623-47-2 Archives - Page 2 of 12 - Esters-buliding-blocks

Diotallevi, Aurora’s team published research in ACS Omega in 2021 | CAS: 623-47-2

Ethyl propiolate(cas: 623-47-2) is a clear colorless to pale yellow liquid that is soluble in ethanol, ether and chloroform. It an important organic chemical raw material and pharmaceutical intermediate. Ethyl propargylate is obtained by oxidation of propargyl alcohol to propargylic acid followed by esterification.Application of 623-47-2

Diotallevi, Aurora; Scalvini, Laura; Buffi, Gloria; Perez-Pertejo, Yolanda; De Santi, Mauro; Verboni, Michele; Favi, Gianfranco; Magnani, Mauro; Lodola, Alessio; Lucarini, Simone; Galluzzi, Luca published their research in ACS Omega in 2021. The article was titled 《Phenotype Screening of an Azole-bisindole Chemical Library Identifies URB1483 as a New Antileishmanial Agent Devoid of Toxicity on Human Cells》.Application of 623-47-2 The article contains the following contents:

We report the evaluation of a small library of azole-bisindoles for their antileishmanial potential, in terms of efficacy on Leishmania infantum promastigotes and intracellular amastigotes. Nine compounds showed good activity on L. infantum MHOM/TN/80/IPT1 promastigotes with IC50 values ranging from 4 to 10 μM. These active compounds were also tested on human (THP-1, HEPG2, HaCaT, and human primary fibroblasts) and canine (DH82) cell lines. URB1483 was selected as the best compound, with no quantifiable cytotoxicity in mammalian cells, to test the efficacy on intracellular amastigotes. URB1483 significantly reduced the infection index of both human and canine macrophages with an effect comparable to the clin. used drug pentamidine. URB1483 emerges as a new anti-infective agent with remarkable antileishmanial activity and no cytotoxic effects on human and canine cells. After reading the article, we found that the author used Ethyl propiolate(cas: 623-47-2Application of 623-47-2)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Quant, Maria’s team published research in Chemical Science in 2022 | CAS: 623-47-2

In 2022,Quant, Maria; Hillers-Bendtsen, Andreas Erbs; Ghasemi, Shima; Erdelyi, Mate; Wang, Zhihang; Muhammad, Lidiya M.; Kann, Nina; Mikkelsen, Kurt V.; Moth-Poulsen, Kasper published an article in Chemical Science. The title of the article was 《Synthesis, characterization and computational evaluation of bicyclooctadienes towards molecular solar thermal energy storage》.Name: Ethyl propiolate The author mentioned the following in the article:

Mol. solar-thermal energy storage (MOST) systems are based on photoswitches that reversibly convert solar energy into chem. energy. In this context, bicyclooctadienes (BODs) undergo a photoinduced transformation to the corresponding higher energy tetracyclooctanes (TCOs), but the photoswitch system has not until now been evaluated for MOST application, due to the short half-life of the TCO form and limited available synthetic methods. The BOD system degrades at higher temperature via a retro-Diels-Alder reaction, which complicates the synthesis of the compounds We here report a cross-coupling reaction strategy that enables an efficient synthesis of a series of 4 new BOD compounds We show that the BODs were able to switch to the corresponding tetracyclooctanes (TCOs) in a reversible way and can be cycled 645 times with only 0.01% degradation Half-lives of the TCOs were measured, and we illustrate how the half-life could be engineered from seconds to minutes by mol. structure design. A d. functional theory (DFT) based modeling framework was developed to access absorption spectra, thermal half-lives, and storage energies which were calculated to be 143-153 kJ mol-1 (0.47-0.51 MJ kg-1), up to 76% higher than for the corresponding norbornadiene. The combined computational and exptl. findings provide a reliable way of designing future BOD/TCO systems with tailored properties. The results came from multiple reactions, including the reaction of Ethyl propiolate(cas: 623-47-2Name: Ethyl propiolate)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Zhao, Guodong’s team published research in Organic Letters in 2019 | CAS: 623-47-2

The author of 《In Situ Generation of Nitrile Oxides from NaCl-Oxone Oxidation of Various Aldoximes and Their 1,3-Dipolar Cycloaddition》 were Zhao, Guodong; Liang, Lixin; Wen, Chi Ho Ethan; Tong, Rongbiao. And the article was published in Organic Letters in 2019. Recommanded Product: Ethyl propiolate The author mentioned the following in the article:

Reported is a new green protocol for the efficient in situ generation of nitrile oxides through NaCl/Oxone oxidation of aldoximes and their dipolar cycloaddition The key feature is the use of a green chem. approach to address the substrate scope of aldoximes: broad scope (aliphatic, aromatic, and alkenyl aldoximes) without production of organic byproducts derived from oxidant and/or catalyst. Importantly, NaCl/Oxone-promoted three-component cycloaddition of aldehyde, hydroxylamine hydrochloride, and alkene was demonstrated to be competent (63-81%). The experimental process involved the reaction of Ethyl propiolate(cas: 623-47-2Recommanded Product: Ethyl propiolate)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Loro, Camilla’s team published research in Organic Letters in 2022 | CAS: 623-47-2

SDS of cas: 623-47-2In 2022 ,《Non-Decarboxylative Ruthenium-Catalyzed Rearrangement of 4-Alkylidene-isoxazol-5-ones to Pyrazole- and Isoxazole-4-carboxylic Acids》 appeared in Organic Letters. The author of the article were Loro, Camilla; Molteni, Letizia; Papis, Marta; Lo Presti, Leonardo; Foschi, Francesca; Beccalli, Egle M.; Broggini, Gianluigi. The article conveys some information:

Non-decarboxylative ruthenium-catalyzed rearrangement of 4-(2-hydroaminoalkylidenyl)- and 4-(2-hydroxyalkylidenyl)-substituted isoxazol-5(4H)-ones with catalytic amounts of [RuCl2(p-cymene)]2, without any additive, afforded pyrazole-4-carboxylic acids I [R1 = Me, Pr, Ph, etc.; R2 = H, Me, Et, etc.; R3 = Ph, CH2Bn, etc.] and isoxazole-4-carboxylic acids I [R1 = Me, Pr, Ph, etc.; R2 = H, Me, Ph, etc.] resp. The presence of an intramol. H-bond in these substrates was the key to divert the classical mechanism toward a ring-opening non-decarboxylative path that was expected to generate a vinyl Ru-nitrenoid intermediate, the cyclization of which afforded the rearranged products I and II. A gram scale protocol demonstrated the synthetic applicability of this transformation. The results came from multiple reactions, including the reaction of Ethyl propiolate(cas: 623-47-2SDS of cas: 623-47-2)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Jurd, Peter M.’s team published research in Organometallics in 2020 | CAS: 623-47-2

《The Reaction of Iron Acetylides with Carbon Dioxide》 was written by Jurd, Peter M.; Li, Hsiu L.; Bhadbhade, Mohan; Dalgarno, Scott J.; McIntosh, Ruaraidh D.; Field, Leslie D.. COA of Formula: C5H6O2 And the article was included in Organometallics in 2020. The article conveys some information:

The acetylido Fe hydride trans-[FeH(CCH)(depe)2] reacts with an excess of CO2 at ambient pressure and temperature to form a five-membered metalalactone cis-[Fe(OC(O)CHCH-κ2C,O)(depe)2]. The reaction appears to proceed by electrophilic addition of CO2 to the β-C of the coordinated acetylide and cyclization to form the metalalactone product. At low temperature, a 2nd mol. of CO2 is incorporated to give a carboxy-substituted metalalactone cis-[Fe(OC(O)C(C(O)OH)CH-κ2C,O)(depe)2]. When the initial metal acetylido hydride is substituted at the β-acetylenic C, the addition of CO2 results in a metalalactone where the substituent is in the position adjacent to the carbonyl in the metalalactone ring. In the experimental materials used by the author, we found Ethyl propiolate(cas: 623-47-2COA of Formula: C5H6O2)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Sun, Xi-Shang’s team published research in Chemical Science in 2022 | CAS: 623-47-2

In 2022,Sun, Xi-Shang; Diao, Xin-Yu; Dong, Xiu-Qin; Wang, Chun-Jiang published an article in Chemical Science. The title of the article was 《Base-promoted cascade β-F-elimination/electrocyclization/Diels-Alder/retro-Diels-Alder reaction: efficient access to δ-carboline derivatives》.Product Details of 623-47-2 The author mentioned the following in the article:

A serendipitous and highly efficient approach for the construction of a variety of δ-carboline derivatives was developed through base-promoted cascade β-F-elimination/electrocyclization/Diels-Alder/retro-Diels-Alder reaction of N-2,2,2-trifluoroethylisatin ketoimine esters with alkynes in good to high yields with excellent regio-/chemoselectivity control. Moreover, a reasonable reaction pathway was proposed, which was in accordance with the prepared reaction intermediate and control experiment results. The δ-carboline product could be easily converted into a new chiral Py-box-type ligand through simple synthetic transformations. This salient strategy featured the advantages of metal-free conditions, excellent regio-/chemoselectivity, good to high yields, and outstanding substrate tolerance. Importantly, the potential application of these fascinating δ-carboline derivative products is well demonstrated in the recognition of ferric ions. In the experiment, the researchers used many compounds, for example, Ethyl propiolate(cas: 623-47-2Product Details of 623-47-2)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Yan, Liping’s team published research in Dalton Transactions in 2021 | CAS: 623-47-2

Yan, Liping; Yan, Chenting; Xu, Jian; Yang, Lele; Bian, Gaofeng; Wang, Liliang; Kira, Mitsuo; Li, Zhifang published an article in 2021. The article was titled 《Diverse reactions of a fluorostannylenoid towards ethynes》, and you may find the article in Dalton Transactions.Application of 623-47-2 The information in the text is summarized as follows:

Fluoro(dialkyl)stannylenoid 2 exhibits unique reactivity towards ethynes with acetylenic H and those with trimethylsilyl groups, though the corresponding free dialkylstannylene 1 is inactive against those ethynes. Stannylenoid 2 reacts smoothly with gaseous ethyne and phenylethyne at room temperature, giving the corresponding diethynylstannanes, di(phenylethynyl)stannane 3 and diethynylstannane 6, resp., in good yields with the concomitant evolution of H2. Trimethylsilyl-substituted ethynes such as 1-trimethylsilyl-(2-phenyl)ethyne and 1,2-bis(trimethylsilyl)ethyne react similarly to give 3 and bis(trimethylsilylethynyl)stannane 8, resp. Rather unexpectedly, the reaction of 2 with (trimethylsilyl)ethyne affords 1,2-bis(ethenylstannyl)ethyne 7 in a good yield. The reactions of 2 with Me and Et propynoates give the same products 4 and 5 as those obtained during the reaction of dialkylstannylene 1 without CsF. Pathways involving the nucleophilic attack of Cs acetylide to an ethyne-complexed stannylene are proposed, while the detailed mechanisms remain unknown. The structure of 7 was studied by single crystal x-ray diffraction anal. In the experimental materials used by the author, we found Ethyl propiolate(cas: 623-47-2Application of 623-47-2)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Tan, Hong-bo’s team published research in Tetrahedron Letters in 2020 | CAS: 623-47-2

《One-pot, multi-component synthesis of ethyl (E)-1-(3-ethoxy-3-oxoprop-1-en-1-yl)-2-aryl-2,5-dihydro-1H-benzo[b][1,4]diazepine-3-carboxylate derivatives》 was published in Tetrahedron Letters in 2020. These research results belong to Tan, Hong-bo; Wang, Yin-feng; Xu, Jia; Hu, Chun-sheng. Reference of Ethyl propiolate The article mentions the following:

A new methodol. for the synthesis of novel benzo[b][1,4]diazepine derivatives via a one-pot, multi-component reaction of benzaldehyde, o-phenylenediamine, and Et propiolate has been developed. Readily available starting materials, operationally simple, metal-free reaction conditions, simplicity of product isolation and good yields are key advantages of this methodol. The structure of the benzo[b][1,4]diazepines were confirmed by NMR, HRMS and XRD. In addition to this study using Ethyl propiolate, there are many other studies that have used Ethyl propiolate(cas: 623-47-2Reference of Ethyl propiolate) was used in this study.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Sharma, Akanksha’s team published research in ChemistrySelect in 2020 | CAS: 623-47-2

《Design and Synthesis of New Tubulin Polymerization Inhibitors Inspired from Combretastatin A-4: An Anticancer Agent》 was written by Sharma, Akanksha; Talimarada, Doddabasappa; Yadav, Umesh Prasad; Singh, Nidhi; Reddy, A. Sudharshan; Bag, Debojyoti; Biswas, Krishna; Baidya, Amit; Borale, Asha N.; Shinde, Dhananjay; Singh, Sandeep; Holla, Harish. Formula: C5H6O2This research focused ontriazole substituted aryl dihydroisoxazole preparation tubulin polymerization inhibitor antitumor; human mol docking. The article conveys some information:

A series of 30 small hybrid mols. I [R = (CH2)2CH(Me)2, cyclopropyl, 4-BrC6H4, etc.; R1 = H, Cl, OMe; R2 = R4 = H, OMe, R3 = H, Cl, Me, OMe, NO2] were synthesized inspired from Combretastatin A-4 (CA-4), where ethylene-bridge of CA-4 was replaced with two five-membered heterocyclic rings, viz. isoxazoline and 1,2,3-triazole. These were joined by a methylene linker, with substitutions at trisubstituted Ph ring and monosubstituted Ph ring position of CA-4. The new mol. entities had shown significant cytotoxicity to cancer cell from the IC50 0.49μM-3.17μM with 1-((4,5-dihydro-3-(2,5-dimethoxyphenyl)isoxazol-5-yl)methyl)-4-(4-methoxyphenyl)-1H-1,2,3-triazole displayed IC50 0.422±0.07μM for A-549 -lung cancer cell line and IC50 0.498±0.03μM for MDA-MB-231-breast cancer cell line. The western blot anal., confocal staining and also by in vitro tubulin polymerization assay established the target specificity of the mols. as a tubulin polymerization inhibitor. Mol. docking and mol. dynamics studies confirmed the binding interaction patterns of these mols. at the Colchicine binding site of tubulin and have correlated the observed exptl. result with variation in structure satisfactorily. In addition to this study using Ethyl propiolate, there are many other studies that have used Ethyl propiolate(cas: 623-47-2Formula: C5H6O2) was used in this study.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Nural, Yahya’s team published research in Bioorganic Chemistry in 2020 | CAS: 623-47-2

《Synthesis, biological properties, and acid dissociation constant of novel naphthoquinone-triazole hybrids》 was written by Nural, Yahya; Ozdemir, Sadin; Doluca, Osman; Demir, Bunyamin; Yalcin, Mustafa Serkan; Atabey, Hasan; Kanat, Beyza; Erat, Selma; Sari, Hayati; Seferoglu, Zeynel. Quality Control of Ethyl propiolate And the article was included in Bioorganic Chemistry in 2020. The article conveys some information:

A series of novel 1,4-naphthoquinone-triazole hybrids, N-(3-amino-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-2-(4-R-1H-1,2,3-triazol-1-yl)acetamide, was synthesized by click chem. in the presence of sodium ascorbate and copper(II) sulfate pentahydrate in 81-94% yield. Various biol. properties of the synthesized compounds including DNA binding/cleavage, antioxidant, antibacterial and antifungal properties were evaluated. The DNA binding study was performed using dsDNA and G-quadruplex DNA. All of the compounds showed fluorescence increase in the presence of DNA, regardless of the structure. Up to 2.9 and 2.5 times fluorescence increase upon incubation with double stranded or G-quadruplex DNA was detected for 5f and 5g, resp. The docking studies performed on dsDNA and G-quadruplex structures suggested compounds mode of interactions were populated around the grooves. All of the compounds showed excellent DNA cleavage activity and 5e was almost degraded the plasmid DNA. The highest radical scavenging activity was obtained as 89.9% at 200 mg/L with 5d. However, the highest ferrous chelating activity was obtained as 68.1% at 200 mg/L with 5g. The compounds exhibited antimicrobial activity against Bacillus cereus, Legionella pneumophila subsp. pneumophila, Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli and Enterococcus hirae as bacteria strains and Candida albicans and Candida tropicalis as microfungus strains. The compounds exhibited antibacterial and antifungal activity in the range of 4-128μg/mL and 16-128μg/mL, resp. The best antimicrobial activity was obtained with 5d and 5e with a MIC value of 4μg/mL against Enterococcus hirae. The acid dissociation constants (pKa) were determined potentiometrically in 20% (volume/volume) DMSO-water hydro-organic solvent at an ionic background of 0.1 mol/L of NaCl, at 25 ± 0.1°C. Five pKa values were obtained for each ligand. In the experiment, the researchers used Ethyl propiolate(cas: 623-47-2Quality Control of Ethyl propiolate)

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics