Cyclopropyl derris hydrazide, and preparation method and application thereof

By combining a rotenone derivative with an acylhydrazone group, cycloproprotenyl hydrazide is synthesized, which solves the problem of poor efficacy of existing fungicides against Sclerotinia sclerotiorum and wheat powdery mildew, and achieves significant efficacy against Sclerotinia sclerotiorum in rapeseed. Inhibitory effect, providing an efficient fungicide solution.

CN103288810AInactive Publication Date: 2013-09-11HUNAN UNIV
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Patent Information

Application Number
CN201310246431.1
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2013-06-20
Publication Date
2013-09-11
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

Existing fungicides are ineffective against Sclerotinia sclerotiorum and Powdery Mildew of wheat, and there is a lack of efficient and low-toxic compounds for the preparation of fungicides.

Method used

By using the rotenone derivative (5,6-dimethoxy-1,1a,2,7b-tetrahydrocyclopropo[c]benzopyran-7b-yl) [(R)-4-hydroxy-2 -(propen-2-yl)-2,3-di Using hydrobenzofuran-5-yl]methanone as the raw material, introducing active acylhydrazone groups, designing and synthesizing cyclopropane hydrazide, conducting structural characterization and bactericidal activity testing, and preparing ciprohydrazone and ciprotrope hydrazide. Hydrazide, used in the preparation of fungicides.

Benefits of technology

Cyprosine hydrazone has good bactericidal activity against Sclerotinia sclerotiorum and wheat powdery mildew. Cyprosine hydrazide has a significant inhibitory effect against Sclerotinia sclerotiorum and is suitable for the preparation of highly efficient fungicides.

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Abstract

The invention relates to cyclopropyl derris hydrazide having a chemical structural formula I and cyclopropyl derris hydrazone having a chemical structural formula II, and stereo isomers or Z and E type isomers thereof. In the formula I and the formula II, R is selected from H, a C1-C2 alkyl group, a C3-C4 linear alkyl group or branched alkyl group, a C5-C17 linear alkyl group or branched alkyl group or alicyclic group, a halogenated C1-C2 alkyl group, a halogenated C3-C4 linear alkyl group or branched alkyl group, and a halogenated C5-17 linear alkyl group or branched alkyl group or alicyclic group. The cyclopropyl derris hydrazone (II) reacts with an acylating agent to obtain the cyclopropyl derris hydrazide (I). The invention also relates to an application of the cyclopropyl derris hydrazone and cyclopropyl derris hydrazide and the stereo isomers or Z and E type isomers thereof in the preparation of bactericides.
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