Substituted Dihydroazole Compounds for Resistant Pest Control

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Solution Overview

Problem

Conventional pest control agents face challenges due to drug resistance in pests, high toxicity, and environmental persistence, making it difficult to effectively control agricultural and horticultural pests while minimizing harm to non-target organisms.

Innovation Solution

Development of novel N-acyl-1-(4-dihydroazole-substituted phenyl) alkylamine and bis(substituted aryl)-substituted dihydroazole compounds with General Formula (1), which exhibit excellent insecticidal and miticidal activity with low toxicity and residual properties, targeting various agricultural and horticultural pests, including those resistant to conventional pesticides.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional pest control agents are used to achieve pest control, then pest control activity is obtained, but drug resistance in pests develops and toxicity to non-target organisms increases

Engineering Contradiction:
Improvepest control activityVSAvoidtoxicity to non-target organisms
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of dihydroazole compounds through specific substitutions at positions 3 and 5 with electron-withdrawing groups, and by optimizing the acyl and alkylamine moieties in Formula (1). These structural parameter changes result in compounds with improved pest control activity and reduced toxicity to non-target organisms compared to conventional agents

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures by combining dihydroazole core with N-acyl-1-(4-dihydroazole-substituted phenyl) alkylamine components. This composite approach integrates multiple functional groups (electron-withdrawing substituents, acyl groups, alkylamine groups) to achieve synergistic effects that provide both high pest control activity and reduced harmful effects on non-target organisms

Inventive Principle:
Principle #40Composite materials

2Productivity

If conventional pest control agents are used to control pests, then initial pest control effectiveness is achieved, but environmental persistence and residual properties worsen

Engineering Contradiction:
Improvepest control effectivenessVSAvoidenvironmental persistence
Core Design Contradiction:
ProductivityVSDuration of action of stationary object

Solution Approach 1:

The patent modifies environmental persistence parameters by introducing specific substituents (electron-withdrawing groups at positions 3 and 5 of dihydroazole, halogen atoms, trifluoromethyl groups) that alter the compound's degradation rate. These parameter changes enable the compounds to maintain effectiveness against resistant pests while reducing long-term environmental persistence and residual accumulation

Inventive Principle:
Principle #35Parameter changes

3Reliability

If conventional insecticides are used to achieve high pest control activity, then pest mortality increases, but adverse effects on beneficial insects and mammals increase

Engineering Contradiction:
Improveinsecticidal activityVSAvoidadverse effects on beneficial insects
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent applies local quality by introducing specific electron-withdrawing substituents at particular positions (3 and 5) of the dihydroazole ring, while leaving other regions of the molecule with different properties. This localized modification approach creates compounds that selectively target pest insects while having reduced adverse effects on beneficial insects and mammals, achieving differentiated biological activity

Inventive Principle:
Principle #3Local quality

Data Source

PatentUS8268754B2Substituted dihydroazole compound and pest control agent
Publication Date: 2012.09.18 NISSAN CHEM CORP
  • US8268754B2 patent drawing
  • US8268754B2 patent drawing
  • US8268754B2 patent drawing

AI summary

There is provided a novel pest control agent, particularly an insecticide or miticide. A substituted dihydroazole compound of General Formula (1) or a salt thereof:where A1, A2, A3 and A4 are independently C—Y or N, A5 is —CH2—, etc., G1 is a benzene ring, etc., G2 is G2-1, G2-6, G2-9, etc., X is a halogen atom, C1-2haloalkyl, etc., Z is methyl, —NH2, etc., R1 is —C(O)R1a, etc., R1a is C1-4alkyl, etc., R2 is H, C1-4alkyl, etc., R3 is C1-2haloalkyl, etc., R4 is H, cyano, methyl, etc., m is an integer of 1, 2, 3, etc., n is an integer of 0 or 1; and a pest control agent comprising the compound or the salt thereof.