Isothiazole

Isothiazole
Names
	IUPAC name 1,2-thiazole
	Other names isothiazole
Identifiers
CAS Number	288-16-4 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:35600 ;
ChemSpider	60838 ;
PubChem CID	67515;
	InChI InChI=1S/C3H3NS/c1-2-4-5-3-1/h1-3H Key: ZLTPDFXIESTBQG-UHFFFAOYSA-N ; InChI=1/C3H3NS/c1-2-4-5-3-1/h1-3H Key: ZLTPDFXIESTBQG-UHFFFAOYAS;
	SMILES n1sccc1;
Properties
Chemical formula	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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	Infobox references

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.

The ring structure of isothiazole is incorporated into larger compounds with biological activity such as the pharmaceutical drugs ziprasidone and perospirone.

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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[1] Isothiazoles, D. W. Brown and M. Sainsbury, page 513

[2] Zoltewicz, J. A. & Deady, L. W. Quaternization of heteroaromatic compounds. Quantitative aspects. Adv. Heterocycl. Chem. 22, 71-121 (1978).

[3] Heterocyclic Chemistry, 3rd Edition, J.A. Joule, K. Mills, and G.F. Smith, page 394

Isothiazole

See also

References