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6093-71-6

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6093-71-6 Usage

Description

3-Carbethoxyumbelliferone, also known as Z9, is a potent inhibitor of PFKFB3, a member of the 6-phosphofructo-2-kinases family. It is a cell-permeable compound that avidly competes with fructose 6-phosphate (F6P) at PFKFB3, making it a promising candidate for various applications in the pharmaceutical and biotechnology industries.

Uses

Used in Pharmaceutical Industry:
3-Carbethoxyumbelliferone is used as a potent inhibitor of PFKFB3 for its ability to compete with fructose 6-phosphate (F6P) at PFKFB3, making it a potential candidate for the development of new drugs targeting this enzyme.
Used in Cancer Research:
3-Carbethoxyumbelliferone is used as a cell-permeable inhibitor for its ability to inhibit the growth of HeLa cells, a type of cancer cell line. This property makes it a valuable tool in cancer research for studying the effects of PFKFB3 inhibition on cancer cell growth and proliferation.
Used in Drug Development:
3-Carbethoxyumbelliferone is used as a lead compound in drug development for its potential to target PFKFB3, a key enzyme involved in various cellular processes. Its cell permeability and ability to inhibit HeLa cell growth make it a promising candidate for the development of new therapeutic agents targeting cancer and other diseases.

Check Digit Verification of cas no

The CAS Registry Mumber 6093-71-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,0,9 and 3 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 6093-71:
(6*6)+(5*0)+(4*9)+(3*3)+(2*7)+(1*1)=96
96 % 10 = 6
So 6093-71-6 is a valid CAS Registry Number.
InChI:InChI=1/C12H10O5/c1-2-16-11(14)9-5-7-3-4-8(13)6-10(7)17-12(9)15/h3-6,13H,2H2,1H3

6093-71-6 Well-known Company Product Price

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  • Sigma

  • (SML1270)  YZ9  ≥98% (HPLC)

  • 6093-71-6

  • SML1270-10MG

  • 983.97CNY

  • Detail
  • Sigma

  • (SML1270)  YZ9  ≥98% (HPLC)

  • 6093-71-6

  • SML1270-50MG

  • 3,970.98CNY

  • Detail

6093-71-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 7-hydroxy-2-oxochromene-3-carboxylate

1.2 Other means of identification

Product number -
Other names 3-carbethoxy-7-hydroxycoumarin

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:6093-71-6 SDS

6093-71-6Relevant articles and documents

Hafnium chloride tetrahydrofuran complex-catalyzed Diels-Alder cycloadditions of 3-ethoxycarbonylcoumarins with 1,3-dienes under solvent-free conditions

Fringuelli, Francesco,Girotti, Rugiada,Pizzo, Ferdinando,Zunino, Ennio,Vaccaro, Luigi

, p. 297 - 300 (2006)

Hafnium chloride tetrahydrofuran complex (HfCl4·2 THF) is an efficient catalyst for the Diels-Alder cycloadditions of 3-ethoxycarbonylcoumarins 1a-c and 1,3-butadienes 2x-z under solvent-free conditions furnishing the corresponding cycloadducts in excellent yields. This salt is an air stable Lewis acid and therefore the reactions can be performed in air atmosphere making the procedure simple to be carried out.

Synthesis and structural characterization of some divalent metal complexes: DNA binding and antitumor activity

El-Bindary, Ashraf El Bindary,Hassan,El-Afify

, p. 213 - 228 (2017)

New Complexes (1–4) of Cu(II), Ni(II) Zn(II) and Mn(II) with 3-Ethoxy-6-(phenyl azo)-7-hydroxy coumarin (HL) have been prepared and characterized by elemental analyses, IR, 1H NMR, 13C NMR, mass spectroscopy and UV–Visible spectra as well as thermal measurements. IR spectra showed that the ligand (HL) acts as a monobasic bidentate and coordinating via the nitrogen atom of the azo group ([sbnd]N[dbnd]N[sbnd]) and oxygen atom of the deprotonated phenolic OH group. The molar conductance measurements proved that all the complexes are non-electrolytes. Also the important fragments in the ligand and Ni(II) complex were done using mass spectra and the main peaks were corresponding to the molecular weights. The molecular and electronic structures of the investigated compounds were also studied using quantum chemical calculations. The bonding parameters of the complexes have been calculated. Molecular docking was used to predict the binding between azo compound with the receptor of 3hb5-oxidoreductase receptor of breast cancer and of 2q7k-hormone of prostate cancer. The calf thymus DNA binding activity of the ligand and its metal complexes was studied by absorption spectra and viscosity measurement. The antitumor activity of the ligand and its metal complexes was tested against human cancer MCV-7 (breast cancer).

7-Alkoxy-appended coumarin derivatives: synthesis, photo-physical properties, aggregation behaviours and current-voltage (I-V) characteristic studies on thin films

Rudra Paul, Abhijit,Dey, Bapi,Suklabaidya, Sudip,Hussain, Syed Arshad,Majumdar, Swapan

, p. 10212 - 10223 (2021)

In this study, we designed and synthesised a series of coumarin derivatives appended with a long alkoxy chain on the seventh position of the coumarin-3-carboxylate/carboxylic acid core to make thin film materials. Synthesised compounds were characterized by their UV and fluorescence spectra in solutions as well as their films prepared by both LB and spin-coated methods. The surface morphology and electrical behaviour of thin films were judged by AFM, SEM andI-Vcharacteristic mapping respectively. Isotherm, UV-Vis absorption and fluorescence spectroscopic investigations revealed the formation of aggregates on thin films. The result of SEM and AFM images provides the information about the length and height of aggregates on the thin films of coumarin derivatives. FromI-Vcharacteristics, it was found that at room temperature, the spin-coated films of coumarin derivatives containing an ester functional group exhibited a threshold switching behaviour, whereas derivatives containing the carboxylic acid functional group showed both threshold and bipolar switching behaviours. We also noticed that theI-Vcharacteristic features of synthesized materials depended on the length of the alkyl chain of individual series.

Selective and "turn-off" fluorimetric detection of mercury(II) based on coumarinyldithiolane and coumarinyldithiane in aqueous solution

Guo, Yuan,An, Jing,Tang, Haoyang,Peng, Mengjiao,Suzenet, Franck

, p. 155 - 163 (2015)

In this work, five novel coumarin-based fluorescent probes for mercury ions were developed. The recognition of mercury ions was performed via the mercury(II)-promoted desulfurization of the probes and a reasonable reaction mechanism was proposed and verified by thin layer chromatography (TLC), 1H nuclear magnetic resonance (1H NMR) and fluorescence intensity measurements. All the probes showed excellent optical properties and exclusively distinguish mercury ions from various metal ions in aqueous solutions at pH 7.4. The linear response of the fluorescence emission intensity for all the probes to the concentration of mercury ions was obtained over a wide range of 0.06-1.5 μM (0.06-0.9 μM for probe 3e). In addition, the biological toxicity and the confocal fluorescence images of probe 3a were also tested on MCF-7 cells.

Discovery of quinazoline-based fluorescent probes to α1-adrenergic receptors

Zhang, Wei,Ma, Zhao,Li, Wenhua,Li, Geng,Chen, Laizhong,Liu, Zhenzhen,Du, Lupei,Li, Minyong

, p. 502 - 506 (2015)

α1-Adrenergic receptors (α1-ARs), as the essential members of G protein-coupled receptors (GPCRs), can mediate numerous physiological responses in the sympathetic nervous system. In the current research, a series of quinazoline-based small-molecule fluorescent probes to α1-ARs (1a-1e), including two parts, a pharmacophore for α1-AR recognition and a fluorophore for visualization, were well designed and synthesized. The biological evaluation results displayed that these probes held reasonable fluorescent properties, high affinity, accepted cell toxicity, and excellent subcellular localization imaging potential for α1-ARs.

A simple and sensitive fluorescent probe for specific detection of cysteine

Kang, Yan-Fei,Qiao, Hai-Xia,Meng, Ya-Li,Xin, Zhen-Hui,Ge, Li-Ping,Zheng, Jin-Nan,Wang, Yi-Na

, p. 1219 - 1223 (2017)

Abstract: A fluorescent probe, with simplicity of structure and convenience of synthesis, is capable of detecting cysteine over other biothiols, such as homocysteine and glutathione. The detection limit of 60?nM and 190-fold increase in fluorescence intensity offer advantage for detection of Cys in biological systems. Furthermore, the probe 1 could be applied in bioimaging. Graphical abstract: We designed and synthesized the fluorescent probe 1, which displayed a highly selective and sensitive response to Cys over Hcy/GSH. The detection limit of 60?nM and 190-fold increase in fluorescence intensity offer advantage for detection of Cys in biological systems. Furthermore, the probe 1 could be applied in bioimaging. [Figure not available: see fulltext.].

A FRET-ICT dual-quenching fluorescent probe with large off-on response for H2S: Synthesis, spectra and bioimaging

Zhang, Changyu,Wei, Lv,Wei, Chao,Zhang, Jie,Wang, Runyu,Xi, Zhen,Yi, Long

, p. 7505 - 7508 (2015)

A FRET-ICT dual-quenching probe with large off-on fluorescent response upon H2S treatment is reported. The probe can be used for bioimaging of endogenous H2S in living cells. This journal is

Thiolysis of CBD arylethers for development of highly GSH-selective fluorescent probes

Tu, Xiaoqiang,He, Lijun,Huang, Haojie,Ye, Haishun,Sun, Lu,Yi, Long

supporting information, p. 8802 - 8805 (2021/09/07)

Thiolysis of 7-cyanobenzoxadiazole (CBD) arylether was investigated for development of GSH-selective fluorescent probes for the first time. The results demonstrate that CBD-based probes have tunable reactivities and appropriate dissociation constants for

NO Donor coumarin furoxan conjugates and pharmaceutical use thereof

-

Paragraph 0114-0116, (2021/10/13)

The invention belongs to the technical field of chemical pharmacy. Experiments prove that the furoxan conjugate has good water 3 - solubility, has excellent inhibitory activity on the growth of sensitive human tumor cells and resistant tumor cells, and NO

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