Substituted Isoxazoline Compounds for Resistant Pest Control

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Solution Overview

Problem

Current 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 substituted isoxazoline compounds and enone oxime compounds with specific structural formulas that exhibit excellent insecticidal and miticidal activity with low toxicity and residual properties, suitable for use as active ingredients in pest control agents.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional pest control agents are used repeatedly, then initial pest control effectiveness is achieved, but pest drug resistance develops and control difficulty increases

Engineering Contradiction:
Improvepest control effectivenessVSAvoidpest resistance
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of pest control agents through specific substitution patterns on the isoxazoline core (e.g., introducing electron-withdrawing groups at positions 3 and 5, varying halogen atoms, alkyl chains, and aromatic substituents). These structural parameter changes create novel compounds with improved biological activity that overcome pest resistance while maintaining selectivity and reduced environmental persistence.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If highly active pest control agents are used, then pest control efficacy improves, but toxicity to non-target organisms increases

Engineering Contradiction:
Improvepest control activityVSAvoidtoxicity to mammals and beneficial organisms
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by introducing specific functional groups at predetermined positions on the isoxazoline molecule. For example, electron-withdrawing groups like halogens (F, Cl, Br) at positions 3 and 5, combined with specific aromatic substituents and alkyl chains, create localized regions of enhanced biological activity that target pest-specific pathways while minimizing interaction with mammalian biological systems.

Inventive Principle:
Principle #3Local quality

3Duration of action of stationary object

If persistent chemical agents are used, then long-lasting pest control is achieved, but environmental accumulation and ecosystem disturbance occur

Engineering Contradiction:
Improveresidual control periodVSAvoidenvironmental persistence
Core Design Contradiction:
Duration of action of stationary objectVSObject-generated harmful factors

Solution Approach 1:

The patent applies dynamics by designing compounds with balanced persistence characteristics. The molecular structure incorporates elements that provide adequate residual activity (such as stable aromatic rings and heterocyclic cores) while including labile functional groups (such as ester linkages, amide bonds, or specific substituent configurations) that enable controlled degradation in the environment through hydrolysis, photolysis, or microbial action, achieving dynamic equilibrium between persistence and degradability.

Inventive Principle:
Principle #15Dynamics

Data Source

PatentUS8053452B2Substituted isoxazoline or enone oxime compound, and pest control agent
Publication Date: 2011.11.08 NISSAN CHEM CORP
  • US8053452B2 patent drawing
  • US8053452B2 patent drawing
  • US8053452B2 patent drawing

AI summary

There is provided a novel pest control agent (pesticide), particulally insecticide or miticide. A substituted isoxazoline compound or a substituted enone oxime compound represented by Formula (1) or (2), and apest control agent containing them:wherein A1, A2, A3 and A4 are C or N, G1 is a benzene ring, etc., G2 is 1-trazolyl, etc., X and Y are halogen atom, etc., R3 is haloalkyl, etc., R3a is halogen atom, etc., R3b and R3c are H, etc., is haloalkyl, etc., m is 0-5, n is 0-4.