ethyl 3-(4-methoxynaphthalen-1-yl)propanoate

• ChemBase ID: 173057
• Molecular Formular: C16H18O3
• Molecular Mass: 258.31232
• Monoisotopic Mass: 258.12559444
• SMILES: c12c(c(ccc1CCC(=O)OCC)OC)cccc2
• Canonical SMILES: CCOC(=O)CCc1ccc(c2c1cccc2)OC
• InChI: InChI=1S/C16H18O3/c1-3-19-16(17)11-9-12-8-10-15(18-2)14-7-5-4-6-13(12)14/h4-8,10H,3,9,11H2,1-2H3
• InChIKey: NSTSGUQNNJXUKS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 3-(4-methoxynaphthalen-1-yl)propanoate
• IUPAC Traditional name: ethyl 3-(4-methoxynaphthalen-1-yl)propanoate
• Synonyms: Ethyl 3-(4-methoxy-1-naphthyl)propanoate; 4-Methoxy-1-naphthalenepropanoic Acid Ethyl Ester

Database IDs

• CAS Number: 861354-99-6
• PubChem SID: 164228967
• PubChem CID: 58566600

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.3900702
• LogD (pH = 7.4): 3.3900702
• Log P: 3.3900702
• Molar Refractivity: 74.3977 cm^3
• Polarizability: 30.344814 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil

DETAILS

Toronto Research Chemicals - M264690

Intermediate in the preparation of disubstituted tetrahydrofurans as inhibitors of serotonin re-uptake and inhibitors of phosphodiesterase 4 enzyme activity.

REFERENCES

• Voelker, T. et al.; Bioorg. Med. Chem. 17, 2047 (2009)