sodium 2-methoxy-5-[(1S)-3-(methylamino)-1-(thiophen-2-yl)propoxy]naphthalen-1-yl sulfate

• ChemBase ID: 170748
• Molecular Formular: C19H20NNaO6S2
• Molecular Mass: 445.48497
• Monoisotopic Mass: 445.06297365
• SMILES: c1(cccc2c1ccc(c2OS(=O)(=O)[O-])OC)O[C@H](c1sccc1)CCNC.[Na+]
• Canonical SMILES: CNCC[C@@H](c1cccs1)Oc1cccc2c1ccc(c2OS(=O)(=O)[O-])OC.[Na+]
• InChI: InChI=1S/C19H21NO6S2.Na/c1-20-11-10-16(18-7-4-12-27-18)25-15-6-3-5-14-13(15)8-9-17(24-2)19(14)26-28(21,22)23;/h3-9,12,16,20H,10-11H2,1-2H3,(H,21,22,23);/q;+1/p-1/t16-;/m0./s1
• InChIKey: ZYSPQRLLQVFKDB-NTISSMGPSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-methoxy-5-[(1S)-3-(methylamino)-1-(thiophen-2-yl)propoxy]naphthalen-1-yl sulfate
• IUPAC Traditional name: sodium 2-methoxy-5-[(1S)-3-(methylamino)-1-(thiophen-2-yl)propoxy]naphthalen-1-yl sulfate
• Synonyms: 2-Methoxy-5-[(1S)-3-(methylamino)-1-(2-thienyl)propoxy]-1-naphthalenol 1-(Hydrogen Sulfate); LY 581920; 5-Hydroxy-6-methoxy Duloxetine Sulfate

Database IDs

• CAS Number: 662149-10-2
• PubChem SID: 164226658
• PubChem CID: 44344091

CALCULATED PROPERTIES

• Acid pKa: -1.9358741
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.0427337
• LogD (pH = 7.4): 2.040751
• Log P: 2.0427577
• Molar Refractivity: 105.0481 cm^3
• Polarizability: 43.364365 Å^3
• Polar Surface Area: 96.92 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H946305

The major metabolite of Duloxetine.

REFERENCES

• Sharma, A., et al.: J. Clin. Pharmacol., 40, 161 (2000)
• Lantz, R., et al.: Drug Metab. Dispos., 31, 1142 (2000)
• Kuo, F., et al.: Bioorg. Med. Chem. Lett., 14, 5233 (2000)
• Suri, A., et al.: Int. J. Clin. Pharm. Ther., 43, 78 (2000)