331648-20-5

Basic information

• Product Name: C₂₂H₂₁NO₃
• Synonyms: C₂₂H₂₁NO₃
• CAS NO: 331648-20-5
• Molecular Weight: 347.414
• Mol File: 331648-20-5.mol

Chemical Properties

• CAS DataBase Reference: C₂₂H₂₁NO₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₂H₂₁NO₃(331648-20-5)
• EPA Substance Registry System: C₂₂H₂₁NO₃(331648-20-5)

Safety Data

• Hazardous Substances Data: 331648-20-5(Hazardous Substances Data)

Upstream product

• 57597-64-5 7-diethylaminocoumarine-3-aldehyde 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 98-86-2 acetophenone 

Downstream Products

• 1403962-38-8 C₂₂H₂₃NO₃ 

Relevant articles and documents

A coumarin chalcone ratiometric fluorescent probe for hydrazine based on deprotection, addition and subsequent cyclization mechanism

A ratiometric fluorescent probe for hydrazine based on a coumarin chalcone framework and a levulinic acid terminal group with a low detection limit (0.1 ppb, 0.003 μM), a large ratiometric fluorescence change (I465/I575, 1265-fold en

Construction of a selective fluorescent probe for GSH based on a chloro-functionalized coumarin-enone dye platform

Glutathione (GSH), the most abundant intracellular biothiol, protects cellular components from damage caused by free radicals and reactive oxygen species (ROS), and plays a crucial role in human pathologies. A fluorescent probe that can selectively sense intracellular GSH would be very valuable for understanding of its biological functions and mechanisms of diseases. In this work, a 3,4-dimethoxythio-phenol-substituted coumarin-enone was exploited as a reac-tion-type fluorescent probe for GSH based on a chloro-functionalized coumarin-enone platform. In the probe, the 3,4-dimethoxythiophenol group functions not only as a fluorescence quencher through photoinduced electron transfer (PET) to ensure a low background fluorescence, but also as a reactive site for biothiols. The probe displays a dramatic fluorescence turn-on response toward GSH with the longwavelength emission (600 nm) and significant Stokes shift (100 nm). The selectivity of the probe toward GSH over cysteine (Cys), homocysteine (Hcy), and other amino acids was demonstrated. Assisted by laser-scanning confocal microscopy, we have demonstrated that the probe could specifically sense GSH over Cys/Hcy in human renal cell carcinoma SiHa cells.

Ratiometric fluorescence imaging of cellular glutathione

A fluorescent probe (1) with a hydrogen bond was designed for the detection of GSH. The probe exhibited a rapid and ratiometric fluorescence response to GSH through a Michael reaction and allowed us to obtain clear cellular images for GSH.