57778-93-5

Basic information

• Product Name: 3-AMINOINDOLE HCL
• Synonyms: 3-AMINOINDOLE HCL;3-aminoindole hydrochloride;1H-Indol-3-ylamine hydrochloride;1H-indol-3-amine hydrochloride
• CAS NO: 57778-93-5
• Molecular Formula: C₈H₈N₂*ClH
• Molecular Weight: 168.6235
• Mol File: 57778-93-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: 180 °C (decomp)
• Boiling Point: 372.4 °C at 760 mmHg
• Flash Point: 179 °C
• Appearance: /
• Vapor Pressure: 6.6E-06mmHg at 25°C
• Storage Temp.: 4°C, Hygroscopic
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: 3-AMINOINDOLE HCL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINOINDOLE HCL(57778-93-5)
• EPA Substance Registry System: 3-AMINOINDOLE HCL(57778-93-5)

Safety Data

• Hazardous Substances Data: 57778-93-5(Hazardous Substances Data)

Usage

General Description

3-Aminoindole HCl is a chemical compound that consists of an indole ring structure with an amino group attached at the third carbon position. It is commonly used as a building block in the synthesis of pharmaceuticals, dyes, and agrochemicals. 3-AMINOINDOLE HCL is also utilized in organic reactions and as a research tool in the field of medicinal chemistry. Its hydrochloride (HCl) salt form provides improved solubility and stability, making it easier to handle and store in laboratory settings. Additionally, 3-Aminoindole HCl has been researched for its potential applications in the treatment of various diseases, such as cancer and neurodegenerative disorders.

InChI:InChI=1/C8H8N2.ClH/c9-7-5-10-8-4-2-1-3-6(7)8;/h1-5,10H,9H2;1H

Upstream product

• 15317-58-5 1H-indole-3-carboxylic acid hydrazide 
• 1199215-71-8 tert-butyl 1H-indol-3-ylcarbamate 
• 771-50-6 1H-indole-3-carboxylic acid 

Downstream Products

• 1438393-73-7 ethyl 4-(4-methoxybenzoyl)-5H-pyrimido[5,4-b]indole-2-carboxylate 
• 1438393-74-8 (4-methoxyphenyl)(5H-pyrimido[5,4-b]indol-4-yl)methanone 
• 1438393-75-9 (4-hydroxyphenyl)(5H-pyrimido[5,4-b]indol-4-yl)methanone 
• 1438393-65-7 diethyl 5H-pyrimido[5,4-b]indole-2,4-dicarboxylate 
• 1621607-89-3 3-(2,4,6-triphenylpyridinium-1-yl)-indol-1-ide 
• 1621607-88-2 1-(1H-indol-3-yl)-2,4,6-triphenylpyridinium tetrafluoroborate 
• 75394-80-8 1-benzyl-8H-<4,5-b>indolopyrimidine chloride 

Relevant articles and documents

OXALAMIDE HETEROBYCYCLIC COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH STING ACTIVITY

This disclosure features chemical entities (e.g., a compound or a pharmaceutically acceptable salt, and/or hydrate, and/or cocrystal, and/or drug combination of the compound) that inhibit (e.g., antagonize) Stimulator of Interferon Genes (STING). Said chemical entities are useful, e.g., for treating a condition, disease or disorder in which increased (e.g., excessive) STING activation (e.g., STING signaling) contributes to the pathology and/or symptoms and/or progression of the condition, disease or disorder (e.g., cancer) in a subject (e.g., a human). This disclosure also features compositions containing the same as well as methods of using and making the same.

Total synthesis of 4-azaeudistomin Y1 and analogues by inverse-electron demand diels-alder reactions of 3-aminoindoles with 1,3,5-triazines

A new inverse-electron-demand Diels-Alder (IDA) reaction of 3-aminoindoles as dienophiles was developed for the efficient preparation of 4-aza-β-carbolines in high yields. Because N1-unprotected 3-aminoindoles show poor thermal stability, a one-pot protocol was developed that combines the removal of tert-butoxycarbonyl protecting groups with the IDA reaction. This protocol, using tert-butyl 1H-indol-3-ylcarbamates as reactants, gave the corresponding IDA products in excellent yields. The new IDA methodology was used in a total synthesis of 4-azaeudistomin Y1, which was obtained in 57% overall yield in four steps. Moreover, the chemistry is suitable for the rapid preparation, through either Friedel-Crafts acylation or amide-formation reactions, of analogues that are useful for exploring structure-activity relationships at the C1-position. Georg Thieme Verlag Stuttgart · New York.