ethyl 1H-indole-2-carboxylate

• ChemBase ID: 36101
• Molecular Formular: C11H11NO2
• Molecular Mass: 189.21054
• Monoisotopic Mass: 189.0789786
• SMILES: c1cccc2[nH]c(cc12)C(=O)OCC
• Canonical SMILES: CCOC(=O)c1cc2c([nH]1)cccc2
• InChI: InChI=1S/C11H11NO2/c1-2-14-11(13)10-7-8-5-3-4-6-9(8)12-10/h3-7,12H,2H2,1H3
• InChIKey: QQXQAEWRSVZPJM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 1H-indole-2-carboxylate
• IUPAC Traditional name: ethyl 1H-indole-2-carboxylate
• Synonyms: 2-(Ethoxycarbonyl)-1H-indole; Ethyl indole-2-carboxylate; Ethyl 1H-indole-2-carboxylate; Ethyl indole-2-carboxylate; INDOLE-2-CARBOXYLIC ACID ETHYL ESTER; INDOLE-2-CARBOXYLIC ACID ETHYL ESTER; ETHYL 2-INDOLECARBOXYLATE; 2-Ethoxycarbonylindole; NSC 10076; Ethyl indole-2-carboxylate; 吲哚-2-羧酸乙酯; 吲哚-2-甲酸乙酯

Database IDs

• CAS Number: 3770-50-1
• EC Number: 223-206-4
• MDL Number: MFCD00005609
• Beilstein Number: 146395
• PubChem SID: 24894504; 160999408
• PubChem CID: 73125

CALCULATED PROPERTIES

• Acid pKa: 11.253784
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.3522933
• LogD (pH = 7.4): 2.3522406
• Log P: 2.352294
• Molar Refractivity: 53.7959 cm^3
• Polarizability: 21.814444 Å^3
• Polar Surface Area: 42.09 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 122-125 °C(lit.); 122-125°C; 122-125°C

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: IRRITANT; Irritant/Light Sensitive/Store under Argon/Keep Cold
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%; 98%; 98+%
• Empirical Formula (Hill Notation): C11H11NO2

DETAILS

MP Biomedicals - 02151322

Crystalline
Purity: 98% min.

MP Biomedicals - 05204244

MP Biomedicals Rare Chemical collection

Sigma Aldrich - E32800

Packaging
25 g in poly bottle
5 g in glass bottle
Application
Reactant for preparation of:
• CRTH2 receptor antagonists1
• Indoleamine 2,3-dioxygenase (IDO) inhibitors2
• Cannabinoid CB1 receptor antagonists3
• Inhibitors of Human Reticulocyte 15-Lipoxygenase-14
• N-(benzoylphenyl)-1H-indole-2-carboxamides as potent antihypertriglyceridemic agents5
• A antiproliferative agent against human leukemia K562 cells6
• Inhibitors of p38 MAP kinase7
• Acetolactate synthase inhibitors8