36825-35-1

Basic information

• Product Name: 4-AMINO-2-BROMOQUINOLINE
• Synonyms: 4-AMINO-2-BROMOQUINOLINE;2-Bromoquinolin-4-amine
• CAS NO: 36825-35-1
• Molecular Formula: C9H7BrN2
• Molecular Weight: 223.06928
• Product Categories: API intermediates
• Mol File: 36825-35-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 381°Cat760mmHg
• Flash Point: 184.3°C
• Appearance: /
• Density: 1.649g/cm³
• Vapor Pressure: 5.22E-06mmHg at 25°C
• Refractive Index: 1.732
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 4-AMINO-2-BROMOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-2-BROMOQUINOLINE(36825-35-1)
• EPA Substance Registry System: 4-AMINO-2-BROMOQUINOLINE(36825-35-1)

Safety Data

• Hazardous Substances Data: 36825-35-1(Hazardous Substances Data)

Usage

General Description

4-Amino-2-bromoquinoline is a chemical compound with the molecular formula C9H6BrN. 4-AMINO-2-BROMOQUINOLINE belongs to the class of organic compounds known as quinolines and derivatives. Quinolines and their derivatives are compounds containing a ring system made up of a benzene ring fused to a pyridine ring. The 4-amino-2-bromoquinoline is predominantly used in the field of organic synthesis, mostly in the synthesis of other complex organic compounds. It contains an amino group (-NH2) attached at the fourth carbon and a bromine atom attached at the second carbon in the quinoline ring system. However, it requires safety measures while handling, as exposure can cause eye irritation and may be harmful if ingested or inhaled.

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

Upstream product

• 20151-40-0 2,4-dibromoquinoline 
• 20146-63-8 2-bromo-4-nitroquinoline 

Relevant articles and documents

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.

A series of 2,4-disubstituted quinolines as a new class of allosteric enhancers of the adenosine A3 receptor

The adenosine receptor subfamily consists of the adenosine A1, A2A, A2B, and A3 receptors, which are localized in a variety of tissues throughout the human body. It is, therefore, a challenge to develop receptor specific ligands with improved tissue selectivity. Allosteric modulators could have these therapeutic advantages over orthosteric ligands. In the present study, a series of 2,4-disubstituted quinolines were synthesized on the basis of the structure of LUF6000 (34). Compound 27 (LUF6096) was able to allosterically enhance agonist binding to a similar extent as 34. In addition, this new compound showed low, if any, orthosteric affinity for any of the adenosine receptors. In a functional assay, compound 27 showed improved activity in comparison to 34, as it increased both the intrinsic efficacy and the potency of the reference agonist Cl-IB-MECA at the human adenosine A 3 receptor.