2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]acetic acid

• ChemBase ID: 166390
• Molecular Formular: C15H10ClNO3
• Molecular Mass: 287.6978
• Monoisotopic Mass: 287.03492087
• SMILES: c1c(cc2c(c1)oc(n2)c1ccc(cc1)Cl)CC(=O)O
• Canonical SMILES: OC(=O)Cc1ccc2c(c1)nc(o2)c1ccc(cc1)Cl
• InChI: InChI=1S/C15H10ClNO3/c16-11-4-2-10(3-5-11)15-17-12-7-9(8-14(18)19)1-6-13(12)20-15/h1-7H,8H2,(H,18,19)
• InChIKey: MQBAVJCSIXDBPU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]acetic acid
• IUPAC Traditional name: [2-(4-chlorophenyl)-1,3-benzoxazol-5-yl]acetic acid
• Synonyms: 2-(4-Chlorophenyl)-5-benzoxazoleacetic Acid; α-Desmethyl Benoxaprofen

Database IDs

• CAS Number: 51234-85-6
• PubChem SID: 162260523
• PubChem CID: 3039778

CALCULATED PROPERTIES

• Acid pKa: 4.6227145
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.6559956
• LogD (pH = 7.4): 0.87915695
• Log P: 3.5864286
• Molar Refractivity: 83.9371 cm^3
• Polarizability: 30.1566 Å^3
• Polar Surface Area: 63.33 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pink Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D291010

Benoxaprofen (B165300) derivative. A 5-benzoxazolealkanoic acid with antiinflammatory activity.

REFERENCES

• Dunwell, D. W. et al.: J. Med. Chem. 18, 53 (1975)