1-(4-fluorophenyl)-4-[4-hydroxy-4-(4-methylphenyl)piperidin-1-yl]butan-1-one

• ChemBase ID: 130415
• Molecular Formular: C22H26FNO2
• Molecular Mass: 355.4457432
• Monoisotopic Mass: 355.1947573
• SMILES: Cc1ccc(cc1)C1(CCN(CC1)CCCC(=O)c1ccc(cc1)F)O
• Canonical SMILES: Cc1ccc(cc1)C1(O)CCN(CC1)CCCC(=O)c1ccc(cc1)F
• InChI: InChI=1S/C22H26FNO2/c1-17-4-8-19(9-5-17)22(26)12-15-24(16-13-22)14-2-3-21(25)18-6-10-20(23)11-7-18/h4-11,26H,2-3,12-16H2,1H3
• InChIKey: AGAHNABIDCTLHW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-fluorophenyl)-4-[4-hydroxy-4-(4-methylphenyl)piperidin-1-yl]butan-1-one
• IUPAC Traditional name: moperone
• Synonyms: 1-(4-Fluorophenyl)-4-[4-hydroxy-4-(4-methylphenyl)-1-piperidinyl]-1-butanone; 1-(3'-p-Fluorobenzoylpropyl)-4-hydroxy-4-p-tolylpiperidine; Luvatren; Luvatrena; Meperon; Methylperidol; R-1658; Moperone

Database IDs

• CAS Number: 1050-79-9
• PubChem SID: 162224694
• PubChem CID: 4249
• ATC CODE: N05AD04
• KEGG ID: D02623
• Wikipedia Title: Moperone

CALCULATED PROPERTIES

• Acid pKa: 14.024161
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.96033174
• LogD (pH = 7.4): 2.734195
• Log P: 3.5704906
• Molar Refractivity: 102.8283 cm^3
• Polarizability: 39.372456 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow Solid
• Melting Point: 118-119°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M610500

Antipsychotic.

REFERENCES

• Janssen, et al.: J. Med. Pharm. Chem., 1, 281 (1959)
• Fishburn, C., et al.: J. Biol. Chem., 274, 18793 (1959)
• Burris, K., et al.: J. Pharmacol. Exp. Ther., 302, 381 (1959)
• Akam, E., et al.: Biochem. Pharmacol., 67, 2039 (1959)
• Harrison, T., et al.: Dru