Bis-amide Insecticides with Arylperfluoroalkyl Substituents

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Solution Overview

Problem

Current insecticides lack improved efficacy, selectivity, reduced toxicity, and resistance to pest control, with a need for compounds that offer broader activity and more efficient delivery and retention at pest sites, as well as being more biodegradable.

Innovation Solution

Development of bis-amide derivatives substituted with an arylperfluoroalkyl group and a 4-cyano-phenyl group, which exhibit enhanced insecticidal properties, including improved efficacy, selectivity, and reduced toxicity, and are formulated for efficient delivery and retention.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional insecticides are used, then pest control is achieved, but efficacy and selectivity are insufficient

Engineering Contradiction:
Improveinsecticidal efficacyVSAvoidselectivity
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent modifies the molecular structure of amide compounds by introducing specific substituents (arylperfluoroalkyl groups at positions 2 or 6, and 4-cyano-phenyl groups) to change the chemical parameters of the insecticide, thereby improving both efficacy and selectivity simultaneously

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures combining multiple functional groups (amide backbone, arylperfluoroalkyl substituents, cyano-phenyl groups) to achieve synergistic effects that improve both pest control efficacy and selectivity

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional insecticides are used, then pest control is achieved, but toxicity is reduced

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

Solution Approach 1:

The patent introduces specific functional groups at particular positions on the molecular structure (arylperfluoroalkyl at positions 2 or 6, cyano-phenyl at position 4) to localize the biological activity, achieving effective pest control while reducing harmful effects on non-target organisms

Inventive Principle:
Principle #3Local quality

3Reliability

If conventional insecticides are used, then pest control is achieved, but resistance development occurs

Engineering Contradiction:
Improveinsecticidal activityVSAvoidresistance to resistance
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent changes the chemical parameters of the insecticide by introducing novel substituent patterns (combination of arylperfluoroalkyl and cyano-phenyl groups), creating a new mode of action that pests have not developed resistance against

Inventive Principle:
Principle #35Parameter changes

4Reliability

If conventional insecticides are used, then pest control is achieved, but delivery and retention at pest sites are inefficient

Engineering Contradiction:
Improveinsecticidal activityVSAvoiddelivery and retention efficiency
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent modifies physical-chemical parameters of the insecticide molecules (lip solubility, vapor pressure, stability) through strategic substituent placement, improving delivery to pest sites and retention at application locations

Inventive Principle:
Principle #35Parameter changes

5Reliability

If conventional insecticides are used, then pest control is achieved, but biodegradability is poor

Engineering Contradiction:
Improveinsecticidal effectivenessVSAvoidbiodegradability
Core Design Contradiction:
ReliabilityVSLoss of substance

Solution Approach 1:

The patent balances persistence and biodegradability by selecting specific substituent combinations that maintain sufficient stability for effective pest control while allowing eventual breakdown into harmless substances in the environment

Inventive Principle:
Principle #35Parameter changes

Data Source

PatentEP2914577B1Insecticidal compounds
Publication Date: 2020.05.13 SYNGENTA PARTICIPATIONS AG
  • EP2914577B1 patent drawing
  • EP2914577B1 patent drawing
  • EP2914577B1 patent drawing

AI summary

The present invention relates to novel triazole derivatives of formula (I) having insecticidal activity, to processes and intermediates for preparing them, to insecticidal, acaricidal, nematicidal or molluscicidal compositions comprising them and to methods of using them to combat and control insect, acarine, nematode or mollusc pests; wherein R1, R2, G1, G2, Q1 and Q2 are as defined in claim 1; or salts thereof.