methyl 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetate

• ChemBase ID: 173922
• Molecular Formular: C13H15NO3
• Molecular Mass: 233.2631
• Monoisotopic Mass: 233.10519335
• SMILES: c1cc(cc2c1[nH]c(c2CC(=O)OC)C)OC
• Canonical SMILES: COC(=O)Cc1c(C)[nH]c2c1cc(OC)cc2
• InChI: InChI=1S/C13H15NO3/c1-8-10(7-13(15)17-3)11-6-9(16-2)4-5-12(11)14-8/h4-6,14H,7H2,1-3H3
• InChIKey: JYUNCKSXPPDNRM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetate
• IUPAC Traditional name: methyl 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetate
• Synonyms: 5-Methoxy-2-methyl-1H-indole-3-acetic Acid Methyl Mster; Methyl 5-Methoxy-2-methylindole-3-acetate

Database IDs

• CAS Number: 7588-36-5
• PubChem SID: 164229832
• PubChem CID: 82067

CALCULATED PROPERTIES

• Acid pKa: 15.574206
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.8975402
• LogD (pH = 7.4): 1.8975402
• Log P: 1.8975402
• Molar Refractivity: 64.8341 cm^3
• Polarizability: 26.093592 Å^3
• Polar Surface Area: 51.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - M320480

Intermediate in the preparation of Indomethacin

REFERENCES

• Kalgutkar, A.S., et al.: Bioorg. Med. Chem., 13, 6810 (2005)