2-(6-methoxynaphthalen-2-yl)acetic acid

• ChemBase ID: 105378
• Molecular Formular: C13H12O3
• Molecular Mass: 216.23258
• Monoisotopic Mass: 216.07864424
• SMILES: COc1ccc2cc(CC(=O)O)ccc2c1
• 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-methoxynaphthalen-2-yl)acetic acid
• IUPAC Traditional name: 6-mnaa
• Synonyms: 6-METHOXY-2-NAPHTHYLACETIC ACID; 2-(6-Methoxy-2-naphthyl)acetic Acid; 6-Methoxy-2-naphthylacetic Acid; 6-MNA; BRL 10720; Desmethyl Naproxen; 6-Methoxy-2-naphthaleneacetic Acid (Desmethyl Naproxen); 2-(6-Methoxynaphthalen-2-yl)acetic acid

Database IDs

• CAS Number: 23981-47-7
• EC Number: 245-967-1
• PubChem SID: 162092337
• PubChem CID: 32176

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: 24.541517 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-White to Pale Pink
• Melting Point: 170-172°C

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• RTECS: QJ1045000

Product Information

• Purity: 95+%; 99%

DETAILS

MP Biomedicals - 02159968

Purity: 99%
Selectively inhibits PGH synthase-2 over PGH synthase-1.

Toronto Research Chemicals - M264695

A metabolite of Nabumetone. A competitive, non-selective COX inhibitor.

REFERENCES

• Meade, E.A., et al., J. Biol. Chem. , 268 : 6610 (1993).
• 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)