Heterocyclic Picolinates for Broad-Spectrum Herbicide Control

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current herbicides lack a broader spectrum of weed control, selectivity, minimal crop damage, storage stability, ease of handling, and effectiveness against herbicide-tolerant weeds, necessitating the development of new chemical herbicides.

Innovation Solution

The development of compounds such as 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl) picolinic acid and its derivatives, which are used in herbicidally effective amounts to control undesirable vegetation through direct application or pre-emergent soil/water contact, offering enhanced activity and stability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If existing herbicides are used, then weed control is achieved, but the spectrum of weed control is limited and herbicide tolerance develops

Engineering Contradiction:
Improvespectrum of weed controlVSAvoidherbicide tolerance
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of herbicide molecules, specifically creating compounds with heterocyclic substituents at the 6-position of the picolinate ring. This structural parameter change results in enhanced herbicidal activity and broader spectrum of weed control while addressing herbicide tolerance issues through altered molecular properties

Inventive Principle:
Principle #35Parameter changes

2Productivity

If new chemical herbicides are developed, then broader spectrum of weed control and enhanced activity are achieved, but crop damage and selectivity issues may worsen

Engineering Contradiction:
Improveactivity against weedsVSAvoidcrop damage
Core Design Contradiction:
ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by introducing specific heterocyclic substituents (such as triazolopyridine, pyrimido[5,4-b]pyridine, or triazinopyrimidine groups) at the 6-position of the picolinate molecule. This localized structural modification provides enhanced weed control activity while the specific chemical properties of these heterocyclic groups contribute to improved selectivity and reduced crop damage

Inventive Principle:
Principle #3Local quality

3Reliability

If herbicides are applied, then weed control is achieved, but storage stability and ease of handling may be compromised

Engineering Contradiction:
Improvestorage stabilityVSAvoidease of handling
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent applies composite materials by combining the picolinate core structure with heterocyclic substituents to create composite herbicide molecules. This molecular composite approach enhances storage stability through improved chemical stability while the resulting compounds maintain good solubility and handling characteristics suitable for agricultural application

Inventive Principle:
Principle #40Composite materials

Data Source

PatentEP3569600B14-amino-6-(heterocyclic)picolinates and 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates and their use as herbicides
Publication Date: 2023.06.14 CORTEVA AGRISCIENCE LLC
  • EP3569600B1 patent drawing
  • EP3569600B1 patent drawing
  • EP3569600B1 patent drawing

AI summary

4-Amino-6-(heterocyclic)picolinic acids, 6-amino-2-(heterocyclic)pyrimidine-4-carboxylates, and derivatives thereof are provided. Also provided are herbicidal compositions including these compounds, as well as methods of using thereof as herbicides.