Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1996-05-31
1998-04-14
Ramsuer, Robert W.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
544 60, 544140, 5483641, 5483657, 5483751, A01N 4356, C07D23112
Patent
active
057391530
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/FR94/00628 filed May 31, 1994.
The subject of the present invention is new derivatives of the family of 3-arylpyrazoles, processes for their preparation, the compositions containing them and their use for protecting plants against fungal diseases.
The subject of the invention more especially is 3-arylpyrazoles, their salts, their N-oxide derivatives and their metallic and metalloid complexes of formulae I and Ia: ##STR2## in which:
X.sub.1, X.sub.2, X.sub.3, X.sub.4 and X.sub.5, which may be identical or different, are:
--a hydrogen or halogen atom, a hydroxyl, mercapto, cyano, thiocyanato, nitro or nitroso group, an amino group optionally substituted with one or two alkyl or phenyl or acyl groups, imines, enamines, amidines and guanidines derived from this amino group;
--an alkyl, hydroxyalkyl, alkoxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, benzyl, alkenyl, alkynyl, cyanoalkyl, alkoxy, alkenyloxy, formyl, acetyl, alkyl- or alkoxy(thio)carbonyl, mono- or dialkylamino(thio)carbonyl, iminocarbonyl, mono- or diarylamino(thio)carbonyl, carboxyl, carboxylate, carbamoyl or benzoyl radical,
--a phenyl, phenoxy or phenylthio radical,
--an alkyl- or alkoxy- or mono- or dialkylamino- or phenyl-sulphenyl or -sulphinyl or -sulphonyl radical,
--a phosphoryl group substituted with two groups chosen from the group comprising alkyl, alkoxy, alkylthio, dialkylamino, benzyloxy, phenyloxy and phenyl,
--a trialkyl- or alkylphenylsilyl group, it being understood that in all the above hydrocarbon definitions, the alkyl part of these groups may contain from 1 to 4 carbon atoms and be optionally halogenated and that phenyl denotes the optionally substituted phenyl ring.
Two of the adjacent X.sub.1, X.sub.2, X.sub.3, X.sub.4 and X.sub.5 groups may also form a carbon ring containing 5 to 7 members in total, which may include one or more following atoms or groups: O, S, N, C.dbd.O, C.dbd.S, SO, SO.sub.2, CH.dbd.CH. The carbons of this bridge may be unsubstituted or substituted with at least one halogen atom and/or at least one hydroxyl, alkoxy, alkylthio, mono- or dialkylamino, alkylsulphinyl or -sulphonyl group, the alkyl part being as defined above, with the proviso that at least one of the X groups is other than hydrogen;
Y is: amino(thio)acylated derivatives, it being possible for the amino group to be optionally substituted, groups being optionally halogenated, alkenyl-carbonyl or -thiocarbonyl group, it being possible for the alkyl or alkenyl radical to be linear or branched, phenylamino- or alkylphenylamino-(thio)-carbonyl group,
the alkyl part being as defined above, Y.sub.1 and X.sub.5 or Y.sub.2 and X.sub.1 may also form a carbon ring containing 5 to 7 members in total, which may include one or more following atoms or groups: O, S, N, C.dbd.O, C.dbd.S, SO, SO.sub.2, CH.dbd.CH. The carbons of this bridge may be unsubstituted or substituted with at least one halogen atom and/or at least one hydroxyl, alkoxy, alkylthio, mono- or dialkylamino, alkylsulphinyl or -sulphonyl group, the alkyl part being as defined above;
Ra is substituted with GR3 (defined below)) to 4 C)alkyl, optionally substituted with 1 to 8 halogen atoms and GR4 (defined below)), atom, and hydrogen atom, the radicals R or R', optionally substituted with a group .alpha. which may be a group GR.sub.1 (defined below), NZ.sub.1 Z.sub.2, SO.sub.2 NZ.sub.1 Z.sub.2, CVZ.sub.1 Z.sub.2, in which V is as defined above and Z.sub.1 and Z.sub.2 are a hydrogen atom or the radical R, which may in addition optionally substituted with GR2 (defined below),
Rb is a hydrogen atom or may form with Ra a 4 to 6 C hydrocarbon ring,
R.sub.1 is: nitrogen atom to which they are attached, a radical Het (defined below), optionally substituted with GR3 (defined below); or a radical R' which may be: alkenyl, alkynyl, phenylalkenyl, phenylalkynyl, Hetalkenyl or Hetalkynyl, the alkenyl or alkynyl part of these radicals having from 2 to 6 C,
When R1 is a group R0, and more precisely when R0 is Het(1 to 4 C)alkyl, it may more specificall
REFERENCES:
patent: 5663119 (1997-09-01), Chene et al.
Cantegril Richard
Peignier Raymond
Ramsuer Robert W.
Rhone-Poulenc Agrochimie
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