Novel Thioamide Derivatives for Parasitic Control

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Solution Overview

Problem

Current pesticides for controlling endoparasites in animals lack effective compounds with high activity and improved safety for warm-blooded species, fish, and plants, as existing thioamide derivatives are not described or utilized for these purposes.

Innovation Solution

Development of novel thioamide derivatives of formula (I) and (Ia) with specific structural variations, including various substituents, which are designed to be effective as pesticides with improved safety and environmental tolerance, along with processes for their preparation and use in pest control.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing thioamide derivatives are used for pest control, then some parasitic control activity is achieved, but the activity is insufficient and safety to warm-blooded species, fish, and plants is not improved

Engineering Contradiction:
Improveparasitic control activityVSAvoidsafety to warm-blooded species, fish, and plants
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies parameter changes by systematically varying the chemical structure of thioamide derivatives through different substituents (R1-R11) at specific positions on the heteroaryl ring and side chains. This structural optimization enhances parasitic control activity while simultaneously improving safety profiles for warm-blooded species, fish, and plants through careful selection of substituent groups that modify pharmacokinetic and toxicological properties.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures by combining a core heteroaryl-thioamide framework with various functional substituent groups (alkyl, haloalkyl, aryl, heteroaryl, alkoxy, amino groups, and their substituted variants). This composite approach allows the molecule to achieve both high parasitic activity and improved safety by integrating multiple functional moieties that work synergistically.

Inventive Principle:
Principle #40Composite materials

2Reliability

If novel thioamide derivatives with specific structural variations are developed, then high activity against endo- and ectoparasites is achieved, but the complexity of compound structure increases

Engineering Contradiction:
Improveactivity against endo- and ectoparasitesVSAvoidcompound structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent segments the molecular structure into distinct functional regions: a core heteroaryl ring system (positions P-Q-R-S-T), multiple substitutable positions (R1-R11) that can be independently optimized, and side chain regions (R6-R11 with various functional groups). This segmentation allows systematic development of analogs by modifying specific segments while maintaining the active pharmacophore, thereby managing structural complexity through modular design.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention creates a universal heteroaryl-thioamide scaffold that can serve multiple pesticidal functions against different parasite types (endoparasites and ectoparasites). The core structure with its multiple substitutable positions provides a multi-functional platform where different substituent combinations can target various parasite species and modes of action, reducing the need for entirely separate compound classes.

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

Data Source

PatentEP2358687B9Thioamide compounds, method of making and method of using thereof
Publication Date: 2013.04.17 MERIAL LTD
  • EP2358687B9 patent drawing
  • EP2358687B9 patent drawing
  • EP2358687B9 patent drawing

AI summary

The present invention relates to novel thioamide derivatives of formula (I) and formula (Ia): wherein, R3, R4, R5, R6, R7, P, Q, T, V, W, X, Y, Z, a, m and n are as defined in the description, compositions thereof, processes for their preparation and their uses as pesticides.