Substituted 3-amino-1,2,4-triazine derivatives for selective herbicide

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Solution Overview

Problem

Current herbicides for selective weed control in crops and ornamental gardens often require high application rates, leading to undesirable crop damage and are economically inefficient due to high manufacturing costs.

Innovation Solution

Development of specifically substituted 3-amino-1,2,4-triazine derivatives that can be used as herbicides or plant growth regulators, offering a broad spectrum of activity with improved selectivity and cost-effective production processes.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If known selective herbicides are used to combat harmful plants, then herbicidal effect is achieved, but application rate increases and crop damage occurs

Engineering Contradiction:
Improveherbicidal effectVSAvoidcrop damage
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical structure of triazine herbicides by introducing specific substituent patterns (combinations of electron-withdrawing and electron-donating groups at defined positions) to optimize the balance between herbicidal activity and crop selectivity, thereby reducing crop damage while maintaining effectiveness

Inventive Principle:
Principle #35Parameter changes

2Reliability

If known selective herbicides are used to combat harmful plants, then herbicidal effect is achieved, but manufacturing costs increase

Engineering Contradiction:
Improveherbicidal effectVSAvoidmanufacturing cost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent designs herbicide molecules with substituent combinations that can be synthesized from readily available starting materials through straightforward chemical reactions, avoiding complex multi-step syntheses and expensive intermediates while maintaining high herbicidal activity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs simple, inexpensive chemical building blocks and common reagents for synthesizing the triazine derivatives, making the manufacturing process economically viable compared to complex herbicide structures that require specialized intermediates

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Reliability

If high application rate is used to achieve satisfactory herbicidal effect, then broad spectrum activity is improved, but crop damage increases

Engineering Contradiction:
Improvebroad spectrum activityVSAvoidcrop damage
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent introduces different substituent types at specific positions on the triazine ring (positions 2, 4, 5, 6) to create localized electronic and steric properties that enhance binding affinity to weed target sites while reducing interaction with crop plant targets, enabling effective weed control at lower application rates with minimal crop damage

Inventive Principle:
Principle #3Local quality

Data Source

PatentEP3475273B13-amino pyrimidine derivatives and use thereof for combating undesired plant growth
Publication Date: 2021.02.24 BAYER CROPSCIENCE AG
  • EP3475273B1 patent drawing
  • EP3475273B1 patent drawing
  • EP3475273B1 patent drawing

AI summary

The invention relates to compounds of general formula (I), to the agrochemically compatible salts thereof, to a method for the production thereof and to the use thereof in the field of plant protection.