Substituted Pyridinyloxybenzenes for Selective Herbicidal Control

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Solution Overview

Problem

Current crop protection agents for selective control of broad-leaved weeds and weed grasses in crops face issues such as insufficient herbicidal activity, limited spectrum of control, low selectivity, toxicological concerns, economic production challenges, and activity dependence on environmental conditions.

Innovation Solution

Development of substituted pyridinyloxybenzenes and their salts, which carry a heteroaryl ring at the 2-position, offering improved herbicidal activity, crop plant compatibility, and economic production viability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If known herbicidal compounds are used for selective control of broad-leaved weeds, then herbicidal activity is achieved, but crop plant compatibility deteriorates

Engineering Contradiction:
Improveherbicidal activityVSAvoidcrop plant compatibility
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of known herbicidal compounds (pyridinyloxybenzenes) through systematic substitution at specific positions (particularly position 2) with various heteroaryl groups, halogens, and other substituents. This structural parameter modification maintains herbicidal activity while improving crop plant compatibility, as evidenced by the enhanced selectivity and reduced phytotoxicity observed in the new compounds compared to known agents.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If known herbicidal compounds are used, then broad-spectrum control is achieved, but selectivity in crops deteriorates

Engineering Contradiction:
Improvespectrum of controlVSAvoidselectivity in crops
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies local quality by introducing specific substituent groups at particular positions (especially position 2) of the pyridinyloxybenzene core structure. These localized structural modifications create compounds that maintain broad-spectrum herbicidal activity against multiple weed species while simultaneously improving selectivity and compatibility with specific crop plants through tailored molecular properties.

Inventive Principle:
Principle #3Local quality

3Reliability

If known herbicidal compounds are used, then herbicidal activity is achieved, but economic viability of production deteriorates

Engineering Contradiction:
Improveherbicidal activityVSAvoideconomic viability of production
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent applies segmentation by dividing the herbicidal compound into a core pyridinyloxybenzene structure and separate substituent groups (heteroaryl groups, halogens, etc.). This modular approach allows for systematic synthesis where the core structure can be prepared once and then combined with various substituents through standardized reactions, improving economic viability while maintaining herbicidal activity.

Inventive Principle:
Principle #1Segmentation

4Reliability

If known herbicidal compounds are used, then herbicidal function is achieved, but activity dependence on environmental conditions worsens

Engineering Contradiction:
Improveherbicidal activityVSAvoiddependence on environmental conditions
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies composite materials by creating hybrid molecular structures that combine the pyridinyloxybenzene core with diverse heteroaryl groups (pyridine, pyrimidine, pyrazole, isoxazole, triazole) and various substituents. This composite structural approach produces compounds with improved environmental stability and reduced dependence on weather and soil conditions, while maintaining reliable herbicidal activity.

Inventive Principle:
Principle #40Composite materials

Data Source

PatentUS12052991B2Substituted pyridinyloxybenzenes and salts thereof and use thereof as herbicidal agents
Publication Date: 2024.08.06 BAYER AG
  • US12052991B2 patent drawing
  • US12052991B2 patent drawing
  • US12052991B2 patent drawing

AI summary

Described are substituted pyridinyloxybenzenes of the general formula (I)and the use thereof as herbicides, in particular for controlling broad-leaved weeds and/or weed grasses in crops of useful plants and/or as plant growth regulators for influencing the growth of crops of useful plants.The present invention further relates to herbicidal and/or plant growth-regulating compositions comprising one or more compounds of the general formula (I).