2-{1-[4-chloro(2H4)benzoyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid

• ChemBase ID: 171626
• Molecular Formular: C19H16ClNO4
• Molecular Mass: 357.78764
• Monoisotopic Mass: 357.07678568
• SMILES: c1cc(cc2c1n(c(c2CC(=O)O)C)C(=O)c1ccc(cc1)Cl)OC
• Canonical SMILES: COc1ccc2c(c1)c(CC(=O)O)c(n2C(=O)c1ccc(cc1)Cl)C
• InChI: InChI=1S/C19H16ClNO4/c1-11-15(10-18(22)23)16-9-14(25-2)7-8-17(16)21(11)19(24)12-3-5-13(20)6-4-12/h3-9H,10H2,1-2H3,(H,22,23)
• InChIKey: CGIGDMFJXJATDK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{1-[4-chloro(^2H₄)benzoyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid
• IUPAC Traditional name: {1-[4-chloro(^2H₄)benzoyl]-5-methoxy-2-methylindol-3-yl}acetic acid
• Synonyms: 1-(4-Chlorobenzoyl-d4)-5-methoxy-2-methyl-1H-indole-3-acetic Acid; Indometacin-d4; Bonidon-d4; Catlep-d4; Indomethine-d4; Inacid-d4; Indomod-d4; Indomethacin-d4

Database IDs

• PubChem SID: 164227536
• PubChem CID: 45039565

CALCULATED PROPERTIES

• Acid pKa: 3.802744
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.8301284
• LogD (pH = 7.4): 0.2685538
• Log P: 3.5296743
• Molar Refractivity: 94.8106 cm^3
• Polarizability: 37.349003 Å^3
• Polar Surface Area: 68.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Ethanol; Ether
• Apperance: White to Off-White Solid
• Melting Point: 151-153°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - I641002

Nonsteroidal anti-inflammatory agent (NSAID).

REFERENCES

• Salari, H., et al.: Prostagland. Leukotrienes Med., 13, 53 (1984)
• Lehmann, J.M., et al.: J. Biol. Chem., 272, 3406 (1997)