Spiperone

Spiperone

Systematic (IUPAC) name
8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
Clinical data
AHFS/Drugs.com	International Drug Names
Legal status	Rx-only (JP)
Routes of administration	Oral
Pharmacokinetic data
Metabolism	Hepatic
Excretion	Renal
Identifiers
CAS Number	749-02-0 Y
ATC code	none
PubChem	CID: 5265
IUPHAR/BPS	99
ChemSpider	5075 Y
UNII	4X6E73CJ0Q Y
KEGG	D01051 Y
ChEBI	CHEBI:9233 Y
ChEMBL	CHEMBL267930 Y
Chemical data
Formula	C23H26FN3O2
Molecular mass	395.47 g/mol
SMILES c1ccc(cc1)N2CNC(=O)C23CCN(CC3)CCCC(=O)c4ccc(cc4)F
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; brand name: Spiropitan (JP)) is a typical antipsychotic and research chemical belonging to the butyrophenone chemical class. It is licensed for clinical use in Japan as a treatment for schizophrenia. 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.

Receptor	Ki (nM)	Notes
5-HT1A	17.3
5-HT1B	995
5-HT1D	2397
5-HT1E	5051
5-HT1F	3.98
5-HT2A	1.17
5-HT2B	1114.2
5-HT2C	922.9
5-HT3	>10000	No data available from cloned human receptors. Data comes from rat cortex receptors and other sources.
5-HT5A	2512	Cloned mouse receptor.
5-HT6	1590	Cloned rat receptor.
5-HT7	109.8
α1A	20.4
α1B	3.09
α1D	8.32
D1	398.5
D2	0.16
D3	0.34
D4	1.39
D5	4500
H1	272
σ	353

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.