Isothiazole
An isothiazole, or 1,2-thiazole, is a type of organic compound containing a five-membered aromatic ring that consists of three carbon atoms, one nitrogen atom, and one sulfur atom.[3] Isothiazole is a member of a class of compounds known as azoles. In contrast to the isomeric thiazole, the two heteroatoms are in adjacent positions.
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| Names | |||
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| IUPAC name
1,2-thiazole | |||
| Other names
isothiazole | |||
| Identifiers | |||
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| ECHA InfoCard | 100.241.294  | ||
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| Properties | |||
| C3H3NS | |||
| Molar mass | 85.12 g·mol−1 | ||
| Boiling point | 114 °C (237 °F; 387 K)[1] | ||
| Acidity (pKa) | -0.5 (of conjugate acid) [2] | ||
| Related compounds | |||
Related compounds |
thiazole, isoxazole | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |||
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The ring structure of isothiazole is incorporated into larger compounds with biological activity such as the pharmaceutical drugs ziprasidone and perospirone.
See also
References
- Isothiazoles, D. W. Brown and M. Sainsbury, page 513
- Zoltewicz, J. A. & Deady, L. W. Quaternization of heteroaromatic compounds. Quantitative aspects. Adv. Heterocycl. Chem. 22, 71-121 (1978).
- Heterocyclic Chemistry, 3rd Edition, J.A. Joule, K. Mills, and G.F. Smith, page 394
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