2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl](3-13C,3,3,3-2H3)propanoic acid

• ChemBase ID: 161194
• Molecular Formular: C16H12ClNO3
• Molecular Mass: 302.71703484
• Monoisotopic Mass: 302.05392577
• SMILES: c1c(cc2c(c1)oc(n2)c1ccc(cc1)Cl)C([13CH3])C(=O)O
• Canonical SMILES: OC(=O)C(c1ccc2c(c1)nc(o2)c1ccc(cc1)Cl)[13CH3]
• InChI: InChI=1S/C16H12ClNO3/c1-9(16(19)20)11-4-7-14-13(8-11)18-15(21-14)10-2-5-12(17)6-3-10/h2-9H,1H3,(H,19,20)/i1+1
• InChIKey: MITFXPHMIHQXPI-OUBTZVSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl](3-^1^3C,3,3,3-^2H₃)propanoic acid
• IUPAC Traditional name: 2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl](3-^1^3C,3,3,3-^2H₃)propanoic acid
• Synonyms: 2-(4-Chlorophenyl)-α-(methyl-13C,d3)-5-benzoxazoleacetic Acid; (RS)-Benoxaprofen-13C,d3; (+/-)-Benoxaprofen-13C,d3; 2-[2-(4-Chlorophenyl)benzoxazol-5-yl]propanoic Acid-13C,d3; Compound 90459-13C,d3; Coxigon-13C,d3; LRCL 3794-13C,d3; Lilly 90459-13C,d3; NSC 299582-13C,d3; Opren-13C,d3; Oraflex-13C,d3; Uniprofen-13C,d3; dl-Benoxaprofen-13C,d3; Benoxaprofen-13C,d3

Database IDs

• CAS Number: 1329840-53-0
• PubChem SID: 162255329
• PubChem CID: 71313659

CALCULATED PROPERTIES

• Acid pKa: 4.656784
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.2288494
• LogD (pH = 7.4): 1.451201
• Log P: 4.129415
• Molar Refractivity: 88.5116 cm^3
• Polarizability: 31.997004 Å^3
• Polar Surface Area: 63.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: White Solid
• Melting Point: 175-178°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B165302

Labelled Benoxaprofen (B165300). A non-steroidal anti-inflammatory ophthalmic agent.

REFERENCES

• Mathur, K., et al.: Bioorg. Med. Chem., 11, 1915 (2003)
• Zhao, M., et al.: Bioorg. Med. Chem., 15, 2815 (2003)
• Roy, K., et al.: Eur. J. Med. Chem., 44, 2913 (2003)