(2R)-2-(6-methoxynaphthalen-2-yl)propanoic acid

• ChemBase ID: 77886
• Molecular Formular: C14H14O3
• Molecular Mass: 230.25916
• Monoisotopic Mass: 230.09429431
• SMILES: COc1cc2ccc(cc2cc1)[C@H](C(=O)O)C
• Canonical SMILES: COc1ccc2c(c1)ccc(c2)[C@H](C(=O)O)C
• InChI: InChI=1S/C14H14O3/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10/h3-9H,1-2H3,(H,15,16)/t9-/m1/s1
• InChIKey: CMWTZPSULFXXJA-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(6-methoxynaphthalen-2-yl)propanoic acid
• IUPAC Traditional name: aleve
• Synonyms: (R)-6-Methoxy-α-methyl-2-naphthaleneacetic Acid; (R)-2-(6-Methoxynaphthalen-2-yl)propanoic Acid; (R)-Naproxen; (R)-Naproxen; (2R)-2-(6-Methoxynaphth-2-yl)propionic acid; 2-[(1R)-1-Carboxyethyl]-6-methoxynaphthalene; (2R)-2-(6-Methoxynaphth-2-yl)propanoic acid; (S)-Naproxen; (2S)-2-(6-Methoxynaphth-2-yl)propanoic acid; (R)-(-)-6-Methoxy-α-methyl-2-naphthaleneacetic acid; (R)-2-(6-Methoxynaphthalen-2-yl)propanoic acid; (R)-(-)-6-甲氧基-α-甲基-2-萘乙酸

Database IDs

• CAS Number: 22204-53-1; 23979-41-1
• EC Number: 245-966-6
• MDL Number: MFCD00870716; MFCD00063744
• PubChem SID: 24880597; 162042729
• PubChem CID: 169118

CALCULATED PROPERTIES

• Acid pKa: 4.1903534
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.6579665
• LogD (pH = 7.4): -0.054211214
• Log P: 2.985786
• Molar Refractivity: 64.8535 cm^3
• Polarizability: 26.3861 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 155-156°C; 156-158 °C(lit.); 156-158°C
• Optical Rotation: [α]20/D -66°, c = 1% in chloroform

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Toxic/Harmful; Toxic/Harmful/Keep Cold
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: 95+%; 98%
• Linear Formula: CH3OC10H6CH(CH3)CO2H

DETAILS

Sigma Aldrich - 570842

Packaging
5 g in glass bottle

Toronto Research Chemicals - N377510

An anti-inflammatory, analgesic, antipyretic. A non-steroidal anti-inflammatory.

REFERENCES

• Harrison, I.T., et al.: J. Med. Chem., 13, 203 (1970)