1-Aryl-5-Alkyl Pyrazole Compounds for Broad-Spectrum Parasite Control
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Solution Overview
Problem
Current ectoparasiticidal agents are not always effective against a wide range of parasites due to resistance development and have limitations in ease of use and duration of action, particularly for domestic animals with varying coat types and sizes.
Innovation Solution
Development of 1-aryl-5-alkyl pyrazole compounds that provide superior protection against ectoparasites with enhanced selectivity and long-lasting efficacy, allowing for a single application to last at least a month, and are designed for easy application regardless of animal size or coat type.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Reliability
If current ectoparasiticidal agents are used, then they can treat some parasites, but they are not effective against a wide range of parasites due to resistance development
Solution Approach 1:
The patent develops a series of pyrazole derivative compounds with different substituents (R1-R7 groups) that collectively provide broad-spectrum activity against multiple parasite types including fleas, ticks, mites, and lice. The core pyrazole structure serves as a universal scaffold that can be modified to target different parasite species, overcoming the limitation of single-agent narrow effectiveness.
Solution Approach 2:
The invention employs composite molecular structures combining the pyrazole core with various aromatic rings, alkyl chains, and functional groups. This composite approach creates molecules with enhanced and diversified biological activities, allowing simultaneous effectiveness against resistant and non-resistant parasite populations.
2Reliability
If frequent treatment is applied to combat mites and lice, then these parasites can be controlled, but the treatment frequency increases and convenience decreases
Solution Approach 1:
The pyrazole derivative compounds are designed to provide prolonged protective action against mites and lice, reducing the need for frequent reapplication. The molecular structure enables sustained biological activity that maintains effective concentrations over extended periods, thereby decreasing treatment frequency while ensuring continuous parasite control.
3Reliability
If ectoparasiticidal agents are applied to domestic animals, then parasites are controlled, but the ease of use is limited by varying coat types and animal sizes
Solution Approach 1:
The patent develops a universal formulation system based on pyrazole derivatives that can be adapted to different application forms (spot-on, spray, shampoo) suitable for various coat types and animal sizes. The core active compounds remain effective across different delivery mechanisms, allowing single product line to serve diverse veterinary needs.
4Adaptability or versatility
If multiple applications are used to ensure broad spectrum protection, then parasite coverage improves, but the duration of action from single application decreases
Solution Approach 1:
The invention uses composite molecular structures with optimized hydrophobic and hydrophilic regions that enable sustained release and prolonged retention on the animal host. The combination of aromatic rings, alkyl chains, and functional groups creates molecules with enhanced stability and extended biological half-life, providing both broad-spectrum coverage and long-lasting protection from single applications.
Data Source
AI summary
Provided are 1-aryl-5-alkyl pyrazole compounds, of formula (I):wherein: R1 is hydrogen, cyano, halogen, R8, formyl, —C(O)R8, —C(O)OR8, —C(O)NR9R10, or —C(S)NH2; R2 is R8 or —S(O)mR11; R3 is methyl, ethyl or C1-C4 haloalkyl; R4, R5 and R7 are independently hydrogen, halogen, alkyl, haloalkyl, cyano or nitro; R6 is halogen, alkyl, haloalkyl, alkoxy, haloalkyloxy, cyano, nitro, —C(O)R12, —S(O)nR12 or SF5; Z is a nitrogen atom or C—R13; R8 is alkyl, haloalkyl, cycloalkyl or halocycloalkyl; R9 is hydrogen, alkyl, haloalkyl or alkoxy; R10 is hydrogen, alkyl, haloalkyl or alkoxy; R11 is alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl or cycloalkyl; R12 is alkyl or haloalkyl; R13 is hydrogen, halogen, cyano, nitro, alkyl, haloalkyl, alkoxy or haloalkoxy; m is 0, 1 or 2; and n is 0, 1 or 2; or a salt thereof, the method of making compounds of formula (I) and the use of these compounds against ectoparasites, endoparasites and pests.