Imidazopyridazine Composition Balancing Pest Selectivity and Degradability

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Solution Overview

Problem

Existing agricultural and horticultural insecticides are ineffective against drug-resistant pests, pose risks to operators and non-target organisms, and have adverse environmental impacts, while animal ectoparasite and endoparasite control agents are lacking.

Innovation Solution

Development of imidazopyridazine compounds and their salts, which are effective against pests, safe for humans and non-target organisms, environmentally degradable, and can control both external and internal parasites.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional insecticides are used to control pest damage, then pest control effectiveness is improved, but harmful impact on non-target organisms and environmental degradation worsen

Engineering Contradiction:

Improvepest control effectivenessVSAvoidimpact on non-target organisms

Core Design Contradiction:

ProductivityVSObject-affected harmful factors

Solution Approach 1:

The patent modifies molecular parameters by introducing specific substituent groups (haloalkyl, haloalkoxy, cycloalkyl, alkylthio, alkylsulfinyl, alkylsulfonyl) at defined positions on the imidazopyridazine core structure. These parameter changes in molecular composition result in compounds with improved selectivity and reduced toxicity to non-target organisms while maintaining pest control effectiveness

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The patent creates composite molecular structures by combining the imidazopyridazine core with various functional groups and substituent patterns. This composite approach, where different substituent combinations (R1-R3 groups) are systematically explored, yields compounds with optimized profiles including reduced environmental impact and improved safety for non-target species

Inventive Principle:

Principle #40Composite materials

2Reliability

If existing insecticides are applied to control emerged drug-resistant pests, then pest control capability is improved, but operator safety and environmental degradability worsen

Engineering Contradiction:

Improveeffectiveness against drug-resistant pestsVSAvoidoperator toxicity

Core Design Contradiction:

ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent employs parameter changes by systematically varying substituent types and positions on the imidazopyridazine scaffold. This molecular parameter optimization produces compounds with novel modes of action that overcome drug resistance while simultaneously reducing mammalian toxicity through careful structural design

Inventive Principle:

Principle #35Parameter changes

Solution Approach 2:

The patent applies local quality by placing specific functional groups (such as haloalkyl at R1, various alkoxy or alkylthio at R2, and alkylsulfonyl at R3) at specific positions on the molecular structure. This localized functional group placement creates regions of the molecule that provide resistance-breaking activity while other regions minimize toxicity to operators and mammals

Inventive Principle:

Principle #3Local quality

3Adaptability or versatility

If broad-spectrum insecticides are used to control multiple pest species, then pest control coverage is improved, but impact on useful insects and natural predators worsens

Engineering Contradiction:

Improveeffectiveness across different pest speciesVSAvoidimpact on useful insects

Core Design Contradiction:

Adaptability or versatilityVSObject-affected harmful factors

Solution Approach 1:

The patent achieves universality by designing imidazopyridazine compounds with core structural features that provide broad-spectrum activity against multiple pest species including coleopterans, lepidopterans, hemipterans, and dipterans. The compound class functions against diverse pests while the specific substituent patterns modulate selectivity to spare beneficial insects

Inventive Principle:

Principle #6Universality (Multi-functionality)

Data Source

PatentUS12486272B2Agricultural or horticultural insecticide or animal ectoparasite or endoparasite control agent each comprising an imidazopyridazine compound or a salt thereof as active ingredient, and method for using the insecticide or the control agent

Publication Date: 2025.12.02 NIHON NOHYAKU CO LTD

AI summary

In crop production in the fields of agriculture, horticulture and the like, the damage caused by insect pests etc. is still immense, and insect pests resistant to existing insecticides have emerged. The present invention has been made in view of such circumstances, and an object of the present invention is to develop and provide a novel agricultural or horticultural insecticide. Another object of the present invention is to provide an agent capable of eliminating ectoparasites or endoparasites of animals. These objects are achieved by an imidazopyridazine compound represented by the general formula (1):(wherein R1 preferably represents a haloalkyl group, R2 preferably represents a thienyl group, and R3 preferably represents an alkylthioalkyl group) or a salt thereof, an agricultural or horticultural insecticide or an animal ectoparasite or endoparasite control agent each comprising the compound or the salt thereof as an active ingredient, and a method for using the compound or the salt thereof, the insecticide, or the control agent.