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

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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)

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Safety

Hazard Codes: Xi
WGK Germany: 3
Hazard Note: Irritant
HS Code: 29339900

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 286281
Product name: Indole-3-acetamide
Purity: 98%
Packaging: 1g
Price: $54.7
Updated: 2025/07/31

Sigma-Aldrich

Product number: 286281
Product name: Indole-3-acetamide
Purity: 98%
Packaging: 5g
Price: $71.82
Updated: 2025/07/31

TCI Chemical

Product number: I0668
Product name: Indole-3-acetamide
Purity: >98.0%(HPLC)(N)
Packaging: 5g
Price: $44
Updated: 2025/07/31

TCI Chemical

Product number: I0668
Product name: Indole-3-acetamide
Purity: >98.0%(HPLC)(N)
Packaging: 25g
Price: $174
Updated: 2025/07/31

Matrix Scientific

Product number: 074915
Product name: Indole-3-acetamide
Purity: 95+%
Packaging: 5g
Price: $14
Updated: 2021/12/16

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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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3-Indoleacetamide Suppliers

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View Lastest Price from 3-Indoleacetamide manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

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

Hebei Zhuanglai Chemical Trading Co Ltd

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

Henan Aochuang Chemical Co.,Ltd.

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

879-37-8, 3-IndoleacetamideRelated Search:

2-Cyanoacetamide Indole Chloroacetamide 2-Phenylacetamide Thioacetamide Acetaminophen Acetamide 2-Iodoacetamide N,N-Dimethylacetamide 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

INDOLE-3-ACETAMIDE

INDOLEACETAMIDE

2-(1H-INDOL-3-YL)ACETAMIDE

3-INDOLEACETAMIDE

1H-Indole-3-acetamide

1-Indole-3-acetamide

Indol-3-ylacetamide

3-acetamidoindole

ACETAMIDOINDOZE

3-Indoleacetamide in stock Factory

Indole-3-acetamide ,98%

2-(1H-Indole-3-yl)acetamide

3-(2-Oxo-2-aminoethyl)-1H-indole

INDOLE-3-ACETAMIDE(IAN)

2-(1H-indol-3-yl)ethanamide

(1H-Indol-3-yl)acetamide

2-(1H-indol-3-yl)-ethyl-aMide, 2-(1H-indol-3-yl)-acetaMide, 2-(3-indolyl)ethyl aMide, (indol-3-yl)acetaMide

Indole-3-acetaMide 98%

3-Indolylacetamide

NSC 1969

3-Indoleace

Indole-3-acetamide&gt

BRN 0873543

BRN0873543

BRN-0873543

Indole-3-acetamide (6CI, 8CI)

3-Indoleacetamide|||3-Indolylacetamide

Indole-3-acetamide, 10 mM in DMSO

INDOLE-3-ACETAMIDE (IAM)

879-37-8

879-73-8

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