4-Aminoindole

Synonym(s):(Indol-4-yl)amine;4-Indolamine

CAS NO.：5192-23-4
Empirical Formula: C8H8N2
Molecular Weight: 132.16
MDL number: MFCD01076559
EINECS: 621-202-0
SAFETY DATA SHEET (SDS)
Update Date: 2026-05-28 06:26:48

What is 4-Aminoindole?

Chemical properties

Greenish-grey to tan powder

The Uses of 4-Aminoindole

4-Aminoindole may be used to synthesize:

macrolactam tumour promoter indolactam V
tricyclic structure of 2-substituted-pyrrolo[2,3-h]quinolin-4-one
4-azidoindole

The Uses of 4-Aminoindole

Reactant for preparation of:• ;Inhibitors of bacterial thymidylate synthase1• ;Mimetics of non-alkaloid toxin lignan anticancer and antiviral agent Podophyllotoxin (PPT)2• ;Inhibitors of Gli1-mediated transcription in the Hedgehog pathway3• ;Protein kinase C θ (PKCθ) inhibitors4• ;Indolic non-peptidic HIV protease inhibitors5• ;Transient receptor potential cation channel subfamily V member 1 (TRPV1) antagonists6• ;Cyclooxygenase-2 (COX-2) and lipoxygenase (LOX) inhibitors7• ;11β-hydroxysteroid dehydrogenase 1 (11β-HSD1) inhibi

Definition

ChEBI: 4-Aminoindole is a member of indoles.

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 5130, 1983 DOI: 10.1021/jo00173a071

General Description

4-Aminoindole is an indole derivative. Its cytokinin activity has been assessed by tobacco pith callus bioassay. 4-Aminoindole can be prepared by reacting 2,6-dinitrotoluene and N,N-dimethylformamide dimethylacetal in anhydrous DMF.

Properties of 4-Aminoindole

Melting point:	106-109 °C (lit.)
Boiling point:	354.0±15.0 °C(Predicted)
Density	1.268±0.06 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
form	powder to crystal
pka	18.23±0.30(Predicted)
color	White to Gray to Brown
Water Solubility	Insoluble
Sensitive	Air Sensitive
BRN	114919
CAS DataBase Reference	5192-23-4(CAS DataBase Reference)

Safety information for 4-Aminoindole

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.