Basic information Safety Supplier Related

5-Hydroxyindole

Basic information Safety Supplier Related

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
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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
pka
9.98±0.40(Predicted)
color 
beige
Sensitive 
Light Sensitive
BRN 
112349
CAS DataBase Reference
1953-54-4(CAS DataBase Reference)
NIST Chemistry Reference
Indol-5-ol(1953-54-4)
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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

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5-Hydroxyindole Usage And Synthesis

Chemical Properties

beige 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

Uses

5-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.

Uses

5-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.

Definition

ChEBI: 5-hydroxyindole is a member of the class of hydroxyindoles that is 1H-indole in which the hydrogen at position 5 has been replaced by a hydroxy group. It has a role as a human metabolite.

Synthesis Reference(s)

Journal of the American Chemical Society, 76, p. 5579, 1954 DOI: 10.1021/ja01651a001
The Journal of Organic Chemistry, 49, p. 4833, 1984 DOI: 10.1021/jo00199a017

5-Hydroxyindole Preparation Products And Raw materials

Raw materials

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