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Ethyl 4-chloro-8-fluoroquinoline-3-carboxylate is an organic compound that serves as a crucial intermediate in the synthesis of various quinoline-based molecules. It is characterized by its unique chemical structure, which includes a chlorine atom at the 4th position and a fluorine atom at the 8th position of the quinoline ring. Ethyl 4-chloro-8-fluoroquinoline-3-carboxylate plays a significant role in the development of pharmaceuticals and other chemical applications due to its versatile reactivity and functional group compatibility.

56824-90-9

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56824-90-9 Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 4-chloro-8-fluoroquinoline-3-carboxylate is used as a key intermediate for the synthesis of [[(alkylsulfonyl)phenoxy]phenyl]quinolines. These quinoline derivatives exhibit good binding affinity for the liver X receptor beta (LXRβ), which plays a crucial role in regulating lipid and glucose metabolism, inflammation, and cellular proliferation. The moderate binding selectivity over liver X receptor alpha (LXRα) makes these compounds potentially useful in the treatment of various diseases, including metabolic disorders, atherosclerosis, and neurodegenerative diseases.
Additionally, the compound may be utilized in other industries for different applications, such as:
1. Chemical Research and Development:
Ethyl 4-chloro-8-fluoroquinoline-3-carboxylate can be used as a starting material or building block in the synthesis of novel quinoline-based compounds with potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science.
2. Drug Design and Optimization:
Ethyl 4-chloro-8-fluoroquinoline-3-carboxylate can be employed in the design and optimization of new drug candidates targeting LXRβ, which may lead to the development of more effective and selective therapies for diseases associated with this receptor.
3. Academic and Industrial Research:
Ethyl 4-chloro-8-fluoroquinoline-3-carboxylate can be used in research laboratories for studying the structure-activity relationships of quinoline-based compounds and exploring their potential applications in various fields.

Check Digit Verification of cas no

The CAS Registry Mumber 56824-90-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,6,8,2 and 4 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 56824-90:
(7*5)+(6*6)+(5*8)+(4*2)+(3*4)+(2*9)+(1*0)=149
149 % 10 = 9
So 56824-90-9 is a valid CAS Registry Number.
InChI:InChI=1/C12H9ClFNO2/c1-2-17-12(16)8-6-15-11-7(10(8)13)4-3-5-9(11)14/h3-6H,2H2,1H3

56824-90-9 Well-known Company Product Price

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  • Alfa Aesar

  • (H50507)  Ethyl 4-chloro-8-fluoroquinoline-3-carboxylate, 97%   

  • 56824-90-9

  • 250mg

  • 607.0CNY

  • Detail
  • Alfa Aesar

  • (H50507)  Ethyl 4-chloro-8-fluoroquinoline-3-carboxylate, 97%   

  • 56824-90-9

  • 1g

  • 2103.0CNY

  • Detail

56824-90-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 4-chloro-8-fluoroquinoline-3-carboxylate

1.2 Other means of identification

Product number -
Other names 4-chloro-8-fluoroquinoline-3-carboxylic acid ethyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:56824-90-9 SDS

56824-90-9Relevant academic research and scientific papers

Synthesis and screening of triazolopyrimidine scaffold as multi-functional agents for Alzheimer's disease therapies

Kumar, Jitendra,Meena, Poonam,Singh, Anju,Jameel, Ehtesham,Maqbool, Mudasir,Mobashir, Mohammad,Shandilya, Ashutosh,Tiwari, Manisha,Hoda, Nasimul,Jayaram

, p. 260 - 277 (2016/06/01)

In present study a series of triazolopyrimidine-quinoline and cyanopyridine-quinoline hybrids were designed, synthesized and evaluated as acetylcholinesterase inhibitors (AChEIs). Molecular docking and scoring was utilized for the design of inhibitors. The molecules were synthesized via an easily accessible, convergent synthetic route. Three triazolopyrimidine based compounds showed nanomolar activity towards acetylcholinesterase. Among them, Ethyl 6-fluoro-4-(4-(5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)piperazin-1-yl)quinoline-3-carboxylate (10d), strongly inhibited AChE with IC50 value of 42 nM. Furthermore compound 10d was identified as most promising compound with 12 fold selectivity against butyrylcholinesterase (BuChE). This compound displayed a composed multitargeted profile with promising inhibition of self-induced and AChE - induced Aβ aggregation and antioxidant activity.

Quinoline-3-carboxamide containing sulfones as liver X receptor (LXR) agonists with binding selectivity for LXRβ and low blood-brain penetration

Hu, Baihua,Bernotas, Ron,Unwalla, Rayomand,Collini, Michael,Quinet, Elaine,Feingold, Irene,Goos-Nilsson, Annika,Wilhelmsson, Anna,Nambi, Ponnal,Evans, Mark,Wrobel, Jay

scheme or table, p. 689 - 693 (2010/06/14)

A series of quinoline-3-carboxamide containing sulfones was prepared and found to have good binding affinity for LXRβ and moderate binding selectivity over LXRα. The 8-Cl quinoline analog 33 with a high TPSA score, displayed 34-fold binding selectivity for LXRβ over LXRα (LXRβ IC50 = 16 nM), good activity for inducing ABCA1 gene expression in a THP macrophage cell line, desired weak potency in the LXRα Gal4 functional assay, and low blood-brain barrier penetration in rat.

QUINOLINE DERIVATIVES AS CASPASE-3 INHIBITOR, PREPARATION PROCESS FOR THE SAME AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

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Page/Page column 96-98, (2008/12/07)

Provided is a quinoline derivative represented by the following Formula (1) for use in treating a caspase- mediated disease by inhibition of caspase-3 activity. Further provided are a method for preparing the quinoline derivative or a pharmaceutically acceptable salt thereof and a pharmaceutical composition containing the same.

TRIAZOLE COMPOUNDS AS LIPOXYGENASE INHIBITORS

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Page/Page column 44, (2008/06/13)

There is provided compounds of formula (I) wherein W is an optionally substituted aryl or heteroaryl group, and pharmaceutically-acceptable salts thereof, which compounds are useful in the treatment of diseases in which inhibition of the activity of a lipoxygenase (e.g. 15- lipoxygenase) is desired and/or required, and particularly in the treatment of inflammation.

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