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28705-46-6

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  • SAGECHEM/ 7-(DIETHYLAMINO)COUMARIN-3-CARBOXYLIC ACID ETHYL ESTER /Manufacturer in China

    Cas No: 28705-46-6

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28705-46-6 Usage

General Description

7-(Diethylamino)coumarin-3-carboxylic acid ethyl ester is a compound that belongs to the class of coumarin derivatives. It is an ethyl ester derivative of 7-(diethylamino)coumarin-3-carboxylic acid, which is a fluorescent dye molecule widely used in the field of biochemistry and biotechnology. 7-(DIETHYLAMINO)COUMARIN-3-CARBOXYLIC ACID ETHYL ESTER possesses a coumarin core structure with an ethyl ester functional group and a diethylamino substituent. It is commonly used as a fluorescent probe for various biological and biochemical studies, including cell labeling, protein labeling, and localization studies. Additionally, it is also utilized in the development of fluorescent sensors and assays for detecting various biomolecules and chemical species.

Check Digit Verification of cas no

The CAS Registry Mumber 28705-46-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,8,7,0 and 5 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 28705-46:
(7*2)+(6*8)+(5*7)+(4*0)+(3*5)+(2*4)+(1*6)=126
126 % 10 = 6
So 28705-46-6 is a valid CAS Registry Number.
InChI:InChI=1/C16H19NO4/c1-4-17(5-2)12-8-7-11-9-13(15(18)20-6-3)16(19)21-14(11)10-12/h7-10H,4-6H2,1-3H3

28705-46-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 7-(diethylamino)-2-oxochromene-3-carboxylate

1.2 Other means of identification

Product number -
Other names 7-diethylamino-2-oxo-2H-1-benzopyran-3-carboxylic acid ethyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:28705-46-6 SDS

28705-46-6Relevant articles and documents

Fluorescent 7-diethylaminocoumarin pyrrolobenzodiazepine conjugates: Synthesis, DNA interaction, cytotoxicity and differential cellular localization

Wells, Geoffrey,Suggitt, Marie,Coffils, Marissa,Baig, Mirza A.H.,Howard, Philip W.,Loadman, Paul M.,Hartley, John A.,Jenkins, Terence C.,Thurston, David E.

, p. 2147 - 2151 (2008)

The pyrrolo[2,1-c][1,4]benzodiazepines (PBDs) are a class of DNA minor groove binding agents that react covalently with guanine bases, preferably at Pu-G-Pu sites. A series of three fluorescent PBD-coumarin conjugates with different linker architectures has been synthesized to probe correlations between DNA binding affinity, cellular localization and cytotoxicity. The results show that the linker structure plays a critical role for all three parameters.

Glycyrrhetinic acid as a hepatocyte targeting unit for an anticancer drug delivery system with enhanced cell type selectivity

Singh, Hardev,Kim, Seo Jin,Kang, Dong Hoon,Kim, Hye-Ri,Sharma, Amit,Kim, Won Young,Kang, Chulhun,Kim, Jong Seung

, p. 12353 - 12356 (2018)

Herein, we report the potential of glycyrrhetinic acid (GA) as an active targeting ligand for hepatocellular carcinoma (HCC) for the development of diagnosis/therapy using small-molecule based approaches. Our preliminary results demonstrated that GA-conjugation to diagnostic/therapeutic counterparts significantly enhanced their HCC targeting ability and excellent therapeutic efficacy.

Astemizole Derivatives as Fluorescent Probes for hERG Potassium Channel Imaging

Wang, Beilei,Liu, Zhenzhen,Ma, Zhao,Li, Minyong,Du, Lupei

, p. 245 - 249 (2016)

The detection and imaging of hERG potassium channels in living cells can provide useful information for hERG-correlation studies. Herein, three small-molecule fluorescent probes, based on the potent hERG channel inhibitor astemizole, for the imaging of hERG channels in hERG-transfected HEK293 cells (hERG-HEK293) and human colorectal cancer cells (HT-29), are described. These probes are expected to be applied in the physiological and pathological studies of hERG channels.

Coumarin-Based Reversible Fluorescent Probe for Selective Detection of Cu2+ in Living Cells

Ahmed, Nadeem,Zareen, Wajeeha,Zhang, Di,Yang, Xiaopeng,Ye, Yong

, p. 1171 - 1179 (2020)

Copper ion plays an important role in many biological processes in human body. H2S is considered as the third gasses transmitter after carbon monoxide and nitric oxide. Here a novel ICT-based fluorescent ON-OFF-ON probe for Cu2+ and H2S detection was developed. Selectivity and sensitivity of probe was confirmed in aqueous Tris-HCl buffer (10?mM, pH?7.4, containing 90percent acetonitrile). Probe DF-CU shows high selectivity over other analytes. The degree of fluorescence quenching is linearly associated with the concentration of Cu2+ (R2?= 0.9919). The limit of detection (LOD, calculated according to the 3σ/slope) for Cu2+ was 6.4?μM. Probe can work in almost all pH. The probe shows a very fast response to Cu2+ (within 10?s). Its response to copper ion could be reversed by H2S. The complex of probe with Cu2+ could be used for H2S detection. Furthermore, this ON-OFF-ON fluorescent probe successfully applied in the living cells for the detection of Cu2+ and H2S.

A facile strategy for new organic white LED hybrid devices: Design, features and engineering

Luridiana, Alberto,Pretta, Gianluca,Chiriu, Daniele,Carbonaro, Carlo Maria,Corpino, Riccardo,Secci, Francesco,Frongia, Angelo,Stagi, Luigi,Ricci, Pier Carlo

, p. 22111 - 22120 (2016)

A facile and ecofriendly strategy to design and engineer new organic white LEDs is tested. The hybrid system was implemented by combining a commercial blue LED, with emission at 405 nm, with a hybrid transparent organic film (polycarbonate, PMMA, PVC) containing two selected organic dyes. The emitting molecules, a home-designed push-pull based coumarin and DCM ([2-[2-[4-(dimethylamino)phenyl]ethenyl]-6-methyl-4H-pyran-4-ylidene]-propanedinitrile), were selected for their optical features and appropriately mixed to obtain white light, perceptible by the naked eye, through the metamerism effect. The proposed strategy shows the critical parameters to account for in the selection of organic dyes, bearing in mind the preservation of the dye emission properties from the solution to the solid state. To this purpose, the contributions of dynamic and static quenching effects were analyzed in detail, to single out the optimum concentrations to assure the compliance with the respective sphere of interaction and guarantee high optical performances. Different new hybrid white-emitting LEDs, with tunable color rendering index (from warm to cold CCT), high energy efficiency (quantum yield larger than 90%), and high photostability, were produced to prove the proposed strategy.

Design, synthesis and cellular dynamics studies in membranes of a new coumarin-based "turn-off" fluorescent probe selective for Fe 2+

Garcia-Beltran, Olimpo,Mena, Natalia,Yanez, Osvaldo,Caballero, Julio,Vargas, Victor,Nunez, Marco T.,Cassels, Bruce K.

, p. 60 - 63 (2013)

A new coumarin-based 'turn-off' fluorescent probe, 7-(diethylamino)-N-(1,3- dihydroxy-2-(hydroxymethyl) propan-2-yl)-2-oxo-2H-chromene-3-carboxamide (AGD) was synthesized. This compound is highly selective for ferrous ions (Fe 2+) and can reversibly detect them in aqueous medium. The probe localizes to the cell membrane in living cells, where it can detect changes in Fe2+ concentration. Molecular dynamics (MD) simulations indicate that AGD interacts with the lipid bilayer at the level of the glycerol moieties.

Synthesis of coumarin-3-O-acylisoureas by different carbodiimides

Bonsignore, Leonardo,Cottiglia, Filippo,Lavagna, Silvio M.,Loy, Giuseppe,Secci, Daniela

, p. 469 - 478 (1999)

The synthesis and isolation of some O-acylisourea derivatives are described. The reaction between coumarin-3-carboxylic acids and diisopropyl- and di-tert-butyl-carbodiimides leads only to coumarin-isourea derivatives except for two reactions which lead, as by-products, also to coumarin-urea derivatives.

An acylhydrazone coumarin as chemosensor for the detection of Ni2+ with excellent sensitivity and low LOD: Synthesis, DFT calculations and application in real water and living cells

Chen, Jichao,Gao, Buhong,Jiang, Weina,Li, Zhong,Lu, Wen,Shi, Jiuzhou,Xu, Li,Yang, Shilong

supporting information, (2020/12/14)

A novel acylhydrazone coumarin fluorescent chemosensor C4 for detection of Ni2+ was designed and synthesized. The experimental results revealed a low detection limit of 2.1 × 10?11 M with high selectivity and excellent sensitivity towards Ni2+. C4 showed a good linear relationship with the concentration of Ni2+ from 1.3 × 10?6 to 1.6 μM. Moreover, a stable complex was formed between C4 and with Ni2+ and the binding ratio was proved to be 2: 1 by Job's plot and mass spectrum. The sensing ability of C4 towards Ni2+ was attributed to parity-forbidden transition according to fluorescence titrations and DFT calculations. The detection of Ni2+ in water samples illustrated C4 could be successfully applied for the detection of Ni2+ in real environmental samples. What's more, the fluorescence microscopy images of Hela cells demonstrated the high potential of the novel biosensor for the investigation of biological processes involving Ni2+, as well.

Coumarin-based palladium ion fluorescent probe compound and preparation method thereof

-

Paragraph 0034-0037, (2021/06/09)

The invention discloses a coumarin-based palladium ion fluorescent probe compound and a preparation method thereof, and belongs to the technical field of organic small molecule fluorescent probes. The palladium ion fluorescent probe compound has a structural formula shown in the specification. The preparation method comprises the following steps of: adding diethyl malonate, glacial acetic acid and piperidine into an ethanol solution of a compound 1, namely 4-(diethylamino)-salicylaldehyde, purifying, adding hydrazine hydrate, heating and the like. The prepared palladium ion probe is in a fluorescence enhancement mode and is high in sensitivity, and the detection limit is as low as 4.45*10. The probe shows high selectivity to palladium ions and strong anti-interference performance.

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