2,3-dimethyl 1H-indole-2,3-dicarboxylate

• ChemBase ID: 74034
• Molecular Formular: C12H11NO4
• Molecular Mass: 233.22004
• Monoisotopic Mass: 233.06880784
• SMILES: [nH]1c2c(cccc2)c(c1C(=O)OC)C(=O)OC
• Canonical SMILES: COC(=O)c1c([nH]c2c1cccc2)C(=O)OC
• InChI: InChI=1S/C12H11NO4/c1-16-11(14)9-7-5-3-4-6-8(7)13-10(9)12(15)17-2/h3-6,13H,1-2H3
• InChIKey: JNRXSMOJWKDVHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dimethyl 1H-indole-2,3-dicarboxylate
• IUPAC Traditional name: 2,3-dimethyl 1H-indole-2,3-dicarboxylate
• Synonyms: Dimethyl 2,3-indoledicarboxylate; Dimethyl 1H-indole-2,3-dicarboxylate; 吲哚-2,3-二羧酸二甲酯

Database IDs

• CAS Number: 54781-93-0
• MDL Number: MFCD00082731
• PubChem SID: 162038953; 24863068
• PubChem CID: 143197

CALCULATED PROPERTIES

• Acid pKa: 7.732247
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.9967378
• LogD (pH = 7.4): 1.8571122
• Log P: 1.9989629
• Molar Refractivity: 61.0726 cm^3
• Polarizability: 24.39773 Å^3
• Polar Surface Area: 68.39 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 109-110°C; 113-114 °C(lit.)

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3

Product Information

• Purity: 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C12H11NO4

DETAILS

Sigma Aldrich - 370444

Packaging
500 mg in glass bottle
Application
Reactant for preparation of:
• Indole-indolone scaffolds1
• Chemiluminescent agents2
• Antihypertensive agents3
• Inhibitors of blood platelet aggregation and inotropic agents4