53653-67-1

Basic information

• Product Name: 3-ACETYL-6-NITROCOUMARIN
• Synonyms: 3-ACETYL-6-NITROCOUMARIN;3-Acetyl-6-nitro-2H-chromen-2-one, 3-Acetyl-6-nitro-2-oxo-2H-chromene
• CAS NO: 53653-67-1
• Molecular Formula: C₁₁H₇NO₅
• Molecular Weight: 233.18
• Mol File: 53653-67-1.mol
• Article Data: 26

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-ACETYL-6-NITROCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ACETYL-6-NITROCOUMARIN(53653-67-1)
• EPA Substance Registry System: 3-ACETYL-6-NITROCOUMARIN(53653-67-1)

Safety Data

• Hazardous Substances Data: 53653-67-1(Hazardous Substances Data)

Upstream product

• 141-97-9 ethyl acetoacetate 
• 97-51-8 5-Nitrosalicylaldehyde 
• 105-45-3 acetoacetic acid methyl ester 
• 61-82-5 3-amino-1,2,4-triazole 

Downstream Products

• 1215211-10-1 C₂₆H₁₉N₅O₅ 
• 1260653-70-0 C₂₅H₁₆FN₅O₄ 
• 326913-95-5 3-(1-(2-phenyldrazono)ethyl)-8-nitro-2H-chromen-2-one 
• 133632-88-9 3-methyl-8-nitro-1-phenylchromeno[4,3-c]pyrazol-4-(1H)-one 
• 1365411-62-6 C₂₅H₁₆ClN₅O₄ 

Relevant articles and documents

Synthesis and anti-acetylcholinesterase activities of novel glycosyl coumarylthiazole derivatives

Eleven glycosyl coumarylthiazole derivatives are synthesized by cyclization and condensation of glycosyl thiourea with 3-bromoacetyl coumarins in ethanol. The reaction conditions are optimized and good yields of products (80%–95%) are obtained. The structures of all new products were confirmed by IR, 1H and 13C NMR, and by HRMS (electrospray ionization). The in vitro acetylcholinesterase (AChE) inhibitory activities of these new compounds are tested by Ellman’s method. Among them, N-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4-(6-nitrocoumarinyl)-1,3-thiazole-2-amine showed the best activity with an in vitro AChE inhibitory rate of 58% and an IC50 value of 12 ± 0.38 μg/mL.

Synthesis and antiproliferative evaluation of novel biheterocycles based on coumarin and 2-aminoselenophene-3-carbonitrile unit

A series of novel coumarins with 2-amino-3-cyanoselenophen-5-yl unit on C-3 have been synthesized. These compounds prepared easily at room temperature, in a short time and in high yield. The importance of biheterocyclic units as dominant structural motif of coumarin derivatives has been well recognized. Anti-cancer activity screening on MCF-7 cell line allowed identification of 2-amino-5-(6-bromo-2-oxo-2H-chromen-3-yl)selenophene-3-carbonitrile with the highest level of cytotoxic activity with mean IC50 and cLogP (partition co-efficient) values 10.84 μM and 3.18, respectively. The most radical scavenging compound was also recognized. Graphic abstract: [Figure not available: see fulltext.].

Regioselective hydrodehalogenation of aromatic α-and β-halo carbonyl compounds by cui in isopropanol

An operationally efficient and regioselective hydrodehalogenation methodology of aromatic α-and β-halo carbonyl compounds has been developed using CuI in isopropanol at 90 °C under basic condition. The catalytic system effectively dehalogenates chloride, bromide, and iodide groups and af-forded high yield (up to 97 %) as carbonyl compounds. The methodology is environmentally friendly and demonstrates excellent tolerance to a broad range of electronically rich and poor substituents.