25816-61-9

Usage

Uses

Used in Biochemical Research:
3-CYANO-6-METHYLCOUMARIN is used as a fluorescent probe and fluorophore for detecting and measuring different biological molecules and processes. Its fluorescence properties are particularly useful in assays and imaging techniques.
Used in Pharmaceutical Applications:
In the pharmaceutical industry, 3-CYANO-6-METHYLCOUMARIN is utilized as a component in the development of drugs and drug delivery systems, thanks to its ability to interact with biological molecules and its potential therapeutic effects.
Used in Anti-Cancer Research:
3-CYANO-6-METHYLCOUMARIN is studied as a potential anti-cancer agent, as it has demonstrated the ability to inhibit the growth of cancer cells in some experimental studies. This makes it a promising candidate for further research and development in oncology.

Upstream product

• 4974-42-9 N-isopropylidenecyanoacetylhydrazine 
• 54396-24-6 6-methyl-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester 
• 613-84-3 2-hydroxy-5-methylbenzaldehyde 
• 105-56-6 ethyl 2-cyanoacetate 
• 109-77-3 malononitrile 

Relevant academic research and scientific papers

One-Pot Green Synthesis of 2-Oxo-2H-chromene-3-carbonitriles Using Dual-Frequency Ultrasonication

Abstract: A green synthesis of 2-oxo-2H-chromene-3-carbonitriles has been carried out in one step by reacting 2-hydroxybenzaldehydes or 2-hydroxyacetophenones with ethyl cyanoacetate under dual-frequency ultrasonica-tion (ultrasonic bath of 40 KHz and probe of 20 KHz). The compounds were obtained in very high yield, and their structures were confirmed by IR and NMR data.

Organo Photoinduced Decarboxylative Alkylation of Coumarins with N-(Acyloxy)phthalimide

A metal-free and mild, photoinduced decarboxylative 4-position alkylation of coumarins has been reported. Photoinduced single electron transfer has been initiated by utilizing the visible-light absorptivity of Eosin Y for a reductive generation of alkyl r

Iodine-mediated one-pot synthesis of 3-cyanocoumarins and 3-cyano-4-methylcoumarins

2-Hydroxybenzaldehydes 1a-e on reaction with malononitrile (2) in the presence of iodine as catalyst give 3-cyanocoumarins 3a-e in one step under thermal heating as well as under microwave irradiation. The latter conditions are much more efficient in terms of time (2-5 min) and yield as compared to the thermal conditions (2-2.5 h). Following a similar procedure, 3-cyano-4-methylcoumarins 3f-i were also prepared by the reaction of 2-hydroxyacetophenones 1f-i with 2.

Synthesis of 3-cyano and 3-cyano-4-methyl-coumarins using phase transfer catalysis

Synthesis of 3-cyano and 3-cyano-4-methylcoumarins have been achieved by the reaction of 2-hydroxybenzaldehydes/2-hydroxyacetophenones with malanonitrile in biphase medium using phase transfer catalysis.

Conversion of coumarins accompanied by opening and recyclization of the lactone ring. 1. Study of the reaction of 3-ethoxycarbonyl(3-acyl)coumarins with cyanoacetylhydrazine and its derivatives

A stepwise sequence for the interaction of 3-ethoxycarbonyl(acyl)coumarins with cyanoacetylhydrazine, its N-acetyl and N-isopropylidene derivatives, leading to the formation of 3-cyanocoumarins, is proposed and demonstrated. It was established that the 3-cyanocoumarins formed are also able to participate in further conversions by a type of Michael reaction.