Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1997-04-04
1999-02-02
Powers, Fiona T.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
514415, 514419, 548159, 548483, 548492, A01N 4338, A01N 4378
Patent
active
058665943
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/JP96/02170 filed Aug. 1, 1996.
TECHNICAL FIELD
The present invention relates to indole-2-carboxylate derivatives and a fungicidal composition for agricultural or horticultural use which contains the derivative as an active component.
Background Art
Various fungicides have been used in growing agricultural or horticultural crops to prevent the disease of crops, but have not always been satisfactory because of the low effects of fungicides, their limited effects due to the advent of fungicide-resistant fungi, their phytotoxicity, their pollution of plants and their high toxicity to humans, beasts and fishes.
So far some compounds analogous to the indole-2-carboxylate derivatives of the present invention have been known. For example, Japanese Unexamined Patent Publication No. 149,502/1985 discloses a compound (A) and a compound (B) as shown below which are useful as an intermediate for preparing a fungicidal agent for agricultural or horticultural use: ##STR2##
However, the publication made no report on the fungicidal activity of these compounds in agricultural and horticultural use. Japanese Examined Patent Publication No. 65,008/1994 discloses a compound (C) and a compound (D) as shown below which have an activity of preventing deposition of oceanic organisms: ##STR3##
Yet, no report is found in the publication on fungicides for agricultural or horticultural use. Further, J. Heterocyclic Chem., 18, 1373 (1981) reported a compound (E) as shown below which has substituents both at the 4- and 7-positions of the indole ring but mentioned nothing about the fungicidal activity of the compound: ##STR4##
Benzimidazole.thiophanate fungicides as described below have showed a potent effect in controlling pathogenic fungi which are parasitic on agricultural or horticultural crops. Thus, these fungicides have been widely used in agricultural or horticultural fields since about 1970, greatly contributing to the increase in the harvest of crops:
methyl 1-(butylcarbamoyl)benzimidazol-2-yl-carbamate (trade name: "BENOMYL"), 2-(2-furyl)benzimidazole (trade name "FUVERIDAZOLE"), 2-(4-thiazolyl)benzimidazole (trade name "THIABENDAZOLE"), methyl benzimidazol-2-yl-carbamate (trade name "CARBENDAZIM"), 1,2-bis 1,2-bis(ethoxycarbonyl-2-thioureido)benzene (trade name "THIOPHANATE"), etc. However, these fungicides have showed so reduced fungicidal effects when continuously applied to crops that they often have become inapplicable in practice. If a fungicide applied to plants fails to achieve the desired effect and is unable to prevent the onset of a disease, the user of the fungicide, namely a farmer or the like, would be seriously damaged. Microorganisms which are resistant to any of benzimidazole.thiophanate fungicides are known to become resistant to other fungicides of this group and to exhibit the so-called cross resistance. Consequently, in a farm wherein, for example, BENOMYL is not effective in controlling fungi, other benzimidazole.thiophanate fungicides are not expected to show a fungicidal effect. While the use of benzimidazole.thiophanate fungicides is unavoidably stopped in a farm infested with fungicide-resistant microorganisms, there are many cases known wherein even if the use of a fungicide is discontinued, the density of fungicide-resistant microorganisms has not been reduced. Once fungicide-resistant microorganisms has bred, the farm would remain affected for a prolonged time. In such farm, attempts have been made to prevent the disease of plants by the application of other type of fungicides which do not show cross resistance. Yet only a very few types of fungicides are available which show the same degree of fungicidal effect as benzimidazole.thiophanate fungicides and it is difficult to properly control the fungi.
DISCLOSURE OF THE INVENTION
Since a fungicide which gives a selective fungicidal effect on fungicide-resistant fungi is expected to produce a high fungicidal effect in a farm infested with fungicide-resistant fungi, the inventors of the present invention, cons
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Endo Yasuhiro
Endo Yoshinori
Komura Tomozo
Manabe Kan
Sagayama Kazumi
Otsuka Kagaku Kabushiki Kaisha
Powers Fiona T.
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