Substituted Phenylpyrimidine Hydrazides for Selective Weed Control

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current herbicides for selective weed control in crops have limitations in efficacy at low application rates and compatibility with crops, necessitating the development of compounds with improved herbicidal activity and tolerance to cultivated plants.

Innovation Solution

Compounds of the general formula (I) with a hydrazide group in the 4-position of the pyrimidine ring, which are highly effective against a broad spectrum of economically important weeds and have good tolerance to cultivated plants, are developed, along with their agrochemically compatible salts.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If known phenylpyrimidine compounds are used for herbicide application, then herbicidal effect is achieved, but efficacy at low application rates and compatibility with crops remain insufficient

Engineering Contradiction:
Improveherbicidal efficacyVSAvoidapplication rate
Core Design Contradiction:
ReliabilityVSQuantity of substance

Solution Approach 1:

The patent modifies the chemical structure of phenylpyrimidine compounds by introducing a hydrazide group at the 4-position of the pyrimidine ring and varying substituents R1-R6 to optimize herbicidal activity. This structural parameter change enables higher efficacy at lower application rates compared to known compounds

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If known phenylpyrimidine compounds are used for selective weed control, then some herbicidal effect is achieved, but compatibility with cultivated plants is insufficient

Engineering Contradiction:
ImproveselectivityVSAvoidcrop tolerance
Core Design Contradiction:
Adaptability or versatilityVSObject-affected harmful factors

Solution Approach 1:

The patent introduces specific substituent patterns at different positions (R1-R6) of the phenylpyrimidine core structure to achieve differential effects: the hydrazide group at position 4 provides enhanced weed control activity while specific substitutions at other positions modulate crop safety, creating local structural variations that optimize selectivity

Inventive Principle:
Principle #3Local quality

Data Source

PatentEP3853219B1Herbicidally active substituted phenylpyrimidine hydrazides
Publication Date: 2023.07.12 BAYER AG
  • EP3853219B1 patent drawing
  • EP3853219B1 patent drawing
  • EP3853219B1 patent drawing

AI summary

The invention relates to substituted phenylpyrimidine hydrazides of general formula (I), to their agrochemically acceptable salts (I), and to the use thereof in the field of plant protection. In formula (I), the substituent R2 represents a hydrazine group. The substituents R1 and R3 to R7 represent moieties such as hydrogen, halogen, amino, nitro and alkyl.