64369-55-7

Usage

Uses

Used in Pharmaceutical Industry:
4-HYDROXY-7-DIETHIAMINO-COUMARINE is used as a cholinesterase inhibitor for the treatment of β-amyloid plaques, which are associated with neurodegenerative diseases such as Alzheimer's. Its ability to inhibit cholinesterase enzymes helps in reducing the accumulation of β-amyloid plaques and improving cognitive function.
Used in Chemical Industry:
4-HYDROXY-7-DIETHIAMINO-COUMARINE is used as a key component in the synthesis of fluorescent dyes. The unique properties of 4-HYDROXY-7-DIETHIAMINO-COUMARINE, such as its fluorescence and chemical stability, make it an ideal candidate for the development of new dyes with potential applications in various fields, including bioimaging, sensors, and optical devices.

InChI:InChI=1/C13H15NO3/c1-3-14(4-2)9-5-6-10-11(15)8-13(16)17-12(10)7-9/h5-8,15H,3-4H2,1-2H3

Upstream product

• 91-68-9 3-diethylaminophenol 
• 141-82-2 malonic acid 
• 108-95-2 phenol 
• 1969-44-4 diphenyl malonate 
• 15781-70-1 malonic acid bis-(2,4,6-trichloro-phenyl) ester 
• 52994-51-1 bis-2,4-dichlorophenyl malonate 

Downstream Products

• 1629670-71-8 C₃₂H₃₁N₂O₉S₂⁽¹⁺⁾*C₂F₃O₂^(1-) 
• 54711-39-6 7-(diethylamino)-2-oxo-2H-1-benzopyran-4-carboxaldehyde 
• 131468-88-7 (2'-hydroxy-4'-diethylaminobenzoyl)acetic acid morpholide 
• 114145-42-5 7-(N,N-diethylamino)-4-morpholino-2H-chromen-2-one 

Relevant academic research and scientific papers

Synthesis of novel push-pull fluorescent dyes-7-(diethylamino)furo[3,2-c]coumarin and 7-(diethylamino)thieno[3,2-c]coumarin derivatives

Novel push-pull fluorescent dyes, 7-(diethylamino)furo[3,2-c]coumarin and 7-(diethylamino)thieno[3,2-c]coumarin derivatives, were designed and synthesized using formyl derivatives of furo-and thieno[3,2-c]coumarins as key intermediates. Electron absorption and emission spectra of the dyes were recorded in different solvents. The longest-wave bands in the electron absorption spectra of the dyes are suggested to be of push-pull nature.

A Multi-signal Fluorescent Probe with Multiple Binding Sites for Simultaneous Sensing of Cysteine, Homocysteine, and Glutathione

A novel fluorescent probe was developed by integrating chlorinated coumarin and benzothiazolylacetonitrile and exploited for simultaneous detection of cysteine (Cys), homocysteine (Hcy), and glutathione (GSH). Featuring four binding sites and different reaction mechanisms for different biothiols, this probe exhibited rapid fluorescence turn-on for distinguishing Cys, Hcy, and GSH with 108-, 128-, 30-fold fluorescence increases at 457, 559, 529 nm, respectively, across different excitation wavelengths. Furthermore, the probe was successfully applied to the fluorescence imaging of endogenous Cys and GSH and exogenous Cys, Hcy, and GSH in living cells.

BF2 group chelated AIE fluorescent probe for polarity mapping of lipid droplets in cells and in vivo

Lipid droplets (LDs), are multi-functional organelles with the storage of neutral lipids and proteins, participating in various of physiological processes. However, abnormal of LDs in morphology and numbers always lead to multiple diseases, including canc

Structural Features of a Family of Coumarin-Enamine Fluorescent Chemodosimeters for Ion Pairs

A family of coumarin-enamine chemodosimeters is evaluated for their potential use as fluorescent molecular probes for multiple analytes [cadmium(II), cobalt(II), copper(II), iron(II), nickel(II), lead(II), and zinc(II)], as their chloride and acetate salts. These fluorophores displayed excellent optical spectroscopic modulation when exposed to ion pairs with different Lewis acidic and basic properties in dimethyl sulfoxide (DMSO). The chemodosimeters were designed to undergo excited-state intramolecular proton transfer (ESIPT), which leads to significant Stokes shifts (ca. 225 nm) and lower-energy fluorescence emission (ca. 575 nm). A more basic anion, e.g., acetate, inhibited the ESIPT mechanism by deprotonation of the enol, producing a binding pocket (N^O-chelate) that can coordinate to an appropriate metal ion. Coordination of the metal ions enhances the fluorescent intensity via the chelation-enhanced fluorescence emission mechanism. Subjecting the spectroscopic data to linear discriminant analysis provided insights into the source of these systems’ markedly different behavior toward ion pairs, despite the subtle structural differences in the organic framework. These compounds are examples of versatile, low-molecular-weight, dual-channel fluorescent sensors for ion-pair recognition. This study paves the way for using these probes as practical components of a sensing array for different metal ionsandtheir respective anions.

Copper(II)-Catalyzed Tandem Reaction: Synthesis of Furo[3,2- c]coumarin Derivatives and Evaluation for Photophysical Properties

An efficient protocol for synthesizing furo[3,2-c]coumarin derivatives is described. The novel reaction could afford the desired furocoumarins with good to excellent yields in a mild and rapid manner. Large substrate scope screening and scale-up preparation have also been accomplished, and selected compounds were evaluated for their photophysical properties.

Coumarin derivative CTT as well as synthesis method and application thereof

The invention provides a coumarin derivative CTT as well as a synthesis method and an application thereof. The derivative CTT is named as ethyl (E)-2-cyano-3-(7-(diethylamino)-2-oxo-4-(p-tolylthio)-2H-chromene-3-yl) ethyl acrylate, and also namely 2-hydro

Thienocoumarin-based ratio-type probe and preparation and application thereof

The invention belongs to the field of fluorescence analysis and biological small molecule detection, and discloses a thienocoumarin-based ratio-type probe and preparation and application thereof. The structure of the probe is shown in the specification. The preparation method of the thienocoumarin-based fluorescent probe CSN is simple, the fluorescent probe has very strong fluorescence response to hypochlorite ions, and the fluorescence intensity at the fluorescence wavelengths of 470 nm and 640 nm is in ratio type change. The fluorescent probe CSN can be directly applied to rapid detection and biological imaging of hypochlorite ions in an aqueous solution and a cell environment.

Coumarin ligand-containing semi-sandwich type metal complex and preparation method and application thereof

The invention discloses a coumarin ligand-containing semi-sandwich type metal complex. The structural formula of the coumarin ligand-containing semi-sandwich type metal complex is shown in the specification. The invention also discloses a preparation method and application of the coumarin ligand-containing semi-sandwich type metal complex. The complex has an anti-cancer effect, the drug effect ofthe complex is improved under illumination, and the complex is suitable for clinical treatment of breast cancer.

Fluorescent probe for identifying glutathione

The invention discloses a fluorescent probe for specifically recognizing glutathione based on naphthalimide-indole chromophores and a preparation method of the fluorescent probe. The structure of theprobe is as follows. The probe is good in selectivity an

Novel near-infrared fluorescent probe with a large Stokes shift for sensing hypochlorous acid in mitochondria

Hypochlorous acid (HOCl) plays a crucial role in various physiological and pathological processes. However, it is still a challenge to design a xanthene-based near-infrared (NIR) fluorescent probe with a large Stokes shift for sensing HOCl. In this work,