2199-94-2

Basic information

• Product Name: 6-bromo-2-oxo-2H-chromene-3-carbonyl chloride
• Synonyms: 6-bromo-2-oxo-2H-chromene-3-carbonyl chloride;2H-1-benzopyran-3-carbonyl chloride, 6-bromo-2-oxo-
• CAS NO: 2199-94-2
• Molecular Formula: C₁₀H₄BrClO₃
• Molecular Weight: 287.49396
• Mol File: 2199-94-2.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-bromo-2-oxo-2H-chromene-3-carbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 6-bromo-2-oxo-2H-chromene-3-carbonyl chloride(2199-94-2)
• EPA Substance Registry System: 6-bromo-2-oxo-2H-chromene-3-carbonyl chloride(2199-94-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 2199-94-2(Hazardous Substances Data)

Upstream product

• 2199-87-3 6-bromocoumarin-3-carboxylic acid 
• 90-02-8 salicylaldehyde 
• 1761-61-1 5-bromosalicyclaldehyde 
• 2199-90-8 ethyl 6-bromo-2-oxo-2H-chromene-3-carboxylate 
• 82486-43-9 2-hydroxy-5-bromobenzaldehyde oxime 
• 89228-64-8 6-bromo-N-hydroxy-2-oxo-2H-1-benzopyran-3-carboxamide 

Downstream Products

• 1034331-74-2 6-bromo-2-oxo-2H-chromene-3-carboxylic acid [5-chloro-2-(1H-tetrazol-5-yl)-phenyl]-amide 
• 312756-47-1 C₁₇H₁₀BrNO₅ 
• 81309-22-0 C₁₉H₁₄BrNO₅ 
• 4517-91-3 6-Bromo-N-(4-ethoxyphenyl)-2-oxo-2H-chromene-3-carboxamide 

Relevant articles and documents

Evaluation of novel N′-(3-hydroxybenzoyl)-2-oxo-2H-chromene-3-carbohydrazide derivatives as potential HIV-1 integrase inhibitors

In an attempt to identify potential new agents that are active against HIV-1 IN, a series of novel coumarin-3-carbohydrazide derivatives were designed and synthesised. The toxicity profiles of these compounds showed that they were non-toxic to human cells and they exhibited promising anti-HIV-1 IN activities with IC50 values in nM range. Also, an accompanying molecular modeling study showed that the compounds bind to the active pocket of the enzyme.

Synthesis and anticholinesterase activity of coumarin-3-carboxamides bearing tryptamine moiety

A number of N-(2-(1H-indol-3-yl)ethyl)-2-oxo-2H-chromene-3-carboxamides were synthesized and tested against AChE and BuChE. The in?vitro assessment of the synthesized compounds 4a-o revealed that most of them had significant activity toward AChE. The SAR study demonstrated that the introduction of benzyloxy moiety on the 7-position of coumarin scaffold can improve the anti-AChE activity. The best result was obtained with 7-(4-fluorobenzyl)oxy moiety in the case of compound 4o, displaying IC50value of 0.16?μM. Based on the docking study of AChE, the prototype compound 4o was laid across the active site and occupied both peripheral anionic site (PAS) and catalytic anionic site (CAS).

Biological evaluation of coumarin derivatives as mushroom tyrosinase inhibitors

A series of coumarin derivatives were synthesised and their inhibitory effects on the diphenolase activity of mushroom tyrosinase were evaluated. The results showed that some of the synthesised compounds exhibited significant inhibitory activities. Especially, 2-(1-(coumarin-3-yl)ethylidene) hydrazinecarbothioamide bearing thiose-micarbazide group exhibited the most potent tyrosinase inhibitory activity with IC50 value of 3.44 μM. The inhibition mechanism analysis of 2-(1-(coumarin-3-yl)-ethylidene) hydrazinecarbothioamide and 2-(1-(6-chlorocoumarin-3-yl)ethylidene)- hydrazinecarbothioamide demonstrated that the inhibitory effects of the compounds on the tyrosinase were irreversible. Preliminary structure activity relationships' (SARs) analysis suggested that further development of such compounds might be of interest.