6-methoxy-1H-indole

• ChemBase ID: 13779
• Molecular Formular: C9H9NO
• Molecular Mass: 147.17386
• Monoisotopic Mass: 147.06841391
• SMILES: c12[nH]ccc2ccc(c1)OC
• Canonical SMILES: COc1ccc2c(c1)[nH]cc2
• InChI: InChI=1S/C9H9NO/c1-11-8-3-2-7-4-5-10-9(7)6-8/h2-6,10H,1H3
• InChIKey: QJRWYBIKLXNYLF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-methoxy-1H-indole
• IUPAC Traditional name: 6-methoxy-1H-indole
• Synonyms: 6-Methoxy indole; 6-METHOXYINDOLE; 6-methoxy-1H-indole; NSC 92517; 6-Methoxyindole; 1H-Indol-6-yl methyl ether; 6-Methoxy-1H-indole 98%; 6-Methoxy-1H-indole; 6-(Methyloxy)-1H-indole; 6-甲氧基吲哚

Database IDs

• CAS Number: 3189-13-7
• EC Number: 221-689-6
• MDL Number: MFCD00022780
• Beilstein Number: 116483
• PubChem SID: 160977086; 24848437
• PubChem CID: 76659

CALCULATED PROPERTIES

• Acid pKa: 16.35432
• 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: 18.098587 Å^3
• Polar Surface Area: 25.02 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White to Light Brown Solid
• Melting Point: 76-80°C; 82-83°C; 90 - 92 °C; 90-92 °C(lit.); 90-94°C; 90-94°C
• Boiling Point: 105°C/0.2mm; 105°C/0.2mm

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: IRRITANT, LIGHT SENSITIVE; Irritant/Keep Cold; 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
• Storage Temperature: -20°C

Product Information

• Purity: >95%; 98%; 98+%
• Empirical Formula (Hill Notation): C9H9NO

DETAILS

MP Biomedicals - 02155415

Crystalline

MP Biomedicals - 05210511

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 139858

Packaging
500 mg in glass bottle
Application

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1
• Reactant for synthesis of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors2
• Reactant for preparation of diindolyloxyindoles as anticancer agents3
• Reactant for preparation of benzoylpiperazinyl-indolyl ethane dione derivatives as HIV-1 inhibitors4
• Reactant for preparation of 3-aroylindoles as anticancer agents5
• Reactant for preparation of indolyl and isoquinolinyl anthranilates as PPARδ partial agonists6
• Reactant for preparation of heteroaryl ketones as VEGFR-2 inhibitors7