Indole, 6-methoxy-
6-methoxyindole
CAS: 3189-13-7
Molecular Formula: C9H9NO
Indole, 6-methoxy- - Names and Identifiers
| Name | 6-methoxyindole |
| Synonyms | NSC 92517 Methoxyindole 6-methoxyindole 6-Methoxylindole Indole, 6-methoxy- 1H-Indole, 6-methoxy- 6-(Methyloxy)-1H-indole 1H-INDOL-6-YL METHYL ETHER |
| CAS | 3189-13-7 |
| EINECS | 221-689-6 |
| InChI | InChI=1/C9H9NO/c1-11-8-3-2-7-4-5-10-9(7)6-8/h2-6,10H,1H3 |
| InChIKey | QJRWYBIKLXNYLF-UHFFFAOYSA-N |
Indole, 6-methoxy- - Physico-chemical Properties
| Molecular Formula | C9H9NO |
| Molar Mass | 147.17 |
| Density | 1.169±0.06 g/cm3(Predicted) |
| Melting Point | 90-92 °C (lit.) |
| Boling Point | 105°C 0,2mm |
| Flash Point | 105°C/0.2mm |
| Solubility | Methanol (Slightly) |
| Appearance | Yellow powder |
| Color | White |
| BRN | 116483 |
| pKa | 17.22±0.30(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Sensitive | Light Sensitive |
| MDL | MFCD00022780 |
| Physical and Chemical Properties | Melting point 90-94°C |
| Use | Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators.and for synthesis of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors.and |
Indole, 6-methoxy- - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | 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 |
| HS Code | 29339900 |
| Hazard Note | Irritant/Keep Cold |
| Hazard Class | IRRITANT, LIGHT SENS |
Indole, 6-methoxy- - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| Use | 6-methoxyindole is an indole derivative. Naturally active indole alkaloids are widely found in nature and are one of the most numerous types of alkaloids found so far. Because of their structural diversity and complexity, most indole alkaloids have important biological activities. For example, it has a wide range of medicinal uses such as anti-tumor, antibacterial, antiviral, and treatment of hypertension. Some naturally active indole alkaloids have been used as first-line drugs in the treatment of diseases. Therefore, it is very promising to use indole as the parent compound to modify its structure and obtain compounds with better activity. |
| preparation | a method for preparing quinoline and indole derivatives by catalyzing the oxidative dehydrogenation of nitrogen-containing heterocyclic compounds by bio-based carbon materials, which comprises the following steps: S1, using straw as raw material and mixing with dehydrating agents (for example, P2O5, polyphosphoric acid, etc.) in a mass ratio of 1: 1: 1: 8, place it in a hydrothermal kettle lined with polytetrafluoroethylene, react at a temperature of 150 ℃-200 ℃ for 1-8 hours, take it out, wash it with deionized water to neutral to obtain a catalyst; S2, add 0.5mmol of 6-methoxy-indoline, 50mg catalyst, oxygen as oxidant, H2O as solvent, temperature control 110 ℃, reaction 24 hours, the corresponding product 6-methoxyindole was obtained with a yield of 83%. |
Last Update：2024-04-09 02:00:08
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