Indole-3-carbonitrile, 98%
Indole-3-carbonitrile, 98%
Indole-3-carbonitrile, 98%
Indole-3-carbonitrile, 98%
Thermo Scientific Chemicals

Indole-3-carbonitrile, 98%

CAS: 5457-28-3 | C9H6N2 | 142.16 g/mol
Quantity:
1 g
5 g
Catalog number A16041.03
also known as A16041-03
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1 g
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Chemical Identifiers
CAS5457-28-3
IUPAC Name1H-indole-3-carbonitrile
Molecular FormulaC9H6N2
InChI KeyCHIFTAQVXHNVRW-UHFFFAOYSA-N
SMILESN#CC1=CNC2=CC=CC=C12
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SpecificationsSpecification SheetSpecification Sheet
Melting Point (clear melt)175.5-181.5?C
Appearance (Color)Cream
FormCrystals or powder or crystalline powder
Assay (GC)≥97.5%
Indole-3-carbonitrile is used as a synthesis reagent for preparation of 4-substituted β-lactams, biologically active indoles, inhibitors of glycogen synthase kinase 3β (GSK-3), indole fragments as inosine monophosphate dehydrogenase (IMPDH) inhibitors and HIV-1 integrase inhibitors. It is also used as a reactant for intramolecular oxidative C-H coupling reactions with applications in medium-ring synthesis techniques and for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Indole-3-carbonitrile is used as a synthesis reagent for preparation of 4-substituted β-lactams, biologically active indoles, inhibitors of glycogen synthase kinase 3β (GSK-3), indole fragments as inosine monophosphate dehydrogenase (IMPDH) inhibitors and HIV-1 integrase inhibitors. It is also used as a reactant for intramolecular oxidative C-H coupling reactions with applications in medium-ring synthesis techniques and for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators.

Solubility
Insoluble in water.

Notes
Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents. It is sensitive to light.
RUO – Research Use Only

General References:

  1. Didier G Pintori.; Michael F Greaney. Intramolecular oxidative C-H coupling for medium-ring synthesis. Journal of the American Chemical Society. 2011, 133 (5), 1209-1211.
  2. F Y Miyake.; K Yakushijin, D A Horne. A concise synthesis of topsentin A and nortopsentins B and D. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2000, 2 (14), 2121-2123.