Herbicidal Picolinates for Resistant Weed Control

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Solution Overview

Problem

Current herbicides are ineffective against herbicide-resistant weeds like kochia and common poppy, leading to yield reductions and increased costs in crop management, as these weeds have developed resistance to conventional herbicides such as glyphosate, ALS-inhibiting herbicides, and auxinic herbicides.

Innovation Solution

Development of novel herbicidal compounds of Formula (I), which include specific alkynyl and amino-substituted groups, that can effectively control undesirable vegetation by contacting the weeds or pre-emergently applying the compounds to soil or water, offering a broader spectrum of weed control and addressing herbicide tolerance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional herbicides (glyphosate, ALS-inhibiting herbicides, auxinic herbicides) are used to control weeds, then crop management is simplified and costs are reduced, but herbicide-resistant weeds (kochia, common poppy) are not effectively controlled leading to yield reductions

Engineering Contradiction:
Improveherbicide effectivenessVSAvoidcrop yield
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of picolinic acid derivatives through specific substitutions at positions 4 and 6 (amino group and heterocyclic or alkynyl groups respectively), creating new chemical compounds with altered biological properties that overcome herbicide resistance while maintaining herbicidal activity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite herbicidal compounds by combining multiple functional groups (amino, heterocyclic, alkynyl) within the picolinic acid derivative structure, resulting in a composite molecular structure that provides both herbicidal activity and resistance to herbicide-resistant weed biotypes

Inventive Principle:
Principle #40Composite materials

2Reliability

If new herbicidal compounds of Formula (I) are developed to control resistant weeds, then herbicidal activity against resistant weeds is improved, but compound structure complexity increases

Engineering Contradiction:
Improveherbicidal activityVSAvoidcompound structure
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies segmentation by dividing the complex herbicidal molecule into distinct functional segments: the picolinic acid core structure, the amino group at position 4, and the heterocyclic or alkynyl group at position 6. This modular approach allows for systematic variation of substituents to optimize activity while managing structural complexity

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent achieves universality by designing a core picolinic acid derivative structure that can accommodate multiple types of substituents (heterocyclic groups, alkynyl groups, and various combinations thereof) while maintaining herbicidal activity against multiple weed biotypes, including those resistant to conventional herbicides

Inventive Principle:
Principle #6Universality (Multi-functionality)

Data Source

PatentEP3621439B14-amino-6-(heterocyclic)picolinates and 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their use as herbicides
Publication Date: 2022.11.30 CORTEVA AGRISCIENCE LLC
  • EP3621439B1 patent drawing
  • EP3621439B1 patent drawing
  • EP3621439B1 patent drawing

AI summary

4-Amino-6-(heterocyclic)picolinicates and their derivatives; 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their derivatives; and methods of using the same as herbicides.