Substituted Imidazole and Pyrazole Compounds for Insect Control

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Solution Overview

Problem

Current insect control methods are inadequate in terms of effectiveness, cost, environmental safety, and new modes of action, necessitating the development of new formulations with improved insecticidal activity against pests like fall armyworm, Western corn rootworm, diamondback moth, and mosquitoes.

Innovation Solution

The use of substituted imidazole and pyrazole compounds, specifically compounds of Formula I and Formula II, which are administered to plants, seeds, soil, or insects to control insect pests, offering targeted insecticidal activity through various substituents and structural configurations.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If current insect control methods are used, then insect pests can be controlled to some extent, but effectiveness is inadequate and cost is high

Engineering Contradiction:
Improveinsect control effectivenessVSAvoidcost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent modifies the chemical structure of pyrazole compounds by introducing specific substituents (such as halogen atoms at positions 3 and 5, and various R1-R6 groups) to enhance insecticidal activity. This structural parameter change improves effectiveness while maintaining cost-effectiveness through synthetic chemistry

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention combines pyrazole core structure with various substituent groups to create composite molecular structures (Formula I and Formula II) that exhibit synergistic insecticidal properties, improving control effectiveness while remaining cost-effective

Inventive Principle:
Principle #40Composite materials

2Reliability

If current insect control methods are used, then some pest control is achieved, but environmental safety is compromised

Engineering Contradiction:
Improveinsect control effectivenessVSAvoidenvironmental safety
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent optimizes the chemical parameters of pyrazole compounds by selecting specific substituents (such as chlorine, fluorine, methyl, methoxy groups) that enhance insecticidal potency, allowing lower application rates and reduced environmental impact while maintaining effectiveness

Inventive Principle:
Principle #35Parameter changes

3Adaptability or versatility

If new insecticidal compounds are developed, then new modes of action are achieved, but development complexity increases

Engineering Contradiction:
Improvenew mode of actionVSAvoidformulation complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent divides the insecticidal activity into modular components: a pyrazole core structure (providing the mode of action) and various substituent groups (R1-R6) that can be independently selected to target different insect pests, enabling versatile pest control through systematic combination

Inventive Principle:
Principle #1Segmentation

Data Source

PatentEP3377486B1Method of controlling insect pests
Publication Date: 2024.09.18 MONSANTO TECHNOLOGY LLC
  • EP3377486B1 patent drawing
  • EP3377486B1 patent drawing
  • EP3377486B1 patent drawing

AI summary

Substituted imidazole and substituted pyrazole compounds and compositions derived therefrom can be useful in controlling insect pests. Suitable imidazole compounds can be analogues of 2,4,5-triphenyl-1H-imidazole, wherein the C-2 phenyl group bears at least one substitution, the C-4 and C-5 phenyl groups are optionally substituted, and N-1 is unsubstituted. Suitable pyrazole compounds can bear a 1,3,4-substitution pattern, with an optionally substituted aryl or optionally substituted alkyl group being present at N-1, an optionally substituted aryl or optionally substituted heteroaryl group being present at C-3, and a secondary amide group being present at C-4. These compounds and compositions derived therefrom can be administered to a plant, seed, soil or insect to control a variety of insect pests.