6-Methoxyindole
ALDRICH/139858 - 98%
Synonym: NSC 92517
CAS Number: 3189-13-7
Empirical Formula (Hill Notation): C9H9NO
Molecular Weight: 147.17
EC Number: 221-689-6
MDL Number: MFCD00022780
Linear Formula: C9H9NO
Product Type: Chemical
assay | 98% |
InChI | 1S/C9H9NO/c1-11-8-3-2-7-4 |
InChI key | QJRWYBIKLXNYLF-UHFFFAOYSA |
mp | 90-92 °C (lit.) |
Quality Level | 100 ![]() |
SMILES string | COc1ccc2cc[nH]c2c1 |
Application: | • Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators • Reactant for synthesis of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors • Reactant for preparation of diindolyloxyindoles as anticancer agents • Reactant for preparation of benzoylpiperazinyl-indoly • Reactant for preparation of 3-aroylindoles as anticancer agents • Reactant for preparation of indolyl and isoquinolinyl anthranilates as PPARδ partial agonists • Reactant for preparation of heteroaryl ketones as VEGFR-2 inhibitors |
Application: | 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-indo • 3-aroylindoles as anticancer agents • indolyl and isoquinolinyl anthranilates, PPARδ partial agonists • heteroaryl ketones, VEGFR-2 inhibitors |
Biochem/physiol Actions: | 6-Methoxyindole inhibits the chlorinating activity of myeloperoxidase and inhibits the generation of hypochlorous acid released by activated leukocytes. |
Packaging: | 500 mg in amber glass bottle |
Symbol | ![]() |
Signal word | Warning |
Hazard statements | H315 - H319 - H335 |
Precautionary statements | P302 + P352 - P305 + P351 + P338 |
Hazard Codes | Xi |
Risk Statements | 36/37/38 |
Safety Statements | 26-36 |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
Flash Point(F) | Not applicable |
Flash Point(C) | Not applicable |
Purity | 98% |
mp | 90-92 °C (lit.) |
UNSPSC | 12352100 |