methyl 1H-indole-4-carboxylate

• ChemBase ID: 13784
• Molecular Formular: C10H9NO2
• Molecular Mass: 175.18396
• Monoisotopic Mass: 175.06332853
• SMILES: C(=O)(OC)c1c2c(ccc1)[nH]cc2
• Canonical SMILES: COC(=O)c1cccc2c1cc[nH]2
• InChI: InChI=1S/C10H9NO2/c1-13-10(12)8-3-2-4-9-7(8)5-6-11-9/h2-6,11H,1H3
• InChIKey: WEAXQUBYRSEBJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1H-indole-4-carboxylate
• IUPAC Traditional name: methyl 1H-indole-4-carboxylate
• Synonyms: 4-Methoxycarbonylindole; Methyl indole-4-carboxylate; 4-(Methoxycarbonyl)-1H-indole; Methyl 1H-indole-4-carboxylate; Methyl indole-4-carboxylate; Indole-4-carboxylic acid methyl ester; 吲哚-4-甲酸甲酯; 吲哚-4-羧酸甲酯

Database IDs

• CAS Number: 39830-66-5
• EC Number: 000-000-0
• MDL Number: MFCD00191222
• Beilstein Number: 141826
• PubChem SID: 160977091; 24856551
• PubChem CID: 2733668

CALCULATED PROPERTIES

• Acid pKa: 14.433639
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.0754848
• LogD (pH = 7.4): 2.0754848
• Log P: 2.0754848
• Molar Refractivity: 49.1698 cm^3
• Polarizability: 19.965324 Å^3
• Polar Surface Area: 42.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 68-71 °C(lit.); 68-71°C; 68-71°C; 69-71°C

Safety Information

• Storage Warning: IRRITANT; Irritant/Light Sensitive/Keep Cold/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false; 否
• 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: ≥98.0% (GC); 98%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C10H9NO2

DETAILS

Sigma Aldrich - 273880

Packaging
1 g in glass bottle
250 mg in glass bottle
Application

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1
• Reactant for preparation of cytotoxic agents against multidrug-resistant cancer cells2
• Reactant for preparation of inhibitor for β-tryptase3
• Reactant for preparation of histamine H3 antagonists4
• Reactant for preparation of JNK3 MAP kinase inhibitors5
• Reactant for preparation of nucleosides6

Sigma Aldrich - 57236

Application

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1
• Reactant for preparation of cytotoxic agents against multidrug-resistant cancer cells2
• Reactant for preparation of inhibitor for β-tryptase3
• Reactant for preparation of histamine H3 antagonists4
• Reactant for preparation of JNK3 MAP kinase inhibitors5
• Reactant for preparation of nucleosides6