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5-Bromoindole

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5-Bromoindole Basic information

Product Name:
5-Bromoindole
Synonyms:
  • 5-BROMOINDOLE
  • 5-BI
  • 5-BROMO-1H-INDOLE
  • 5-Bromindole
  • 5-bromonindole
  • 5-Bromide indole
  • Bromoindole-99%
  • 5-Bromoindole99%
CAS:
10075-50-0
MF:
C8H6BrN
MW:
196.04
EINECS:
233-208-7
Product Categories:
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Organohalides
  • Simple Indoles
  • Pyrroles & Indoles
  • IndolesBuilding Blocks
  • Indole/indoline/oxindole
  • Indoles and derivatives
  • IndoleDerivative
  • Halides
  • Indoles
  • Pharmaceutical Intermediates
  • Indole Derivatives
  • Heterocycle-Indole series
  • blocks
  • Bromides
  • IndolesOxindoles
  • Pyrroles & Indoles
  • Indole
  • bc0001
Mol File:
10075-50-0.mol
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5-Bromoindole Chemical Properties

Melting point:
90-92 °C (lit.)
Boiling point:
228.5°C (rough estimate)
Density 
1.5466 (rough estimate)
refractive index 
1.6550 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility 
126mg/l (calculated)
form 
Powder or Chunks
pka
16.04±0.30(Predicted)
color 
White to light brown
BRN 
112877
InChI
InChI=1S/C8H6BrN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H
InChIKey
VXWVFZFZYXOBTA-UHFFFAOYSA-N
SMILES
N1C2=C(C=C(Br)C=C2)C=C1
CAS DataBase Reference
10075-50-0(CAS DataBase Reference)
EPA Substance Registry System
1H-Indole, 5-bromo- (10075-50-0)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25-37/39
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29339990

MSDS

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5-Bromoindole Usage And Synthesis

Chemical Properties

white to light brown powder or chunks

Uses

A potential inhibitor of GSK-3

Application

The 5-bromoindole is an important medicine intermediate that produces important source material for preventing and treating medicines such as cardiovascular disorders, sacred diseases, tumours and strengthening immunity. one of its important uses is the synthesis of indole derivative as tryptamines compounds, etc. These indole derivativeses are closely related with human vital movement, wherein melatonin and verivate thereof are regulated circadian rhythm, sleep, aspect such as antitumor very effectively.

Purification Methods

Purify it by steam distillation from a faintly alkaline solution. Cool the aqueous distillate, collect the solid, dry it in a vacuum desiccator over P2O5 and recrystallise it from aqueous EtOH (35% EtOH) or pet ether/Et2O. UV in MeOH has at 279, 287 and 296nm (log 3.70, 3.69 and 3.53). The picrate has m 137-138o(dec) (from max Et2O/pet ether). [UV: Thesing et al. Chem Ber 95 2205 1962, UV and NMR: Lallemand & Bernath Bull Soc Chim Fr 4091 1970, Beilstein 20/7 V 36.]

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