اسپیپرون

Also known as R-5147, spiroperidol, spiropitan, 1-[2-[4-[5-chloro-1-(4-fluorophenyl)-indol-3-yl]-1-piperidyl]ethyl]imidazolidin-2-one, 8-(3-p-fluorobenzoyl-1-propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro(4,5)decane, 8-(3-(p-fluorobenzoyl)propyl)-1-phenyl-1,3,8-triazaspiro(4.5)decan-4-one

Spiperone, also known as spiroperidol and sold under the brand name Spiropitan ((JP)) is a typical antipsychotic of the butyrophenone family related to haloperidol. It is approved for clinical use in Japan as a treatment for schizophrenia.

Chemical data

Formula: C23H26FN3O2
Molecular weight: 395.5 g/mol
IUPAC name: 8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
SMILES: C1CN(CCC12C(=O)NCN2C3=CC=CC=C3)CCCC(=O)C4=CC=C(C=C4)F
InChIKey: DKGZKTPJOSAWFA-UHFFFAOYSA-N
XLogP: 3
Polar surface area: 52.7 Å²
H-bond donors: 1
H-bond acceptors: 5
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule

via ChEMBL · EBI

Research

4,148 papers

Spiperone: Tritium labelling at high specific activity.Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine · 2019
Spiperone Stimulates Regeneration in Pulmonary Endothelium Damaged by Cigarette Smoke and Lipopolysaccharide.International journal of chronic obstructive pulmonary disease · 2021
Ketanserin and spiperone as templates for novel serotonin 5-HT(2A) antagonists.Current topics in medicinal chemistry · 2002
Anticancer Effects of Spiperone in C57BL/6 Mice with Emphysema and Lung Carcinoma.Bulletin of experimental biology and medicine · 2024
Verification of the role of spiperone in the treatment of COPD through bioinformatics analysis.International immunopharmacology · 2021

via PubMed

Wikidata facts

Mass: 395.200905

Show 5 more facts

chemical formula: C₂₃H₂₆FN₃O₂
subject has role: dopamine antagonist
canonical SMILES: C1CN(CCC12C(=O)NCN2C3=CC=CC=C3)CCCC(=O)C4=CC=C(C=C4)F
World Health Organisation international non-proprietary name: spiperone
Commons category: Spiperone

Sources (4)

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