Cross-linked cyclic amine compounds for pest control

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Solution Overview

Problem

Conventional pest control compounds face issues such as insufficient efficacy, drug resistance, phytotoxicity, and toxicity to mammals and fish, limiting their industrial synthesis and safe use for pest control.

Innovation Solution

Development of novel cyclic amine compounds with specific structures that exhibit excellent insecticidal and acaricidal activities, including salts and N-oxides, which can be used as active ingredients in pest control agents, providing high safety and effectiveness against crop-damaging insects and acarids.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional pest control compounds are used, then pest control effect is achieved, but drug resistance occurs and efficacy becomes insufficient

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

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of pest control compounds through cross-linking cyclic amine structures with specific substituents (aromatic rings, heterocyclic groups, and linker groups). This structural parameter change creates novel compounds with improved efficacy and reduced resistance development compared to conventional compounds.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs composite materials by creating cross-linked cyclic amine compounds that combine multiple functional groups (cyclic amine core, aromatic substituents, heterocyclic groups, and linker groups) into a single molecular structure. This composite approach enhances pest control effectiveness while addressing drug resistance issues.

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional pest control compounds are used, then pest control activity is achieved, but phytotoxicity and contamination in plant bodies occur

Engineering Contradiction:
Improvepest control activityVSAvoidphytotoxicity
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by introducing specific functional groups at particular positions on the cyclic amine structure (such as aromatic rings at N-substituent positions and heterocyclic groups at C-substituent positions). This localized structural modification targets pest control activity while minimizing harmful effects on plants.

Inventive Principle:
Principle #3Local quality

3Reliability

If conventional pest control compounds are used, then pest control effect is achieved, but strong toxicity against mammals and fish occurs

Engineering Contradiction:
Improvepest control effectVSAvoidtoxicity to mammals and fish
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent uses parameter changes by modifying molecular parameters of pest control compounds through cross-linking cyclic amine structures with specific aromatic and heterocyclic substituents. These parameter modifications maintain high pest control activity while reducing toxicity to non-target organisms such as mammals and fish.

Inventive Principle:
Principle #35Parameter changes

4Reliability

If novel cyclic amine compounds with specific structures are developed, then excellent insecticidal and acaricidal activities are achieved, but industrial synthesis favorability must be maintained

Engineering Contradiction:
Improveinsecticidal and acaricidal activitiesVSAvoidindustrial synthesis favorability
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent applies segmentation by dividing the complex cyclic amine structure into modular components (cyclic amine core, aromatic substituents, heterocyclic groups, and linker groups) that can be synthesized separately and then assembled. This modular approach facilitates industrial synthesis while maintaining the bioactive structure.

Inventive Principle:
Principle #1Segmentation

Data Source

PatentEP1932844B1Cross-linked cyclic amine compounds and agents for pest control
Publication Date: 2015.09.02 NIPPON SODA CO LTD
  • EP1932844B1 patent drawing
  • EP1932844B1 patent drawing
  • EP1932844B1 patent drawing

AI summary

Cyclic amine compounds represented by formula (1) or salts thereof or N-oxides thereof, wherein Cy1 represents an unsubstituted or substituted aromatic ring; X represents oxygen, sulfur, unsubstituted or substituted nitrogen, sulfinyl, or sulfonyl; R1a and R2a, R1a and R4a, R2a and R3a, or R3 and R4a form saturated rings together; R1a, R1b, R2a, R2b, R3a, R3b, R4a, R4b, and R5 which do not form the saturated rings are each independently hydrogen, hydroxyl, halogen, unsubstituted or substituted amino, nitro, or an organic group; Cy2 represents an unsubstituted or substituted aromatic ring with a proviso that Cy2 is an unsubstituted or substituted heteroaromatic ring when R1a and R2a form a saturated ring together and Cy1 is an unsubstituted or substituted phenyl, and Cy2 is a substituted pyridin-2-yl having one or more cyano as a substituent when Cy1 is an unsubstituted or substituted phenyl and Cy2 is a pyridin-2-yl.