Cyclic Amine Pesticides for Broad-Spectrum Pest Control

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Solution Overview

Problem

Current pesticidally active 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-, piperdinyl-, and piperazinyl-pyridinyl carbonyl compounds with specific structural modifications, including variations in R1, R2, R3, R4, Z, Q, and substituents, which form acid addition salts or bases for enhanced pesticidal activity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If current pesticidally active compounds are used for controlling animal pests, then pest control is achieved, but efficacy and specificity are limited

Engineering Contradiction:
Improvepest control efficacyVSAvoidspectrum of activity
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent applies parameter changes by systematically modifying the chemical structure of pesticidal compounds through varying substituents R1-R8, cyclic amine structures (azetidinyl, pyrrolidinyl, piperdinyl, piperazinyl), and carbonyl group configurations. These structural parameter changes generate a series of novel compounds with improved pest control efficacy and broader spectrum of activity while maintaining the core molecular framework

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures by combining multiple functional groups and heterocyclic rings into a single pesticidal agent. The compounds integrate electron-withdrawing groups (R1), aromatic or heteroaromatic rings (R4), cyclic amine moieties (Q), and carbonyl functionalities, forming composite molecular architectures that enhance both efficacy and specificity against target pests

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If novel cyclic amine compounds with specific structural modifications are developed, then broader spectrum of activity is achieved, but compound complexity increases

Engineering Contradiction:
Improvespectrum of activityVSAvoidmolecular structure complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent segments the molecular structure into distinct functional domains: R1-R4 groups for electronic and steric properties, the carbonyl group for hydrogen bonding and polarity, the cyclic amine Q for basicity and metal coordination, and R5-R8 substituents for fine-tuning activity. This segmentation allows systematic optimization of each domain independently while maintaining overall molecular integrity

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The core molecular framework serves multiple functions simultaneously: the electron-withdrawing group R1 enhances electrophilicity, the aromatic ring R4 provides structural rigidity and pi-stacking interactions, the cyclic amine Q contributes basicity and potential metal binding, and the carbonyl group enables hydrogen bonding. This multi-functionality within a unified structure achieves broad pest spectrum without excessive complexity

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

Data Source

PatentUS20220389000A1Pesticidally active cyclic amine compounds
Publication Date: 2022.12.08 SYNGENTA CROP PROTECITON AG
  • US20220389000A1 patent drawing
  • US20220389000A1 patent drawing
  • US20220389000A1 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.