2-[4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)phenyl]butanoic acid

• ChemBase ID: 171595
• Molecular Formular: C18H17NO3
• Molecular Mass: 295.33248
• Monoisotopic Mass: 295.12084341
• SMILES: CCC(C(=O)O)c1ccc(cc1)N1Cc2ccccc2C1=O
• Canonical SMILES: CCC(c1ccc(cc1)N1Cc2c(C1=O)cccc2)C(=O)O
• InChI: InChI=1S/C18H17NO3/c1-2-15(18(21)22)12-7-9-14(10-8-12)19-11-13-5-3-4-6-16(13)17(19)20/h3-10,15H,2,11H2,1H3,(H,21,22)
• InChIKey: AYDXAULLCROVIT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(1-oxo-2,3-dihydro-1H-isoindol-2-yl)phenyl]butanoic acid
• IUPAC Traditional name: ibustrin
• Synonyms: 4-(1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-α-ethylbenzeneacetic Acid; 1-Oxo-2-[p-[(α-ethyl)carboxymethyl]phenyl]isoindoline; 2-[p-(1-Oxo-2-isoindolinyl)phenyl]butyric Acid; Ibustrin; (±)-Indobufen; K 2930; K 3920; Indobufen

Database IDs

• CAS Number: 63610-08-2
• PubChem SID: 164227505
• PubChem CID: 107641

CALCULATED PROPERTIES

• Acid pKa: 3.82514
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.6278089
• LogD (pH = 7.4): 0.05507056
• Log P: 3.3057272
• Molar Refractivity: 83.7451 cm^3
• Polarizability: 31.91408 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I576500

Indobufen is a platelet aggregation inhibitor. Indobufen is the anticoagulant drug and platelet aggregation inhibitor, which has anti-inflammatory analgesic effect. Indobufen is used as an antithrombotic.

REFERENCES

• Diener, H., et al.: J. Neurol. Sci., 143, 1 (1996)
• Brainin, M., et al.: Eur. J. Neurol., 7, 5 (1996)
• Culebras, A., et al.: Neurology, 62, 1073 (1996)
• Lopez, A., et al.: Lancet, 367, 1747 (1996)