8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

• ChemBase ID: 103530
• Molecular Formular: C23H26FN3O2
• Molecular Mass: 395.4698432
• Monoisotopic Mass: 395.20090531
• SMILES: Fc1ccc(cc1)C(=O)CCCN1CCC2(CC1)N(CNC2=O)c1ccccc1
• Canonical SMILES: Fc1ccc(cc1)C(=O)CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-[4-(4-fluorophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
• IUPAC Traditional name: spiperone
• Synonyms: Spiropitan; 4-Phenyl-8-[3-(4-fluorobenzoyl)propyl]-1-oxo-2,4,8-triazaspiro[4,5]decane; R 5147, Spiroperidol; 8-[3-(p-Fluorobenzoyl)propyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one; SPIPERONE; 8-[4-(4-Fluprophenyl)-4-oxobutyl]-1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one; Spiroperidol; Spiroperidone

Database IDs

• CAS Number: 749-02-0
• EC Number: 212-024-0
• PubChem SID: 162102878
• PubChem CID: 5265
• CHEBI ID: 9233
• CHEMBL: 267930
• Chemspider ID: 5075
• IUPHAR ligand ID: 99
• KEGG ID: D01051
• Unique Ingredient Identifier: 4X6E73CJ0Q
• Wikipedia Title: Spiperone

CALCULATED PROPERTIES

• Acid pKa: 11.826513
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.36356434
• LogD (pH = 7.4): 2.1359234
• Log P: 3.070134
• Molar Refractivity: 111.194 cm^3
• Polarizability: 42.304146 Å^3
• Polar Surface Area: 52.65 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chlorform; Dimethyl Sulfoxide; Ethanol; Methanol
• Apperance: Off-White Solid
• Melting Point: 190-193.6°C; 190-196°C

Safety Information

• Storage Condition: 2-8°C; Refrigerator
• RTECS: XX8925000
• European Hazard Symbols: Harmful (Xn)
• Risk Statements: R:22-36/37/38
• Safety Statements: S:25-26-36/37/39

Pharmacology Properties

• Admin Routes: Oral
• Excretion: Renal
• Metabolism: Hepatic

DETAILS

MP Biomedicals - 02152072

Selective antagonist for dopamine D2 receptor.

Toronto Research Chemicals - S682000

Antipsychotic.

REFERENCES

• Chivers, J., et al.: Br. J. Pharmacol., 90, 467 (1987)
• Lever, J.R., et al.: Life Sci., 46, 1967 (1987)