Pyridazine Compounds for Broad-Spectrum Invertebrate Pest Control

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current pesticidal agents face challenges due to the development of resistance by invertebrate pests such as insects, arachnids, and nematodes, necessitating the need for compounds with broad activity spectra and effective insecticidal activity.

Innovation Solution

Development of pyridazine compounds of specific formulae I and II, along with their salts and N-oxides, which exhibit strong pesticidal activity against a wide range of invertebrate pests, including difficult-to-control insects and nematodes, for use in agricultural and veterinary applications.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If existing pesticidal agents are used, then initial pest control is effective, but pests develop resistance over time reducing efficacy

Engineering Contradiction:
Improvepesticidal activityVSAvoidduration of effectiveness
Core Design Contradiction:
ReliabilityVSDuration of action of stationary object

Solution Approach 1:

The patent employs parameter changes by modifying the chemical structure of pesticidal compounds through various substituents (R1-R6, R41-R53) on the pyridazine core and heterocyclic rings. This structural diversification creates compounds with altered biological properties that maintain efficacy against resistant pest populations while preserving the original mode of action.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite molecular structures combining pyridazine cores with multiple heterocyclic systems (isoxazole, isothiazole, oxazole, thiazole) and various functional groups. These composite structures provide broad-spectrum activity against different invertebrate pests while overcoming resistance mechanisms that affect single-structure compounds.

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If broad-spectrum pesticidal activity is achieved, then control against multiple pest types is improved, but selectivity and potential non-target effects worsen

Engineering Contradiction:
Improvebroad activity spectrumVSAvoidnon-target effects
Core Design Contradiction:
Adaptability or versatilityVSObject-affected harmful factors

Solution Approach 1:

The patent applies local quality by introducing specific substituent patterns at different positions on the pyridazine and heterocyclic rings. Each substituent (R1-R6, R41-R53) can be independently selected to fine-tune the compound's interaction with specific pest targets while minimizing effects on non-target organisms, achieving selectivity within broad-spectrum activity.

Inventive Principle:
Principle #3Local quality

3Reliability

If complex molecular structures are designed for improved activity, then pesticidal efficacy increases, but synthesis complexity and manufacturing difficulty worsen

Engineering Contradiction:
Improvepesticidal activityVSAvoidsynthesis complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent segments the pesticidal molecule into distinct modular components: a pyridazine core, heterocyclic rings (isoxazole, isothiazole, oxazole, thiazole), and various substituent groups. This segmentation allows independent optimization and synthesis of each component, which can then be assembled through established chemical reactions, simplifying manufacturing while maintaining complex biological activity.

Inventive Principle:
Principle #1Segmentation

Data Source

PatentUS8710056B2Pyridazine compounds for controlling invertebrate pests
Publication Date: 2014.04.29 BASF SE
  • US8710056B2 patent drawing
  • US8710056B2 patent drawing
  • US8710056B2 patent drawing

AI summary

The present invention relates to pyridazine compounds of formulae I or II and the salts and N-oxides thereof,whereinA is a substituted or unsubstituted isoxazole or isothiazole radical;V is C(Rv) or N; W is C(Rw) or N; with the proviso that either V or W is N; Rt, Ru, Rv, Rw are H, halogen, C1-C4-alkyl and the like; X1 is S, O or NR1a, wherein R1a is selected H, C1-C10-alkyl and the like; X2 is OR2a, NR2bR2c, S(O)mR2d, wherein m is 0, 1 or 2, R2a is C1-C4-alkyl, C1-C4-haloalkyl and the like, R2b, R2c are H, C1-C4-alkyl, C1-C4-haloalkyl and the like, or R2b and R2c together with the nitrogen atom to which they are bound form a heterocycle, and R2d is C1-C4-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl and the like; and R1 is H, CN, C1-C10-alkyl and the like.The present invention further relates to a method for controlling invertebrate pests, to a method for protecting plant propagation material and/or the plants which grow therefrom, to plant propagation material, comprising at least one compound according to the present invention, to a method for treating or protecting an animal from infestation or infection by parasites and to an agricultural composition containing at least one compound according to the present invention.