| Company Name: |
Alfa Aesar |
| Tel: |
400-6106006 |
| Email: |
saleschina@alfa-asia.com |
- 3-Cyanoindole
-
- $1.10
-
2026-08-25
- CAS:5457-28-3
- Min. Order: 1KG
- Purity: 99% min
- Supply Ability: 100kg
- 3-Cyanoindole
-
- $1.00
-
2019-07-06
- CAS:5457-28-3
- Min. Order: 1kg
- Purity: 95%-99%
|
| | 3-Cyanoindole Basic information |
| | 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 | | 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) |
| 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 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 3-Cyanoindole Usage And Synthesis |
| Chemical Properties | brown-grey to brown crystalline powder | | Uses | 3-Cyanoindole (cas# 5457-28-3) is a compound useful in organic synthesis. | | 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
| | 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°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.
|
| | 3-Cyanoindole Preparation Products And Raw materials |
|