2-amino-5-oxyalkylpyrimidine derivatives for selective herbicide control

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Solution Overview

Problem

Existing herbicides based on pyrimidine derivatives often require high application rates, leading to economic inefficiencies and potential damage to useful plants, due to high production costs and limited selectivity in crop protection.

Innovation Solution

Development of specifically substituted 2-amino-5-oxyalkylpyrimidine derivatives that offer improved herbicidal activity and selectivity, allowing for broader spectrum control of harmful plants with reduced economic and environmental impact.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Quantity of substance

If existing pyrimidine derivative herbicides are used, then herbicidal action is achieved, but high application rates are required leading to economic inefficiency and potential damage to useful plants

Engineering Contradiction:
Improveapplication rateVSAvoidproduction cost
Core Design Contradiction:
Quantity of substanceVSEase of manufacture

Solution Approach 1:

The patent modifies the chemical structure of pyrimidine derivatives by introducing specific substituents at defined positions (e.g., amino group at position 2, oxyalkyl group at position 5, and specific bicyclic or heterocyclic substituents), which changes the biological activity parameters to achieve higher herbicidal efficacy at lower application rates

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces specific local substitutions at particular positions of the pyrimidine ring (e.g., R1, R2, R3, R4, R5, R6 definitions in claim 1), where each position has specific substituent requirements that locally optimize the molecule's interaction with target plant enzymes, thereby improving selectivity and reducing required application rates

Inventive Principle:
Principle #3Local quality

2Adaptability or versatility

If existing pyrimidine derivative herbicides are used, then broad spectrum control is achieved, but selectivity for useful plants is reduced

Engineering Contradiction:
Improvespectrum of activityVSAvoidselectivity in crops
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent defines specific substituent patterns at different positions of the pyrimidine ring (e.g., amino at position 2, oxyalkyl at position 5 with specific R1-R6 definitions), where each local substitution is optimized to interact with specific plant metabolic pathways, achieving both broad spectrum activity against weeds and selectivity for useful plants through differential uptake or metabolism

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent introduces flexibility in the oxyalkyl group at position 5 (with variable chain lengths and substituents R1-R6) that allows the molecule to dynamically adapt to different plant species' metabolic pathways, maintaining broad spectrum efficacy while preserving selectivity through species-specific activation or degradation patterns

Inventive Principle:
Principle #15Dynamics

Data Source

PatentUS11477982B22-amino-5-oxyalkyl-pyrimidine derivatives and their use for controlling undesired plant growth
Publication Date: 2022.10.25 BAYER CROPSCIENCE AG
  • US11477982B2 patent drawing
  • US11477982B2 patent drawing
  • US11477982B2 patent drawing

AI summary

What are described are compounds of the general formula (I) and agrochemically acceptable salts thereofand their preparation and their use in the crop protection sector.