Novel Oxadiazole Compounds for Broad-Spectrum Fungicidal Control

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Solution Overview

Problem

Existing oxadiazole compounds have limitations such as a narrow spectrum of application and unsatisfactory fungicidal activity, particularly at low application rates, making them ineffective against phytopathogenic fungi.

Innovation Solution

Development of novel oxadiazole compounds of formula (I) with specific structural definitions, which offer improved fungicidal activity, broader biological activity spectrum, and enhanced plant compatibility, allowing for lower application rates and better environmental properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing oxadiazole compounds are used, then they provide some fungicidal activity, but they exhibit narrow spectrum of application and unsatisfactory fungicidal activity at low application rates

Engineering Contradiction:

Improvefungicidal activityVSAvoidspectrum of application

Core Design Contradiction:

ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent modifies the chemical structure of oxadiazole compounds by changing parameters such as substituting hydrogen atoms at specific positions (R1, R2, R3, R4) with various functional groups (halogen, cyano, carbonyl, hydroxyl, amino, carboxyl, etc.) and adjusting molecular weight and physical properties to achieve both broader spectrum activity and effective fungicidal activity at low application rates

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures by combining the core oxadiazole ring system with multiple different functional groups and substituent patterns, resulting in a family of compounds that collectively provide broad-spectrum fungicidal activity while maintaining effectiveness at low concentrations

Inventive Principle:

Principle #40Composite materials

2Reliability

If existing oxadiazole compounds are used, then they provide basic fungicidal function, but they require higher application rates to achieve satisfactory activity

Engineering Contradiction:

Improvefungicidal activityVSAvoidapplication rate

Core Design Contradiction:

ReliabilityVSQuantity of substance

Solution Approach 1:

The patent optimizes the molecular parameters of oxadiazole compounds by introducing functional groups that enhance biological activity and reduce the quantity of substance needed, achieving satisfactory fungicidal activity at lower application rates through improved molecular properties

Inventive Principle:

Principle #35Parameter changes

3Reliability

If existing oxadiazole compounds are used, then they provide basic pest control, but they show less favorable biological or environmental properties

Engineering Contradiction:

Improvepest control effectivenessVSAvoidbiological or environmental properties

Core Design Contradiction:

ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the environmental and biological properties of oxadiazole compounds by changing molecular parameters such as introducing specific functional groups that improve biodegradability and reduce harm to non-target organisms, while maintaining pest control effectiveness

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The patent converts potentially harmful properties of existing oxadiazole compounds into beneficial characteristics by strategically introducing functional groups that enhance environmental compatibility and reduce adverse effects on beneficial organisms while maintaining antifungal activity

Inventive Principle:

Principle #22Blessing in disguise (Convert harm into benefit)

Data Source

PatentEP3953341B1Novel oxadiazole compounds for controlling or preventing phytopathogenic fungi

Publication Date: 2023.07.26 PI IND LTD

AI summary

The present invention discloses a compound of formula (I), Formula (I) wherein, R1, L1,A, L2, W1, R2f, R3f, Q, and R10 are as defined in the detailed description. The present invention also relates to a process for preparing the compound of formula (I).