Tiospirone

Tiospirone

Systematic (IUPAC) name
8-[4-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]butyl]-8-azaspiro[4.5]decane-7,9-dione
Clinical data
Legal status	Development terminated
Pharmacokinetic data
Metabolism	Hepatic
Biological half-life	1.4 hours
Excretion	Urine
Identifiers
CAS Number	87691-91-6
ATC code	none
PubChem	CID: 55752
IUPHAR/BPS	101
ChemSpider	50348
UNII	35C6UMO5SR Y
ChEMBL	CHEMBL35057
Chemical data
Formula	C24H32N4O2S
Molecular mass	440.60 g/mol

Tiospirone (BMY-13,859), also sometimes called tiaspirone or tiosperone, is an atypical antipsychotic of the azapirone class. It was investigated as a treatment for schizophrenia in the late 1980s and was found to have an effectiveness equivalent to those of typical antipsychotics in clinical trials but without causing extrapyramidal side effects. However, development was halted and it was not marketed. Perospirone, another azapirone derivative with antipsychotic properties, was synthesized and assayed several years after tiospirone. It was found to be both more potent and more selective in comparison and was commercialized instead.

Tiospirone acts as a 5-HT_1A receptor partial agonist, 5-HT_2A, 5-HT_2C, and 5-HT₇ receptor inverse agonist, and D₂, D₄, and α₁-adrenergic receptor antagonist.

Binding profile

Receptor	Ki (nM)
5-HT2A	0.06
5-HT2C	9.73
5-HT6	950
5-HT7	0.64
M1	630
M2	180
M3	1290
M4	480
M5	3900
D2	0.5
D4	13.6

See also

• Azapirone