Selective Herbicidal Indazole Derivatives for Crop Protection

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Solution Overview

Problem

Current herbicides lack effective compounds for selective weed control in crops, particularly in maize, wheat, and rice, with existing herbicidal compounds often showing non-selective toxicity to both weeds and crops.

Innovation Solution

Development of novel herbicidal compounds of Formula (I), which include specific benzimidazole and indazole derivatives, formulated into herbicidal compositions with agronomically acceptable salts and adjuvants for targeted weed control, allowing for selective application without harming crop plants.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing herbicidal compounds are used, then weed control is achieved, but selectivity between weeds and crops is poor causing crop damage

Engineering Contradiction:
Improveweed control efficacyVSAvoidcrop damage
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by introducing specific substituent patterns at defined positions on the benzimidazole and indazole cores. Different substituents (halogens, alkyl groups, alkoxy groups, nitro groups) are placed at specific positions to create compounds with differentiated biological activities - achieving high efficacy against weeds while maintaining safety for specific crop plants through localized molecular modifications.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent employs parameter changes by systematically varying molecular parameters including substituent types, substituent positions, and molecular size. By changing these parameters across a series of derivatives, the invention optimizes the balance between herbicidal activity and crop selectivity, transforming compounds with poor selectivity into highly selective herbicides through precise parameter adjustment.

Inventive Principle:
Principle #35Parameter changes

2Productivity

If non-selective herbicides are applied, then weed control is effective, but crop plant tolerance cannot be maintained

Engineering Contradiction:
Improveweed control effectivenessVSAvoidcrop plant tolerance
Core Design Contradiction:
ProductivityVSAdaptability or versatility

Solution Approach 1:

The patent applies segmentation by dividing the herbicide molecule into distinct functional segments - a core benzimidazole or indazole structure with specific substituent regions. This segmentation allows independent optimization of different molecular regions to achieve contradictory properties: high weed control effectiveness from one segment and crop plant tolerance from another segment.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent employs composite materials by combining multiple substituent types (halogens, alkyl groups, alkoxy groups, nitro groups) on a common heterocyclic core. This composite molecular structure integrates different functional groups that contribute differently to biological activity, achieving both high productivity in weed control and adaptability in crop plant tolerance simultaneously.

Inventive Principle:
Principle #40Composite materials

3Reliability

If herbicidal compounds with high efficacy are used, then weed control improves, but selectivity for specific crops decreases

Engineering Contradiction:
Improveherbicidal efficacyVSAvoidcrop selectivity
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies dynamics by creating a series of related compounds where small structural changes dynamically alter biological activity profiles. By systematically modifying substituent positions and types, the invention dynamically adjusts the balance between herbicidal efficacy and crop selectivity, allowing optimization for specific crop-weed combinations through precise molecular tuning.

Inventive Principle:
Principle #15Dynamics

Data Source

PatentUS20230002357A17-pyrimidine-2-YL-OXY-indazole derivatives and their use as herbicides
Publication Date: 2023.01.05 SYNGENTA CROP PROTECITON AG
  • US20230002357A1 patent drawing
  • US20230002357A1 patent drawing
  • US20230002357A1 patent drawing

AI summary

The present invention relates to compounds of Formula (I), or an agronomically acceptable salt of said compounds wherein X, Y1, Y2, Z1, Z2, R1, R2, R5, R6 and n are as defined herein. The invention further relates to herbicidal compositions which comprise a compound of Formula (I) and to the use of compounds of Formula (I) for controlling weeds, in particular in crops of useful plants.