methyl 2-(1-methyl-1H-indol-3-yl)-2-oxoacetate

• ChemBase ID: 145003
• Molecular Formular: C12H11NO3
• Molecular Mass: 217.22064
• Monoisotopic Mass: 217.07389322
• SMILES: Cn1cc(c2c1cccc2)C(=O)C(=O)OC
• Canonical SMILES: COC(=O)C(=O)c1cn(c2c1cccc2)C
• InChI: InChI=1S/C12H11NO3/c1-13-7-9(11(14)12(15)16-2)8-5-3-4-6-10(8)13/h3-7H,1-2H3
• InChIKey: SBHIWUQNUXJUMN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-(1-methyl-1H-indol-3-yl)-2-oxoacetate
• IUPAC Traditional name: methyl 2-(1-methylindol-3-yl)-2-oxoacetate
• Synonyms: Methyl (1-methylindolyl)-3-glyoxylate; 甲基(1-甲基吲哚基)-3-乙醛酸酯

Database IDs

• CAS Number: 151490-40-3
• MDL Number: MFCD02683553
• PubChem SID: 162239213; 24874518
• PubChem CID: 4453675

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.192153
• LogD (pH = 7.4): 2.192153
• Log P: 2.192153
• Molar Refractivity: 59.008 cm^3
• Polarizability: 23.633371 Å^3
• Polar Surface Area: 48.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 96-100 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C12H11NO3

DETAILS

Sigma Aldrich - 525898

Packaging
5 g in glass bottle
Application

• Reactant for synthesis of sotrastaurin analogs1
• Reactant for preparation of protein kinase C (PKC) inhibitors2
• Reactant for preparation of indolyl diols3