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

• ChemBase ID: 174993
• Molecular Formular: C15H16O3
• Molecular Mass: 244.28574
• Monoisotopic Mass: 244.10994437
• SMILES: c1cc(cc2c1cc(cc2)[C@@H](C(=O)OC)C)OC
• Canonical SMILES: COC(=O)[C@H](c1ccc2c(c1)ccc(c2)OC)C
• InChI: InChI=1S/C15H16O3/c1-10(15(16)18-3)11-4-5-13-9-14(17-2)7-6-12(13)8-11/h4-10H,1-3H3/t10-/m0/s1
• InChIKey: ZFYFBPCRUQZGJE-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 26159-35-3
• PubChem SID: 164230903
• PubChem CID: 9899603

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.13168
• LogD (pH = 7.4): 3.13168
• Log P: 3.13168
• Molar Refractivity: 69.6226 cm^3
• Polarizability: 28.49292 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N377550

Naproxen (N377520) methyl 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)