methyl 4,6-dimethoxy-1H-indole-2-carboxylate

• ChemBase ID: 119411
• Molecular Formular: C12H13NO4
• Molecular Mass: 235.23592
• Monoisotopic Mass: 235.0844579
• SMILES: c1([nH]c2c(c1)c(cc(c2)OC)OC)C(=O)OC
• Canonical SMILES: COc1cc(OC)c2c(c1)[nH]c(c2)C(=O)OC
• InChI: InChI=1S/C12H13NO4/c1-15-7-4-9-8(11(5-7)16-2)6-10(13-9)12(14)17-3/h4-6,13H,1-3H3
• InChIKey: TVUJONIYWNBWPM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4,6-dimethoxy-1H-indole-2-carboxylate
• IUPAC Traditional name: methyl 4,6-dimethoxy-1H-indole-2-carboxylate
• Synonyms: methyl 4,6-dimethoxy-1H-indole-2-carboxylate; Methyl 4,6-dimethoxy-2-indolecarboxylate; 4,6-二甲氧基-2-吲哚羧酸甲酯

Database IDs

• CAS Number: 105776-13-4
• MDL Number: MFCD00134302
• PubChem SID: 24862542; 162107576
• PubChem CID: 671212

CALCULATED PROPERTIES

• Acid pKa: 11.4320135
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.6801429
• LogD (pH = 7.4): 1.680108
• Log P: 1.6801434
• Molar Refractivity: 61.9737 cm^3
• Polarizability: 24.998959 Å^3
• Polar Surface Area: 60.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 182-183 °C(lit.)

Safety Information

• German water hazard class: 3

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C12H13NO4
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Sigma Aldrich - 365580

Packaging
1 g in glass bottle
Application

• reactant in nitration reactions with nitric acid1
• reactant in preparation of light-dependent tumor necrosis factor-α inhibitors2