4-Aminoindole Chemical Properties

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

CAS DataBase Reference

5192-23-4(CAS DataBase Reference)

Safety Information

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

MSDS

• Language:English Provider:4-Aminoindole
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Aminoindole Usage And Synthesis

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.

4-Aminoindole(5192-23-4)Related Product Information

• 4-Nitroindole
• (-)-INDOLACTAM V
• 4-(Piperazino)indole
• 4-Aminoindole
• 1H-Indol-2-amine
• 5-BOC-AMINOINDAZOLE
• METHYL 6-AMINO-4-INDOLECARBOXYLATE
• 4-Methyl-5-aminoindole
• 7-Aminoindole
• 1-BOC-4-AMINOINDOLE
• (1H-INDOL-5-YL)-CARBAMIC ACID TERT-BUTYL ESTER
• 5-AMINO-1-N-METHYLINDOLE
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• 1-(4-Aminoindoline)ethanone ,98%
• 7-N-BOC-AMINO-INDOLE
• DL-Tryptophan
• 1-Boc-5-aminoindole
• 6-Aminoindole