ethyl 2-(2-methyl-1H-indol-3-yl)acetate

• ChemBase ID: 151428
• Molecular Formular: C13H15NO2
• Molecular Mass: 217.2637
• Monoisotopic Mass: 217.11027873
• SMILES: CCOC(=O)Cc1c([nH]c2c1cccc2)C
• Canonical SMILES: CCOC(=O)Cc1c(C)[nH]c2c1cccc2
• InChI: InChI=1S/C13H15NO2/c1-3-16-13(15)8-11-9(2)14-12-7-5-4-6-10(11)12/h4-7,14H,3,8H2,1-2H3
• InChIKey: SLEXJGHKKHQSDC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-(2-methyl-1H-indol-3-yl)acetate
• IUPAC Traditional name: ethyl 2-(2-methyl-1H-indol-3-yl)acetate
• Synonyms: 2-methylindole-3-acetic acid; NSC 289352; Ethyl 2-methyl-3-indoleacetate; 2-甲基-3-吲哚乙酸乙酯

Database IDs

• CAS Number: 21909-49-9
• MDL Number: MFCD02093647
• PubChem SID: 162245582; 24873425
• PubChem CID: 324307

CALCULATED PROPERTIES

• Acid pKa: 15.24955
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.4120195
• LogD (pH = 7.4): 2.4120195
• Log P: 2.4120195
• Molar Refractivity: 63.1195 cm^3
• Polarizability: 25.437832 Å^3
• Polar Surface Area: 42.09 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 195-196 °C/3.5 mmHg(lit.)
• Flash Point: 110 °C; 230 °F
• Density: 1.11 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.571(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: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C13H15NO2

DETAILS

Sigma Aldrich - 511161

Packaging
1, 5 g in glass bottle
Application

• Reactant for preparation of hydroxamate derivatives as HDAC inhibitor with anticancer activity1
• Reactant for stereoselective preparation of AG-041R, as a Potent Gastrin/CCK-B Receptor Antagonist2