[(3R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl]methanol

• ChemBase ID: 176167
• Molecular Formular: C13H18FNO
• Molecular Mass: 223.2865232
• Monoisotopic Mass: 223.13724242
• SMILES: c1(ccc(cc1)C1CCN(C[C@@H]1CO)C)F
• Canonical SMILES: OC[C@H]1CN(C)CCC1c1ccc(cc1)F
• InChI: InChI=1S/C13H18FNO/c1-15-7-6-13(11(8-15)9-16)10-2-4-12(14)5-3-10/h2-5,11,13,16H,6-9H2,1H3/t11-,13?/m1/s1
• InChIKey: CXRHUYYZISIIMT-JTDNENJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl]methanol
• IUPAC Traditional name: [(3R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl]methanol
• Synonyms: (3R,4S)-4-(4-Fluorophenyl)-3-hydroxymethyl-1-methylpiperidine; ent-Paroxol; (3R,4S)-4-(4-Fluorophenyl)-1-methyl-3-piperidinemethanol; (+)-Paroxol; (+)-trans-4-(4'-Fluorophenyl)-3-hydroxymethyl-1-methylpiperidine

Database IDs

• CAS Number: 389573-45-9
• PubChem SID: 164232077
• PubChem CID: 71751433

CALCULATED PROPERTIES

• Acid pKa: 15.411481
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.554997
• LogD (pH = 7.4): 0.09511533
• Log P: 1.5739115
• Molar Refractivity: 63.2916 cm^3
• Polarizability: 24.208626 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 98-100°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P205805

An intermediate in the synthesis of Paroxetine (P205750), a selective serotonin reuptake inhibitor.

REFERENCES

• Dechant, K., et al.: Drugs, 41, 225 (1991)