2-[6-(2H3)methoxynaphthalen-2-yl]acetic acid

• ChemBase ID: 173058
• Molecular Formular: C13H12O3
• Molecular Mass: 216.23258
• Monoisotopic Mass: 216.07864424
• SMILES: c1cc(cc2c1cc(cc2)CC(=O)O)OC
• Canonical SMILES: COc1ccc2c(c1)ccc(c2)CC(=O)O
• InChI: InChI=1S/C13H12O3/c1-16-12-5-4-10-6-9(7-13(14)15)2-3-11(10)8-12/h2-6,8H,7H2,1H3,(H,14,15)
• InChIKey: PHJFLPMVEFKEPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[6-(^2H₃)methoxynaphthalen-2-yl]acetic acid
• IUPAC Traditional name: [6-(^2H₃)methoxynaphthalen-2-yl]acetic acid
• Synonyms: 2-(6-Methoxy-d3-2-naphthyl)acetic Acid; 6-Methoxy-d3-2-naphthylacetic Acid; 6-MNA-d3; BRL 10720-d3; Desmethyl Naproxen-d3; 6-Methoxy-2-naphthaleneacetic Acid-d3 (Desmethyl Naproxen-d3)

Database IDs

• PubChem SID: 164228968
• PubChem CID: 45039727

CALCULATED PROPERTIES

• Acid pKa: 4.1575074
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.0838194
• LogD (pH = 7.4): -0.6191144
• Log P: 2.4427996
• Molar Refractivity: 60.279 cm^3
• Polarizability: 24.542353 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 176-177°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M264697

A labelled metabolite of Nabumetone (N200500). A competitive, non-selective COX inhibitor.

REFERENCES

• Turpeinen et. al.: Drug Metabolism and Dispositoin, 37: 1017 (2009)
• Daniels, F., et al.: J. Invest. Dermatol., 44, 259 (2009)
• Bosca, F., et al.: Photochem. Photobiol., 71, 173 (2009)