Mesoionic Insecticides for Pest Control with Reduced Toxicity

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Solution Overview

Problem

Current methods for controlling invertebrate pests, such as arthropods, in agronomic and nonagronomic environments are limited by the need for more effective, less toxic, and environmentally safer compounds with different sites of action, as existing pesticides may have limitations in efficacy and environmental safety.

Innovation Solution

Development of mesoionic compounds of Formula 1, their N-oxides, and salts, which are used in compositions that include surfactants, solid diluents, and liquid diluents, to effectively control invertebrate pests by contacting them or their environments, thereby providing a biologically effective solution for pest management.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If existing pesticides are used for controlling invertebrate pests, then pest control is achieved, but environmental safety and toxicity are compromised

Engineering Contradiction:
Improveenvironmental safetyVSAvoidpest control efficacy
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure to create mesoionic compounds with specific heterocyclic rings (imidazo[1,2-a]pyridinium, pyrido[1,2-a]pyrimidinium) and substituent patterns. These structural parameter changes result in compounds that maintain high pest control efficacy while improving environmental safety and reducing toxicity compared to conventional pesticides.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite material principles by creating compounds with complex molecular structures that combine multiple heterocyclic rings with various substituent groups (halogens, alkyl chains, aryl groups). This composite molecular architecture enables the compounds to achieve both high biological activity for pest control and improved environmental compatibility.

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If conventional insecticides are applied, then invertebrate pests are controlled, but the need for new compounds with different sites of action arises due to resistance and efficacy limitations

Engineering Contradiction:
Improvesite of action diversityVSAvoidpest control effectiveness
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent addresses site of action diversity through parameter changes in molecular structure, creating mesoionic compounds with specific ring systems and substituent configurations that enable interaction with different biological targets in pests. The varied substituent patterns (R1-R6 groups including halogens, alkyl, and aryl groups) allow for diverse modes of action, reducing the risk of resistance development while maintaining control effectiveness.

Inventive Principle:
Principle #35Parameter changes

3Object-affected harmful factors

If new pesticide compounds are developed, then efficacy and environmental safety are improved, but development cost and complexity increase

Engineering Contradiction:
Improvetoxicity reductionVSAvoidcompound structure complexity
Core Design Contradiction:
Object-affected harmful factorsVSDevice complexity

Solution Approach 1:

The patent manages structure complexity through systematic parameter changes, where the core mesoionic framework provides a consistent base structure, and toxicity reduction is achieved by modifying specific substituent parameters (R1-R6 groups). This approach allows for controlled exploration of chemical space to optimize the toxicity-efficacy profile without requiring complete structural redesign.

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP3621964B1Mesoionic insecticides
Publication Date: 2022.03.02 FMC CORP
  • EP3621964B1 patent drawing
  • EP3621964B1 patent drawing
  • EP3621964B1 patent drawing

AI summary

Disclosed are compounds of Formula 1, including ail geometric and stereoisomers, N-oxides, and salts thereof, wherein A, X, Y, Z, R1, R2a, R2b and Q are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound or a composition of the invention.