ is selected from the group consisting of C₁-C₈-alkyl, C₁-C₈-cyanoalkyl, C₂-C₈-alkenyl, C₂-C₈-alkynyl, C₁-C₈-haloalkyl, C₂-C₈-haloalkenyl, C₂-C₈- haloalkynyl, OR⁴, C₁-C₈-alkyl-OR⁴, C(=O)-R, C₁-C₈-alkyl-C(=O)-R, NRR, C₁-C₆-alkyl- NRR, C(=O)-NRR, C₁-C₈-alkyl-C(=O)-NRR, C₂-C₆-alkenyl-C(=O)-N( RR), C₁-C₈-alkyl-S(O)ₙR⁴, S(O)ₙR⁴, CR=NR, C₃-C₈-cycloalkyl, C₃-C₈-cyanocycloalkyl, C₃-C₈-cycloalkyl- C₁-C₈-alkyl, C₃-C₈-cyanocycloalkyl-C₁-C₈-alkyl, C₄-C₈-cycloalkenyl, C₄-C₈-cycloalkynyl, C₅-C₁₂-bicyclic alkyl, C₇-C₁₂-bicyclic alkenyl, C₆-C₁₀- C₆-C₁₀-aryl-C₁-C₆-alkyl, C₃-C₈-heterocyclyl and C₃-C₈-heterocyclyl-C₁-C₆-alkyl; wherein the cyclic group may be optionally substituted with one or more R⁵ᵃ groups; R⁵ᵃ is selected from the group consisting of halogen, CN, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂-C₆-haloalkynyl, OR⁴, C₁-C₆-alkyl-OR⁴, C(=O)-R, C₁-C₆-alkyl-C(=O)-R, NRR, C₁-C₆-alkyl-NR R, C(=O)-NRR, C₁-C₆-alkyl-C(=O)-NRR, S(O)ₙR, C₁-C₆-alkyl-S( O)ₙR, CR=NR, C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl-C₁-C₆-alkyl, and Si(R)₃; R⁶ is selected from the group consisting of hydrogen, C₁-C₈-alkyl, C₂-C₈-alkenyl, C₂-C₈-alkynyl, C₁-C₈-haloalkyl, C₂-C₈-haloalkenyl, C₂-C₈-haloalkynyl, OR⁴, C₁-C₆-alkyl-OR⁴, C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl-C₁-C₈-alkyl, Si(R)₃ and (C=O)-R; or the substituents R⁵ and R⁶, together with the atom to which they are attached, can form a group N=S(O)₀₋₁R⁸ᵃR⁸ᵇ; or the substituents R⁵ and R⁶, together with the atom to which they are attached or together with other atoms selected from the group consisting of C, N, O, S and optionally including 1 to 3 ring members selected from the group consisting of C(=O), C(=S), S(O)₀₋₂, and Si(R)₂, can form a 3- to 7-membered ring, which in turn is optionally substituted by one or more groups of R⁷; R⁷ is selected from the group consisting of halogen, cyano, SCN, nitro, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, C₂- C₆-haloalkynyl, SF₅, OR⁴, C₁-C₈-alkyl-OR⁴, NRR& Claim 25: A compound of formula (2), wherein, Z represents OH, NH₂, SH, X or leaving group; R¹ is selected from the group consisting of C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₃-C₆-cycloalkyl, and C₃-C₆-halocycloalkyl; Cy is selected from the group consisting of phenyl and the C₅-C₆-heterocyclyl group, which may optionally be substituted with one or more R² groups; wherein R² is selected from the group consisting of hydrogen, halogen, cyano, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₁-C₆-haloalkyl, C₂-C₆-haloalkenyl, and C₃ -C₈-cycloalkyl; R³ is selected from the group consisting of hydrogen, halogen, cyano, nitro, C₁-C₄-alkyl, C₂-C₄-alkenyl, C₂-C₆-alkynyl, C₁-C₄-haloalkyl, C₂-C₄-haloalkenyl, C₂- C₆-haloalkynyl, C₃-C₄-cycloalkyl, C₃-C₅-heterocyclyl, -O-C₃-C₄-heterocyclyl, SCN, SF₅, NRR, OR, S(O)ₙR, and CR=NR ; p and q represent integers 0, 1 or 2; provided that p and q do not represent the integer 0 simultaneously; or their agriculturally acceptable salts, isomers/structural isomers, stereoisomers, diastereomers, enantiomers, tautomers, metal complexes, polymorphs or N-oxides thereof.
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-
2021
- 2021-07-01 WO PCT/IB2021/055894 patent/WO2022003610A1/en active Application Filing
- 2021-07-01 AR ARP210101847A patent/AR122854A1/en unknown
- 2021-07-01 UY UY0001039309A patent/UY39309A/en unknown
- 2021-07-01 TW TW110124289A patent/TW202216700A/en unknown
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Publication number | Publication date |
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WO2022003610A1 (en) | 2022-01-06 |
TW202216700A (en) | 2022-05-01 |
UY39309A (en) | 2021-12-31 |
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