Optically Active Triazole Pesticide for Mite Control
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Solution Overview
Problem
Existing pesticides lack sufficient efficacy at low doses and do not effectively control a wide range of pests, particularly plant-parasitic mites and nematodes, and fail to maintain control over time.
Innovation Solution
The development of optically active (+)-1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfinyl)phenyl]-5-amino-3-(trifluoromethyl)-1H-1,2,4-triazole, which exhibits superior pesticidal activity compared to its optical isomer and racemic modification, is used as an active ingredient in a pesticide formulation to control various pests.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If a racemic modification or conventional pesticide is used, then the pesticide can be manufactured and applied, but the pesticidal activity is insufficient at low doses and cannot effectively control a wide range of pests
Solution Approach 1:
The racemic mixture is segmented into individual enantiomers through optical resolution, isolating the (+)-enantiomer which possesses superior pesticidal activity. This segmentation allows the active component to be used at lower doses while maintaining or enhancing effectiveness against pests.
Solution Approach 2:
The patent changes the stereochemical parameter by selecting the specific (+)-enantiomer form of the compound. This parameter change from racemic mixture to pure enantiomer results in significantly enhanced pesticidal activity, allowing effective control at lower doses.
2Duration of action of stationary object
If a conventional pesticide is used, then application can be performed, but the control effect is not maintained over time
Solution Approach 1:
The patent applies preliminary action by using the optimized (+)-enantiomer compound that is designed to maintain its pesticidal activity over an extended period. The compound's enhanced stability and activity profile ensure sustained control effects throughout the intended application period.
3Object-affected harmful factors
If environmental safety is improved by reducing dose, then fewer side effects occur, but sufficient pesticidal activity becomes harder to achieve
Solution Approach 1:
By changing the stereochemical parameter to use the pure (+)-enantiomer, the patent achieves higher specific activity per unit dose. This allows reduction of the overall dose required for effective pest control, thereby improving environmental safety while maintaining or enhancing pesticidal reliability.
Data Source
AI summary
To provide a triazole compound which has remarkably excellent pesticidal activities. Optically active (+)-1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfinyl)phenyl]-5-amino-3-(trifluoromethyl)-1H-1,2,4-triazole represented by the following formula (I), which is obtainable by subjecting a racemic modification of 1-[2-fluoro-4-methyl-5-(2,2,2-trifluoroethylsulfinyl)phenyl]-5-amino-3-(trifluoromethyl)-1 H-1,2,4-triazole to optical resolution: