Meta-diamide compounds for invertebrate pest control

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Solution Overview

Problem

Current methods for controlling invertebrate pests 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 products often result in significant crop damage and increased costs.

Innovation Solution

Development of diamide compounds, their N-oxides, and salts, specifically formulated as compositions that include surfactants, solid or liquid diluents, and optionally additional biologically active agents, for effective pest control by contacting the pests or their environments.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing pest control products are used, then pest control is achieved, but crop damage increases and costs increase

Engineering Contradiction:
Improvepest control effectivenessVSAvoidcrop damage
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical structure of existing diamide compounds by substituting the R1 position with various groups (hydrogen, deuterium, fluorine, chlorine, bromine, or specific alkyl/alkenyl/alkynyl groups) to create new compounds with improved pest control effectiveness and reduced crop damage. This structural parameter change allows optimization of both efficacy and safety profiles.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite pest control solutions by combining the core diamide structure with various substituent groups at the R1 position, effectively creating a series of related compounds with different properties. This allows selection of the optimal compound for specific pest targets while minimizing harmful effects on crops.

Inventive Principle:
Principle #40Composite materials

2Reliability

If existing pest control products are used, then pest control is achieved, but toxicity increases and environmental safety decreases

Engineering Contradiction:
Improvepest control effectivenessVSAvoidtoxicity and environmental impact
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

By changing the R1 substituent parameters in the diamide compound structure, the patent optimizes the toxicological and environmental properties of the compounds. Specific substitutions (such as deuterium, fluorine, or specific alkyl groups) are chosen to reduce toxicity while maintaining or enhancing pest control effectiveness.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent converts the potential harm of existing diamide compounds by modifying their chemical structure to reduce unwanted effects. The structural modifications transform compounds with high toxicity into safer alternatives that maintain pest control efficacy, effectively turning a harmful substance into a beneficial one.

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

3Object-affected harmful factors

If new compounds with different sites of action are developed, then environmental safety is improved, but manufacturing complexity increases

Engineering Contradiction:
Improveenvironmental safetyVSAvoidcompound synthesis complexity
Core Design Contradiction:
Object-affected harmful factorsVSEase of manufacture

Solution Approach 1:

The patent segments the diamide compound structure into a core structure and variable R1 substituent positions. This modular approach allows systematic exploration of different substituents to improve environmental safety while using established synthetic methods for the core structure, thereby managing manufacturing complexity.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The core diamide structure serves as a universal platform that can accommodate multiple different R1 substituents. This multi-functionality allows a single synthetic route to produce multiple environmentally safer variants, reducing overall manufacturing complexity compared to developing entirely new compounds.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Data Source

PatentEP3887354B1Meta-diamide compounds for controlling invertebrate pests
Publication Date: 2023.01.04 FMC CORP
  • EP3887354B1 patent drawing
  • EP3887354B1 patent drawing
  • EP3887354B1 patent drawing

AI summary

Disclosed are compounds of Formula (1), N-oxides, and salts thereof, wherein Q, X, Y, A1, A2, L, R1, R2, R3, R4, R5, R6a, R6b, R7 and R8 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 disclosure.