Picolinamide N-oxide Fungicides Broad-Spectrum Protection

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Solution Overview

Problem

Current fungicides are not universally effective against various fungal pathogens and often require multiple applications, which can be costly and complex to use.

Innovation Solution

Development of picolinamide N-oxides as fungicides that provide protection against ascomycetes, basidiomycetes, deuteromycetes, and oomycetes, formulated with phytologically acceptable carriers for application on plants, soil, or foliage to prevent fungal attacks.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If current fungicides are used, then they can protect plants against some fungal pathogens, but they are not universally effective against various fungal pathogens and require multiple applications

Engineering Contradiction:
Improvebroad-spectrum fungicidal activityVSAvoidmultiple applications required
Core Design Contradiction:
Adaptability or versatilityVSLoss of time

Solution Approach 1:

The picolinamide N-oxide compounds are designed to provide universal protection against multiple fungal pathogen types including ascomycetes, basidiomycetes, deuteromycetes, and oomycetes. The chemical structure of Formula I incorporates aromatic substituents and N-oxide functionality that enable broad-spectrum antifungal activity, allowing a single compound to perform multiple fungicidal functions rather than requiring separate treatments for different fungal types

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

2Reliability

If current fungicides require multiple applications, then they can maintain protection over time, but the cost and complexity of use increase

Engineering Contradiction:
Improveprotection durationVSAvoidapplication complexity
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The picolinamide N-oxide compounds are formulated to provide continuous fungicidal protection through extended residual activity on plant surfaces. The molecular structure incorporates hydrophobic aromatic groups and polar N-oxide moieties that facilitate sustained release and prolonged effectiveness, reducing the frequency of reapplication needed to maintain reliable protection

Inventive Principle:
Principle #20Continuity of useful action

3Adaptability or versatility

If more fungicidal compounds are developed, then broader fungal coverage is achieved, but the risk of phytotoxicity may increase

Engineering Contradiction:
Improvefungal pathogen coverageVSAvoidphytotoxicity
Core Design Contradiction:
Adaptability or versatilityVSObject-affected harmful factors

Solution Approach 1:

The picolinamide N-oxide structure incorporates specific local functional characteristics: the N-oxide group provides targeted antifungal activity while the aromatic substituents (R1-R8) are carefully selected to enhance fungicidal efficacy without causing plant damage. This localized functional design allows broad-spectrum activity against diverse fungal pathogens while maintaining selective safety for plant tissues

Inventive Principle:
Principle #3Local quality

Data Source

PatentEP3506754B1Picolinamide n-oxide compounds with fungicidal activity
Publication Date: 2023.08.09 CORTEVA AGRISCIENCE LLC
  • EP3506754B1 patent drawing
  • EP3506754B1 patent drawing
  • EP3506754B1 patent drawing

AI summary

This disclosure relates to picolinamide N-oxides of Formula I and their use as fungicides.