1-(4-fluorophenyl)-4-(4-methylpiperidin-1-yl)butan-1-one

• ChemBase ID: 172622
• Molecular Formular: C16H22FNO
• Molecular Mass: 263.3503832
• Monoisotopic Mass: 263.16854255
• SMILES: C(=O)(CCCN1CCC(CC1)C)c1ccc(cc1)F
• Canonical SMILES: CC1CCN(CC1)CCCC(=O)c1ccc(cc1)F
• InChI: InChI=1S/C16H22FNO/c1-13-8-11-18(12-9-13)10-2-3-16(19)14-4-6-15(17)7-5-14/h4-7,13H,2-3,8-12H2,1H3
• InChIKey: DKMFBWQBDIGMHM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-fluorophenyl)-4-(4-methylpiperidin-1-yl)butan-1-one
• IUPAC Traditional name: melperone
• Synonyms: 1-(4-Fluorophenyl)-4-(4-methyl-1-piperidinyl)-1-butanone; Methylperone; Flubuperone; 4-Fluoro-γ-(4-methylpiperidino)butyrophenone; 4'-Fluoro-4-(4-methylpiperidino)butyrophenone; Buronil; FG 5111; γ-(4-Methylpiperidino)-p-fluorobutyrophenone; Melperone

Database IDs

• CAS Number: 3575-80-2
• PubChem SID: 164228532
• PubChem CID: 15387

CALCULATED PROPERTIES

• Acid pKa: 16.39657
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.08229125
• LogD (pH = 7.4): 1.7207023
• Log P: 3.228153
• Molar Refractivity: 76.2512 cm^3
• Polarizability: 29.240301 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M216800

Melperone is a neuroleptic butyrophenone. Melperone is also an antiarrhythmic agent. Melperone is an effective atypical antipsychotic drug used in the treatment of schizophrenia.

REFERENCES

• Petersen, E.N. et al.: Acta Pharmacol. Toxicol., 42, 388 (1978)
• Platou, E. et al.: Acta Pharmacol. Toxicol., 50, 108 (1978)
• Bjerkenstedt, L. et al.: Acta Psych. Scand. Supp., 352, 35 (1978)
• Meltzer, H.Y. et al.: Psych. Res., 105, 201 (1978)