[(3S,4R)-4-(4-fluorophenyl)piperidin-3-yl]methanol

• ChemBase ID: 166031
• Molecular Formular: C12H16FNO
• Molecular Mass: 209.2599432
• Monoisotopic Mass: 209.12159236
• SMILES: C1NC[C@H]([C@@H](C1)c1ccc(cc1)F)CO
• Canonical SMILES: OC[C@@H]1CNCC[C@H]1c1ccc(cc1)F
• InChI: InChI=1S/C12H16FNO/c13-11-3-1-9(2-4-11)12-5-6-14-7-10(12)8-15/h1-4,10,12,14-15H,5-8H2/t10-,12-/m0/s1
• InChIKey: IBOPBHBOBJYXTD-JQWIXIFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S,4R)-4-(4-fluorophenyl)piperidin-3-yl]methanol
• IUPAC Traditional name: [(3S,4R)-4-(4-fluorophenyl)piperidin-3-yl]methanol
• Synonyms: (3S,4R)-4-(4-Fluorophenyl)-3-piperidinemethanol Hydrochloride; (3S-trans)-4-(4-Fluorophenyl)-3-piperidinemethanol Hydrochloride; (3S,4R)-(-)-4-(4-Fluorophenyl)-3-piperidinemethanol Hydrochloride; (3S,4R)-4-(4-Fluorophenyl)piperidine-3-methanol Hydrochloride; N-Desmethyl Paroxol Hydrochloride; ((3S,4R)-4-(4-Fluorophenyl)piperidin-3-yl)methanol

Database IDs

• CAS Number: 220548-73-2; 125224-43-3
• PubChem SID: 162260164
• PubChem CID: 9855829

CALCULATED PROPERTIES

• Acid pKa: 15.4119215
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.0033772
• LogD (pH = 7.4): -1.0429853
• Log P: 1.1908636
• Molar Refractivity: 57.9969 cm^3
• Polarizability: 22.370007 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 235-237°C

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - D282180

N-Desmethyl Paroxol is a metabolite of Paroxetine (P205750), also an intermediate for the production of the antidepressant Paroxetine.

REFERENCES

• Sugi, K., et al.: Chem. Pharm. Bull., 48, 529 (2000)
• Flores, J., et al.: Electrophor., 25, 1394 (2000)