Pyrimidinecarboxylate Herbicides for Selective Weed Control

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Solution Overview

Problem

Current herbicides lack effectiveness in controlling a broad spectrum of woody plants, grasses, and sedges while maintaining selectivity for beneficial plant species, and they often have adverse environmental or toxicological profiles.

Innovation Solution

Development of novel 2-(substituted)-6-amino-5-(alkyl, alkenyl or alkynyl)-4-pyrimidinecarboxylates and their derivatives, which are designed to be superior herbicides with broad-spectrum weed control and excellent selectivity, using specific chemical structures and agricultural formulations.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If conventional herbicides are used to control broad spectrum of woody plants, grasses, and sedges, then weed control coverage is improved, but selectivity for beneficial plant species deteriorates

Engineering Contradiction:
Improvebroad spectrum weed controlVSAvoidselectivity to beneficial plants
Core Design Contradiction:
Adaptability or versatilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by introducing specific substituent groups at defined positions on the pyrimidine ring structure. Different substituents (e.g., alkyl, alkenyl, alkynyl groups at position 5; amino groups at position 6) create localized chemical properties that enable selective binding to weed enzymes while sparing beneficial plants. This molecular-level differentiation allows broad spectrum control with maintained selectivity.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent utilizes parameter changes by systematically varying chemical parameters (substituent types, positions, and configurations) on the pyrimidinecarboxylic acid core structure. By modifying these molecular parameters, the compound achieves optimal balance between broad weed control activity and selective toxicity to beneficial plants, transforming the herbicide's interaction profile with different plant species.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If existing herbicide structures are used to achieve broad-spectrum control, then weed control effectiveness is improved, but toxicological or environmental profiles deteriorate

Engineering Contradiction:
Improveherbicidal activityVSAvoidtoxicological or environmental profile
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent applies parameter changes by modifying the chemical parameters of existing herbicide structures through systematic substitution of functional groups. This transforms the toxicological profile while maintaining herbicidal activity, creating compounds with improved environmental behavior and reduced non-target organism toxicity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs the principle of using compounds with rapid degradation pathways. The pyrimidinecarboxylic acid derivatives are designed to break down into benign products in the environment, eliminating persistent harmful effects. This disposable approach ensures that while the compound provides effective weed control, its environmental footprint is minimal and temporary.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Data Source

PatentEP2193120B12-substituted-6-amino-5-alkyl, alkenyl or alkynyl-4-pyrimidinecarboxylic acids and 6-substituted-4-amino-3- alkyl, alkenyl or alkynyl picolinic acids and their use as herbicides
Publication Date: 2016.07.13 DOW AGROSCIENCES LLC
  • EP2193120B1 patent drawing
  • EP2193120B1 patent drawing
  • EP2193120B1 patent drawing

AI summary

6-Amino-4-pyrimidinecarboxylic acids having alkyl, alkenyl or alkynyl substituents in the 5 -position and 4 -aminopicolinic acids having alkyl, alkenyl or alkynyl substituents in the 3 -position, and their amine and acid derivatives of formula I, are potent herbicides demonstrating a broad spectrum of weed control.