3-Cyanoindole

3-Cyanoindole
  • CAS No.:5457-28-3
Other grades of this product :
3-Cyanoindole Basic information
Product Name:3-Cyanoindole
Synonyms:3-CYANOINDOLE;3-INDOLECARBONITRILE;1H-INDOLE-3-CARBONITRILE;RARECHEM AH BS 0093;INDOLE-3-CARBONITRILE;indoline-3-carbonitrile;Indole-3-carbonitrile,98%;3-Indonylnitrile
CAS:5457-28-3
MF:C9H6N2
MW:142.16
EINECS:212-232-1
Product Categories:Pyrroles & Indoles;Pyrroles & Indoles;Pharmaceutical Raw Materials;blocks;Indole;Indoles;Carboxes;IndolesOxindoles;Indoles and derivatives;IndoleDerivative;bc0001
Mol File:5457-28-3.mol
3-Cyanoindole Chemical Properties
Melting point 179-182 °C (lit.)
Boiling point 249.72°C (rough estimate)
density 1.1777 (rough estimate)
refractive index 1.6211 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
pka14.61±0.30(Predicted)
color Orange to Brown
Water Solubility Insoluble in water.
Sensitive Air & Light Sensitive
BRN 120888
CAS DataBase Reference5457-28-3(CAS DataBase Reference)
NIST Chemistry Reference3-Indolecarbonitrile(5457-28-3)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 26-37/39-36/37/39
RIDADR 3439
WGK Germany 3
HazardClass 6.1
PackingGroup III
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
3-Cyanoindole Usage And Synthesis
Chemical Propertiesbrown-grey to brown crystalline powder
Uses3-Cyanoindole (cas# 5457-28-3) is a compound useful in organic synthesis.
UsesReactant for preparation of:
  • Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Inhibitors of the C-terminal domain of RNA polymerase II with antitumor activities
  • 4-substituted β-lactams
  • Biologically active Indoles
  • Inhibitors of glycogen synthase kinase 3β (GSK-3)
  • HIV-1 integrase inhibitors
  • Indole fragments as inosine monophosphate dehydrogenase (IMPDH) inhibitors
  • Aziridinomitosene skeleton
  • Potential antiviral agents
Reactant for:
  • Intramolecular oxidative C-H coupling reactions with applications in medium-ring synthesis techniques
Synthesis Reference(s)Organic Syntheses, Coll. Vol. 5, p. 656, 1973Tetrahedron, 50, p. 6549, 1994 DOI: 10.1016/S0040-4020(01)89685-XTetrahedron Letters, 18, p. 4417, 1977 DOI: 10.1016/S0040-4039(01)83524-3
General Description3-Cyanoindole undergoes regiospecific bromination to afford 6-bromo-3-cyanoindole. 3-Cyanoindole is formed during the flash vacuum thermolysis (FVT) of 3-azidoquinoline.
3-Cyanoindole Preparation Products And Raw materials
Raw materialsAmmonium phosphate dibasic-->Indole-3-carboxaldehyde
Preparation Products5-Bromo-3-cyanoindole

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