(2R)-2-[4-(2-methylpropyl)phenyl]butanoic acid

• ChemBase ID: 163118
• Molecular Formular: C14H20O2
• Molecular Mass: 220.3074
• Monoisotopic Mass: 220.14632988
• SMILES: c1c(ccc(c1)[C@@H](CC)C(=O)O)CC(C)C
• Canonical SMILES: CC[C@H](c1ccc(cc1)CC(C)C)C(=O)O
• InChI: InChI=1S/C14H20O2/c1-4-13(14(15)16)12-7-5-11(6-8-12)9-10(2)3/h5-8,10,13H,4,9H2,1-3H3,(H,15,16)/t13-/m1/s1
• InChIKey: UULSXYSSHHRCQK-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[4-(2-methylpropyl)phenyl]butanoic acid
• IUPAC Traditional name: (2R)-2-[4-(2-methylpropyl)phenyl]butanoic acid
• Synonyms: (S)-α-Ethyl-4-(2-methylpropyl)benzeneacetic Acid; (S)-Butibufen; DF 1903Y; Butibufen; (αR)-α-Ethyl-4-(2-methylpropyl)benzeneacetic Acid; (R)-Butibufen; α-Ethyl-4-(2-methylpropyl)benzeneacetic Acid; 2-(4-Isobutylphenyl)butyric Acid

Database IDs

• CAS Number: 55837-18-8; 149646-92-4; 254886-68-5
• PubChem SID: 162257253
• PubChem CID: 71314316

CALCULATED PROPERTIES

• Acid pKa: 4.8873963
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.581227
• LogD (pH = 7.4): 1.8140774
• Log P: 4.288127
• Molar Refractivity: 65.3329 cm^3
• Polarizability: 25.491846 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B689950

The R-enantiomer of Butibufen (B689960). Anti-inflammatory.

Toronto Research Chemicals - B689955

The S-enantiomer of Butibufen (B689960). Anti-inflammatory.

Toronto Research Chemicals - B689960

Anti-inflammatory.

REFERENCES

• Adersson, S., et al.: Chirality, 11, 420 (1999)
• Cavazzini, A., et al.: J. Chromatogr., A, 1031, 143 (1999)
• Adersson, S., et al.: Chirality, 11, 420 (1999)
• Cavazzini, A., et al.: J. Chromatogr., A, 1031, 143 (1999)
• Carretero, J.M., et al.: Eur. J. Med. Chem., 13, 77 (1978)