4-methoxy-1H-indole

• ChemBase ID: 16310
• Molecular Formular: C9H9NO
• Molecular Mass: 147.17386
• Monoisotopic Mass: 147.06841391
• SMILES: c1c[nH]c2c1c(ccc2)OC
• Canonical SMILES: COc1cccc2c1cc[nH]2
• InChI: InChI=1S/C9H9NO/c1-11-9-4-2-3-8-7(9)5-6-10-8/h2-6,10H,1H3
• InChIKey: LUNOXNMCFPFPMO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methoxy-1H-indole
• IUPAC Traditional name: 4-methoxy-1H-indole
• Synonyms: 4-Methoxy-1H-indole; 4-Methoxyindole; 4-Methoxyindole; 4-甲氧基吲哚

Database IDs

• CAS Number: 4837-90-5
• EC Number: 000-000-0
• MDL Number: MFCD00009737
• Beilstein Number: 122456
• PubChem SID: 24854800; 160979617
• PubChem CID: 138363

CALCULATED PROPERTIES

• Acid pKa: 16.66482
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.9143366
• LogD (pH = 7.4): 1.9143366
• Log P: 1.9143366
• Molar Refractivity: 43.6077 cm^3
• Polarizability: 18.103073 Å^3
• Polar Surface Area: 25.02 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 69 - 70°C; 69-70 °C(lit.); 69-70°C; 69-71°C; 69-71°C
• Boiling Point: 181-183 °C/24 mmHg(lit.); 181-183°C/24mm; 181-183°C/24mm
• Hydrophobicity(logP): 2.153

Safety Information

• Storage Warning: Irritant/Keep Cold; KEEP COLD, LIGHT SENSITIVE; Light Sensitive
• 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: 95%; 98%; 99%
• Empirical Formula (Hill Notation): C9H9NO

DETAILS

Sigma Aldrich - 246298

Packaging
1 g in glass bottle
Application
Reactant for preparation of:
• GABA analogs1
• Sodium-Dependent Glucose Co-transporter 2 (SGLT2) Inhibitors for the Management of Hyperglycemia in Diabetes2
• Anticancer agents
• Integrase strand-transfer inhibitors (INSTIs)3
• Inhibitor of Proliferation of Colon Cancer Cells4
• Isomeridianin G as GSK-3β inhibitors5
• HIV-1 integrase inhibitors6
• Inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)7