69343-99-3

Basic information

• Product Name: 5-Bromo-1H-indol-3-amine
• Synonyms: 1H-Indol-3-aMine, 5-broMo-;5-AMino-3-broMoindole;5-broMo-indole-3-ylaMine;5-Bromo-3-aminoindole;5-bromo-1H-indol-3-ylamine hydrochloride
• CAS NO: 69343-99-3
• Molecular Formula: C8H7BrN2
• Molecular Weight: 211.05858
• Mol File: 69343-99-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 255-257 °C(Solv: benzene (71-43-2))
• Boiling Point: 410.064 °C at 760 mmHg
• Flash Point: 201.8 °C
• Appearance: /
• Density: 1.754 g/cm³
• Refractive Index: 1.779
• PKA: 16.72±0.30(Predicted)
• CAS DataBase Reference: 5-Bromo-1H-indol-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-1H-indol-3-amine(69343-99-3)
• EPA Substance Registry System: 5-Bromo-1H-indol-3-amine(69343-99-3)

Safety Data

• Hazardous Substances Data: 69343-99-3(Hazardous Substances Data)

Usage

General Description

5-Bromo-1H-indol-3-amine is a chemical compound classified as an organic compound that falls under the group called amines, specifically indole amines. 5-Bromo-1H-indol-3-amine contains a bromine atom, making it a halogen-substituted indole amine. It has the molecular formula C8H8BrN and a molecular weight of 214.06 g/mol. 5-Bromo-1H-indol-3-amine is primarily used in scientific research, usually in the field of chemistry and biochemistry, where it can act as a building block for other more complex compounds. Its safety or toxicity levels are not well-determined and as such, it should be handled and stored properly in controlled environments.

InChI:InChI=1/C8H7BrN2/c9-5-1-2-8-6(3-5)7(10)4-11-8/h1-4,11H,10H2

Upstream product

• 1260655-97-7 5-bromo-3-nitro-1H-indole 
• 76983-63-6 5-Bromo-3-nitroso-1H-indole 
• 10406-06-1 5-bromo-1H-indole-3-carboxylic acid 
• 10075-50-0 5-bromo-1H-indole 

Relevant articles and documents

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.

Synthesis of 3-Aminoindoles & Ethyl Pyrroloindole-2-carboxylates

Various indoles (1a-g) on nitrosation with sodium nitrite and acetic acid yield the corresponding 3-nitrosoindoles (2a-g).These on reduction with sodium dithionate, in the presence of 2 N NaOH, afford 3-aminoindoles (3a-g) in good yields.Coupling of a diazotised solution of 3a-g with ethyl α-methylacetoacetate (5) yields the respective ethyl indol-3-ylpyruvate hydrazones (6a-g) which on Fischer indolization with alcoholic H2SO4 give various ethyl pyrroloindole-2-carboxylates (7a-g).