Thioxanthene

Names
Preferred IUPAC name 9H-Thioxanthene[1]
Other names 10H-Dibenzo[b,e]thiin
Identifiers
CAS Number	261-31-4 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:51055 Y
ChEMBL	ChEMBL79451 Y
ChemSpider	60819 Y
ECHA InfoCard	100.005.430
PubChemCID	67495
UNII	1J3P67894A Y
CompTox Dashboard(EPA)	DTXSID20180732
InChI InChI=1S/C13H10S/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)14-12/h1-8H,9H2 Y Key: PQJUJGAVDBINPI-UHFFFAOYSA-N Y InChI=1/C13H10S/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)14-12/h1-8H,9H2 Key: PQJUJGAVDBINPI-UHFFFAOYAP
SMILES S2c1ccccc1Cc3c2cccc3
Properties
Chemical formula	C13H10S
Molar mass	198.28 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Thioxanthene is achemical compound in which theoxygen atom inxanthene is replaced with asulfur atom. It is also related tophenothiazine. Several of itsderivatives are used astypical antipsychotics in the treatment ofschizophrenia and otherpsychoses.

The derivatives of thioxanthene used clinically as antipsychotics include:

• Chlorprothixene (Cloxan, Taractan, Truxal)
• Clopenthixol (Sordinol)
• Flupenthixol (Depixol, Fluanxol)
• Thiothixene (Navane)
• Zuclopenthixol (Cisordinol, Clopixol, Acuphase)

The therapeutic efficacy of these drugs is related to their ability toantagonize theD₂ receptors in the brain, though they have actions at other sites such asserotonin,adrenaline, andhistamine receptors as well which mostly contribute toside effects.

The thioxanthenes, as a class, are closely related chemically to thephenothiazines. The major structural difference is that the nitrogen at position 10 in the phenothiazines is replaced by a carbon atom with a double bond to the side chain.^[2] This difference is noted in the illustration of flupenthixol, which shows a double-bonded carbon in the number 10 position (opposite the sulfur molecule in the central chain).

• Thioxanthenes at the U.S. National Library of MedicineMedical Subject Headings (MeSH)
• MedlinePlus

• Thioxanthenes

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