3-Indoleacetonitrile Chemical Properties

Melting point:

33-36 °C(lit.)

Boiling point:

157-160 °C0.2 mm Hg(lit.)

Density 

1.1566 (rough estimate)

refractive index 

1.6085-1.6105

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform, DMSO (Slightly), Methanol (Slightly)

pka

16.32±0.30(Predicted)

form 

Liquid

color 

Clear colorless to yellow

BRN 

125488

InChIKey

DMCPFOBLJMLSNX-UHFFFAOYSA-N

CAS DataBase Reference

771-51-7(CAS DataBase Reference)

NIST Chemistry Reference

1H-Indole-3-acetonitrile(771-51-7)

EPA Substance Registry System

1H-Indole-3-acetonitrile (771-51-7)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22

Safety Statements 

36/37

RIDADR 

3276

WGK Germany 

3

RTECS 

AM0700000

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29339990

MSDS

• Language:English Provider:3-Indoleacetonitrile
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-Indoleacetonitrile Usage And Synthesis

Chemical Properties

clear yellow-brown to brown liquid after melting

Uses

Reactant for preparation of:

• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
• Histone deacetylase inhibitors
• Potential kinase inhibitors
• Kv7/KCNQ potassium channel activators
• Kinesin-Specific MKLP-2 Inhibitor
• Pesticides
• Potential PET cancer imaging agents
• Agonists of the Farnesoid X Receptor (FXR) as atherosclerosis treatment
• Butyrylcholinesterase inhibitors
• Necroptosis inhibitors

Definition

ChEBI: A nitrile that is acetonitrile where one of the methyl hydrogens is substituted by a 1H-indol-3-yl group.

Synthesis Reference(s)

Canadian Journal of Chemistry, 39, p. 1340, 1961 DOI: 10.1139/v61-169
Journal of the American Chemical Society, 75, p. 3589, 1953 DOI: 10.1021/ja01110a506

General Description

3-Indoleacetonitrile (Indolylacetonitrile) is a light-induced auxin-inhibitory substance that is isolated from light-grown cabbage (Brassica olearea L.) shoots. It inhibits the biofilm formation of both E. coli O157:H7 and P. aeruginosa without affecting its growth.

3-Indoleacetonitrile(771-51-7)Related Product Information

• Indole-3-acetic acid
• Indometacin
• Indole-3-butyric acid
• Iminodiacetonitrile
• Indole-3-carbinol
• Indol-1-yl-acetic acid
• Indole-6-boronic acid
• 3-(1H-Indol-3-yl)-propan-1-ol
• 3-Indoleacrylic acid
• Indole-5-carboxylic acid
• Methyl indole-5-carboxylate
• Indole-4-carboxylic acid
• 3-Indolepropionic acid
• Methyl 1H-indole-7-carboxylate
• Indole-6-carboxaldehyde
• Methyl indole-2-carboxylate
• Methyl indole-4-carboxylate
• Indole-4-boronic acid