Herbicidal Cinnoline Derivatives Selectivity

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Solution Overview

Problem

Current herbicidal agents lack effective selectivity and efficiency in controlling weeds without harming crops, particularly in agricultural settings.

Innovation Solution

Development of cinnoline derivatives with specific structural modifications, such as compounds of Formula (I), which exhibit enhanced herbicidal activity and selectivity when applied as part of agrochemical compositions, allowing for targeted weed control while being tolerable to certain crop plants.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional herbicidal agents are used, then weed control is achieved, but selectivity between weeds and crops is insufficient leading to crop harm

Engineering Contradiction:
Improveherbicidal activityVSAvoidcrop harm
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by introducing specific substituent groups (R1-R13) at particular positions on the cinnoline core structure. Different substituents at different positions confer selective toxicity - the molecular structure is locally modified to interact specifically with weed enzymes while sparing crop plants, achieving both herbicidal activity and selectivity through targeted structural variations

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The patent employs parameter changes by systematically varying chemical parameters of the cinnoline derivatives - including substituent types, positions, and combinations - to optimize the balance between herbicidal efficacy and crop safety. By adjusting molecular weight, lipophilicity, and functional group composition, the compounds achieve enhanced selectivity while maintaining reliable weed control

Inventive Principle:
Principle #35Parameter changes

2Productivity

If herbicidal agents with broad spectrum activity are used, then weed control effectiveness is improved, but selectivity and precision are reduced

Engineering Contradiction:
Improveweed control effectivenessVSAvoidselectivity
Core Design Contradiction:
ProductivityVSManufacturing precision

Solution Approach 1:

The patent applies segmentation by dividing the herbicidal function into multiple components: the cinnoline core provides broad-spectrum activity while specific substituent groups (R1-R13) provide selectivity. This modular structure allows the molecule to simultaneously achieve wide weed control effectiveness and precise crop selectivity through functional segmentation of the molecular architecture

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent uses composite materials by creating hybrid molecular structures that combine the cinnoline scaffold with diverse substituent groups from different chemical families (halogens, alkyls, alkoxy, nitro, cyano). This composite approach integrates the benefits of broad-spectrum activity from the core with selective properties from the substituent combinations, achieving both high productivity and precision

Inventive Principle:
Principle #40Composite materials

Data Source

PatentUS20230303498A1Herbicidal cinnoline derivatives
Publication Date: 2023.09.28 SYNGENTA CROP PROTECITON AG
  • US20230303498A1 patent drawing
  • US20230303498A1 patent drawing
  • US20230303498A1 patent drawing

AI summary

Compounds of the Formula (I) wherein the substituents are as defined in claim 1. The invention further relates to herbicidal compositions which comprise a compound of Formula (I) and to the use of compounds of Formula (I) for controlling weeds, in particular in crops of useful plants.