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Spiperone

CAT: 0804-HY-B1371-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-B1371-02Size:10 mM - 1 mL
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Description
Spiperone (Spiroperidol) is a potent dopamine D2, serotonin 5-HT1A, and serotonin 5-HT2A antagonist. Spiperone is also a labelled ligand for neuroleptic receptors. Spiperone enhances intracellular calcium level and inhibits the Wnt signaling pathway. Spiperone has the potential for the research of neurology diseases[1][2][3][4].
CAS Number
749-02-0
Product Name Alternative
Spiroperidol
UNSPSC
12352005
Hazard Statement
H302, H361
Target
5-HT Receptor; Dopamine Receptor; Wnt
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling; Stem Cell/Wnt
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/spiperone.html
Purity
99.00
Solubility
DMSO : 33.33 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
O=C1NCN(C2=CC=CC=C2)C13CCN(CCCC(C4=CC=C(F)C=C4)=O)CC3
Molecular Formula
C23H26FN3O2
Molecular Weight
395.47
Precautions
H302, H361
References & Citations
[1]Metwally KA, et al. Spiperone: influence of spiro ring substituents on 5-HT2A serotonin receptor binding. J Med Chem. 1998;41 (25) :5084-5093.|[2]Palacios JM, et al. [3H]Spiperone binding sites in brain: autoradiographic localization of multiple receptors. Brain Res. 1981 Jun 1;213 (2) :277-89.|[3]Leysen JE, et al. Spiperone: a ligand of choice for neuroleptic receptors. 1. Kinetics and characteristics of in vitro binding. Biochem Pharmacol. 1978 Feb 1;27 (3) :307-16. |[4]Lu D, et al. Spiperone enhances intracellular calcium level and inhibits the Wnt signaling pathway. BMC Pharmacol. 2009 Nov 30;9:13.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
5-HT1 Receptor;5-HT2 Receptor
Citation 01
J Ocul Pharmacol Ther. 2024 Oct;40 (8) :536-542.|Insect Biochem Mol Biol. 2025 May:180:104312.

Chemical Information

Spiperone

Spiperone is an azaspiro compound that is 1,3,8-triazaspiro[4.5]decane which is substituted at positions 1, 4, and 8 by phenyl, oxo, and 4-(p-fluorophenyl)-4-oxobutyl groups, respectively. It has a role as a psychotropic drug, an antipsychotic agent, an alpha-adrenergic antagonist, a serotonergic antagonist and a dopaminergic antagonist. It is a member of piperidines, an azaspiro compound, an organofluorine compound, a tertiary amino compound and an aromatic ketone.

CAS Number749-02-0
PubChem CID5265
IUPAC Name8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
Molecular FormulaC23H26FN3O2
Molecular Weight395.5
XLogP3
Topological Polar Surface Area52.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Heavy Atom Count29
Formal Charge0
Complexity577
SMILES
C1CN(CCC12C(=O)NCN2C3=CC=CC=C3)CCCC(=O)C4=CC=C(C=C4)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)
InChIKey
DKGZKTPJOSAWFA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Spiperone
CAS: 749-02-0
CID: 5265
Formula: C23H26FN3O2
MW: 395.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight395.5
XLogP33
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass395.20090524
Monoisotopic Mass395.20090524
Topological Polar Surface Area52.7 Ų
Heavy Atom Count29
Formal Charge0
Complexity577
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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