1-[(3R)-3-amino-3-phenylpropoxy]naphthalene

• ChemBase ID: 167202
• Molecular Formular: C19H19NO
• Molecular Mass: 277.36026
• Monoisotopic Mass: 277.14666423
• SMILES: c1ccc2c(c1)c(ccc2)OCC[C@H](c1ccccc1)N
• Canonical SMILES: N[C@@H](c1ccccc1)CCOc1cccc2c1cccc2
• InChI: InChI=1S/C19H19NO/c20-18(16-8-2-1-3-9-16)13-14-21-19-12-6-10-15-7-4-5-11-17(15)19/h1-12,18H,13-14,20H2/t18-/m1/s1
• InChIKey: LLJKLSASLJIYAO-GOSISDBHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(3R)-3-amino-3-phenylpropoxy]naphthalene
• IUPAC Traditional name: 1-[(3R)-3-amino-3-phenylpropoxy]naphthalene
• Synonyms: (S)-α-[2-(1-Naphthalenyloxy)ethyl]benzenemethanamine; (S)-N-Didemethyl Dapoxetine

Database IDs

• CAS Number: 147199-40-4
• PubChem SID: 162261335
• PubChem CID: 70651593

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.8639077
• LogD (pH = 7.4): 1.799395
• Log P: 3.8522675
• Molar Refractivity: 86.0694 cm^3
• Polarizability: 35.317482 Å^3
• Polar Surface Area: 35.25 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D439510

The (S)-metabolite of Dapoxetine (D185700). Selective serotonin reuptake inhibitor antidepressant.

REFERENCES

• Wong, D., et al.: Life Sci., 57, 411 (1995)
• Sorbera, L., et al.: Drugs Future, 29, 1201 (1995)
• Cipriani, A., et al.: Lancet, 373, 746 (1995)
• Katzman, M., et al.: CNS Drug, 23, 103 (1995)