2-{4-[(2-methylprop-2-en-1-yl)amino]phenyl}(3,3,3-2H3)propanoic acid

• ChemBase ID: 159706
• Molecular Formular: C13H17NO2
• Molecular Mass: 219.27958
• Monoisotopic Mass: 219.12592879
• SMILES: c1c(ccc(c1)C(C)C(=O)O)NCC(=C)C
• Canonical SMILES: CC(=C)CNc1ccc(cc1)C(C(=O)O)C
• InChI: InChI=1S/C13H17NO2/c1-9(2)8-14-12-6-4-11(5-7-12)10(3)13(15)16/h4-7,10,14H,1,8H2,2-3H3,(H,15,16)
• InChIKey: FPHLBGOJWPEVME-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[(2-methylprop-2-en-1-yl)amino]phenyl}(3,3,3-^2H₃)propanoic acid
• IUPAC Traditional name: 2-{4-[(2-methylprop-2-en-1-yl)amino]phenyl}(3,3,3-^2H₃)propanoic acid
• Synonyms: α-(Methyl-d3)-4-[(2-methyl-2-propen-1-yl)amino]benzeneacetic Acid; α-(Methyl-d3)-4-[(2-Methyl-2-propenyl)amino]benzeneacetic Acid; (±)-Alminoprofen-d3; Alminoprofen-d3; EB 382-d3; Minalfene-d3; rac Alminoprofen-d3

Database IDs

• PubChem SID: 162253841
• PubChem CID: 71313106

CALCULATED PROPERTIES

• Acid pKa: 4.1504974
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4593753
• LogD (pH = 7.4): -0.2610552
• Log P: 1.8563998
• Molar Refractivity: 65.5786 cm^3
• Polarizability: 24.622965 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A575152

Labelled analogue of Alminoprofen, a nonsteroidal antiinflammatory drugs (NSAID) of the phenylpropionic acid class. Alminoprofen maybe a useful therapeutic option in the management of immune dysfunction in rheumatoid arthritis.

REFERENCES

• Shingu, M. et al.: Ensho, 12, 327 (1992)
• Raguenes-Nicol, C. et al.: Biochem. Pharmacol., 57, 433 (1992)
• Lapeyre-Mestre, M. et al.: Fund. Clin. Pharmacol., 20, 391 (1992)