6-Methoxyindole
Synonym(s):NSC 92517
- CAS NO.:3189-13-7
- Empirical Formula: C9H9NO
- Molecular Weight: 147.17
- MDL number: MFCD00022780
- EINECS: 221-689-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-11-20 17:40:16
What is 6-Methoxyindole?
Chemical properties
white shiny crystals
The Uses of 6-Methoxyindole
6-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 Actions
6-Methoxyindole inhibits the chlorinating activity of myeloperoxidase and inhibits the generation of hypochlorous acid released by activated leukocytes.
Properties of 6-Methoxyindole
| Melting point: | 90-92 °C (lit.) |
| Boiling point: | 105°C 0,2mm |
| Density | 1.169±0.06 g/cm3(Predicted) |
| Flash point: | 105°C/0.2mm |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | Methanol (Slightly) |
| pka | 17.22±0.30(Predicted) |
| form | Shiny Crystals |
| color | White |
| Sensitive | Light Sensitive |
| BRN | 116483 |
| CAS DataBase Reference | 3189-13-7(CAS DataBase Reference) |
| NIST Chemistry Reference | Indole, 6-methoxy-(3189-13-7) |
Safety information for 6-Methoxyindole
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 6-Methoxyindole
| InChIKey | QJRWYBIKLXNYLF-UHFFFAOYSA-N |
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