dimethyl[(3S)-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propyl]amine; oxalic acid

• ChemBase ID: 173616
• Molecular Formular: C21H23NO5S
• Molecular Mass: 401.47602
• Monoisotopic Mass: 401.12969384
• SMILES: c1ccc2c(c1O[C@H](c1cccs1)CCN(C)C)cccc2.C(=O)(O)C(=O)O
• Canonical SMILES: OC(=O)C(=O)O.CN(CC[C@@H](c1cccs1)Oc1cccc2c1cccc2)C
• InChI: InChI=1S/C19H21NOS.C2H2O4/c1-20(2)13-12-18(19-11-6-14-22-19)21-17-10-5-8-15-7-3-4-9-16(15)17;3-1(4)2(5)6/h3-11,14,18H,12-13H2,1-2H3;(H,3,4)(H,5,6)/t18-;/m0./s1
• InChIKey: GYUDMXKAVMKVPS-FERBBOLQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl[(3S)-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propyl]amine; oxalic acid
• IUPAC Traditional name: dimethyl[(3S)-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propyl]amine; oxalic acid
• Synonyms: (S)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamine Ethanedioate; (γS)-N,N-Dimethyl-γ-(1-naphthalenyloxy)-2-thiophenepropanamine Ethanedioate; N-Methyl Duloxetine Oxalate

Database IDs

• CAS Number: 132335-47-8
• PubChem SID: 164229526
• PubChem CID: 11847533

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.4401895
• LogD (pH = 7.4): 3.0823371
• Log P: 4.580777
• Molar Refractivity: 93.0286 cm^3
• Polarizability: 37.555058 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 147-149°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M303880

A duloxetine impurity.

REFERENCES

• Sorbera, L., et al.: Drugs Future, 25, 907 (2000)
• Bymaster, F., et al.: Bioorg. Med. Chem. Lett., 13, 4477 (2000)
• Wada, M., et al.: Biosci. Biotechnol. Biochem., 68, 1481 (2000)