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Insecticidal and antibacterial 5-imino substituted derivative as well as preparation method and application thereof

A derivative and imino technology, applied in the field of 5-imino substituted derivatives and preparation

Active Publication Date: 2021-03-09
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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  • Insecticidal and antibacterial 5-imino substituted derivative as well as preparation method and application thereof
  • Insecticidal and antibacterial 5-imino substituted derivative as well as preparation method and application thereof
  • Insecticidal and antibacterial 5-imino substituted derivative as well as preparation method and application thereof

Examples

Experimental program
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Effect test

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-chain or branched aliphatic hydrocarbon group, substituted or unsubstituted phenyl, substituted or unsubstituted benzyl, substituted or unsubstituted pyridyl, substituted or unsubstituted furyl, substituted or unsubstituted triazolyl, Wherein, n is an integer of 1-18, and 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, chlorothiazolyl; the substituents are F, Cl, Br, I, hydroxyl, C1 -One or more of 4 alkyl, C1-4 alkoxy, trifluoromethyl, amino, nitro, cyano, carboxyl, propionyloxy, acetoxy, acetyl, formyl; The substituent is mul...

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, R1 in the general structural formula is selected from H, and the general formula is C n h 2n+1 or C m h 2m-1 Straight-chain or branched aliphatic hydrocarbon group, substituted or unsubstituted phenyl, substituted or unsubstituted benzyl, substituted or unsubstituted pyridyl, substituted or unsubstituted furyl, substituted or unsubstituted triazolyl, Among them, n is an integer of 1-18, m is an integer of 3-13; R1 in the general structure formula is a substituted or unsubstituted 1,2,4-triazolyl, chloropyridyl, chlorothiazolyl One or more than one; the substituents are F, Cl, Br, I, hydroxyl, C1-4 alkyl, C1-4 alkoxy, trifluoromethyl, amino, nitro, cyano, carboxyl One or more of , propionyloxy, acetyloxy, acetyl, and formyl; the ...

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, R1 in the general structural formula is selected from H, and the general formula is C n h 2n+1 or C m h 2m-1 Straight-chain or branched aliphatic hydrocarbon group, substituted or unsubstituted phenyl, substituted or unsubstituted benzyl, substituted or unsubstituted pyridyl, substituted or unsubstituted furyl, substituted or unsubstituted triazolyl, Among them, n is an integer of 1-18, m is an integer of 3-13; R1 in the general structure formula is a substituted or unsubstituted 1,2,4-triazolyl, chloropyridyl, chlorothiazolyl One or more than one; the substituents are F, Cl, Br, I, hydroxyl, C1-4 alkyl, C1-4 alkoxy, trifluoromethyl, amino, nitro, cyano, carboxyl One or more of , propionyloxy, acetyloxy, acetyl, and formyl; the ...

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Abstract

The invention discloses a 5-imino substituted derivative with insecticidal and antibacterial effects, and the 5-imino substituted derivative is a polysubstituted 1H-1,2,4-triazole amidine compound. The application reports the application of the 5-imino-substituted dihydrosanguinarine or chelerythrine derivative in the field of agricultural chemicals for the first time, the obtained 5-imino substituted dihydrosanguinarine or chelerythrine derivative has the characteristics of high activity, convenient synthesis method and the like, and the derivative also has good insecticidal activity and antibacterial activity. The structure of a macleaya cordata sanguinarine analogue and the application of the macleaya cordata sanguinarine analogue in the field of agricultural chemicals are enriched.

Description

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

Claims

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Application Information

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Patent Type & Authority Applications(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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