3-Cyanoindole

Product Name: 3-Cyanoindole
CAS No.: 5457-28-3
Chemical Name: 3-Cyanoindole
Synonyms: NSC 24935;3-indole A;3-CYANOINDOLE;3-Indonylnitrile;3-Cyanoindole 98%;3-Cyanoindole ,98%;3-CYANOINDOLE (ICN);RARECHEM AH BS 0093;3-INDOLECARBONITRILE;INDOLE-3-CARBONITRILE
CBNumber: CB2157658
Molecular Formula: C9H6N2
Formula Weight: 142.16
MOL File: 5457-28-3.mol

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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)

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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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TCI Chemical

Product number: C1909
Product name: 1H-indole-3-carbonitrile
Purity: min. 98.0 %
Packaging: 5G
Price: $55
Updated: 2025/07/31

TCI Chemical

Product number: C1909
Product name: 1H-indole-3-carbonitrile
Purity: min. 98.0 %
Packaging: 25G
Price: $165
Updated: 2025/07/31

TRC

Product number: C987993
Product name: 3-Cyanoindole
Packaging: 50g
Price: $70
Updated: 2021/12/16

Matrix Scientific

Product number: 064203
Product name: 1H-Indole-3-carbonitrile
Purity: 95+%
Packaging: 1g
Price: $10
Updated: 2021/12/16

Matrix Scientific

Product number: 064203
Product name: 1H-Indole-3-carbonitrile
Purity: 95+%
Packaging: 5g
Price: $13
Updated: 2021/12/16

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3-Cyanoindole Chemical Properties,Usage,Production

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

Raw materials

Indole-3-carboxaldehyde Ammonium phosphate dibasic

Preparation Products

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3-Cyanoindole Suppliers

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View Lastest Price from 3-Cyanoindole manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: 3-Cyanoindole 5457-28-3
Price: US $1.10-9.90/KG
Min. Order: 1KG
Purity: 99% min
Supply Ability: 100kg
Release date: 2025-08-18

Career Henan Chemical Co

Product: 3-Cyanoindole 5457-28-3
Price: US $1.00/kg
Min. Order: 1kg
Purity: 95%-99%
Supply Ability: as request
Release date: 2018-12-24

5457-28-3, 3-CyanoindoleRelated Search:

p-Tolunitrile Indole-3-butyric acid 4-Nitrobenzonitrile 2-Methylindole Indole-3-carboxylic acid Indole-3-acetic acid 2-Cyanophenol Indometacin 2-Chloro-3-cyanopyridine Benzonitrile Indole Ethyl indole-3-carboxylate Indole-4-carboxaldehyde 6-CYANOINDOLE,CYANOINDOLE-6 4-CYANOINDOLE 1-BOC-5-CYANOINDOLE 7-CYANOINDOLE Carbonitrile

3-CYANOINDOLE

3-INDOLECARBONITRILE

1H-INDOLE-3-CARBONITRILE

RARECHEM AH BS 0093

INDOLE-3-CARBONITRILE

indoline-3-carbonitrile

Indole-3-carbonitrile,98%

3-Indonylnitrile

3-CYANOINDOLE (INDOLE-3-CARBONITRILE)

3-Cyanoindole ,98%

3-CYANOINDOLE (ICN)

3-indole A

NSC 24935

3-Cyanoindole 98%

1H-indole-3-carbonitrile(SALTDATA: FREE)

3-Cyanoindole pure, 98%

Indole-3-carbonitrile (6CI, 7CI, 8CI)

5457-28-3

C19H6N2

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