Spiperone

Spiperone

Systematic (IUPAC) name
8-[4-(4-fluorophenyl)-4-oxo-butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	?
Legal status	?
Routes	Oral
Pharmacokinetic data
Metabolism	Hepatic
Excretion	Renal
Identifiers
CAS number	749-02-0 Y
ATC code	None
PubChem	CID 5265
IUPHAR ligand	99
ChemSpider	5075 Y
UNII	4X6E73CJ0Q Y
KEGG	D01051 Y
ChEBI	CHEBI:9233 N
ChEMBL	CHEMBL267930 Y
Chemical data
Formula	C23H26FN3O2
Mol. mass	395.47 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C23H26FN3O2/c24-19-10-8-18(9-11-19)21(28)7-4-14-26-15-12-23(13-16-26)22(29)25-17-27(23)20-5-2-1-3-6-20/h1-3,5-6,8-11H,4,7,12-17H2,(H,25,29) Y Key:DKGZKTPJOSAWFA-UHFFFAOYSA-N Y
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Spiperone (Spiroperidol, Spiropitan) is a psychoactive drug and research chemical belonging to the butyrophenone chemical class. It functions as a 5-HT_1A, 5-HT_2A, 5-HT₇, and D₂ receptor antagonist, and has been used to identify these receptors when labeled with tritium. It has negligible affinity for the 5-HT_2C receptor. Additionally, spiperone was identified by compound screening to be an activator of Ca²⁺ activated Cl^- channels (CaCCs), thus a potential target for therapy of cystic fibrosis.

N-Methylspiperone (NMSP) is a derivate of spiperone that is used to study the dopamine and serotonin neurotransmitter system. Labeled with the radioisotope carbon-11, it can be used for positron emission tomography.