Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Nitrogen containing other than solely as a nitrogen in an...
Patent
1997-08-14
1998-12-08
Kumar, Shailendra
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Nitrogen containing other than solely as a nitrogen in an...
514523, 514538, 514539, 514616, 558391, 558392, 560 39, 560 41, 564152, 564154, 564155, 564157, 564158, 564161, 564170, A01N 3718, C07C23305
Patent
active
058470050
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/JP95/02596 filed Dec. 18, 1995.
TECHNICAL FIELD
The present invention relates to novel benzamidoxime derivatives, methods for preparation thereof and fungicides for agricultural and horticultural uses.
BACKGROUND ART
In farming of agricultural and horticultural crops in the past, various fungicides have been used for the control of plant diseases on the crops, however, many of them are not enough useful because of their insufficient effectiveness in plant disease control, the limitation in their use due to the appearance of resistant strain of plant disease pathogens to the fungicides, the development of phytotoxicity and contamination to the crops, and/or their strong toxicity to humans, domestic animals and wildlife. For this reason, there is still intensive requirement to develop safe fungicides for agricultural and horticultural uses, which do not have the disadvantages as described above.
Some benzamidoxime derivatives, which are close to the compounds of the present invention, and their use as fungicides have been disclosed in Japanese Patent Laid-opened No. Hei 2-6453 Gazette. However, it is obvious that the biological activity of those benzamide oxime derivatives are not enough in the practical plant disease control.
Therefore, it is an object of the present invention to provide novel compounds which can be a fungicide for agricultural and horticultural use capable of advantageously manufacturing the compound in an industrial scale, controlling plant diseases steadily and using it safely.
DISCLOSURE OF THE INVENTION
The present invention is directed to benzamidoxime derivatives represented ##STR2## wherein R.sup.1 is unsubstituted or substituted C.sub.1 -C.sub.4 alkyl, unsubstituted or substituted C.sub.2 -C.sub.4 alkenyl or unsubstituted or substituted C.sub.2 -C.sub.4 alkynyl, R.sup.2 is phenyl optionally having substituents or heterocycle optionally having substituents, X.sup.1 is C.sub.1 -C.sub.4 haloalkyl, X.sup.2, X.sup.3, X.sup.4 and X.sup.5 are each independently hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, nitro, amino or C.sub.1 -C.sub.4 alkylcarbonylamino, and r.sup.1 and r.sup.2 are each independently hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio or amino, or r.sup.1 and r.sup.2 may form carbonyl in together, and, the present invention is also directed to methods for preparation thereof and fungicides for agricultural and horticultural use comprising the said derivatives.
In the present invention, for the examples of C.sub.1 -C.sub.4 alkyl of the unsubstituted or substituted C.sub.1 -C.sub.4 alkyl represented by R.sup.1, methyl, ethyl, propyl, isopropyl, butyl, isobutyl and t-butyl can be given.
For the examples of C.sub.2 -C.sub.4 alkenyl of the unsubstituted or substituted C.sub.2 -C.sub.4 alkenyl represented by R.sup.1, vinyl, 1-propenyl, 2-propenyl, isopropenyl, 1-butenyl, 2-butenyl and 3-butenyl can be given. For the examples of C.sub.2 -C.sub.4 alkynyl of the unsubstituted or substituted C.sub.2 -C.sub.4 alkynyl represented by R.sup.1, ethynyl, propargyl, 2-butynyl and 3-butynyl can be given.
Further, in all of the unsubstituted or substituted C.sub.1 -C.sub.4 alkyl, the unsubstituted or substituted C.sub.2 -C.sub.4 alkenyl and the unsubstituted or substituted C.sub.2 -C.sub.4 alkynyl represented by R.sup.1 ; C.sub.3 -C.sub.8 cycloalkyl, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl; C.sub.3 -C.sub.8 halocycloalkyl, such as 1-fluorocyclopropyl, 2-fluorocyclopropyl, 1-chlorocyclopropyl, 2-chlorocyclopropyl, 2,2-difluorocyclopropyl, 2,2-dichlorocyclopropyl, 2-fluorocyclopentyl, 3-fluorocyclopentyl, 2-chlorocyclopentyl, 3-chlorocyclopentyl, 3,4-difluorocyclohexyl, 3,4-dichlorocyclohexyl and 3,4-dibromosilocyclohexy 1; C.sub.3 -C.sub.8 cycloalkenyl, such as 2-cyclohexenyl
REFERENCES:
patent: 5112382 (1992-05-01), Hsu
Hosokawa Hiroyasu
Kasahara Isamu
Ooka Hirohito
Sano Shinsuke
Yamanaka Homare
Kumar Shailendra
Nippon Soda Co. Ltd.
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