Pyridyl-Pyrazine Herbicides for Broad-Spectrum Weed Control

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current herbicidal agents lack effective compounds with broad-spectrum herbicidal activity, particularly for controlling weeds in crops, and existing pyridyl- and pyrimidyl-pyrazine derivatives have limited application in this area.

Innovation Solution

Development of novel pyridino-pyrazine and pyrimidino-pyrazine derivatives of Formula (I), which exhibit strong herbicidal activity, including specific compounds and their use in herbicidal compositions for weed control in agricultural settings.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If existing pyridyl- and pyrimidyl-pyrazine derivatives are used, then some biological activity is achieved, but broad-spectrum herbicidal activity is insufficient

Engineering Contradiction:
Improvebroad-spectrum herbicidal activityVSAvoidherbicidal efficacy
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies parameter changes by systematically varying substituents at multiple positions (R1-R6, X1, Y1-Y6) on the pyridyl/pyrimidyl-pyrazine core structure. This includes changing heteroatom types, alkyl chain lengths, halogen positions, and functional group combinations to optimize both broad-spectrum activity and herbicidal efficacy across different weed species

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures by combining the pyridyl/pyrimidyl heterocyclic ring system with pyrazine moieties and various substituent groups. This composite approach integrates multiple functional elements (heteroatoms, aromatic rings, alkyl chains, halogen atoms) into a unified herbicidal agent that achieves both broad spectrum and high efficacy

Inventive Principle:
Principle #40Composite materials

2Reliability

If novel pyridino-pyrazine and pyrimidino-pyrazine derivatives are developed, then herbicidal efficacy is improved, but compound complexity increases

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

Solution Approach 1:

The complex herbicidal molecules are segmented into distinct functional modules: a core pyridyl/pyrimidyl-pyrazine scaffold, variable substituent groups (R1-R6), and optional heteroatom replacements (X1). This segmentation allows systematic optimization of each module independently while maintaining overall molecular functionality and herbicidal efficacy

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The pyridyl/pyrimidyl-pyrazine core structure serves as a universal scaffold that can accommodate multiple different substituent combinations and functional groups. This multi-functional design enables a single core structure to generate numerous derivative compounds with varying herbicidal profiles, reducing the need for entirely new molecular frameworks

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

Data Source

PatentEP3684184B1Herbicidally active pyridyl-/pyrimidyl-pyrazine derivatives
Publication Date: 2023.06.21 SYNGENTA PARTICIPATIONS AG
  • EP3684184B1 patent drawing
  • EP3684184B1 patent drawing
  • EP3684184B1 patent drawing

AI summary

The present invention relates to herbicidally active pyridyl-/pyrimidyl-pyrazine derivatives, as well as to processes and intermediates used for the preparation of such derivatives. The invention further extends to herbicidal compositions comprising such derivatives, as well as to the use of such compounds and compositions in controlling undesirable plant growth: in particular the use in controlling weeds, in crops of useful plants.