2199-89-5

Basic information

• Product Name: ETHYL 6,8-DIBROMO-2-OXO-2H-CHROMENE-3-CARBOXYLATE
• Synonyms: ETHYL 6,8-DIBROMO-2-OXO-2H-CHROMENE-3-CARBOXYLATE;Ethyl 6,8-dibromo-2-oxo-2H-chromeme-3-carboxylate;ETHYL 6,8-DIBROMOCOUMARIN-3-CARBOXYLATE
• CAS NO: 2199-89-5
• Molecular Formula: C12H8Br2O4
• Molecular Weight: 376
• Mol File: 2199-89-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 171 °C
• Boiling Point: 469.8°Cat760mmHg
• Flash Point: 237.9°C
• Appearance: /
• Density: 1.865g/cm³
• Vapor Pressure: 5.33E-09mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: ETHYL 6,8-DIBROMO-2-OXO-2H-CHROMENE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 6,8-DIBROMO-2-OXO-2H-CHROMENE-3-CARBOXYLATE(2199-89-5)
• EPA Substance Registry System: ETHYL 6,8-DIBROMO-2-OXO-2H-CHROMENE-3-CARBOXYLATE(2199-89-5)

Safety Data

• Hazardous Substances Data: 2199-89-5(Hazardous Substances Data)

Usage

General Description

ETHYL 6,8-DIBROMO-2-OXO-2H-CHROMENE-3-CARBOXYLATE is a chemical compound that belongs to the class of chromenes, which are compounds containing a 1,4-benzodioxin moiety. It is an ester derivative of 6,8-dibromo-2-oxo-2H-chromene-3-carboxylic acid and is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. ETHYL 6,8-DIBROMO-2-OXO-2H-CHROMENE-3-CARBOXYLATE has potential applications in the fields of medicine and materials science, and its unique structure makes it an interesting target for further research and development.

InChI:InChI=1/C12H8Br2O4/c1-2-17-11(15)8-4-6-3-7(13)5-9(14)10(6)18-12(8)16/h3-5H,2H2,1H3

Upstream product

• 90-59-5 3,5-Dibromosalicylaldehyde 
• 3702-98-5 ethyl 4,4,4-trichloroacetoacetate 
• 105-53-3 diethyl malonate 

Downstream Products

• 3855-87-6 6,8-dibromocoumarin-3-carboxylic acid 
• 325807-61-2 6,8-dibromo-2-oxo-N-o-tolyl-2H-chromene-3-carboxamide 
• 325807-60-1 6,8-dibromo-N-(2-methoxyphenyl)-2-oxo-2H-chromene-3-carboxamide 
• 325807-62-3 6,8-dibromo-2-oxo-N-m-tolyl-2H-chromene-3-carboxamide 
• 955208-53-4 6,8-dibromo-2-oxo-N-(3-(trifluoromethyl)phenyl)-2H-chromene-3-carboxamide 
• 1611471-80-7 6,8-dibromo-2-oxo-N,N-diphenyl-2H-chromene-3-carboxamide 
• 98994-86-6 6,8-dibromo-2-oxo-2H-chromene-3-carboxylic acid amide 

Relevant articles and documents

Coumarin derivatives act as novel inhibitors of human dipeptidyl peptidase III: Combined in vitro and in silico study

Dipeptidyl peptidase III (DPP III), a zinc-dependent exopeptidase, is a member of the metalloproteinase family M49 with distribution detected in almost all forms of life. Although the physiological role of human DPP III (hDPP III) is not yet fully elucida

Copper(I)-promoted cycloalkylation-peroxidation of unactivated alkenes via sp3 C-H functionalisation

A copper(i)-promoted cycloalkylation-peroxidation strategy has been developed via a three-component reaction involving cycloalkanes, tert-butyl hydroperoxide (TBHP) and internal conjugated alkenes possessing electron-withdrawing groups (EWGs). This process installs C-O and C-C bonds via sp3 C-H functionalisation with concomitant generation of two stereocentres. This regioselective radical addition of coumarin system is opposite to that of styrene.

New coumarin derivatives: Design, synthesis and use as inhibitors of hMAO

A series new 2H-chromene-3-carboxamides (4a-4i) and S-2H-chromene-3- carbothioates (5j-5t) were synthesized and evaluated as monoamine oxidase A and B inhibitors. Among them, compound 5k (IC50 = 0.21 μM, IC 50 iproniazid = 7.65 μM) showed the most activity and higher MAO-B selectivity (189.2-fold vs 1-fold) with respect to the MAO-A isoform. The need to clarify at a 3D level some important molecular aspects of discussed SAR, we undertaked a number of docking simulations to better assess. The steric effect was analyzed interms of both posing and scoring by investigating the nature of the binding interactions. The docking results of active compound 5k with hMAO-B complex indicated that conserved residue ILE 199 was important for ligand binding via Sigma-Pi interaction.