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Thiothixene

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Systematic (IUPAC) name
(9Z)-N,N-dimethyl-9-[3-(4-methylpiperazin-1-yl)propylidene]-9H-thioxanthene-2-sulfonamide
Clinical data
Trade names	Navane
AHFS/Drugs.com	monograph
MedlinePlus	a682867
Legal status	℞ (Prescription only)
Routes of administration	Oral
Pharmacokinetic data
Metabolism	Hepatic
Half-life	10-20 hours
Identifiers
CAS Registry Number	5591-45-7 7pxY
ATC code	N05AF04
PubChem	CID 941651
IUPHAR ligand	212
DrugBank	DB01623 7pxY
ChemSpider	819430 7pxY
UNII	7318FJ13YJ 7pxY
ChEMBL	CHEMBL1201 7pxY
Chemical data
Formula	C23H29N3O2S2
Molecular mass	443.627 g/mol
SMILES O=S(=O)(N(C)C)c2cc1C(\c3c(Sc1cc2)cccc3)=C/CCN4CCN(C)CC4
InChI InChI=1S/C23H29N3O2S2/c1-24(2)30(27,28)18-10-11-23-21(17-18)19(20-7-4-5-9-22(20)29-23)8-6-12-26-15-13-25(3)14-16-26/h4-5,7-11,17H,6,12-16H2,1-3H3/b19-8-  7pxY Key:GFBKORZTTCHDGY-UWVJOHFNSA-N  7pxY
14pxY (what is this?)  (verify)

Tiotixene (INN) or Thiothixene (USAN; Navane) is a typical antipsychotic drug of the thioxanthene class used in the treatment of psychoses like schizophrenia. It was introduced on July 24, 1967 by Pfizer.

Thiothixene is the only first generation typical thioxanthene antipsychotic approved for use in the United States.

Chemistry

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• Bloom, B. M.; Muren, J. F.; 1967, U.S. Patent 3,310,553

See also:

• J.F. Muren, B.M. Bloom, DE 1470157  (1963).
• Chas. Pfizer & Co., BE 647066  (1964).
• Muren, James F.; Bloom, Barry M. (1970). "Thioxanthene psychopharmacological agents. II. 9-(3-aminopropylidene)-N,N-dimethylthioxanthene-2-sulfonamides". Journal of Medicinal Chemistry 13 (1): 17–23. PMID 5412109. doi:10.1021/jm00295a005. 

See also

• Typical antipsychotic
• Thioxanthene