Substituted Bicyclic Compounds for Broad-Spectrum Pesticidal Control

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Solution Overview

Problem

There is a need for new compounds with high pesticidal activity and a broad spectrum of activity against invertebrate pests, such as insects, arachnids, and nematodes, due to the development of resistance to existing agents and the difficulty in controlling these pests effectively.

Innovation Solution

Substituted bicyclic compounds of formula I, including their stereoisomers, salts, tautomers, and N-oxides, are developed for use as agrochemical pesticides, which are synthesized through various modification procedures and can be applied in agricultural or veterinary compositions to combat invertebrate pests.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing pesticidal agents are used, then initial pesticidal activity is achieved, but resistance develops reducing effectiveness over time

Engineering Contradiction:
Improvepesticidal effectivenessVSAvoidlong-term effectiveness
Core Design Contradiction:
ReliabilityVSDuration of action of stationary object

Solution Approach 1:

The patent applies parameter changes by developing new chemical compounds with modified molecular structures (formula I bicyclic compounds with specific substituents) that differ from existing pesticidal agents. This structural parameter change creates new modes of action that pests have not developed resistance against, thereby maintaining long-term effectiveness while preserving initial high activity.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If new pesticidal compounds are developed, then activity spectrum is expanded, but development complexity increases

Engineering Contradiction:
Improveactivity spectrumVSAvoidcompound structure complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent achieves universality by designing a core bicyclic compound structure (formula I) that can serve multiple pesticidal functions against different invertebrate pest types including insects, arachnids, and nematodes. The core structure provides broad-spectrum activity while systematic substitution patterns allow optimization for specific target pests, balancing versatility with manageable structural complexity.

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

3Adaptability or versatility

If compound synthesis procedures are expanded, then compound diversity increases, but manufacturing complexity increases

Engineering Contradiction:
Improvecompound diversityVSAvoidsynthesis complexity
Core Design Contradiction:
Adaptability or versatilityVSEase of manufacture

Solution Approach 1:

The patent applies segmentation by dividing the molecule into a core bicyclic structure (formula I) and various substituent groups (R1, R2, R3, Rx, Ar, Het). This segmentation allows independent optimization of each component and enables systematic synthesis through modular assembly of building blocks, thereby increasing compound diversity while maintaining manageable manufacturing complexity through standardized synthetic pathways.

Inventive Principle:
Principle #1Segmentation

Data Source

PatentUS11591335B2Bicyclic pesticidal compounds
Publication Date: 2023.02.28 BASF SE
  • US11591335B2 patent drawing
  • US11591335B2 patent drawing
  • US11591335B2 patent drawing

AI summary

The present invention relates to compounds of formula I,wherein the variables are defined as given in the description and claims. The invention further relates to uses, processes and composition for compounds I.