Substituted Pyrimidinyloxy Benzene Compounds for Selective Weed Control

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Solution Overview

Problem

Current herbicides for controlling undesirable vegetation in crops like rice, soybean, and sugar beet are either ineffective, costly, toxic, or environmentally harmful, and there is a need for compounds with different sites of action to achieve selective and efficient weed control.

Innovation Solution

Development of substituted pyrimidinyloxy benzene compounds, their N-oxides, and salts, which are used in herbicidal compositions to selectively control weeds by contacting the vegetation or its environment, offering a new site of action for herbicide activity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing herbicides are used for weed control, then vegetation control is achieved, but effectiveness is reduced and environmental harm increases

Engineering Contradiction:
Improveherbicide effectivenessVSAvoidenvironmental harm
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of herbicide compounds through systematic substitution patterns on the pyrimidinyloxy benzene core. Different substituents (halogens, alkyl groups, nitro groups, cyano groups) at specific positions create compounds with varying biological activities, selectivities, and environmental profiles, thereby improving effectiveness while reducing environmental harm through optimized molecular parameters

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite materials by creating herbicidal compositions that combine the substituted pyrimidinyloxy benzene compounds with adjuvants, surfactants, and other compatible substances. These composite formulations enhance the biological activity and selectivity of the active ingredients while improving environmental safety through controlled release and reduced non-target effects

Inventive Principle:
Principle #40Composite materials

2Reliability

If existing herbicides are used for weed control, then vegetation control is achieved, but cost increases

Engineering Contradiction:
Improveherbicide effectivenessVSAvoidproduction cost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent applies segmentation by dividing the herbicidal activity into modular substitution patterns on the pyrimidinyloxy benzene core. This allows systematic development of multiple active ingredients from a common scaffold, reducing R&D costs and enabling efficient manufacturing through shared synthetic pathways and intermediate compounds

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses parameter changes to optimize the balance between herbicidal activity and manufacturing cost by varying substituents with different commercial availability, synthesis complexity, and biological performance. This enables selection of cost-effective compounds that maintain high effectiveness

Inventive Principle:
Principle #35Parameter changes

3Reliability

If existing herbicides are used for weed control, then vegetation control is achieved, but toxicity increases

Engineering Contradiction:
Improveherbicide effectivenessVSAvoidtoxicity
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent applies local quality by introducing specific substituents at defined positions on the pyrimidinyloxy benzene ring system. This localized modification allows optimization of the molecule's interaction with target weed enzymes while minimizing off-target toxicity, achieving high effectiveness with reduced harmful effects through precise structural control

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent employs parameter changes by systematically varying substituent types, positions, and combinations to optimize the toxicological profile. Through structure-activity relationship studies, compounds are selected that maintain high herbicidal potency while exhibiting lower toxicity to non-target organisms and reduced environmental persistence

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP3080102B1Herbicidal substituted pyrimidinyloxy benzene compounds
Publication Date: 2018.01.31 FMC CORP
  • EP3080102B1 patent drawing
  • EP3080102B1 patent drawing
  • EP3080102B1 patent drawing

AI summary

Disclosed are compounds of Formula 1, including all stereoisomers, N-oxides, and salts thereof, (INSERT FORMULA 1 HERE) wherein each Y1, Y2, Y3, Y4, Z, R2, m and R3 are as defined in the disclosure. Also disclosed are compositions containing a compound of Formula 1 and methods for controlling undesired vegetation comprising contacting the undesired vegetation or its environment with an effective amount of a compound or a composition of the invention.