4-Membered Ring Carboxamides With Chiral Nematicidal Selectivity

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Solution Overview

Problem

Existing nematicides do not effectively address the need for compounds with specific stereochemistry that provide enhanced nematicidal activity against nematodes.

Innovation Solution

Development of novel 4-membered ring carboxamide compounds with cis-substituted stereochemistry at specific positions, formulated in compositions where the ratio of the active compound to its enantiomer exceeds 1:1, ensuring high nematicidal activity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing nematicides are used, then general nematicidal activity is achieved, but enhanced nematicidal activity against nematodes is not obtained

Engineering Contradiction:

Improvenematicidal activityVSAvoideffectiveness against nematodes

Core Design Contradiction:

ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies local quality by specifying precise stereochemical configurations at particular positions within the four-membered ring structure. The compound requires specific cis-substituted stereochemistry at two positions with defined absolute stereochemistry, creating localized structural features that enhance nematicidal activity against nematodes while maintaining the overall molecular framework

Inventive Principle:

Principle #3Local quality

Solution Approach 2:

The invention utilizes asymmetry by defining specific enantiomeric forms with particular absolute stereochemistry at two positions in the four-membered ring. The compound is characterized by specific cis-substituted stereochemistry with defined spatial arrangement, and compositions contain a high ratio of the active enantiomer to its enantiomer (greater than 1:1), leveraging chiral asymmetry to achieve superior nematicidal efficacy

Inventive Principle:

Principle #4Asymmetry

2Reliability

If compounds with specific stereochemistry are developed, then enhanced nematicidal activity is achieved, but compound complexity increases

Engineering Contradiction:

Improvenematicidal activityVSAvoidstereochemical complexity

Core Design Contradiction:

ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies parameter changes by modifying the stereochemical parameters of the four-membered ring compound. Specifically, it defines particular absolute stereochemistry configurations at two positions and specifies cis-substituted stereochemistry, thereby changing the spatial arrangement parameters to achieve enhanced nematicidal activity while maintaining a manageable structural framework

Inventive Principle:

Principle #35Parameter changes

Data Source

PatentUSRE50724E14-membered ring carboxamides used as nematicides

Publication Date: 2026.01.06 SYNGENTA CROP PROTECITON AG

AI summary

Compounds of the formula (I), in which the substituents are as defined in claim 1, are suitable for use as nematicides.