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476994 Sigma-Aldrich

5-Bromoisatin

technical grade, 90%

  • CAS Number 87-48-9

  • Empirical Formula (Hill Notation) C8H4BrNO2

  • Molecular Weight 226.03

  •  Beilstein/REAXYS Number 383760

  •  EC Number 201-747-7

  •  MDL number MFCD00005719

  •  PubChem Substance ID 24871320

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C7 to C9, Chemical Synthesis, Halogenated Heterocycles, Heterocyclic Building Blocks,
Quality Level   100
grade   technical grade
assay   90%
impurities   <10% isatin
mp   247-252 °C (lit.)
SMILES string   Brc1ccc2NC(=O)C(=O)c2c1
InChI   1S/C8H4BrNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
InChI key   MBVCESWADCIXJN-UHFFFAOYSA-N

Description

General description

5-Bromoisatin is a 5-haloisatin. One of the methods reported for its synthesis is by reacting N-halosaccharins with isatin in the presence of SiO2. Its inotropic activity has been studied on rhythmically stimulated papillary muscles of guinea pigs. It is reported to exhibit analgesic and sedative properties at a dose of 0.2g/kg in mice.

Application

5-Bromoisatin may be used in the synthesis of the following:
• N-derivatives of 5-bromoisatin
• N-substituted pyrroles
• linear polyaryleneoxindoles
• 5-bromodioxindole
• cinchoninic acid derivatives
• 3-hydroxyoxindole
• S-benzyldithiocarbazate Schiff Bases
• 5-bromooxindole
• Morita-Baylis-Hillman adducts of isatin derivatives

Packaging

5, 25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
RTECS 
NL7875000

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Protocols & Articles
Peer-Reviewed Papers
15

References

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