5-Methoxy-2-methylindol
NSC 63817 · AKOS JY2082626 · 5-Methoxy-2-methyindole · 2-Methyl-5-Methoxyindole · 5-METHOXY-2-METHYLINDOLE · Indole, 5-methoxy-2-methyl- · 5-Methoxy-2-methylindole>5-Methoxy-2-methylindole 99% · 1H-Indole, 5-methoxy-2-methyl-
Identifikatoren & physikalische Daten
| CAS No. | 1076-74-0 |
|---|---|
| Summenformel | C10H11NO |
| Durchschnittliche Molmasse | 161,2 g/mol |
| Monoisotopische Masse | 161,08406397 g/mol |
| SMILES | COc1ccc2[nH]c(C)cc2c1 |
| InChIKey | VSWGLJOQFUMFOQ-UHFFFAOYSA-N |
| PubChem CID | 70642 |
| ChEMBL | CHEMBL4850447 |
| ChEBI | CHEBI:194945 |
| EC No. | 214-066-5 |
| DTXSID | DTXSID20148115 |
| Lokaler Name | 5-Methoxy-2-methylindol |
Chemische & physikalische Eigenschaften
| XLogP | 2 |
|---|---|
| Polarare Oberfläche (TPSA) | 25 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 160 |
| Schmelzpunkt | 86-88 °C (lit.) |
| Siedepunkt | 145 °C / 1.5mmHg |
| Dichte | 1.0840 (rough estimate) |
| Brechungsindex | 1.5200 (estimate) |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Löslichkeit | Soluble in methanol (very faint turbidity.) |
| Aggregatzustand | Crystalline Powder or Crystals |
| pKa (Säurekonstante) | 17.28±0.30(Predicted) |
| Farbe | White to light beige |
| InChI | InChI=1S/C10H11NO/c1-7-5-8-6-9(12-2)3-4-10(8)11-7/h3-6,11H,1-2H3 |
| InChIKey | VSWGLJOQFUMFOQ-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=C(OC)C=C2)C=C1C |
| CAS Datenbank | 1076-74-0(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29339900 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 37/39-26 |
| Gefahrenklasse | IRRITANT |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
5-methoxy-2-methylindole is a useful organic raw material. It can be used as the reactant in the preparation of indolylquinoxalines by condensation reactions, in preparation of alkylindoles via Ir-catalyzed reductive alkylation, in arylation reactions in the presence of a palladium acetate catalyst, in enantioselective Friedel-Crafts alkylation, as well as in stereo selective synthesis of cyclopentaindolones via stereoselective [3+2] cyclopentannulation. It is also employed in inhibiting the chlorinating activity of myeloperoxidase (MPO) and in the metabolic synthesis of acrylacetic acid anti-inflammatory synthesis.
Verwenden
An indole derivative shown to be an effective inhibitor of the chlorinating activity of myeloperoxidase (MPO). Used in the metabolic synthesis of arylacetic acid antiinflammatory synthesis.