Structure via PubChem · Public domain (PubChem)
spiperone
Sign in to saveAlso 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
composto chimico
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 Ų
- 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
via Wikidata · CC0
Article · Italiano
Lo spiperone è una molecola ad attività antipsicotica facente parte della classe dei butirrofenoni. Esplica un'attività antagonista sui principali recettori della serotonina e della dopamina, in particolare su 5-HT1A, 5-HT2A, 5-HT7 e su D2, mentre ha affinità trascurabile per i recettori 5-HT2C. L'attività dello spiperone fu studiata mediante l'utilizzo di molecole marcate con atomi di trizio. La capacità della molecola inoltre di interagire coi canali CaCCs (analoghi dei canali CFTR) ne fa un principio attivo oggetto di studio nella terapia della fibrosi cistica.
Abstract from DBpedia / Wikipedia · CC BY-SA