sodium 2-{4-[(2-oxocyclopentyl)methyl]phenyl}propanoate

• ChemBase ID: 172208
• Molecular Formular: C15H17NaO3
• Molecular Mass: 268.28345
• Monoisotopic Mass: 268.10753869
• SMILES: c1c(ccc(c1)CC1C(=O)CCC1)C(C(=O)[O-])C.[Na+]
• Canonical SMILES: [O-]C(=O)C(c1ccc(cc1)CC1CCCC1=O)C.[Na+]
• InChI: InChI=1S/C15H18O3.Na/c1-10(15(17)18)12-7-5-11(6-8-12)9-13-3-2-4-14(13)16;/h5-8,10,13H,2-4,9H2,1H3,(H,17,18);/q;+1/p-1
• InChIKey: WORCCYVLMMTGFR-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2-{4-[(2-oxocyclopentyl)methyl]phenyl}propanoate
• IUPAC Traditional name: sodium 2-{4-[(2-oxocyclopentyl)methyl]phenyl}propanoate
• Synonyms: α-Methyl-4-[(2-oxocyclopentyl)methyl]benzeneacetic Acid Sodium Salt; CS 600; Loxonin; Sodium 2-[4-[(2-Oxocyclopentyl)methyl]phenyl]propionate; Sodium Loxoprofen; Loxoprofen Sodium

Database IDs

• CAS Number: 80382-23-6
• PubChem SID: 164228118
• PubChem CID: 23663407

CALCULATED PROPERTIES

• Acid pKa: 4.191381
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.0188732
• LogD (pH = 7.4): 0.3064167
• Log P: 3.345719
• Molar Refractivity: 79.6361 cm^3
• Polarizability: 26.64241 Å^3
• Polar Surface Area: 57.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol; Water
• Apperance: White Solid
• Melting Point: 203-205°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - L472900

A non-selective nonsteroidal anti-inflammatory drug (NSAID) that has been effective in reducing atherosclerosis in mice by reducing inflammation. It becomes active after metabolism in the body and inhibits the activation of cyclooxygenase.

REFERENCES

• Masahide H. et al.: J Clin Biochem Nutr., 47, 138 (2010)
• Noguchi, M. et al.: Biolog. Pharmac. Bull., 28, 2075 (2010)
• Hyun, J. et al.: Arch. Pharm. Res., 24, 541 (2010)