6-Methoxyindole

6-Methoxyindole
  • CAS No.:3189-13-7
Other grades of this product :
6-Methoxyindole Basic information
Product Name:6-Methoxyindole
Synonyms:6-Methoxyindole, 98% 500MG;6-methoxy-1H-indole(SALTDATA: FREE);6-Methoxy-1H-indole 98%;6-(Methyloxy)-1H-indole;NSC 92517;Indole, 6-methoxy-;1H-Indole, 6-methoxy-;1H-INDOL-6-YL METHYL ETHER
CAS:3189-13-7
MF:C9H9NO
MW:147.17
EINECS:221-689-6
Product Categories:Indole;Pyrroles & Indoles;Indole and Indoline;Simple Indoles;Building Blocks;Heterocyclic Building Blocks;blocks;IndolesOxindoles;Indole/indoline/oxindole;pharmacetical;Pyrroles & Indoles;Indoles;Indole Series;Indole Derivatives;Heterocycle-Indole series;bc0001
Mol File:3189-13-7.mol
6-Methoxyindole Chemical Properties
Melting point 90-92 °C (lit.)
Boiling point 105°C 0,2mm
density 1.169±0.06 g/cm3(Predicted)
Fp 105°C/0.2mm
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Methanol (Slightly)
pka17.22±0.30(Predicted)
form Shiny Crystals
color White
Sensitive Light Sensitive
BRN 116483
InChIKeyQJRWYBIKLXNYLF-UHFFFAOYSA-N
CAS DataBase Reference3189-13-7(CAS DataBase Reference)
NIST Chemistry ReferenceIndole, 6-methoxy-(3189-13-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
Hazard Note Irritant/Keep Cold
HazardClass IRRITANT, LIGHT SENSITIVE
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
6-Methoxyindole Usage And Synthesis
Chemical Propertieswhite shiny crystals
Uses6-Methoxyindole was used to study the fluorescence of protonated excited-state forms of serotonin and other related compounds in acid. It was used in the preparation of:
  • tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, potential anticancer immunomodulator
  • indolylindazoles and indolylpyrazolopyridines, interleukin-2 inducible T cell kinase inhibitors
  • diindolyloxyindoles, anticancer agents
  • benzoylpiperazinyl-indolyl ethane dione derivatives, HIV-1 inhibitors
  • 3-aroylindoles as anticancer agents
  • indolyl and isoquinolinyl anthranilates, PPARδ partial agonists
  • heteroaryl ketones, VEGFR-2 inhibitors
Synthesis Reference(s)Synthesis, p. 735, 1986 DOI: 10.1055/s-1986-31759
Biochem/physiol Actions6-Methoxyindole inhibits the chlorinating activity of myeloperoxidase and inhibits the generation of hypochlorous acid released by activated leukocytes.

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