917251-85-5

Basic information

• Product Name: 8-Bromo-3-iodoquinoline
• Synonyms: 8-Bromo-3-iodoquinoline;Quinoline, 8-broMo-3-iodo-
• CAS NO: 917251-85-5
• Molecular Formula: C9H5BrIN
• Molecular Weight: 333.96
• Mol File: 917251-85-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 375.486 °C at 760 mmHg
• Flash Point: 180.887 °C
• Appearance: /
• Density: 2.154 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.744
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 8-Bromo-3-iodoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Bromo-3-iodoquinoline(917251-85-5)
• EPA Substance Registry System: 8-Bromo-3-iodoquinoline(917251-85-5)

Safety Data

• Hazardous Substances Data: 917251-85-5(Hazardous Substances Data)

Usage

General Description

8-Bromo-3-iodoquinoline is a chemical compound with the molecular formula C9H5BrIN. It is a heterocyclic aromatic compound that contains both bromine and iodine atoms. This chemical is commonly used as a building block in organic synthesis and pharmaceutical research. It has been studied for its potential applications in medicinal chemistry, particularly in the development of new drugs for various health conditions. Its unique molecular structure and properties make it a valuable tool for scientists and researchers in the field of organic chemistry.

InChI:InChI=1/C9H5BrIN/c10-8-3-1-2-6-4-7(11)5-12-9(6)8/h1-5H

Upstream product

• 16567-18-3 8-bromoquinoline 

Downstream Products

• 917251-86-6 8-bromo-3-(trifluoromethyl)quinoline 

Relevant articles and documents

Metal-free synthesis of N-fused heterocyclic iodides via C-H functionalization mediated by tert-butylhydroperoxide

Direct, regioselective and metal-free synthesis of fused N-heterocyclic iodides is reported. This regioselective C-H functionalization is mediated by tert-butylhydroperoxide (TBHP), via dual activation of molecular iodine and a heterocyclic substrate, resulting in the in situ generation of electrophilic iodine species (I+), and free radical(s) tBuO? or tBuOO?, driving the iodination reaction.

The synthesis and biological evaluation of quinolyl-piperazinyl piperidines as potent serotonin 5-HT1A antagonists

As part of an effort to identify 5-HT1A antagonists that did not possess typical arylalkylamine or keto/amido-alkyl aryl piperazine scaffolds, prototype compound 10a was identified from earlier work in a combined 5-HT 1A antagonist/SSRI program. This quinolyl-piperazinyl piperidine analogue displayed potent, selective 5-HT1A antagonism but suffered from poor oxidative metabolic stability, resulting in low exposure following oral administration. SAR studies, driven primarily by in vitro liver microsomal stability assessment, identified compound 10b, which displayed improved oral bioavailability and lower intrinsic clearance. Further changes to the scaffold (e.g., 10r) resulted in a loss in potency. Compound 10b displayed cognitive enhancing effects in a number of animal models of learning and memory, enhanced the antidepressant-like effects of the SSRI fluoxetine, and reversed the sexual dysfunction induced by chronic fluoxetine treatment.