Sulfonamide Compounds for Nematode Control

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Solution Overview

Problem

Current methods for controlling plant-parasitic nematodes are inadequate due to widespread resistance to anthelmintic agents, leading to reduced crop yields and increased costs, with a need for more effective, less toxic, environmentally safer compounds with different modes of action.

Innovation Solution

Development of sulfonamide compounds of Formula 1, their N-oxides, and salts, which are used in compositions to control parasitic nematodes by contacting the nematodes or their environments, optionally combined with surfactants, solid or liquid diluents, and additional biologically active compounds.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing anthelmintic agents are used to control nematodes, then nematode control is achieved, but resistance develops in nematode parasites

Engineering Contradiction:
Improvenematode control effectivenessVSAvoidresistance development
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of sulfonamide compounds through systematic variation of substituents (R1-R14 groups) at different positions in the molecule. This structural parameter changes approach allows exploration of new chemical spaces that nematodes have not evolved resistance to, while maintaining the core sulfonamide pharmacological framework for nematode control effectiveness.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If new chemical compounds are developed to overcome resistance, then nematode control effectiveness is improved, but toxicity and environmental safety become concerns

Engineering Contradiction:
Improvenematode control effectivenessVSAvoidtoxicity and environmental safety
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by introducing specific functional groups and substituents at particular positions in the sulfonamide molecule structure. Different R groups (such as aromatic, heteroaromatic, aliphatic, or cyclic substituents) are strategically placed to optimize biological activity while controlling toxicity. This localized structural modification allows fine-tuning of the compound's interaction with nematode targets versus non-target organisms.

Inventive Principle:
Principle #3Local quality

3Reliability

If conventional sulfonamides are used, then nematode control is achieved, but crop yield reduction and increased costs occur

Engineering Contradiction:
Improvenematode controlVSAvoidcrop yield
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent applies dynamics by creating a versatile framework where the sulfonamide core structure can be dynamically adjusted through different substituent combinations. This allows optimization of compound properties for specific crop-nematode interactions, improving control effectiveness while minimizing impact on crop yield. The dynamic substituent variation enables tailored solutions for different agricultural scenarios.

Inventive Principle:
Principle #15Dynamics

Data Source

PatentUS9023850B2Nematocidal sulfonamides
Publication Date: 2015.05.05 CORTEVA AGRISCIENCE LLC
  • US9023850B2 patent drawing
  • US9023850B2 patent drawing
  • US9023850B2 patent drawing

AI summary

Disclosed are compounds of Formula 1, N-oxides, and salts thereof,whereinZ is O or S;A1, A2, A3 and A4 are independently N or CR1, provided that only one of A1, A2, A3 and A4 is N; andR1, R2, R3 and Q are as defined in the disclosure.Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling a parasitic nematode comprising contacting the parasitic nematode or its environment with a biologically effective amount of a compound or a composition of the invention.