3-Indoleacetamide Chemical Properties

Melting point:

148-150 °C(lit.)

Boiling point:

469.7±28.0 °C(Predicted)

Density 

1.285±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO (Slightly)

form 

Solid

pka

16.37±0.40(Predicted)

color 

White to Off-White

InChI

InChI=1S/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13)

InChIKey

ZOAMBXDOGPRZLP-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC=C2)C(CC(N)=O)=C1

CAS DataBase Reference

879-37-8(CAS DataBase Reference)

NIST Chemistry Reference

3-Indoleacetamide(879-37-8)

Safety Information

Hazard Codes 

Xi

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29339900

MSDS

• Language:English Provider:SigmaAldrich

3-Indoleacetamide Usage And Synthesis

Chemical Properties

White to Orange to Green powder to crystal

Uses

Indole-3-acetamide was used in the synthesis of [5.5.6.6]diazafenestrane skeleton and indole-3-acetic acid.
Reactant for the synthesis of:
PET agent for imaging of protein kinase C
A potential agent against Prion Disease
Protein kinase C (PKC) inhibitor bisindolylmaleimide IV
Glycogen synthase kinase-3 (GSK-3) inhibitors
Inhibitors of CaMKIId
A VEGF inhibitor
JAK3 inhibitors
Inhibitors of NAD+-Dependent Histone Deacetylases
Inhibitors of human adipocyte fatty acid-binding protein
Cyclin-dependent kinase inhibitors

Definition

ChEBI: Indole-3-acetamide is a member of the class of indoles that is acetamide substituted by a 1H-indol-3-yl group at position 2. It is an intermediate in the production of plant hormone indole acetic acid (IAA). It has a role as a fungal metabolite, a bacterial metabolite and a plant metabolite. It is a N-acylammonia, a monocarboxylic acid amide and a member of indoles. It is functionally related to an acetamide.

General Description

Indole-3-acetamide is an auxin precursor.

Biological Activity

Indole-3-acetamide is a biosynthesis intermediate of indole-3-acetic acid. Indole-3-acetic acid is the most common natural plant growth hormone of the auxin class.

3-Indoleacetamide(879-37-8)Related Product Information

• N,N-Dimethylacetamide
• 2-Cyanoacetamide
• Indole
• Chloroacetamide
• 2-Phenylacetamide
• Thioacetamide
• Acetaminophen
• Acetamide
• 2-Iodoacetamide
• Ethyl indole-3-carboxylate
• Indole-5-carboxaldehyde
• Indole-3-carboxaldehyde
• Indole-4-carboxaldehyde
• Indole-5-carboxylic acid
• Indole-4-carboxylic acid
• Methyl 1H-indole-7-carboxylate
• Indole-6-boronic acid pinacol ester
• Indole-3-butyric acid