364793-52-2

Basic information

• Product Name: 6-Bromo-4-hydroxyquinoline-3- carbonitrile
• Synonyms: 6-Bromo-4-hydroxyquinoline-3- carbonitrile;3-Quinolinecarbonitrile, 6-broMo-1,4-dihydro-4-oxo-
• CAS NO: 364793-52-2
• Molecular Formula: C₁₀H₅BrN₂O
• Molecular Weight: 249.0635
• Mol File: 364793-52-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 356.22°C at 760 mmHg
• Flash Point: 169.236°C
• Appearance: /
• Density: 1.76g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.694
• PKA: 1.39±0.50(Predicted)
• CAS DataBase Reference: 6-Bromo-4-hydroxyquinoline-3- carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Bromo-4-hydroxyquinoline-3- carbonitrile(364793-52-2)
• EPA Substance Registry System: 6-Bromo-4-hydroxyquinoline-3- carbonitrile(364793-52-2)

Safety Data

• Hazardous Substances Data: 364793-52-2(Hazardous Substances Data)

Usage

General Description

6-Bromo-4-hydroxyquinoline-3-carbonitrile is a chemical compound with the molecular formula C10H5BrN2O and a molecular weight of 256.07 g/mol. It is a heterocyclic organic compound that contains a quinoline ring with a hydroxy and a cyano group at position 4 and 3, respectively. 6-Bromo-4-hydroxyquinoline-3- carbonitrile is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It is also known for its antimicrobial and anti-inflammatory properties, making it a valuable intermediate in the development of new drugs. 6-Bromo-4-hydroxyquinoline-3-carbonitrile is typically synthesized using various chemical reactions and is available for purchase from chemical suppliers for research and industrial applications.

InChI:InChI=1/C10H5BrN2O/c11-7-1-2-9-8(3-7)10(14)6(4-12)5-13-9/h1-3,5H,(H,13,14)

Upstream product

• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 5794-88-7 5-Bromo-2-aminobenzoic acid 
• 75-05-8 acetonitrile 
• 59747-00-1 ethyl 3-((4-bromophenyl)amino)-2-cyanoacrylate 
• 106-40-1 4-bromo-aniline 
• 58286-26-3 ethyl (Z)-3-[(4-bromophenyl)amino]-2-cyanoprop-2-enoate 
• 58286-27-4 (E)-3-(4-Bromo-phenylamino)-2-cyano-acrylic acid ethyl ester 

Downstream Products

• 364793-54-4 6-bromo-4-chloro-3-quinolinecarbonitrile 
• 915369-04-9 6-bromo-N-(3-chloro-4-fluoro-phenyl)-quinoline-3-carbnitrile-4-amine 
• 928779-61-7 4-(3-Chloro-4-fluoro-phenylamino)-6-((E)-styryl)-quinoline-3-carbonitrile 
• 364793-55-5 6-bromo-4-(2,4-dichloro-5-methoxyanilino)-3-quinolinecarbonitrile 
• 364788-62-5 4-(2,4-dichloro-5-methoxy-phenylamino)-6-(5-formyl-thiophen-3-yl)-quinoline-3-carbonitrile 
• 1314687-82-5 6-bromoquinoline-3-carbonitrile 
• 798545-30-9 6-bromoquinoline-3-carboxylic acid 

Relevant articles and documents

Synthesis of Fused Pyrimidinone and Quinolone Derivatives in an Automated High-Temperature and High-Pressure Flow Reactor

Fused pyrimidinone and quinolone derivatives that are of potential interest to pharmaceutical research were synthesized within minutes in up to 96% yield in an automated Phoenix high-temperature and high-pressure continuous flow reactor. Heterocyclic scaffolds that are either hard to synthesize or require multisteps are readily accessible using a common set of reaction conditions. The use of low-boiling solvents along with the high conversions of these reactions allowed for facile workup and isolation. The methods reported herein are highly amenable for fast and efficient heterocycle synthesis as well as compound scale-ups.

COMBINATION OF KINASE INHIBITORS AND USES THEREOF

The present invention provides for a method for treating a disease condition associated with PI3-kinase a and/or a receptor tyrosine kinase (RTK) in a subject. In another aspect, the invention provides for a method for treating a disease condition associated with PI3-kinase α and/or an RTK in a subject. In yet another aspect, a method of inhibiting phosphorylation of Akt (S473) in a cell is set forth.

Synthesis and structure-activity relationship of 4-(2-aryl-cyclopropylamino)-quinoline-3-carbonitriles as EGFR tyrosine kinase inhibitors

Synthesis and structure-activity relationship of a series of 4-(2-aryl-cyclopropylamino)-quinoline-3-carbonitrile derivatives as EGFR inhibitors is described. Compounds 29 and 30 showed potent in vitro inhibitory activity in the enzymatic assay as well as in the functional cellular assay. They are moderately selective against other types of tyrosine kinases.