3-Indoleacetamide
- Product Name
- 3-Indoleacetamide
- CAS No.
- 879-37-8
- Chemical Name
- 3-Indoleacetamide
- Synonyms
- INDOLE-3-ACETAMIDE;2-(1H-INDOL-3-YL)ACETAMIDE;INDOLEACETAMIDE;1H-Indole-3-acetamide;NSC 1969;BRN0873543;3-Indoleace;BRN 0873543;BRN-0873543;ACETAMIDOINDOZE
- CBNumber
- CB1278653
- Molecular Formula
- C10H10N2O
- Formula Weight
- 174.2
- MOL File
- 879-37-8.mol
3-Indoleacetamide Property
- 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
- Hazard Codes
- Xi
- WGK Germany
- 3
- Hazard Note
- Irritant
- HS Code
- 29339900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
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.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 286281
- Product name
- Indole-3-acetamide
- Purity
- 98%
- Packaging
- 1g
- Price
- $54.7
- Updated
- 2025/07/31
- Product number
- 286281
- Product name
- Indole-3-acetamide
- Purity
- 98%
- Packaging
- 5g
- Price
- $71.82
- Updated
- 2025/07/31
- Product number
- I0668
- Product name
- Indole-3-acetamide
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 5g
- Price
- $44
- Updated
- 2025/07/31
- Product number
- I0668
- Product name
- Indole-3-acetamide
- Purity
- >98.0%(HPLC)(N)
- Packaging
- 25g
- Price
- $174
- Updated
- 2025/07/31
- Product number
- 34475
- Product name
- Indole-3-acetamide
- Packaging
- 5G
- Price
- $288
- Updated
- 2021/12/16
3-Indoleacetamide Chemical Properties,Usage,Production
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.
Synthesis
771-51-7
879-37-8
The general procedure for the synthesis of 3-indoleacetamide from indole-3-acetonitrile was as follows: the reaction was carried out in a 100-mL stainless steel autoclave. Indole-3-acetonitrile (0.10 g, 1.00 mmol) was added to a mixture of ethylenediamine (0.12 g, 2.00 mmol), CoCl2-H2O (0.24 g, 1.00 mmol), and Zn (0.07 g, 1.00 mmol) and the mixture was transferred to the autoclave. For reactions to be performed in solvent, an additional 5 mL of solvent was added. The autoclave was pressurized to 5.00 atm using O2. the reaction mixture was stirred in a preheated 120°C oil bath for 12 hr. Upon completion of the reaction, the mixture was cooled to room temperature and the product was purified by silica gel column chromatography using a solvent mixture of n-hexane and CH2Cl2 (1:1) as eluent to give the final 3-indoleacetamide in 88% yield.
References
[1] Tetrahedron, 1989, vol. 45, # 5, p. 1347 - 1354
[2] Research on Chemical Intermediates, 2015, vol. 41, # 8, p. 5071 - 5078
[3] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1980, vol. 16, # 5, p. 501 - 506
[4] Khimiya Geterotsiklicheskikh Soedinenii, 1980, # 5, p. 645 - 650
3-Indoleacetamide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-Indoleacetamide manufacturers
- Product
- 3-Indoleacetamide 879-37-8
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-20
- Product
- 3-Indoleacetamide 879-37-8
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-12-13
- Product
- 3-Indoleacetamide 879-37-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-10