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: 2026-01-13 11:26:40
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. |
Computed Descriptors for 4-Aminoindole
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