5-Phenyl Arylcarboxamide Herbicides for Low-Rate Weed Control

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Solution Overview

Problem

Current herbicides, such as N-(tetrazol-5-yl) and N-(triazol-5-yl) benzamides and N-arylbenzamines, lack sufficient herbicidal activity, especially at low application rates, and existing herbicidal compounds from EP 0 049 071 A1 do not provide satisfactory results.

Innovation Solution

Development of 5-phenyl-substituted N-(tetrazol-5-yl) and N-(triazol-5-yl) arylcarboxamides with specific substituents in the 5-position of the phenyl ring, which exhibit enhanced herbicidal activity against weeds and grasses even at low application rates.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing herbicidal compounds (N-(tetrazol-5-yl) and N-(triazol-5-yl) benzamides, N-arylbenzamines) are used, then herbicidal activity is achieved, but the activity is insufficient especially at low application rates

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

Solution Approach 1:

The patent applies parameter changes by modifying the chemical structure of existing herbicidal compounds. Specifically, it transforms N-(tetrazol-5-yl) and N-(triazol-5-yl) benzamides into N-(tetrazol-5-yl) and N-(triazol-5-yl) arylcarboxamides by changing the benzene ring substituents and core structure. This structural parameter modification results in compounds with significantly enhanced herbicidal activity that achieve effective weed control at lower application rates

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates composite herbicidal compounds by combining multiple functional groups and structural elements. The new arylcarboxamide compounds integrate tetrazol-5-yl or triazol-5-yl groups with modified arylcarboxamide cores and specific substituents (such as chloro, fluoro, methoxy groups at positions 2, 4, and 6). This composite structural approach produces compounds with synergistic effects that enhance herbicidal potency and enable effective control at reduced application rates

Inventive Principle:
Principle #40Composite materials

2Object-affected harmful factors

If herbicidal compounds are applied to control weeds, then weed control is achieved, but selectivity against crops is compromised

Engineering Contradiction:
Improveweed controlVSAvoidselectivity
Core Design Contradiction:
Object-affected harmful factorsVSAdaptability or versatility

Solution Approach 1:

The patent applies local quality by introducing specific substituents at particular positions on the arylcarboxamide core structure. The compounds feature specific substitution patterns (such as chloro at position 2, fluoro at position 4, and methoxy at position 6) that create localized chemical properties. These localized structural modifications enhance the compounds' ability to selectively target weed physiological pathways while sparing crop plants, achieving both effective weed control and crop safety

Inventive Principle:
Principle #3Local quality

Data Source

PatentEP2773625B15-phenyl substituted n-(tetrazol-5-yl)- and n-(triazol-5-yl)aryl carboxylic acid amides and use of same as herbicides
Publication Date: 2016.08.24 BAYER INTPROP GMBH
  • EP2773625B1 patent drawing
  • EP2773625B1 patent drawing
  • EP2773625B1 patent drawing

AI summary

The invention relates to 5-phenyl-substituted N-(tetrazol-5-yl) aryl carboxylic acid amides and N-(triazol-5-yl) aryl carboxylic acid amides of general formula (I) as herbicides. In said formula (I), W, X, Y, Z, and R stand for groups such as hydrogen, organic groups such as alkyl, and other groups such as halogen. A and B stand for N and CY.