AR122684A1 - 1,3,4-OXADIAZOLE PYRIMIDINES AS FUNGICIDES - Google Patents
1,3,4-OXADIAZOLE PYRIMIDINES AS FUNGICIDESInfo
- Publication number
- AR122684A1 AR122684A1 ARP210101689A ARP210101689A AR122684A1 AR 122684 A1 AR122684 A1 AR 122684A1 AR P210101689 A ARP210101689 A AR P210101689A AR P210101689 A ARP210101689 A AR P210101689A AR 122684 A1 AR122684 A1 AR 122684A1
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- Argentina
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- halogen atoms
- alkyl
- cycloalkyl
- halogen
- carbamoyl
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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
Abstract
Reivindicación 1: Un compuesto de la fórmula (1) donde X es hidrógeno o flúor; R¹ y R² forman, junto con el átomo de carbono al que están unidos, un cicloalquilo-C₃-C₅ donde dicho cicloalquilo-C₃-C₅ está sustituido con uno o más sustituyentes R¹ᵇ; R³ es arilo o heteroarilo, donde dichos arilo y heteroarilo pueden estar sustituidos con uno o más sustituyentes R³ᵇ; R¹ᵇ se selecciona del grupo que consiste en halógeno, nitro, hidroxilo, ciano, carboxilo, amino, sulfanilo, pentafluoro-l⁶-sulfanilo, formilo, carbamoilo, carbamato, alquilo-C₁-C₈, cicloalquilo-C₃-C₇, halogenalquilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, halogenocicloalquilo-C₃-C₇ que tiene 1 a 5 átomos de halógeno, alquenilo-C₂-C₈, alquinilo-C₂-C₈, alquilamino-C₁-C₈, N-(alquil-C₁-C₈)-N-(cicloalquil-C₃-C₇)amino, cicloalquilamino-C₃-C₇, di-(alquil-C₁-C₈)amino, alcoxi-C₁-C₈, halogenalcoxi-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquiloxi-C₃-C₇, alquilsulfanilo-C₁-C₈, halogenalquilsulfanilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilsulfanilo-C₃-C₇, alquilcarbonilo-C₁-C₈, halogenalquilcarbonilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilcarbonilo-C₃-C₇, alquilcarbamoilo-C₁-C₈, cicloalquilcarbamoilo-C₃-C₇, N-(alquil-C₁-C₈)-N-(cicloalquilC₃-C₇)carbamoilo, di-(alquil-C₁-C₈)carbamoilo, alcoxicarbonilo-C₁-C₈, halogenalcoxicarbonilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalcoxicarbonilo-C₃-C₇, alquilcarboniloxi-C₁-C₈, halogenalquilcarboniloxi-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilcarboniloxi-C₃-C₇, alquilcarbonilamino-C₁-C₈, halogenalquilcarbonilamino-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilcarbonilamino-C₃-C₇, alcoxicarbonilamino-C₁-C₈, halogenalcoxicarbonilamino-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalcoxicarbonilamino-C₃-C₇, alquilsulfinilo-C₁-C₈, halogenalquilsulfinilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilsulfinilo-C₃-C₇, alquilsulfonilo-C₁-C₈, halogenalquilsulfonilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno; cicloalquilsulfonilo-C₃-C₇, alquilsulfonilamino-C₁-C₈, halogenalquilsulfonilamino-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilsulfonilamino-C₃-C₇, arilsulfonilamino, sulfamoilo, alquilsulfamoilo-C₁-C₈, cicloalquilsulfamoilo-C₃-C₇ y di-(alquil-C₁-C₈)sulfamoílo; y/o dos sustituyentes geminales R¹ᵇ pueden formar, junto con el átomo de carbono al que están unidos, un cicloalquilo-C₃-C₇ o un grupo heterociclilo de 3 a 7 miembros, o dos sustituyentes geminales R¹ᵇ pueden formar, junto con el átomo de carbono al que están unidos, un grupo C=O, C=CH₂ o C=N-O-(alquil-C₁-C₈); R³ᵇ se selecciona del grupo que consiste en halógeno, nitro, hidroxilo, ciano, carboxilo, amino, sulfanilo, pentafluoro-l⁶-sulfanilo, formilo, carbamoilo, carbamato, alquilo-C₁-C₈, cicloalquilo-C₃-C₇, halogenalquilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, halogenocicloalquilo-C₃-C₇ que tiene 1 a 5 átomos de halógeno, alquenilo-C₂-C₈, alquinilo-C₂-C₈, alquilamino-C₁-C₈, N-(alquil-C₁-C₈)-N-(cicloalquil-C₃-C₇)amino, cicloalquilamino-C₃-C₇, di-(alquil-C₁-C₈)amino, alcoxi-C₁-C₈, halogenalcoxi-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquiloxi-C₃-C₇, alquilsulfanilo-C₁-C₈, halogenalquilsulfanilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilsulfanilo-C₃-C₇, alquilcarbonilo-C₁-C₈, halogenalquilcarbonilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilcarbonilo-C₃-C₇, alquilcarbamoilo-C₁-C₈, cicloalquilcarbamoilo-C₃-C₇, N-(alquil-C₁-C₈)-N-(cicloalquil-C₃-C₇)carbamoilo, di-(alquil-C₁-C₈)carbamoilo, alcoxicarbonilo-C₁-C₈, halogenalcoxicarbonilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalcoxicarbonilo-C₃-C₇, alquilcarboniloxi-C₁-C₈, halogenalquilcarboniloxi-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilcarboniloxi-C₃-C₇, alquilcarbonilamino-C₁-C₈, halogenalquilcarbonilamino-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilcarbonilamino-C₃-C₇, alcoxicarbonilamino-C₁-C₈, halogenalcoxicarbonilamino-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalcoxicarbonilamino-C₃-C₇, alquilsulfinilo-C₁-C₈, halogenalquilsulfinilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilsulfinilo-C₃-C₇, alquilsulfonilo-C₁-C₈, halogenalquilsulfonilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno; cicloalquilsulfonilo-C₃-C₇, alquilsulfonilamino-C₁-C₈, halogenalquilsulfonilamino-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilsulfonilamino-C₃-C₇, arilsulfonilamino, sulfamoílo; alquilsulfamoilo-C₁-C₈, cicloalquilsulfamoilo-C₃-C₇ y di-(alquil-C₁-C₈)sulfamoílo; donde dicho alquilo-C₁-C₈ puede estar sustituido con uno o más sustituyentes Rˣ; Rˣ se selecciona de modo independiente del grupo que consiste en nitro, hidroxilo, ciano, carboxilo, amino, sulfanilo, pentafluoro-l⁶-sulfanilo, formilo, carbamoilo, carbamato, cicloalquilo-C₃-C₇, halogenocicloalquilo-C₃-C₇ que tiene 1 a 5 átomos de halógeno, alquilamino-C₁-C₈, N-(alquil-C₁-C₈)-N-(cicloalquil-C₃-C₇)amino, cicloalquilamino-C₃-C₇, di-(alquil-C₁-C₈)amino, alcoxi-C₁-C₈, halogenalcoxi-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquiloxi-C₃-C₇, alquilsulfanilo-C₁-C₈, halogenalquilsulfanilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilsulfanilo-C₃-C₇, alquilcarbonilo-C₁-C₈, halogenalquilcarbonilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno cicloalquilcarbonilo-C₃-C₇, alquilcarbamoilo-C₁-C₈, cicloalquilcarbamoilo-C₃-C₇, N-(alquil-C₁-C₈)-N-(cicloalquil-C₃-C₇)carbamoilo, di-(alquil-C₁-C₈)carbamoilo, alcoxicarbonilo-C₁-C₈, halogenalcoxicarbonilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalcoxicarbonilo-C₃-C₇, alquilcarboniloxi-C₁-C₈, halogenalquilcarboniloxi-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilcarboniloxi-C₃-C₇, alquilcarbonilamino-C₁-C₈, halogenalquilcarbonilamino-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilcarbonilamino-C₃-C₇, alcoxicarbonilamino-C₁-C₈, halogenalcoxicarbonilamino-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalcoxicarbonilamino-C₃-C₇, alquilsulfinilo-C₁-C₈, halogenalquilsulfinilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilsulfinilo-C₃-C₇, alquilsulfonilo-C₁-C₈, halogenalquilsulfonilo-C₁-C₈ que tiene 1 a 5 átomos de halógeno; cicloalquilsulfonilo-C₃-C₇, alquilsulfonilamino-C₁-C₈, halogenalquilsulfonilamino-C₁-C₈ que tiene 1 a 5 átomos de halógeno, cicloalquilsulfonilamino-C₃-C₇, sulfamoilo, alquilsulfamoilo-C₁-C₈ y di-(alquil-C₁-C₈)sulfamoilo; o una sal, un N-óxido o un solvato del mismo.Claim 1: A compound of the formula (1) where X is hydrogen or fluorine; R¹ and R² form, together with the carbon atom to which they are attached, a C₃-C₅-cycloalkyl wherein said C₃-C₅-cycloalkyl is substituted with one or more R¹ᵇ substituents; R³ is aryl or heteroaryl, wherein said aryl and heteroaryl may be substituted with one or more R³ᵇ substituents; R¹ᵇ is selected from the group consisting of halogen, nitro, hydroxyl, cyano, carboxyl, amino, sulfanyl, pentafluoro-l⁶-sulfanyl, formyl, carbamoyl, carbamate, C₁-C₈-alkyl, C₃-C₇-cycloalkyl, C₁-halogenalkyl C₈ having 1 to 5 halogen atoms, C₃-C₇ halogenocycloalkyl having 1 to 5 halogen atoms, C₂-C₈ alkenyl, C₂-C₈ alkynyl, C₁-C₈ alkylamino, N-(C₁-C₈ alkyl )-N-(C₃-C₇-cycloalkyl)amino, C₃-C₇-cycloalkylamino, di-(C₁-C₈-alkyl)amino, C₁-C₈-alkoxy, C₁-C₈-haloalkoxy having 1 to 5 halogen atoms, C₃-C₇-cycloalkyloxy, C₁-C₈-alkylsulfanyl, C₁-C₈-halogenalkylsulfanyl having 1 to 5 halogen atoms, C₃-C₇-cycloalkylsulfanyl, C₁-C₈-alkylcarbonyl, C₁-C₈-halogenalkylcarbonyl having 1 to 5 halogen atoms halogen, C₃-C₇-cycloalkylcarbonyl, C₁-C₈-alkylcarbamoyl, C₃-C₇-cycloalkylcarbamoyl, N-(C₁-C₈-alkyl)-N-(C₃-C₇-cycloalkyl)carbamoyl, di-(C₁-C₈-alkyl)carbamoyl, C₁-C₈-alkoxycarbonyl, C₁-C₈-halogalkoxycarbonyl having 1 to 5 carbon atoms halogen, C₃-C₇-cycloalkoxycarbonyl, C₁-C₈-alkylcarbonyloxy, C₁-C₈-halogenalkylcarbonyloxy having 1 to 5 halogen atoms, C₃-C₇-cycloalkylcarbonyloxy, C₁-C₈-alkylcarbonylamino, C₁-C₈-halogenalkylcarbonylamino having 1 to 5 halogen atoms, C₃-C₇-cycloalkylcarbonylamino, C₁-C₈-alkoxycarbonylamino, C₁-C₈-halogalkoxycarbonylamino having 1 to 5 halogen atoms, C₃-C₇-cycloalkoxycarbonylamino, C₁-C₈-alkylsulfinyl, C₁-C₈-halogenalkylsulfinyl having 1 to 5 halogen atoms, C₃-C₇-cycloalkylsulfinyl, C₁-C₈-alkylsulfonyl, C₁-C₈-halogenalkylsulfonyl having 1 to 5 halogen atoms; C₃-C₇-cycloalkylsulfonyl, C₁-C₈-alkylsulfonylamino, C₁-C₈-halogenalkylsulfonylamino having 1 to 5 halogen atoms, C₃-C₇-cycloalkylsulfonylamino, arylsulfonylamino, sulfamoyl, C₁-C₈-alkylsulfamoyl, C₃-C₇-cycloalkylsulfamoyl, and di- (C₁-C₈-alkyl)sulfamoyl; and/or two geminal R¹ᵇ substituents may form, together with the carbon atom to which they are attached, a 3- to 7-membered C₃-C₇-cycloalkyl or heterocyclyl group, or two geminal R¹ᵇ substituents may form, together with the carbon atom carbon to which they are attached, a C=O, C=CH₂ or C=N-O-(C₁-C₈-alkyl) group; R³ᵇ is selected from the group consisting of halogen, nitro, hydroxyl, cyano, carboxyl, amino, sulfanyl, pentafluoro-l⁶-sulfanyl, formyl, carbamoyl, carbamate, C₁-C₈-alkyl, C₃-C₇-cycloalkyl, C₁-halogenalkyl C₈ having 1 to 5 halogen atoms, C₃-C₇ halogenocycloalkyl having 1 to 5 halogen atoms, C₂-C₈ alkenyl, C₂-C₈ alkynyl, C₁-C₈ alkylamino, N-(C₁-C₈ alkyl )-N-(C₃-C₇-cycloalkyl)amino, C₃-C₇-cycloalkylamino, di-(C₁-C₈-alkyl)amino, C₁-C₈-alkoxy, C₁-C₈-haloalkoxy having 1 to 5 halogen atoms, C₃-C₇-cycloalkyloxy, C₁-C₈-alkylsulfanyl, C₁-C₈-halogenalkylsulfanyl having 1 to 5 halogen atoms, C₃-C₇-cycloalkylsulfanyl, C₁-C₈-alkylcarbonyl, C₁-C₈-halogenalkylcarbonyl having 1 to 5 halogen atoms halogen, C₃-C₇-cycloalkylcarbonyl, C₁-C₈-alkylcarbamoyl, C₃-C₇-cycloalkylcarbamoyl, N-(C₁-C₈-alkyl)-N-(C₃-C₇-cycloalkyl)carbamoyl, di-(C₁-C₈-alkyl) carbamoyl, C₁-C₈-alkoxycarbonyl, C₁-C₈-halogalkoxycarbonyl having 1 to 5 carbon atoms halogen, C₃-C₇-cycloalkoxycarbonyl, C₁-C₈-alkylcarbonyloxy, C₁-C₈-halogenalkylcarbonyloxy having 1 to 5 halogen atoms, C₃-C₇-cycloalkylcarbonyloxy, C₁-C₈-alkylcarbonylamino, C₁-C₈-halogenalkylcarbonylamino having 1 to 5 halogen atoms, C₃-C₇-cycloalkylcarbonylamino, C₁-C₈-alkoxycarbonylamino, C₁-C₈-halogalkoxycarbonylamino having 1 to 5 halogen atoms, C₃-C₇-cycloalkoxycarbonylamino, C₁-C₈-alkylsulfinyl, C₁-C₈-halogenalkylsulfinyl having 1 to 5 halogen atoms, C₃-C₇-cycloalkylsulfinyl, C₁-C₈-alkylsulfonyl, C₁-C₈-halogenalkylsulfonyl having 1 to 5 halogen atoms; C₃-C₇-cycloalkylsulfonyl, C₁-C₈-alkylsulfonylamino, C₁-C₈-halogenalkylsulfonylamino having 1 to 5 halogen atoms, C₃-C₇-cycloalkylsulfonylamino, arylsulfonylamino, sulfamoyl; C₁-C₈-alkylsulfamoyl, C₃-C₇-cycloalkylsulfamoyl, and di-(C₁-C₈-alkyl)sulfamoyl; wherein said C₁-C₈-alkyl may be substituted with one or more Rˣ substituents; Rˣ is independently selected from the group consisting of nitro, hydroxyl, cyano, carboxyl, amino, sulfanyl, pentafluoro-l⁶-sulfanyl, formyl, carbamoyl, carbamate, C₃-C₇-cycloalkyl, C₃-C₇-halogenocycloalkyl having 1 to 5 halogen atoms, C₁-C₈-alkylamino, N-(C₁-C₈-alkyl)-N-(C₃-C₇-cycloalkyl)amino, C₃-C₇-cycloalkylamino, di-(C₁-C₈-alkyl)amino, alkoxy -C₁-C₈, halogenalkoxy-C₁-C₈ having 1 to 5 halogen atoms, cycloalkyloxy-C₃-C₇, alkylsulfanyl-C₁-C₈, halogenalkylsulfanyl-C₁-C₈ having 1 to 5 halogen atoms, cycloalkylsulfanyl-C₃-C₇ , C₁-C₈-alkylcarbonyl, C₁-C₈-halogenalkylcarbonyl having 1 to 5 halogen atoms C₃-C₇-cycloalkylcarbonyl, C₁-C₈-alkylcarbamoyl, C₃-C₇-cycloalkylcarbamoyl, N-(C₁-C₈-alkyl)-N- (C₃-C₇-cycloalkyl)carbamoyl, di-(C₁-C₈-alkyl)carbamoyl, C₁-C₈-alkoxycarbonyl, C₁-C₈-haloalkoxycarbonyl having 1 to 5 halogen atoms, C₃-C₇-cycloalkoxycarbonyl, C₁-alkylcarbonyloxy C₈, halogenalkylcarbonyloxy-C₁-C₈ q having 1 to 5 halogen atoms, C₃-C₇-cycloalkylcarbonyloxy, C₁-C₈-alkylcarbonylamino, C₁-C₈-halogenalkylcarbonylamino having 1 to 5 halogen atoms, C₃-C₇-cycloalkylcarbonylamino, C₁-C₈-alkoxycarbonylamino, C₁-haloalkoxycarbonylamino -C₈ having 1 to 5 halogen atoms, C₃-C₇-cycloalkoxycarbonylamino, C₁-C₈-alkylsulfinyl, C₁-C₈-halogenalkylsulfinyl having 1 to 5 halogen atoms, C₃-C₇-cycloalkylsulfinyl, C₁-C₈-alkylsulfonyl, halogenalkylsulfonyl -C₁-C₈ having 1 to 5 halogen atoms; C₃-C₇-cycloalkylsulfonyl, C₁-C₈-alkylsulfonylamino, C₁-C₈-halogenalkylsulfonylamino having 1 to 5 halogen atoms, C₃-C₇-cycloalkylsulfonylamino, sulfamoyl, C₁-C₈-alkylsulfamoyl, and di-(C₁-C₈-alkyl)sulfamoyl ; or a salt, an N-oxide or a solvate thereof.
Applications Claiming Priority (1)
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EP20181236 | 2020-06-19 |
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AR122684A1 true AR122684A1 (en) | 2022-09-28 |
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ARP210101689A AR122684A1 (en) | 2020-06-19 | 2021-06-18 | 1,3,4-OXADIAZOLE PYRIMIDINES AS FUNGICIDES |
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AR (1) | AR122684A1 (en) |
BR (1) | BR112022024412A2 (en) |
TW (1) | TW202214107A (en) |
UY (1) | UY39275A (en) |
WO (1) | WO2021255169A1 (en) |
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