| Identification | More | [Name]
6-Methoxyindole | [CAS]
3189-13-7 | [Synonyms]
1H-INDOL-6-YL METHYL ETHER
6-METHOXY-1H-INDOLE
6-METHOXYINDOLE
AKOS JY2082692
METHOXYINDOLE(6-)
1H-Indole, 6-methoxy-
Methoxyindole,96%
5-Methoxyindole,~99%
6-Methoxyindole98%
6-Methoxylindole
6-METHOXYINDOLE 99% | [EINECS(EC#)]
221-689-6 | [Molecular Formula]
C9H9NO | [MDL Number]
MFCD00022780 | [Molecular Weight]
147.17 | [MOL File]
3189-13-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white shiny crystals | [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 Cold | [solubility ]
Methanol (Slightly) | [form ]
Shiny Crystals | [pka]
17.22±0.30(Predicted) | [color ]
White | [Sensitive ]
Light Sensitive | [BRN ]
116483 | [InChIKey]
QJRWYBIKLXNYLF-UHFFFAOYSA-N | [CAS DataBase Reference]
3189-13-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Indole, 6-methoxy-(3189-13-7) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant/Keep Cold | [HazardClass ]
IRRITANT, LIGHT SENSITIVE | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
white shiny crystals | [Uses]
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. |
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