ethyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate

• ChemBase ID: 174991
• Molecular Formular: C16H18O3
• Molecular Mass: 258.31232
• Monoisotopic Mass: 258.12559444
• SMILES: c1cc(cc2c1cc(cc2)[C@@H](C(=O)OCC)C)OC
• Canonical SMILES: CCOC(=O)[C@H](c1ccc2c(c1)ccc(c2)OC)C
• InChI: InChI=1S/C16H18O3/c1-4-19-16(17)11(2)12-5-6-14-10-15(18-3)8-7-13(14)9-12/h5-11H,4H2,1-3H3/t11-/m0/s1
• InChIKey: URNAYRDBUUZOIU-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate
• IUPAC Traditional name: ethyl (2S)-2-(6-methoxynaphthalen-2-yl)propanoate
• Synonyms: (αS)-6-Methoxy-α-methyl-2-naphthaleneacetic Acid Ethyl Ester; (S)-6-Methoxy-α-methyl-2-naphthaleneacetic Acid Ethyl Ester; (+)-(S)-Naproxen Ethyl Ester; (+)-Naproxen Ethyl Ester; Naproxen Ethyl Ester; (S)-Naproxen Ethyl Ester

Database IDs

• CAS Number: 31220-35-6
• PubChem SID: 164230901
• PubChem CID: 711615

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.488488
• LogD (pH = 7.4): 3.488488
• Log P: 3.488488
• Molar Refractivity: 74.3712 cm^3
• Polarizability: 30.338814 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N377545

Naproxen (N377520) ethyl derivative. Naproxen impurity.

REFERENCES

• Haddock, R., et al.: Xenobiotica, 14, 327 (1984)
• Jeremy, J., et al.: Drugs, 40, 53 (1984)
• Wadhwa, L., et al.: Int. J. Pharm., 118, 31 (1984)