5-{[(3S,4R)-4-(4-fluorophenyl)piperidin-3-yl]methoxy}-2-methoxyphenol

• ChemBase ID: 169243
• Molecular Formular: C19H22FNO3
• Molecular Mass: 331.3812832
• Monoisotopic Mass: 331.15837179
• SMILES: C1C[C@H]([C@@H](CN1)COc1cc(c(cc1)OC)O)c1ccc(cc1)F
• Canonical SMILES: COc1ccc(cc1O)OC[C@@H]1CNCC[C@H]1c1ccc(cc1)F
• InChI: InChI=1S/C19H22FNO3/c1-23-19-7-6-16(10-18(19)22)24-12-14-11-21-9-8-17(14)13-2-4-15(20)5-3-13/h2-7,10,14,17,21-22H,8-9,11-12H2,1H3/t14-,17-/m0/s1
• InChIKey: HEJVUVGUVCOISV-YOEHRIQHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-{[(3S,4R)-4-(4-fluorophenyl)piperidin-3-yl]methoxy}-2-methoxyphenol
• IUPAC Traditional name: 5-{[(3S,4R)-4-(4-fluorophenyl)piperidin-3-yl]methoxy}-2-methoxyphenol
• Synonyms: 5-[[(3S,4R)-4-(4-Fluorophenyl)-3-piperidinyl]methoxy]-2-methoxy-phenol; BRL 36583A; (-)-trans 4-(4-Fluorophenyl)-3-(3-hydroxy-4-methoxyphenoxymethyl) piperidine; (3S-trans)-5-[[4-(4-Fluorophenyl)-3-piperidinyl]methoxy]-2-methoxyphenol(Paroxetine Metabolite)

Database IDs

• CAS Number: 112058-89-6
• PubChem SID: 162263375
• PubChem CID: 46781621

CALCULATED PROPERTIES

• LogD (pH = 5.5): -0.13748653
• LogD (pH = 7.4): 0.7641443
• Log P: 2.5250454
• Molar Refractivity: 90.7009 cm^3
• Polarizability: 35.14931 Å^3
• Polar Surface Area: 50.72 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 10.130816
• H Acceptors: 4
• H Donor: 2

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Pale Beige Solid
• Melting Point: 71-73°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - F595800

A metabolite of Paroxetine.

REFERENCES

• Plenge, P., et al.: J. Pharm. Pharmacol., 39, 877 (1987)