Fused Ring Pyrimidine Compounds for Resistant Pest Control

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Solution Overview

Problem

Current pest control agents lack effectiveness against various pests, particularly resistant harmful insects, and do not utilize fused ring pyrimidine compounds with substituted benzyl groups or heteroarylmethyl groups as active ingredients.

Innovation Solution

A fused ring pyrimidine compound represented by formula (I) or its salt, which includes various substituents such as hydrogen, halogen, alkyl, and heterocyclic groups, is developed to serve as a pest control agent, effective against a range of harmful insects, including resistant strains.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional pest control agents are used, then they provide some pest control effect, but they lack effectiveness against resistant harmful insects

Engineering Contradiction:
Improvepest control efficacyVSAvoideffectiveness against resistant pests
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of pyrimidine compounds - specifically introducing fused ring structures (1,2,4-triazolo[1,5-a]pyrimidine or pyrazolo[1,2-a]pyrimidine) and substituting nitrogen atoms with heteroarylmethyl groups. These structural parameter changes create new compounds with enhanced biological activity that overcomes resistance in harmful insects while maintaining pest control efficacy.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If fused ring pyrimidine compounds with heteroarylmethyl groups are synthesized, then novel structures are obtained, but no pest control activity is demonstrated in prior art

Engineering Contradiction:
Improvestructural noveltyVSAvoidpest control activity
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies self-service by designing compounds where the heteroarylmethyl substituent on the nitrogen atom serves dual purposes: it provides structural novelty for patentability and simultaneously contributes to biological activity. The heterocyclic ring in the heteroarylmethyl group can interact with biological targets, making the compound itself sufficient for pest control without requiring additional functional groups.

Inventive Principle:
Principle #25Self-service

3Manufacturing precision

If ketone or thioketone structures are included in the fused ring as required by prior art, then specific structural requirements are met, but structural flexibility is limited

Engineering Contradiction:
Improvestructural complianceVSAvoidstructural diversity
Core Design Contradiction:
Manufacturing precisionVSAdaptability or versatility

Solution Approach 1:

The patent applies taking out by removing the mandatory ketone or thioketone structure requirement from the fused ring system. By extracting this structural constraint, the invention allows for greater structural diversity including compounds where the fused ring contains only carbon and nitrogen atoms without carbonyl groups, thereby expanding the scope of applicable compounds while maintaining pest control activity.

Inventive Principle:
Principle #2Taking out (Extraction)

Data Source

PatentUS9963451B2Fused ring pyrimidine compound and pest control agent containing the same
Publication Date: 2018.05.08 MITSUI CHEM CROP & LIFE SOLUTIONS INC

AI summary

Provided is a pest control agent containing a fused ring pyrimidine compound represented by the following formula (I) or a salt thereof as an effective component. In formula (I), A represents a nitrogen atom or C—R4, B represents a nitrogen atom or C—R5, D represents a nitrogen atom or C—R6, X represents an oxygen atom, N—R7 or the like, each of R1, R2, R4 and R6 independently represents a hydrogen atom or the like, each of R3a and R3b independently represents a hydrogen atom or the like, R5 represents an alkylthio group or the like, R7 represents an alkoxy group or the like, and Ht represents a pyridyl group that may be substituted, or the like.