(2S)-2-[4-(2-methylpropyl)phenyl](3,3,3-2H3)propanoic acid

• ChemBase ID: 171492
• Molecular Formular: C13H18O2
• Molecular Mass: 206.28082
• Monoisotopic Mass: 206.13067982
• SMILES: c1cc(ccc1CC(C)C)[C@@H](C(=O)O)C
• Canonical SMILES: CC(Cc1ccc(cc1)[C@@H](C(=O)O)C)C
• InChI: InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)/t10-/m0/s1
• InChIKey: HEFNNWSXXWATRW-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[4-(2-methylpropyl)phenyl](3,3,3-^2H₃)propanoic acid
• IUPAC Traditional name: (2S)-2-[4-(2-methylpropyl)phenyl](3,3,3-^2H₃)propanoic acid
• Synonyms: (αR)-α-(Methyl-d3)-4-(2-methylpropyl)benzeneacetic Acid; (-)-Ibuprofen-d3; (R)-2-(4-Isobutylphenyl)propanoic Acid-d3; (R)-Ibuprofen-d3; R-(-)-p-Isobutylhydratropic Acid-d3; (R)-(-)-Ibuprofen-d3; (αR)-α-Methyl-4-(2-methylpropyl)benzeneacetic Acid; (-)-Ibuprofen; (R)-2-(4-Isobutylphenyl)propanoic Acid; (R)-Ibuprofen; R-(-)-p-Isobutylhydratropic Acid; (R)-(-)-Ibuprofen

Database IDs

• CAS Number: 51146-57-7
• PubChem SID: 164227402
• PubChem CID: 59014963

CALCULATED PROPERTIES

• Acid pKa: 4.851939
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.1079764
• LogD (pH = 7.4): 1.3373861
• Log P: 3.8435583
• Molar Refractivity: 60.7319 cm^3
• Polarizability: 23.64834 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 41-42°C; 50-52°C

Safety Information

• Storage Condition: -20°C Freezer; Refrigerator

DETAILS

Toronto Research Chemicals - I140005

A nonsteroidal anti-inflammatory drug (NSAID); activity resides primarily in the (S)-isomer.

Toronto Research Chemicals - I140007

A labelled nonsteroidal anti-inflammatory drug (NSAID); activity resides primarily in the (S)-isomer.

REFERENCES

• Busson, M., et al.: J. Int. Med Res., 14, 53 (1986)
• Meade, E.A., et al.: J. Biol. Chem., 268, 6610 (1986)
• Davies, N.M., et al.: Clin. Pharmacokinet., 34, 101 (1986)
• Davies, N.M., et al.: Clin. Pharmacokinet., 34, 101 (1986)
• Busson, M., et al.: J. Int. Med Res., 14, 53 (1986)
• Meade, E.A., et al.: J. Biol. Chem., 268, 6610 (1986)