Novel Herbicidal Compounds for Selective Weed Control

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Solution Overview

Problem

Current herbicidal compounds, such as N-(tetrazol-5-yl)- and N-(triazol-5-yl)-arylcarboxamides, have limitations in efficacy and specificity for controlling weeds in crops, particularly in providing broad-spectrum weed control with minimal impact on the target crops.

Innovation Solution

Development of novel herbicidal compounds of Formula (I), which include specific structural variations in aryl and heteroaryl groups, allowing for enhanced biological activity and formulation into agronomically acceptable salts and herbicidal compositions with formulation adjuvants for improved weed control.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional herbicidal compounds (N-(tetrazol-5-yl)- and N-(triazol-5-yl)-arylcarboxamides) are used, then herbicidal activity is provided, but efficacy and specificity for controlling weeds in crops are limited

Engineering Contradiction:
Improveherbicidal efficacyVSAvoidbroad-spectrum weed control capability
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by systematically varying key structural parameters of the herbicidal compounds, specifically modifying the aryl group (Ar¹) with different substituents (R¹, R², R³) and the heteroaryl group (Ar²) with different nitrogen-containing heterocycles. These structural parameter changes enable the compounds to achieve both high herbicidal efficacy against multiple weed species and improved specificity for selective weed control in crops, resolving the contradiction between reliability and adaptability.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If novel structural variations of herbicidal compounds are developed, then biological activity is enhanced, but structural complexity increases

Engineering Contradiction:
Improvebiological activityVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies segmentation by dividing the herbicidal compound into distinct functional segments: a core carboxamide structure, a substituted aryl group (Ar¹), and a heteroaryl group (Ar²). Each segment can be independently optimized and synthesized, then assembled to create compounds with enhanced biological activity. This modular approach manages structural complexity while enabling systematic enhancement of herbicidal properties through targeted modifications of specific segments.

Inventive Principle:
Principle #1Segmentation

Data Source

PatentEP3307730B1Herbicidal compounds
Publication Date: 2019.07.24 SYNGENTA PARTICIPATIONS AG
  • EP3307730B1 patent drawing
  • EP3307730B1 patent drawing
  • EP3307730B1 patent drawing

AI summary

The present invention relates to compounds of Formula (I), or an agronomically acceptable salt of said compounds wherein A1a, A1b, R1, R2, R3 and R4 and R5 are as defined herein. The invention further relates to herbicidal compositions which comprise a compound of Formula (I), and to their use for controlling weeds, in particular in crops of useful plants.