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

• ChemBase ID: 165579
• Molecular Formular: C20H24ClNO4
• Molecular Mass: 377.86186
• Monoisotopic Mass: 377.13938593
• SMILES: C1NC[C@H]([C@@H](C1)c1ccc(cc1)OC)COc1ccc2c(c1)OCO2.Cl
• Canonical SMILES: COc1ccc(cc1)[C@@H]1CCNC[C@H]1COc1ccc2c(c1)OCO2.Cl
• InChI: InChI=1S/C20H23NO4.ClH/c1-22-16-4-2-14(3-5-16)18-8-9-21-11-15(18)12-23-17-6-7-19-20(10-17)25-13-24-19;/h2-7,10,15,18,21H,8-9,11-13H2,1H3;1H/t15-,18-;/m0./s1
• InChIKey: WGRXGIJCIOCNHB-NKGQWRHHSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 127017-74-7
• PubChem SID: 162259712
• PubChem CID: 71315281

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.35669973
• LogD (pH = 7.4): 0.51562715
• Log P: 2.8478756
• Molar Refractivity: 94.2705 cm^3
• Polarizability: 37.347195 Å^3
• Polar Surface Area: 48.95 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229030

Paroxetine derivative; piperidine derivative useful as calcium overload blockers for brain cells.

REFERENCES

• Rice, K.C., et al.: J. Med. Chem., 20, 164 (1977)