Fungicides

Details Fungicides Fungicides

1999-01-06

2000-09-26

O'Sullivan, Peter

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Ester doai

514256, 514357, 514438, 514471, 514615, 544335, 546332, 549 77, 549495, 549496, 560 34, 560 35, 564149, 564150, A01N 3712, A01N 4306, A01N 4308, A01N 4359

Patent

active

061243566

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to oxime derivatives, to a process for preparing them, to compositions containing them and to methods of using them to combat fungi, especially fungal infections of plants.
Certain oxime derivatives and their use as fungicides are described, for example, in WO93/16986 and WO94/14322.
According to the present invention there is provided a compound having the general formula (I): ##STR2## or a stereoisomer thereof, wherein A is CH or N, B is OCH.sub.3 or NHCH.sub.3, E is --NR.sup.1 --C(CH.sub.3).dbd.N-- or --N.dbd.C(CH.sub.3)--NR.sup.1 --, R.sup.1 is H, C.sub.1-4 alkyl, C.sub.2-4 alkenyl, C.sub.2-4 alkynyl or optionally substituted benzyl, R.sup.2 is H, C.sub.1-4 alkyl, halo(C.sub.1-4)alkyl, C.sub.3-6 cycloalkyl, C.sub.2-4 alkenyl or C.sub.2-4 alkynyl, and R.sup.3 is optionally substituted arvl or optionally substituted heterocyclyl. More particularly, R.sup.3 is a phenyl or heterocyclyl moiety optionally substituted by one or more of halogen, hydroxy, mercapto, C.sub.1-4 alkyl (especially methyl and ethyl), C.sub.2-4 alkenyl (especially allyl), C.sub.2-4 alkynyl (especially propargyl), C.sub.1-4 alkoxy (especially methoxy), C.sub.2-4 alkenyloxy (especially allyloxy), C.sub.2-4 alkynyloxy (especially propargyloxy), halo(C.sub.1-4)alkyl (especially trifluoromethyl), halo(C.sub.1-4)alkoxy (especially trifluoromethoxy), C.sub.1-4 alkylthio (especially methylthio), hydroxy(C.sub.1-4)alkyl, C.sub.1-4 alkoxy(C.sub.1-4)alkyl, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkyl(C.sub.1-4)alkyl, optionally substituted methylenedioxy (especially optionally substituted with fluorine or C.sub.1-4 alkyl), optionally substituted aryl (especially optionally substituted phenyl), optionally substituted heteroaryl (especially optionally substituted pyridyl or pyrimidinyl), optionally substituted saturated or partially saturated heterocyclyl (especially optionally substituted pyrrolidine), optionally substituted aryloxy (especially optionally substituted phenoxy), optionally substituted heteroaryloxy (especially optionally substituted pyridyloxy or pyrimidinyloxy), optionally substituted aryl(C.sub.1-4)alkyl (especially optionally substituted benzyl, optionally substituted phenethyl and optionally substituted phenyl n-propyl) in which the alkyl moiety is optionally substituted with hydroxy, optionally substituted heteroaryl(C.sub.1-4)alkyl (especially optionally substituted pyridyl- or pyrimidinyl(C.sub.1-4)alkyl), optionally substituted aryl(C.sub.2-4)alkenyl (especially optionally substituted phenylethenyl), optionally substituted heteroaryl(C.sub.2-4)alkenyl (especially optionally substituted pyridylethenyl or pyrimidinylethenyl), optionally substituted aryl(C.sub.4)alkoxy (especially optionally substituted benzyloxy), optionally substituted heteroaryl(C.sub.1-4)alkoxy (especially optionally substituted pyridyl- or pyrimidinyl(C.sub.1-4)alkoxy), optionally substituted aryloxy(C.sub.1-4)alkyl (especially phenoxymethyl), optionally substituted heteroaryloxy(C.sub.1-4)alkyl (especially optionally substituted pyridyloxy- or pyrimidinyloxy(C.sub.1-4)alkyl), acyloxy (including C.sub.1-4 alkanoyloxy (especially acetyloxy) and benzoyloxy), nitro, --NR'R", --NHCOR', --NHCONR'R", --CONR'R", --OSO.sub.2 R', --SO.sub.2 R', --COR', --CR'.dbd.NR" or --N.dbd.CR'R" in which R' and R" are independently hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkyl(C.sub.1-4)alkyl, phenyl or benzyl, the phenyl and benzyl groups being optionally substituted with halogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, or R' and R" in CONR'R" may, in addition, form together a 5- or 6-membered heterocyclic ring (for example a pyrrole, imidazole, pyrrolidine, piperidine or morpholine ring); or two substituents, when they are in adjacent positions on the aryl or heteroaryl ring, join to form a fused aliphatic ring (especially a fused 6-membered carbon aliphatic ring).
Substituents which may be present in the aryl or heteroaryl rings of any of the foregoing substituents, or in the phenyl ring

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