HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1H-indol-4-ol
1H-INDOL-4-OL · 4-INDOLOL · 4-Hdroxyindole · 4-HYDROXY-1H-INDOLE · INDOL-4-OL · 1H-INDOLE-4-OL · 4-HydroxyindoL · 4-HYDROXYINDOLE
Identifikatoren & physikalische Daten
| CAS No. | 2380-94-1 |
|---|---|
| Summenformel | C8H7NO |
| Durchschnittliche Molmasse | 133,15 g/mol |
| Monoisotopische Masse | 133,05276384 g/mol |
| SMILES | Oc1cccc2[nH]ccc12 |
| InChIKey | NLMQHXUGJIAKTH-UHFFFAOYSA-N |
| PubChem CID | 75421 |
| ChEMBL | CHEMBL446571 |
| ChEBI | CHEBI:24702 |
| EC No. | 219-177-2 |
| DTXSID | DTXSID3057696 |
Chemische & physikalische Eigenschaften
| XLogP | 2,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 36 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 126 |
| Stoffklassen | Nitrogen Compounds -> Indoles |
| Kosmetika | Hair dyeing |
| Physical Description | Grey crystalline solid[Sigma-Aldrich MSDS] |
| Schmelzpunkt | 97-99 °C(lit.) |
| Siedepunkt | 245.66°C (rough estimate) |
| Dichte | 1.1475 (rough estimate) |
| Dampfdruck | 0.019Pa at 25℃ |
| Brechungsindex | 1.5260 (estimate) |
| Lagerbedingungen | 0-6°C |
| Löslichkeit | DMSO (Slightly), Methanol (Slightly)slightly soluble |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | 9.89±0.40(Predicted) |
| Farbe | Dark Yellow to Green-Grey |
| BRN | 114905 |
| Kosmetik-Inhaltsstoffe Funktionen | HAIR DYEING |
| InChI | 1S/C8H7NO/c10-8-3-1-2-7-6(8)4-5-9-7/h1-5,9-10H |
| InChIKey | NLMQHXUGJIAKTH-UHFFFAOYSA-N |
| SMILES | Oc1cccc2[nH]ccc12 |
| LogP (Verteilungskoeffizient) | 1.57 at 25℃ |
| CAS Datenbank | 2380-94-1(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (98%): 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 51 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: 1H-Indol-4-olStatus: Active Update: 10-12-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/242241H-Indol-4-ol: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | An irritant[Sigma-Aldrich MSDS] See Indole. |
| Hazard Classes and Categories | Skin Irrit. 2 (98%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29339900 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36-37/39 |
| Gefahrenklasse | IRRITANT, KEEP COLDEye Irrit. 2Skin Irrit. 2STOT SE 3 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Verwenden
4-Hydroxyindole is a Pindolol (P468000) impurity, which is a mixed adrenergic blocker and serotonin 5HT1A-receptor antagonist.
Herstellung & Synthese
synthetische
Synthesis of 4-hydroxyindole: Using resorcinol as raw material, 4-oxotetrahydrocoumarone carboxylic acid is prepared by isomerization, catalytic hydrogenation, and cyclization with ethyl bromopyruvate. It was added to methanol solution saturated with ammonia, and the reaction was heated in an autoclave to generate 4-oxotetrahydroindole. Finally, 4-hydroxyindole is obtained by dehydrogenation and isomerization.