3-Cyanoindole

Chemical properties

brown-grey to brown crystalline powder

The Uses of 3-Cyanoindole

3-Cyanoindole (cas# 5457-28-3) is a compound useful in organic synthesis.

The Uses of 3-Cyanoindole

Reactant 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

• Intramolecular oxidative C-H coupling reactions with applications in medium-ring synthesis techniques

What are the applications of Application

3-Cyanoindole is 3-Cyanoindole is a reactant for preparation of 4-substituted β-lactams, biologically active Indoles, inhibitors of glycogen synthase kinase 3β (GSK-3).

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 5, p. 656, 1973
Tetrahedron, 50, p. 6549, 1994 DOI: 10.1016/S0040-4020(01)89685-X
Tetrahedron Letters, 18, p. 4417, 1977 DOI: 10.1016/S0040-4039(01)83524-3

General Description

3-Cyanoindole undergoes regiospecific bromination to afford 6-bromo-3-cyanoindole. 3-Cyanoindole is formed during the flash vacuum thermolysis (FVT) of 3-azidoquinoline.