A kind of insecticidal and antibacterial 5-imino substituted derivatives and its preparation method and application

A derivative and imino technology, applied in the field of 5-imino substituted derivatives and preparation, to achieve the effect of convenient synthesis method, strong market competitiveness, and rich structure

Active Publication Date: 2022-06-17
TONGREN POLYTECHNIC COLLEGE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although the heterocyclic structure is not uncommon in the molecular structure of drugs, there has been no research on the introduction of a nitrogen heterocyclic ring through the imine structure at the 5-position in the sanguinarine molecule, nor has there been any research on the introduction of a nitrogen heterocycle in the sanguinarine molecule or chelidonine molecule. Research report on derivatives substituted by introducing imine structure at 5-position of cataerythrine and its application in agrochemicals

Method used

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  • A kind of insecticidal and antibacterial 5-imino substituted derivatives and its preparation method and application
  • A kind of insecticidal and antibacterial 5-imino substituted derivatives and its preparation method and application
  • A kind of insecticidal and antibacterial 5-imino substituted derivatives and its preparation method and application

Examples

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Embodiment 1

[0069] A 5-imino substituted derivative with insecticidal and antibacterial properties, the 5-imino substituted derivative is a polysubstituted-1H-1,2,4-triazole amidine compound, and its general structural formula is:

[0070]

[0071] Further, R in the general structural formula 1 Selected from H, the general formula is C n H 2n+1 or C m H 2m-1 straight or branched chain aliphatic hydrocarbon group, substituted or unsubstituted phenyl group, substituted or unsubstituted benzyl group, substituted or unsubstituted pyridyl group, substituted or unsubstituted furanyl group, substituted or unsubstituted triazolyl group, Wherein, n is an integer of 1-18, m is an integer of 3-13; R in the general structural formula 1 One or more of substituted or unsubstituted 1,2,4-triazolyl, chloropyridyl, and chlorothiazolyl; the substituents are F, Cl, Br, I, hydroxyl, C1 One or more of -4 alkyl groups, C1-4 alkoxy groups, trifluoromethyl groups, amino groups, nitro groups, cyano groups...

Embodiment 2

[0083] A 5-imino substituted derivative with insecticidal and antibacterial properties, the 5-imino substituted derivative is a polysubstituted-1H-1,2,4-triazole amidine compound, and its general structural formula is:

[0084]

[0085] Further, R in the general structural formula is selected from H, the general formula is C n H 2n+1 or C m H 2m-1 straight or branched chain aliphatic hydrocarbon group, substituted or unsubstituted phenyl group, substituted or unsubstituted benzyl group, substituted or unsubstituted pyridyl group, substituted or unsubstituted furanyl group, substituted or unsubstituted triazolyl group, Wherein, n is an integer of 1-18, m is an integer of 3-13; R1 in the general structural formula is one of substituted or unsubstituted 1,2,4-triazolyl, chloropyridyl, and chlorothiazolyl one or more of ; the substituents are F, Cl, Br, I, hydroxyl, C1-4 alkyl, C1-4 alkoxy, trifluoromethyl, amino, nitro, cyano, carboxyl , one or more of propionyloxy, acetox...

Embodiment 3

[0097] A 5-imino substituted derivative with insecticidal and antibacterial properties, the 5-imino substituted derivative is a polysubstituted-1H-1,2,4-triazole amidine compound, and its general structural formula is:

[0098]

[0099] Further, R in the general structural formula is selected from H, the general formula is C n H 2n+1 or C m H 2m-1 straight or branched chain aliphatic hydrocarbon group, substituted or unsubstituted phenyl group, substituted or unsubstituted benzyl group, substituted or unsubstituted pyridyl group, substituted or unsubstituted furanyl group, substituted or unsubstituted triazolyl group, Wherein, n is an integer of 1-18, m is an integer of 3-13; R1 in the general structural formula is one of substituted or unsubstituted 1,2,4-triazolyl, chloropyridyl, and chlorothiazolyl one or more of ; the substituents are F, Cl, Br, I, hydroxyl, C1-4 alkyl, C1-4 alkoxy, trifluoromethyl, amino, nitro, cyano, carboxyl , one or more of propionyloxy, acetox...

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Abstract

The invention discloses a 5-imino substituted derivative with insecticidal and antibacterial properties. The 5-imino substituted derivative is a multi-substituted 1H-1,2,4-triazole amidine compound. This application reports for the first time the application of 5-imino substituted dihydrosanguinarine or chelerythrine derivatives in the field of agrochemicals, obtaining 5-imino substituted dihydrosanginarine or chelerythrine derivatives The compound has the characteristics of high activity, convenient synthesis method, etc., and the derivative also has good insecticidal activity and antibacterial activity, which enriches the structure of bolognagurine analogues and their application in the field of agricultural chemicals.

Description

technical field [0001] The invention belongs to the technical field of pesticide production and processing, in particular to a 5-imino substituted derivative with insecticidal and antibacterial properties, a preparation method and application. Background technique [0002] There are many ways to create new pesticides, such as random screening, analogous synthesis, natural product modeling and biological rational design. Among them, structural modification of biologically active natural products to create new pesticides shows great potential and broad application prospects. [0003] Sanguinarine is extracted from the abundant boluohui resources in Wuling Mountains. The sanguinarine parent drug and sanguinarine plant-derived insecticide have been developed, which have stomach poisoning, contact killing, nerve paralysis and other effects, and can be used for Control bean aphids, cruciferous vegetables cabbage caterpillars and aphids. Other studies have shown that Boluohui alka...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D491/056C07D491/153A01N43/90A01P7/00A01P7/04A01P1/00A01P3/00
CPCC07D491/056C07D491/153A01N43/90
Inventor 贾长青马瑞梁浩
Owner TONGREN POLYTECHNIC COLLEGE
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