Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Nitrogen containing other than solely as a nitrogen in an...
Patent
1996-10-07
1999-09-07
Gupta, Yogendra N.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Nitrogen containing other than solely as a nitrogen in an...
514513, 514618, 514620, 514622, 558252, 558256, 560 60, 562426, 562429, 564162, 564163, 564164, 564171, A61K 31165, A61K 31215, C07C23308, C07C 6976
Patent
active
059488190
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a novel .alpha.-substituted phenylacetic acid derivative, a process for producing it, and an agricultural fungicide containing it as an active ingredient.
BACKGROUND OF THE INVENTION
Certain kinds of .alpha.-substituted phenyl acetic acid ester derivatives have been disclosed in JP-A 60-54949 and DE2742065. However, each of these compounds has a substituent at the 3-position of the phenyl group, and no compounds having a substituent at the 2-position have been disclosed. JP-A 3-17052 and JP-A 3-157350 also disclose .alpha.-substituted phenylacetic acid ester derivatives. However, they only disclose 2-hydroxy-2-phenylacetic acid or its acetic acid ester as an intermediate or insecticide, and do not disclose its fungicidal activity at all.
JP-A 4-288045, JP-A 4-261147, WO93/15046, EP-A-498396, JP-A 3-169842, EP-A-532022, JP-A 7-17930, and EP-A-619301 also disclose related compounds.
The present invention is to provide a novel compound having potent fungicidal activity, a process for producing it, and an agricultural fungicide containing it as an active ingredient.
DISCLOSURE OF THE INVENTION
Under these circumstances, the present inventors have intensively studied to obtain compounds having potent fungicidal activity. As a result, it has been found that a novel .alpha.-substituted phenylacetic acid derivative having a substituent at the 2-position in the phenyl group has potent fungicidal activity. Thus, the present invention has been completed.
The present invention provides:
1. A compound of the formula (I): ##STR2## wherein R.sup.1 is a halogen atom, optionally substituted alkyl, optionally substituted hydroxyl, alkylthio, alkylsulfinyl, alkylsulfonyl, optionally substituted amino or nitro; Q is optionally substituted aryl, an optionally substituted heterocyclic group, mono- or di-substituted methyleneamino, optionally substituted (substituted imino)methyl, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, substituted carbonyl or substituted sulfonyl; X is a hydrogen atom, halogen atom, optionally substituted alkyl or optionally substituted hydroxyl; Y is optionally substituted hydroxyl, alkylthio or optionally substituted amino, provided that, when R.sup.1 is hydroxyl, Y is not alkoxy; Z is an oxygen atom or sulfur atom; M is an oxygen atom, S(O).sub.i (in which i is 0, 1 or 2), NR.sup.2 (in which R.sup.2 is a hydrogen atom, alkyl or acyl) or a single bond; and n is 0, 1 or 2; or a salt thereof;
2. A compound according to the above item 1, wherein R.sup.1 is a halogen atom, alkyl, haloalkyl, alkoxyalkyl, hydroxyl, alkoxy, alkenyloxy, alkynyloxy, haloalkoxy, haloalkenyloxy, haloalkynyloxy, alkoxyalkoxy, alkylcarbonyloxy, (alkylthio)carbonyloxy, alkylsulfonyloxy, arylsulfonyloxy, mono-or di-alkyl-substituted carbamoyloxy, aryloxy, alkylthio, alkylsulfinyl, alkylsulfonyl, amino optionally substituted by alkyl, nitro or tetrahydropyranyloxy, or a salt thereof;
3. A compound according to the above item 1, wherein R.sup.1 is alkoxy, or a salt thereof;
4. A compound according to the above item 1, wherein R.sup.1 is methoxy, or a salt thereof;
5. A compound according to the above item 1, wherein Q is a group of the formula (XX): ##STR3## wherein U, V and W are the same or different and are a hydrogen atom, halogen atom, optionally substituted alkyl, optionally substituted hydroxyl, alkylthio or optionally substituted amino, or a salt thereof;
6. A compound according to the above item 5, wherein U, V and W are the same or different and are a hydrogen, chlorine atom, methyl, trifluoromethyl or methoxy, or a salt thereof;
7. A compound according to the above item 1, wherein Q is pyridyl, pyrimidinyl, quinolyl, quinazolinyl, benzothiazolyl or pyrazolyl, each of which may be substituted, or a salt thereof;
8. A compound according to the above item 1, wherein Q is optionally substituted pyridyl, or a salt thereof;
9. A compound according to the above item 1, wherein Q is a group of the formula (a): ##STR4## wherein R.su
REFERENCES:
patent: 3422140 (1969-01-01), Molndal et al.
patent: 3600437 (1971-08-01), Marshall et al.
Masuko Michio
Murashi Takami
Ohtsuka Toshikazu
Suzuki Shinji
Takenaka Hideyuki
Gupta Yogendra N.
Shionogi & Co., Ltd
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