Sulfonamide derivatives

Abstract

The present invention relates to microbicides for agricultural or horticultural use containing sulfonamide derivative of, for example, a formula (I): or a salt thereof, [wherein A<1 >is (1) an aryl group which may be substituted or (2) a heterocyclic group which may be substituted, X<1 >is (1) a chemical bond, (2) a methylene group which may be substituted, or (3) a vinylene group which may be substituted, B<1 >is a five-membered heterocyclic group comprising nitrogen or sulfur atoms as the ring-constructing atoms except for carbon atoms and may be substituted or a condensed heterocyclic group which may be substituted, Z<1 >is (1) a hydrocarbon group which may be substituted, (2) an acyl group which may be substituted, (3) formyl group, (4) an amino group which may be substituted, (5) a group represented by -N=CR<1>R<2 >(wherein each of R<1 >and R<2 >is a hydrogen atom or a hydrocarbon group which may be substituted), (6) a cyclic amino group, (7) a group represented by -OR<3 >(wherein R<3 >is a hydrogen atom, a hydrocarbon group which may be substituted, an acyl group which may be substituted, formyl group or an alkylsulfonyl group which may be substituted) or (8) -S(O)nR<4 >(wherein n stands for an integer from 0 to 2, R<4 >stands for a hydrogen atom or a hydrocarbon group which may be substituted). The said compounds or the salts thereof are sulfonamide derivatives with microbicidal action, are useful as excellent microbicides for agricultural or horticultural use, because they are safe, and they have little influence on human beings, farm animals, natural enemies, or the environment, and exert excellent control effects even on resistant microbes.

Description

[0001] This invention relates to sulfonamide derivatives useful as microbicides for agricultural or horticultural use.[0002] A lot of microbicides have ever been synthesized and used as microbicides for agriculture or horticulture. They have contributed greatly to supply agricultural products constantly. However, it is well-known that frequent use of restricted number of compounds has led to outbreak of microbes which are resistant to those drugs. In addition, recent rise in demand for the safety and environmental influence of chemical substances has made it desirable to develop safer microbicides for agricultural or horticultural use. This has given an intention to the researches to explore and research novel compounds with microbicidal activity. As for sulfonamide derivatives, a lot of compounds have also been synthesized so far from the interests in their biological or chemical characteristics. A majority of them are, however, synthetic intermediates, medicines, compounds prepare...

AI Technical Summary

Benefits of technology

[0386] As floating agents, used especially for manufactureing jambo formulation, powder bases which have the specific gravity of 1 or less than 1 (preferably 1 to 0.5) and the particle diameter of 600 .mu.m or less, more preferably from 600m to 10 .mu.m, are preferably used. As inorganic floating agents, there can be mentioned those which can be obtained by calcinating natural glass-like materials and consist of glass particles with one or several air bubbles in them, for example perlite made from pearlite and orobsidian, Shirasu-balloon (Trade Name) made from Shirasu, vermiculite made from Hiru-ishi and phyllite (Trade Name) which is one of aluminosilicates and can be obtained by calcination, and so on, and as organic floating agents, there can be mentioned such substances called in general wax-like materials, for example, higher fatty acids such as stearic acid and palmitic acid which are solid at room temperatures, higher alcohols such as stearyl alcohols, and paraffin wax, and so on. However, as these wax-like materials are water-repellant, they have tendency to prevent water from penetrating into them and to prevent the agrochemical active constituents which are confined in them from leaking and spreading into surrounding water, thus making it reasonable to make use of such wax-like organic floating agents in a mixture with the glass hollow bodies mentioned above.

[0422] In those compositions which contain compound (I.sup.0) [for example, compound (I), (II), (III), (IV), (V), (VI) or (II') which will be described below] or salts thereof and nitenpyram, it may be advantageous to make first an inclusion compound of nitenpyram with cyclodextrin, for example, TOYODERIN (commercial product name), and then the resulting inclusion compound come into the composition in order to enhance stability of the composition.

[0441] Regarding [12] mentioned above, the present inventors have found that using the compound (I), (II), (III), (IV), (V), (VI) or (II') which will be described below, or salts thereof of the present invention in combination with other agrochemical active constituents may give an increased effectiveness in their microbicidal action over that which may be obtained when each of those agents is used singly.

[0442] Those microbiocides obtained by combining the sulfonamide derivatives of the present invention described above [for example, compound (I), (II), (III), (IV), (V), (VI) or compound (II') which will be described below] and other agrochemical active constituents can exert excellent effectiveness in that (1) the antimicrobial / insecticidal / acaric-idal / nematocidal effectiveness may be increased relative to the cases where each agent is used separately, (2) an immediate antimicrobial / insecticidal / acaricidal / nematocidal effect is gained, (3) a wide antimicrobial / insecticidal / acaricidal / nematocidal spectrum and a sustained effectiveness are gained, which has not been realized with known antimicrobicide / insecticide / acaricide / nematocide, (4) the amounts of agents needed can be decreased compared to the cases where each agents is used singly, and (5) a more reliable protective effect can be expected compared to the cases where each agent is used singly against each harmful organism.

[0444] Among compound (I.sup.0) or salts thereof mentioned above, those which have, as Z.sup.0, a group represented by --OR.sup.3 or salts thereof show excellent protective effectiveness against clubroot disease in the plants of Brassica family (for example, canola, turnip, cauliflower, cabbage, KOMATSUNA, rape seed, and Chinese cabbage.

Problems solved by technology

However, it is well-known that frequent use of restricted number of compounds has led to outbreak of microbes which are resistant to those drugs.

Nevertheless, no sulfonamide derivative has been developed yet, which is safe and has little influence on human beings and firm animals, natural enemies, and the environment, and exert excellent protective effects even on drug-resistant microbes.

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