2-{2-oxo-9-oxatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}acetic acid

• ChemBase ID: 68836
• Molecular Formular: C16H12O4
• Molecular Mass: 268.26408
• Monoisotopic Mass: 268.07355886
• SMILES: C(=O)(Cc1cc2c(OCc3c(C2=O)cccc3)cc1)O
• Canonical SMILES: OC(=O)Cc1ccc2c(c1)C(=O)c1ccccc1CO2
• InChI: InChI=1S/C16H12O4/c17-15(18)8-10-5-6-14-13(7-10)16(19)12-4-2-1-3-11(12)9-20-14/h1-7H,8-9H2,(H,17,18)
• InChIKey: QFGMXJOBTNZHEL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-oxo-9-oxatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}acetic acid; 2-{2-oxo-9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}acetic acid
• IUPAC Traditional name: {2-oxo-9-oxatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}acetic acid; {2-oxo-9-oxatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl}acetic acid
• Synonyms: 6,11-Dihydro-11-oxo-dibenz[b,e]oxepin-2-acetic Acid; Artil; 11-Oxo-6,11-dihydrodibenz[b,e]oxepin-2-acetic Acid; NSC 300907; Isoxepac; 2-(11-Oxo-6,11-dihydrodibenzo-[b,e]oxepin-2-yl)acetic acid

Database IDs

• CAS Number: 55453-87-7
• PubChem SID: 162034566
• PubChem CID: 41448

CALCULATED PROPERTIES

• Acid pKa: 3.5246782
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.6959664
• LogD (pH = 7.4): -0.7039644
• Log P: 2.6639032
• Molar Refractivity: 72.9589 cm^3
• Polarizability: 27.955692 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Beige Solid
• Melting Point: 130-132°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - I917700

Nonsteroidal anti-inflammatory.An impurity found in olopatadine (O575000).

REFERENCES

• Huston, G., et al.: Brit. J. Clin. Pharmacol., 11, 528 (1981)
• Zhao, Y., et al.: Eur. J. Med. Chem., 38, 233 (1981)