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Discovery, development, chemical diversity and design of isoxazoline-based insecticides
- Source :
- Bioorganicmedicinal chemistry. 30
- Publication Year :
- 2020
-
Abstract
- Isoxazoline is a 5-membered heterocycle present in the active compounds of many commercial veterinary anti-ectoparasitic products. The molecular target of isoxazolines is the inhibition of GABA-gated chloride channels in insects. These facts have inspired the use of the isoxazoline scaffold in the design of novel insecticide compounds. The main strategies used for isoxazoline synthesis are either the 1,3-dipolar cycloaddition between a nitrile oxide and an alkene or the reaction between hydroxylamine and an α,β-unsaturated carbonyl compound. This review highlights the utilization of isoxazoline as insecticide: its mode of action, its commercial preparations and its consideration in the design of novel insecticides. Similarity analyses were performed with 235 isoxazoline derivatives in three different cheminformatic approaches - chemical property correlations, similarity network and compound clustering. The cheminformatic methodologies are interesting tools to use in evaluating the similarity between commercial isoxazolines and to clarify the main features explored within their derivatives.
- Subjects :
- Insecticides
Insecta
Nitrile
Clinical Biochemistry
Pharmaceutical Science
01 natural sciences
Biochemistry
chemistry.chemical_compound
Drug Development
Receptors, GABA
Drug Discovery
Animals
Molecular Biology
Molecular Structure
010405 organic chemistry
Organic Chemistry
Isoxazoles
Combinatorial chemistry
Cycloaddition
0104 chemical sciences
010404 medicinal & biomolecular chemistry
chemistry
Cheminformatics
Chemical diversity
Molecular targets
Molecular Medicine
Chemical property
Subjects
Details
- ISSN :
- 14643391
- Volume :
- 30
- Database :
- OpenAIRE
- Journal :
- Bioorganicmedicinal chemistry
- Accession number :
- edsair.doi.dedup.....add25c6b18e35a62fe0f9676f897b5f8