ChemicalBook > CAS DataBase List > 3-Cyanoindole

3-Cyanoindole

CAS No.5457-28-3
Chemical Name:3-Cyanoindole
CBNumber:CB2157658
Molecular Formula:C9H6N2
Formula Weight:142.16
MOL File:5457-28-3.mol

3-Cyanoindole Property

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
pka 14.61±0.30(Predicted)
color Orange to Brown
Water Solubility Insoluble in water.
Sensitive Air & Light Sensitive
BRN 120888
InChI InChI=1S/C9H6N2/c10-5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H
InChIKey CHIFTAQVXHNVRW-UHFFFAOYSA-N
SMILES N1C2=C(C=CC=C2)C(C#N)=C1
CAS DataBase Reference 5457-28-3(CAS DataBase Reference)
NIST Chemistry Reference 3-Indolecarbonitrile(5457-28-3)
UNSPSC Code 12352100

Safety

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

NFPA 704:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H312-H315-H319-H332-H335
Precautionary statements P261-P280-P305+P351+P338-P280a-P304+P340-P405-P501a

3-Cyanoindole Price More Price(5)

Brand: ottokemi
Product number: C 2830
Product name : 3-Cyano indole
Purity: 98%
Packaging: 1gm
Price: ₹1602
Updated: 2022/05/26
Buy: Buy

Brand: ottokemi
Product number: C 2830
Product name : 3-Cyano indole
Purity: 98%
Packaging: 5gm
Price: ₹2599
Updated: 2022/05/26
Buy: Buy

Brand: ottokemi
Product number: C 2830
Product name : 3-Cyano indole
Purity: 98%
Packaging: 25gm
Price: ₹10701
Updated: 2022/05/26
Buy: Buy

Brand: SRL
Product number: 94952
Product name : 3-Cyanoindole pure, 98%
Purity:
Packaging: 5Gms
Price: ₹2860
Updated: 2022/05/26
Buy: Buy

Brand: SRL
Product number: 94952
Product name : 3-Cyanoindole pure, 98%
Purity:
Packaging: 25Gms
Price: ₹11800
Updated: 2022/05/26
Buy: Buy

3-Cyanoindole Chemical Properties,Usage,Production

Chemical Properties brown-grey to brown crystalline powder
Uses 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
Reactant for:
- Intramolecular oxidative C-H coupling reactions with applications in medium-ring synthesis techniques
Uses 3-Cyanoindole (cas# 5457-28-3) is a compound useful in organic synthesis.
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.
Synthesis A 3-cyanoindole compound synthesis method includes: firstly, taking indole compound, benzyl cyanide and CuI according to the molar ratio of 1:1-2:1-2, placing the indole compound, the benzyl cyanide and the CuI in a reaction vessel, and adding solvent into the reaction vessel until the indole compound and the benzyl cyanide are completely dissolved; then, placing the reaction vessel in oil bath at the temperature of 100-130 DEG C with stirring for reaction for 30-34h, cooling to the room temperature, adding water as same as the solvent in volume, and extracting for 2-4 times by the aid of dichloromethane; and finally, separating using silica gel column chromatography prior to reduced pressure distillation so that the product, namely, the 3-cyanoindole compound is obtained.