methyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate

• ChemBase ID: 171629
• Molecular Formular: C20H18ClNO4
• Molecular Mass: 371.81422
• Monoisotopic Mass: 371.09243574
• SMILES: c1cc(cc2c1n(c(c2CC(=O)OC)C)C(=O)c1ccc(cc1)Cl)OC
• Canonical SMILES: COC(=O)Cc1c2cc(OC)ccc2n(c1C)C(=O)c1ccc(cc1)Cl
• InChI: InChI=1S/C20H18ClNO4/c1-12-16(11-19(23)26-3)17-10-15(25-2)8-9-18(17)22(12)20(24)13-4-6-14(21)7-5-13/h4-10H,11H2,1-3H3
• InChIKey: OKHORWCUMZIORR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate
• IUPAC Traditional name: methyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate
• Synonyms: 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic Acid Methyl Ester; Methyl N-(p-Chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetate; L 588983; Indomethacin Methyl Ester

Database IDs

• CAS Number: 1601-18-9
• PubChem SID: 164227539
• PubChem CID: 15339

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.6755683
• LogD (pH = 7.4): 3.6755683
• Log P: 3.6755683
• Molar Refractivity: 99.5797 cm^3
• Polarizability: 39.42986 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 88-90°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - I641025

Selective COX-2 inhibitor

REFERENCES

• Kulmacz, R.J., et al.: J. Biol. Chem., 264, 14136 (1989)
• Kalgutkar, A.S., et al.: J. Med. Chem., 43, 2860 (1989)
• Hata, A.N., et al.: Mol. Pharmacol., 67, 640 (1989)
• Tuccinardi, T., et al.: J. Med. Chem., 49, 984 (1989)