4-Hydroxyindole

4-Hydroxyindole
  • CAS No.:2380-94-1
Other grades of this product :
4-Hydroxyindole Basic information
Product Name:4-Hydroxyindole
Synonyms:4-Hdroxyindole;4-Hydroxyindole in stock Factory;1H-INDOL-4-OL;1H-INDOLE-4-OL;4-HYDROXY-1H-INDOLE;4-INDOLOL;4-HYDROXYINDOLE;INDOL-4-OL
CAS:2380-94-1
MF:C8H7NO
MW:133.15
EINECS:219-177-2
Product Categories:API;Chemical;Indole;Indoles;Indole Derivatives;Heterocycle-Indole series;blocks;IndolesOxindoles;Indoles and derivatives;pharmacetical;Simple Indoles;Chiral Compound;Pyrroles & Indoles;Heterocycles;Heterocycles series;Pyrroles & Indoles;bc0001;2380-94-1
Mol File:2380-94-1.mol
4-Hydroxyindole Chemical Properties
Melting point 97-99 °C(lit.)
Boiling point 245.66°C (rough estimate)
density 1.1475 (rough estimate)
vapor pressure 0.019Pa at 25℃
refractive index 1.5260 (estimate)
storage temp. 0-6°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka9.89±0.40(Predicted)
color Dark Yellow to Green-Grey
Water Solubility slightly soluble
Sensitive Air Sensitive
BRN 114905
InChIKeyNLMQHXUGJIAKTH-UHFFFAOYSA-N
LogP1.57 at 25℃
CAS DataBase Reference2380-94-1(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
Hazard Note Irritant
HazardClass IRRITANT, KEEP COLD
HS Code 29339900
MSDS Information
ProviderLanguage
4-Indolol English
SigmaAldrich English
ACROS English
ALFA English
4-Hydroxyindole Usage And Synthesis
Chemical PropertiesOff-White Cyrstalline Solid
Uses4-Hydroxyindole is a Pindolol (P468000) impurity, which is a mixed adrenergic blocker and serotonin 5HT1A-receptor antagonist.
DefinitionChEBI: 4-hydroxyindole is a member of the class of hydroxyindoles that is 1H-indole substituted by a hydroxy group at position 4. It is a member of phenols and a member of hydroxyindoles.
Application4-Hydroxyindole as simple indoles is the important raw material or intermediate in the synthesis of pharmaceutical products and industrial polymers. It effectively inhibits Abeta peptide-induced amyloid fibril formation and prevent cell death induced by the peptide in culture. It is used for the synthesis of anti-inflammatory angular pyrrolocoumarins.
PreparationSynthesis 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.
General DescriptionGlucouridination of 4-hydroxyindole by human uridine 5′-diphospho-glucuronosyltransferase has been repotrted.

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