(3S,4R)-3-[(2H-1,3-benzodioxol-5-yloxy)(2H2)methyl]-4-(4-fluorophenyl)(6,6-2H2)piperidine hydrochloride

• ChemBase ID: 176163
• Molecular Formular: C19H21ClFNO3
• Molecular Mass: 365.8263432
• Monoisotopic Mass: 365.11939944
• SMILES: N1CC[C@H]([C@@H](C1)COc1ccc2c(c1)OCO2)c1ccc(cc1)F.Cl
• Canonical SMILES: Fc1ccc(cc1)[C@@H]1CCNC[C@H]1COc1ccc2c(c1)OCO2.Cl
• InChI: InChI=1S/C19H20FNO3.ClH/c20-15-3-1-13(2-4-15)17-7-8-21-10-14(17)11-22-16-5-6-18-19(9-16)24-12-23-18;/h1-6,9,14,17,21H,7-8,10-12H2;1H/t14-,17-;/m0./s1
• InChIKey: GELRVIPPMNMYGS-RVXRQPKJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R)-3-[(2H-1,3-benzodioxol-5-yloxy)(^2H₂)methyl]-4-(4-fluorophenyl)(6,6-^2H₂)piperidine hydrochloride
• IUPAC Traditional name: (3S,4R)-3-[(2H-1,3-benzodioxol-5-yloxy)(^2H₂)methyl]-4-(4-fluorophenyl)(6,6-^2H₂)piperidine hydrochloride
• Synonyms: rac trans-3-[(1,3-Benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine Hydrochloride; Aropax; Deroxat; Paxil; Seroxat; rac trans-Paroxetine-d4 Hydrochloride

Database IDs

• CAS Number: 1217753-24-6
• PubChem SID: 164232073
• PubChem CID: 45040183

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.055298023
• LogD (pH = 7.4): 0.82675153
• Log P: 3.1482487
• Molar Refractivity: 88.0237 cm^3
• Polarizability: 34.495037 Å^3
• Polar Surface Area: 39.72 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol; Water
• Apperance: White Solid
• Melting Point: 114-116°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - P205752

A istopically labelled selective serotonin reuptake inhibitor. Used as an antidepressant.

REFERENCES

• Lassen, J.B.: Eur. J. Pharmacol., 47, 351 (1978)
• Lund, J., et al.: Acta Pharmacol. Toxicol., 51, 351, (1978)