PHENYLPYRI(MI)DINYLAZOLES

• Main Authors: PORTZ DANIELA, RINOLFI PHILIPPE, SIRVEN CATHERINE, REBSTOCK ANNE SOPHIE, SUDAU ALEXANDER, GROSJEAN COURNOYER MARIE CLAIRE, DESBORDES PHILIPPE, ES SAYED MAZEN, HADANO HIROYUKI, WACHENDORFF NEUMANN ULRIKE, MEISSNER RUTH, CATHERIN CHRISTOPHE, BRAUN CHRISTOPH ANDREAS, BENTING JUERGEN, DAHMEN PETER, KNOBLOCH THOMAS, BENNABI SAMIR
• Format: Patent
• Language: English; Korean
• Published: 13.09.2012
• Subjects: AGRICULTURE; ANIMAL HUSBANDRY; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; CHEMISTRY; FISHING; FORESTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HUNTING; METALLURGY; ORGANIC CHEMISTRY; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS; PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF; TRAPPING

Phenylpyri(mi)dinylpyrazole compounds (A) and their salts, are new. Phenylpyri(mi)dinylpyrazole compounds (A) of formulae (I) and (II), and their salts, are new. In formula (I): X1 : CH or N; R1 : e.g. 1-benzothiophen-4-yl, 1-benzothiophen-7-yl, 1-benzofuran-4-yl, 1-benzofuran-7-yl, 1,3-benzodioxol-4-yl or 1,3-benzodioxol-5-yl (all optionally one or more times substituted); R2 : e.g. CN, nitro, halo, 2-9C-heterocyclyl or H; R3 : e.g. 1-6C-alkyl, 2-6C-alkenyl, 2-6C-alkynyl or 3-6C-cycloalkyl (all optionally one or more times substituted); R4 : e.g. 1-6C-alkyl, 3-8C-cycloalkyl, 2-6C-alkenyl, 6-14C-aryl, 2-9C-heterocyclyl or 2-9C-heteroaryl (all optionally one or more times substituted), H, halo or CN; and R5, R6 : e.g. 1-6C-alkyl, 6-14C-aryl, S-(1-4C-alkyl), S(O)-(1-6C-alkyl) or C(O)-(1-6C-alkyl) (all optionally one or more times substituted), H, F, Cl, Br, CN, nitro, OH or SH. In formula (II): e.g. X1 : CH or N; R1 : e.g. isoquinolin-5-yl, isoquinolin-8-yl, 1-benzothiophen-4-yl, 1-benzofuran-7-yl or 1,3-benzodioxol-5-yl (all optionally one or more times substituted); R2 : e.g. 1-6C-(halo)alkyl, 3-6C-(halo)cycloalkyl, 2-9C-heterocyclyl or H; R301 : e.g. 1-6C-alkyl, 2-6C-alkenyl, 3-6C-allenyl, 2-6C-alkynyl, 3-8C-cycloalkyl, 1-6C-alkoxy, 2-9C-heterocyclyl, 2-9C-oxo-heterocyclyl or heteroaryl (all optionally one or more times substituted); R401 : NR12R13 or C(O)NR12R13; R5, R6 : e.g. 1-6C-alkyl, 3-6C-cycloalkyl, 2-6C-alkenyl, 2-6C-alkynyl, 6-14C-aryl, S(O)-(1-6C-alkyl) or C(O)-(1-6C-alkyl) (all optionally one or more times substituted); R12 : e.g. C(S)R15, C(O)R15 or SO 2R15; R13 : e.g. 1-6C-alkyl, 3-6C-cycloalkyl, 2-6C-alkenyl or 2-9C-heteroaryl (all optionally one or more times substituted) or H; and R15 : e.g. 1-6C-alkyl, 3-6C-cycloalkyl, 2-6C-alkenyl, 2-6C-alkynyl or 2-9C-heteroaryl (all optionally one or more times substituted), H or OH. Full Definitions are given in the DEFINITIONS (Full Definitions) Field. Independent claims are included for: (1) (hetero)aryl-pyrazole compounds (X) of formulae (XA) and (XB) and their salts; (2) (hetero)aryl-pyrazole compounds (XI) of formulae (XIA) and (XIB) and their salts, where (XI) exclude 1-({4-[1-(2,2-difluoroethyl)-3-(trimethylstannyl)-1H-pyrazol-4-yl]pyrimidin-2-yl}amino)propan-2-ol; and (3) (hetero)arylamine-pyrazole compounds (III) of formulae (IIIA) and (IIIB) and their salts, where (III) exclude 4-[3-(4-fluorophenyl)-5-methyl-1H-pyrazol-4-yl]pyridin-2-amine, 4-[3-(4-chlorophenyl)-5-methyl-1H-pyrazol-4-yl]pyridin-2-amine, 4-[3-(4-methoxyphenyl)-5-methyl-1H-pyrazol-4-yl]pyridin-2-amine, 4-[3-(4-fluorophenyl)-1H-pyrazol-4-yl]pyrimidin-2-amine, 4-(5-methyl-3-phenyl-1H-pyrazol-4-yl)pyrimidin-2-amine and [4-(2-aminopyrimidin-4-yl)-3-(3-chloro-5-hydroxyphenyl)-1H-pyrazol-1-yl]acetonitrile. PG : tetrahydro-2H-pyran-2-yl; M3 : tributylstannyl, 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl; and PG1 : tetrahydro-2H-pyran-2-yl or 2-(trimethylsilyl)ethoxymethyl. [Image] [Image] [Image] ACTIVITY : Fungicide; Antibacterial. MECHANISM OF ACTION : None given. The fungicidal activity of (A) against Botrytis cinereawas tested in cucumber plants. The results showed that 4-[3-(4-fluorophenyl)-1-(2-methylpropyl)-1H-pyrazol-4-yl]pyridine (500 ppm) exhibited an activity of 70%.