4-Aminoindole
- Product Name
- 4-Aminoindole
- CAS No.
- 5192-23-4
- Chemical Name
- 4-Aminoindole
- Synonyms
- 4-INDOLAMINE;4-Aminoindole;4-Aiminoindole;INDOLE-4-AMINE;1H-INDOL-4-AMINE;4-AMINO-1H-INDOLE;4-AMinoindole 97%;(Indol-4-yl)amine;4-Aminoindole >4-Aminoindole ,97%
- CBNumber
- CB9300055
- Molecular Formula
- C8H8N2
- Formula Weight
- 132.16
- MOL File
- 5192-23-4.mol
4-Aminoindole Property
- 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
- pka
- 18.23±0.30(Predicted)
- form
- powder to crystal
- color
- White to Gray to Brown
- Water Solubility
- Insoluble
- Sensitive
- Air Sensitive
- BRN
- 114919
- InChI
- InChI=1S/C8H8N2/c9-7-2-1-3-8-6(7)4-5-10-8/h1-5,10H,9H2
- InChIKey
- LUNUNJFSHKSXGQ-UHFFFAOYSA-N
- SMILES
- N1C2=C(C(N)=CC=C2)C=C1
- CAS DataBase Reference
- 5192-23-4(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-24/25
- WGK Germany
- 3
- F
- 8-10-34
- HazardClass
- AIR SENSITIVE, IRRITANT-HARMFUL, KEEP COLD
- HS Code
- 29339990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- 525022
- Product name
- 4-Aminoindole
- Purity
- 97%
- Packaging
- 500mg
- Price
- $93.4
- Updated
- 2023/06/20
- Product number
- A2070
- Product name
- 4-Aminoindole
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $69
- Updated
- 2025/07/31
- Product number
- A2070
- Product name
- 4-Aminoindole
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $207
- Updated
- 2025/07/31
- Product number
- A576743
- Product name
- 4-Aminoindole
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- JK130926
- Product name
- 4-Aminoindole
- Purity
- 97%
- Packaging
- 500mg
- Price
- $109
- Updated
- 2021/12/16
4-Aminoindole Chemical Properties,Usage,Production
Chemical Properties
Greenish-grey to tan powder
Uses
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
Uses
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
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.
Synthesis
4769-97-5
7439-89-6
5192-23-4
A. Synthesis of 4-aminoindole. Iron powder (1.20 g, 21.58 mmol) and acetic acid (2.47 mL, 43.19 mmol) were sequentially added to a solution of ethanol (20 mL) containing 4-nitroindole (1.0 g, 6.17 mmol). The reaction mixture was heated to reflux for 14 hours. After completion of the reaction, the ethanol solvent was removed by rotary evaporator. The residue was dispersed in a solvent mixture of water and ethyl acetate for extraction and separation. The ethyl acetate layer was collected and dried with anhydrous magnesium sulfate followed by filtration to remove the desiccant. The filtrate was concentrated by rotary evaporation to give the crude product. The crude product was further purified by silica gel column chromatography using 1% methanol/dichloromethane mixture as eluent. The elution fractions containing the target product were collected, combined and the solvent was removed by rotary evaporation to give 0.815 g of 4-aminoindole as an orange solid in 82% yield.
References
[1] Patent: US6162818, 2000, A
4-Aminoindole Preparation Products And Raw materials
Raw materials
Preparation Products
4-Aminoindole Suppliers
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- Country
- Belgium
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View Lastest Price from 4-Aminoindole manufacturers
- Product
- 4-Aminoindole 5192-23-4
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-25
- Product
- 4-Aminoindole in stock Factory 5192-23-4
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- TOP 3 Factory in China
- Supply Ability
- Top 3 largest production capacity Factory
- Release date
- 2019-04-03
- Product
- 4-Aminoindole 5192-23-4
- Price
- US $8.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10tons
- Release date
- 2018-12-24