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

• ChemBase ID: 165569
• Molecular Formular: C21H26ClNO4
• Molecular Mass: 391.88844
• Monoisotopic Mass: 391.155036
• SMILES: C1NC[C@H]([C@@H](C1)c1ccc(cc1)OCC)COc1ccc2c(c1)OCO2.Cl
• Canonical SMILES: CCOc1ccc(cc1)[C@@H]1CCNC[C@H]1COc1ccc2c(c1)OCO2.Cl
• InChI: InChI=1S/C21H25NO4.ClH/c1-2-23-17-5-3-15(4-6-17)19-9-10-22-12-16(19)13-24-18-7-8-20-21(11-18)26-14-25-20;/h3-8,11,16,19,22H,2,9-10,12-14H2,1H3;1H/t16-,19-;/m0./s1
• InChIKey: OTEFTGSDHAZDDN-QSVLQNJRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R)-3-[(2H-1,3-benzodioxol-5-yloxy)methyl]-4-(4-ethoxyphenyl)piperidine hydrochloride
• IUPAC Traditional name: (3S,4R)-3-[(2H-1,3-benzodioxol-5-yloxy)methyl]-4-(4-ethoxyphenyl)piperidine hydrochloride
• Synonyms: (3R,4S)-rel-3-[(1,3-Benzodioxol-5-yloxy)methyl]-4-(4-ethoxyphenyl)piperidine Hydrochloride; trans-(+/-)-3-[(1,3-Benzodioxol-5-yloxy)methyl]-4-(4-methoxyphenyl)piperidine Hydrochloride; rac-trans-4-Defluoro-4-ethoxy Paroxetine Hydrochloride

Database IDs

• PubChem SID: 162259702
• PubChem CID: 71315277

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.3273688E-4
• LogD (pH = 7.4): 0.8726944
• Log P: 3.2046835
• Molar Refractivity: 99.0191 cm^3
• Polarizability: 39.188282 Å^3
• Polar Surface Area: 48.95 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D228985

A Paroxetine (P205750) impurity.

REFERENCES

• Zukowski, J. et al.: Chirality, 15, 600 (2003)
• Rice, K.C., et al.: J. Med. Chem., 20, 164 (2003)