Cyclopropyl Trifluoromethylpyrazolyl Pyrimidines for Selective Weed Control
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Solution Overview
Problem
Existing herbicides and plant growth regulators lack efficacy against a broad spectrum of economically important weeds and compatibility with crop plants, particularly at low application rates.
Innovation Solution
Development of 4-(4-trifluoromethylpyrazolyl)pyrimidines with a cyclopropyl radical in position 6 of the pyrimidine ring, which exhibit excellent herbicidal activity against a wide range of monocotyledonous and dicotyledonous annual harmful plants while maintaining good compatibility with crop plants.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If existing herbicides are used, then herbicidal activity is achieved, but compatibility with crop plants deteriorates and efficacy at low application rates is insufficient
Solution Approach 1:
The patent modifies the chemical structure of pyrimidine herbicides by introducing a cyclopropyl radical at position 6 and a trifluoromethylpyrazolyl group at position 4. This structural parameter change results in compounds that maintain herbicidal activity while improving compatibility with crop plants, resolving the contradiction between efficacy and safety.
Solution Approach 2:
The invention introduces specific substituents (cyclopropyl at position 6, trifluoromethylpyrazolyl at position 4) at particular locations on the pyrimidine ring. These localized structural modifications create regions of different chemical properties that enable selective herbicidal action - highly active against weeds while being safe for crop plants.
2Quantity of substance
If application rate is reduced, then environmental safety is improved, but herbicidal efficacy deteriorates
Solution Approach 1:
The structural modifications to the pyrimidine core (adding cyclopropyl at position 6 and trifluoromethylpyrazolyl at position 4) enhance the intrinsic potency of the herbicide. This allows the compound to achieve effective weed control at lower application rates, simultaneously improving environmental safety and maintaining herbicidal efficacy.
3Adaptability or versatility
If broad spectrum weed control is achieved, then herbicidal coverage is improved, but selectivity for crop plants deteriorates
Solution Approach 1:
The specific substitution pattern on the pyrimidine ring creates a molecular structure with distinct spatial and electronic properties. The cyclopropyl group at position 6 and trifluoromethylpyrazolyl group at position 4 create local chemical environments that enable the herbicide to bind selectively to weed enzymes while being excluded from crop plant enzymes, achieving both broad spectrum control and crop safety.
Data Source
AI summary
The invention relates to 4-cyclopropyl-6-[4-(trifluoromethyl) pyrazol-1-yl]pyrimidines of general formula (I) and to their agrochemically acceptable salts, and to the use thereof in the field of plant protection.