Cyclic Amine Compounds for Enhanced Pesticidal Specificity

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Solution Overview

Problem

Current pesticidal compounds for controlling animal pests, particularly insects and arthropods, have limitations in efficacy and specificity, necessitating the development of novel cyclic amine compounds with improved pest control capabilities.

Innovation Solution

The development of novel cyclic amine compounds, specifically azetidinyl-, pyrrolidinyl-, piperidinyl-, and piperazinyl-pyridinyl carbonyl compounds with specific structural features, which can form acid addition salts or bases, offering enhanced pesticidal activity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing pesticidal compounds are used, then pest control is provided, but efficacy and specificity are limited

Engineering Contradiction:
Improvepest control efficacyVSAvoidspecificity
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by systematically varying key structural parameters of the pyridinyl carbonyl compound core - specifically modifying the cyclic amine group (Q) at position 2, the substituent R1 at position 6 (CN or C(=S)NH2), and various R2-R4 substituents on the pyridine ring. These parameter variations generate compounds with different pesticidal activities and specificities while maintaining the core scaffold, thereby resolving the contradiction between reliable pest control and enhanced specificity.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs local quality by introducing specific functional groups and substituents at particular positions on the molecular scaffold. For example, R2 can be H, OH, halogen, or alkoxy groups; R3 can be various alkyl, cycloalkyl, or alkoxy groups; and R4 can be phenyl, heteroaryl, or substituted variants. This localized modification of specific regions of the molecule allows optimization of both efficacy and specificity without compromising the overall structure.

Inventive Principle:
Principle #3Local quality

2Reliability

If novel cyclic amine compounds are developed, then pesticidal activity is enhanced, but compound complexity increases

Engineering Contradiction:
Improvepesticidal activityVSAvoidcompound structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent applies segmentation by dividing the molecule into distinct functional segments: the core pyridinyl carbonyl scaffold, the cyclic amine group (Q) at position 2, and various substituent groups (R1-R4). This segmentation allows independent optimization of each segment's properties - the core provides the essential pesticidal activity, while the cyclic amine and substituents fine-tune specificity and potency, thereby managing complexity while enhancing activity.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent employs universality through the core pyridinyl carbonyl scaffold that serves multiple functions: it provides the essential pesticidal activity, allows for diverse substituent attachment points, and maintains structural stability. This universal scaffold can accommodate various cyclic amine groups and substituents, enabling a series of related compounds with enhanced activities without requiring completely different molecular architectures.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Data Source

PatentUS20240383873A1Pesticidally active cyclic amine compounds
Publication Date: 2024.11.21 SYNGENTA CROP PROTECITON AG
  • US20240383873A1 patent drawing
  • US20240383873A1 patent drawing
  • US20240383873A1 patent drawing

AI summary

Compounds of formula (I) wherein the substituents are as defined in claim 1, and the agrochemically acceptable salts stereoisomers, enantiomers, tautomers and N-oxides of those compounds, can be used as insecticides.