5-Hydroxyindole

5-Hydroxyindole
  • CAS No.:1953-54-4
Other grades of this product :
5-Hydroxyindole Basic information
Product Name:5-Hydroxyindole
Synonyms:5-Hydroxy-1H-indole;Hydroxy-5 indole;hydroxy-5indole;TIMTEC-BB SBB004214;1H-INDOL-5-OL;5-HYDROXYINDOLE;5-INDOLOL;INDOL-5-OL
CAS:1953-54-4
MF:C8H7NO
MW:133.15
EINECS:217-782-6
Product Categories:Heterocycle-Indole series;Building Blocks;Indoles;C7 to C9;Chemical Synthesis;Heterocyclic Building Blocks;blocks;IndolesOxindoles;indole derivative;Indoles and derivatives;pharmacetical;Indole;Simple Indoles
Mol File:1953-54-4.mol
5-Hydroxyindole Chemical Properties
Melting point 106-108 °C(lit.)
Boiling point 245.66°C (rough estimate)
density 1.1475 (rough estimate)
refractive index 1.5260 (estimate)
storage temp. Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility 38g/l
form Crystalline Needles or Powder
pka9.98±0.40(Predicted)
color beige
Sensitive Light Sensitive
BRN 112349
CAS DataBase Reference1953-54-4(CAS DataBase Reference)
NIST Chemistry ReferenceIndol-5-ol(1953-54-4)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
RTECS NM2430000
HazardClass IRRITANT, KEEP COLD
HS Code 29339990
MSDS Information
ProviderLanguage
5-Hydroxyindole English
ACROS English
SigmaAldrich English
ALFA English
5-Hydroxyindole Usage And Synthesis
Chemical Propertiesbeige to brown crystalline needles or powder
Uses• ;Reactant for preparation of (oxoimidazolidinyl/oxopyrimidinyl)benzenesulfonates as antitumor agents and tubulin inhibitors1• ;Reactant for preparation of anthranilic acids2• ;Reactant for preparation of indole compounds as dopamine D2 receptor antagonists3• ;Reactant for preparation of naphthalimide- or carbazole-containing human β-adrenoceptor ligands4• ;Reactant for preparation of melanins as nature-inspired radioprotectors5• ;Reactant for preparation of 5-vinyl-3-pyridinecarbonitriles as PKCθ inhibitors6
Uses5-Hydroxyindole is a hydroxylated indole used as a building block in the preparation of various pharmaceutical compounds such as indole based neurochemicals. 5-Hydroxyindole is a metabolite of Tryptop han (T894800). 5-Hydroxyindole displayed weak inhibitory activity on human melanoma tyrosinase. 5-Hydroxyindole also showed inhibition of serotonin transport by blood platelets.
Uses5-Hydroxyindole is a hydroxylated indole used as a building block in the preparation of various pharmaceutical compounds such as indole based neurochemicals. 5-Hydroxyindole is a metabolite of Tryptophan (T894800). 5-Hydroxyindole displayed weak inhibitory activity on human melanoma tyrosinase. 5-Hydroxyindole also showed inhibition of serotonin transport by blood platelets.
Synthesis Reference(s)Journal of the American Chemical Society, 76, p. 5579, 1954 DOI: 10.1021/ja01651a001The Journal of Organic Chemistry, 49, p. 4833, 1984 DOI: 10.1021/jo00199a017

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