 2-isoxazoline
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 3-isoxazoline
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 4-isoxazoline
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| Names | |
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| Systematic IUPAC name
Respective to images: 4,5-Dihydroisoxazole 2,5-Dihydroisoxazole 2,3-Dihydroisoxazole | |
| Other names
Respective to images:
Δ2-isoxazoline Δ3-isoxazoline Δ4-isoxazoline | |
| Identifiers | |
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3D model (JSmol)
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| ChEBI | |
PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C3H5NO | |
| Molar mass | 71.079 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Isoxazolines are a class of five-membered heterocyclic chemical compounds, containing one atom each of oxygen and nitrogen which are located adjacent to one another. The ring was named in-line with the Hantzsch–Widman nomenclature. They are structural isomers of the more common oxazolines and exist in three different isomers depending on the location of the double bond. The relatively weak N-O bond makes isoxazolines prone to ring-opening and rearrangement reactions.
Compounds containing an isoxazoline ring, sometimes referred to isoxazolyls, have a variety of uses with many being biologically active. A number of naturally occurring isoxazolines with possible anti-cancer activity are produced by marine sponges.[1] Perhaps the most commonly encountered products containing isoxazolines are some veterinary medicines used to prevent flea infestations in dogs and cats e.g. Fluralaner, Afoxolaner and Sarolaner.
- ^ Kaur, Kamalneet; Kumar, Vinod; Sharma, Anil Kumar; Gupta, Girish Kumar (April 2014). "Isoxazoline containing natural products as anticancer agents: A review". European Journal of Medicinal Chemistry. 77: 121–133. doi:10.1016/j.ejmech.2014.02.063. PMID 24631731.