Pyrazol-3-yloxy Alkoxyalkyl Acids for Selective Weed Control

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Solution Overview

Problem

Current herbicides lack effective broad-spectrum efficacy against weeds while maintaining selectivity in crops, and existing pyrazole derivatives do not adequately address the need for high herbicidal action and crop compatibility.

Innovation Solution

Development of novel (1,4,5-trisubstituted 1H-pyrazol-3-yl)oxy-2-alkoxyalkyl acids and their derivatives, specifically esters, salts, and amides, with methoxy or ethoxy substitution, which exhibit strong herbicidal activity and high selectivity against broadleaved weeds and weed grasses without harming crops.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Object-affected harmful factors

If existing pyrazole derivatives are used for herbicidal control, then some herbicidal action is achieved, but broad-spectrum efficacy against both broadleaved weeds and weed grasses is insufficient

Engineering Contradiction:
Improveherbicidal efficacyVSAvoidbroad-spectrum efficacy
Core Design Contradiction:
Object-affected harmful factorsVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by systematically varying the substitution patterns on the pyrazole ring (different groups at positions 1, 4, and 5) and modifying the alkoxyalkyl acid side chain parameters (different alkyl groups, ester/amide/salt variations) to achieve enhanced broad-spectrum herbicidal activity against both broadleaved weeds and grasses while maintaining crop selectivity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures by combining the pyrazole core with specific substituent groups (such as methoxy, halogen, alkyl) and diverse side chains (esters, amides, salts), resulting in a series of compounds with improved herbicidal properties that overcome the limitations of simpler pyrazole derivatives

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If existing pyrazole derivatives are used, then some herbicidal activity is achieved, but selectivity and crop compatibility are not adequate

Engineering Contradiction:
Improveherbicidal activityVSAvoidcrop compatibility
Core Design Contradiction:
Object-affected harmful factorsVSReliability

Solution Approach 1:

The patent applies local quality by introducing specific substituent groups at particular positions on the pyrazole ring (positions 1, 4, and 5) with different chemical properties (electron-withdrawing, electron-donating, hydrophobic, hydrophilic groups), thereby locally modifying the molecule's interaction with target enzymes in weeds versus crops to achieve selective herbicidal activity with improved crop safety

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention utilizes parameter changes by systematically exploring different substitution patterns and side chain configurations to optimize the balance between herbicidal potency and crop selectivity, achieving compounds that maintain high activity against weeds while being compatible with crop plants

Inventive Principle:
Principle #35Parameter changes

3Object-affected harmful factors

If novel compounds with improved efficacy are developed, then herbicidal action is enhanced, but compound structure complexity increases

Engineering Contradiction:
Improveherbicidal actionVSAvoidcompound structure
Core Design Contradiction:
Object-affected harmful factorsVSDevice complexity

Solution Approach 1:

The patent applies segmentation by dividing the herbicidal molecule into distinct functional modules: a pyrazole core structure with specific substitution patterns, variable side chains (esters, amides, salts), and different alkyl groups. This modular approach allows systematic optimization of herbicidal activity while maintaining a manageable level of structural complexity through combinatorial variation of predefined building blocks

Inventive Principle:
Principle #1Segmentation

Data Source

PatentUS20240391862A1(1,4,5-trisubstituted-1h-pyrazol-3-yl)oxy-2-alkoxy alkyl acids and their derivatives, their salts and their use as herbicidal agents
Publication Date: 2024.11.28 BAYER AG
  • US20240391862A1 patent drawing
  • US20240391862A1 patent drawing
  • US20240391862A1 patent drawing

AI summary

The present invention relates to novel, herbicidally active (1,4,5-trisubstituted 1H-pyrazol-3-yl)oxy-2-alkoxyalkyl acids and their derivatives of the general formula (I) and their agrochemically compatible salts, N-oxides, hydrates, and hydrates of the salts and N-oxides, to processes for preparation thereof and to the use thereof for control of broadleaved weeds and weed grasses in crops of useful plants, and for general control of broadleaved weeds and weed grasses in areas of the environment where plant growth is troublesome.The derivatives of the (1,4,5-trisubstituted 1H-pyrazol-3-yl)oxy-2-alkoxyalkyl acids include in particular their esters and/or amides.