36825-32-8

Basic information

• Product Name: 2-AMINO-4-BROMOQUINOLINE
• Synonyms: 2-AMINO-4-BROMOQUINOLINE;4-Bromoquinolin-2-amine;4-Bromo-2-quinolinamine;4-Bromoquinolin-2-amine, 2-Amino-4-bromo-1-azanaphthalene
• CAS NO: 36825-32-8
• Molecular Formula: C9H7BrN2
• Molecular Weight: 223.06928
• Mol File: 36825-32-8.mol

Chemical Properties

• Melting Point: 137-138℃
• Boiling Point: 359℃
• Flash Point: 171℃
• Appearance: /
• Density: 1.649
• Vapor Pressure: 2.51E-05mmHg at 25°C
• Refractive Index: 1.732
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 5.01±0.50(Predicted)
• CAS DataBase Reference: 2-AMINO-4-BROMOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-BROMOQUINOLINE(36825-32-8)
• EPA Substance Registry System: 2-AMINO-4-BROMOQUINOLINE(36825-32-8)

Safety Data

• Hazardous Substances Data: 36825-32-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Amino-4-bromoquinoline is utilized as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique structure and properties make it a valuable building block for the development of new drugs.
Used in Dye and Pigment Production:
In the chemical industry, 2-Amino-4-bromoquinoline serves as a crucial component in the production of dyes and pigments. Its ability to impart color and stability to these products makes it an essential ingredient in various applications.
Used in Drug Discovery and Development:
Due to its biological activity, 2-Amino-4-bromoquinoline has been investigated for its potential therapeutic applications in drug discovery and development. Researchers are exploring its properties to identify new avenues for treating various diseases and conditions.

InChI:InChI=1/C9H7BrN2/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5H,(H2,11,12)

Upstream product

• 42712-64-1 2-amino-quinolin-4-ol 
• 62-53-3 aniline 
• 20151-40-0 2,4-dibromoquinoline 

Relevant articles and documents

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Design, synthesis, and structure-activity relationships of highly potent 5-HT3 receptor ligands

The 5-HT3 receptor, a pentameric ligand-gated ion channel (pLGIC), is an important therapeutic target. During a recent fragment screen, 6-chloro-N-methyl-2-(4-methyl-1,4-diazepan-1-yl)quinazolin-4-amine (1) was identified as a 5-HT3R hit fragment. Here we describe the synthesis and structure-activity relationships (SAR) of a series of (iso)quinoline and quinazoline compounds that were synthesized and screened for 5-HT3R affinity using a [3H]granisetron displacement assay. These studies resulted in the discovery of several high affinity ligands of which compound 22 showed the highest affinity (pKi > 10) for the 5-HT3 receptor. The observed SAR is in agreement with established pharmacophore models for 5-HT3 ligands and is used for ligand-receptor binding mode prediction using homology modeling and in silico docking approaches.