Imidazothiazole Compounds for Selective Nematode Control

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Solution Overview

Problem

Current methods for controlling nematode infections in plants are limited due to the withdrawal of synthetic nematicides due to environmental and health concerns, and there is a need for safer, more eco-friendly alternatives as well as new anthelmintics to combat growing resistance in livestock treatments.

Innovation Solution

Development of specific compounds, such as those described in Formula I, which inhibit the movement of infective larvae and egg-hatching of plant-parasitic nematodes like Meloidogyne incognita and Meloidogyne chitwoodi, while being relatively inactive against human cells and non-lethal to zebrafish, offering a selective and effective treatment for plant nematode infections.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If synthetic nematicides are used to control plant-parasitic nematodes, then nematode infection is effectively reduced, but adverse effects on human health and environment occur leading to market withdrawal

Engineering Contradiction:
Improvenematode infection controlVSAvoidadverse effects on human health and environment
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies molecular parameters of nematicide compounds by replacing toxic groups (e.g., chlorine atoms) with safer alternatives (e.g., fluorine atoms or hydrogen atoms). This chemical parameter change maintains nematocidal activity while reducing environmental persistence and toxicity to non-target organisms, thereby resolving the contradiction between effective nematode control and reduced harmful effects.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent develops composite molecular structures combining imidazothiazole core with various substituent groups (aryl, heteroaryl, alkyl) to create new compounds that exhibit both high nematocidal efficacy and improved safety profiles. The composite structure allows optimization of pharmacokinetic properties and selective toxicity, addressing the contradiction between reliability of infection control and reduction of harmful factors.

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If new small-molecule nematicides are developed to replace withdrawn compounds, then safer alternatives are provided, but only a handful have been commercialized over the last 15 years

Engineering Contradiction:
Improvesafety and eco-friendlinessVSAvoidrate of new nematicide commercialization
Core Design Contradiction:
Object-affected harmful factorsVSProductivity

Solution Approach 1:

The patent segments the nematicide development process into systematic molecular series based on the imidazothiazole core structure, allowing parallel development and testing of multiple derivatives. This segmentation enables efficient identification of safe and effective compounds, potentially increasing the productivity of new nematicide commercialization while maintaining high safety standards.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent creates a universal imidazothiazole-based platform that can target multiple plant-parasitic nematode species simultaneously. This multi-functional approach increases the utility and commercial viability of each new compound, accelerating the rate of safe nematicide commercialization by providing broad-spectrum protection with a single compound class.

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

3Reliability

If existing anthelmintic drugs are used to treat nematode infections in livestock, then infections are controlled, but nematode resistance has developed against the majority of treatments

Engineering Contradiction:
Improvenematode infection controlVSAvoidnematode resistance
Core Design Contradiction:
ReliabilityVSStability of the object's composition

Solution Approach 1:

The patent inverts the traditional anthelmintic approach by designing compounds that target essential nematode physiological processes (neural transmission, muscle contraction) with novel imidazothiazole structures rather than using conventional neurotoxic mechanisms. This inverted design strategy aims to overcome existing resistance by introducing completely new modes of action while maintaining reliable infection control.

Inventive Principle:
Principle #13The other way round (Inversion)

Data Source

PatentUS20240109914A1Imidazothiazole compounds and analogs thereof and methods for treating nematode infections in plants
Publication Date: 2024.04.04 THE GOVERNING COUNCIL OF THE UNIV OF TORONTO
  • US20240109914A1 patent drawing
  • US20240109914A1 patent drawing
  • US20240109914A1 patent drawing

AI summary

The present application relates to the treatment of plant nematode infections. For example, the application relates to the use of one or more compounds of Formula (I) as defined herein, or compositions comprising these compounds, for treatment of a nematode infection or a disease, disorder or condition arising from a nematode infection in a plant in need thereof. Also included are novel compounds within the scope of Formula I and compositions and uses of these compounds for treatment of a nematode infection or a disease, disorder or condition arising from a nematode infection in a plant in need thereof.