Category: 623-50-7

Morino, Yusuke published the artcileCu/N-Oxyl-catalyzed aerobic oxidative esterification to oxalic acid diesters from ethylene glycol via highly selective intermolecular alcohol oxidation, Application of Ethyl 2-hydroxyacetate, the main research area is oxalic acid diester preparation green chem; ethylene glycol primary sec alc aerobic oxidative esterification; copper tetramethylethylenediamine dimethyl azanoradamantane oxyl catalyst.

One of the ideal green esterification reactions is aerobic oxidative esterification using only a stoichiometric amount of different alcs. via intermol. selective alc. oxidation followed by hemiacetal formation by the addition of the other alc. and hemiacetal oxidation to esters. However, oxalic acid diester synthesis via oxidative esterification has not been reported to date, possibly owing to the difficulty of selectivity control of intermol. alc. oxidation and the chelating effects of ethylene glycol-derived alcs./hemiacetals on inhibiting oxidation catalysts. Herein, using a CuCl/tetramethylethylenediamine/1,5-dimethyl-9-azanoradamantane N-oxyl catalyst, authors describe a highly efficient aerobic oxidative esterification reaction of ethylene glycol to various oxalic acid diesters via selective oxidation of ethylene glycol-derived alcs./hemiacetals even in the presence of other aliphatic primary alcs. Notably, the green reaction works well using an ideal stoichiometric ratio of ethylene glycol and primary/secondary alcs. Thorough exptl. investigation and theor. calculations revealed that highly selective oxidative esterification is enabled by the preferential bidentate coordination of ethylene glycol-derived alcs./hemiacetals to the Cu(II) species, followed by efficient two-electron/one-proton transfer.

Green Chemistry published new progress about Dicarboxylic acids, diesters Role: SPN (Synthetic Preparation), PREP (Preparation). 623-50-7 belongs to class esters-buliding-blocks, name is Ethyl 2-hydroxyacetate, and the molecular formula is C4H8O3, Application of Ethyl 2-hydroxyacetate.

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

Choi, Inkyu published the artcileIn silico and in vitro insights into tyrosinase inhibitors with a 2-thioxooxazoline-4-one template, SDS of cas: 623-50-7, the main research area is thioxooxazolineone template tyrosinase inhibitor insilico invitro insight; 2-thioxooxazoline-4-one; Anti-melanogenesis; Docking simulation; Kojic acid; Tyrosinase; β-phenyl-α,β-unsaturated carbonyl scaffold.

The β-phenyl-α,β-unsaturated carbonyl (PUSC) scaffold confers tyrosinase inhibitory activity, and in the present study, 16 (Z)-5-(substituted benzylidene)-3-phenyl-2-thioxooxazolidin-4-one analogs containing this scaffold were synthesized. Mushroom tyrosinase inhibitory activities were examined Compound 1c (IC50 = 4.70 ± 0.40 μM) and compound 1j (IC50 = 11.18 ± 0.54 μM) inhibited tyrosinase by 4.9 and 2.1-fold, resp., and did so more potently than kojic acid (IC50 = 23.18 ± 0.11 μM). Kinetic anal. of tyrosinase inhibition revealed that 1c and 1j inhibited tyrosinase competitively. Results of docking simulation with mushroom tyrosinase using four docking programs suggested that 1c and 1j bind more strongly than kojic acid to the active site of tyrosinase and supported kinetic findings that both compounds are competitive inhibitors. The docking results of human tyrosinase homol. model indicated that 1c and 1j can also strongly inhibit human tyrosinase. EZ-cytox assays revealed 1c and 1j were not cytotoxic to B16F10 melanoma cells. The effects of 1c and 1j on cellular tyrosinase activity and melanin production were also investigated in α-MSH- and IBMX-co-stimulated these cells. Both compounds significantly and dose-dependently reduced tyrosinase activity, and at 10 μM were more potent than kojic acid at 20μM. Compounds 1c and 1j also inhibited melanogenesis, which suggested that the inhibitory effects of these compounds on melanin production were mainly attributable to their inhibitions of tyrosinase. These results indicate that compounds 1c and 1j with the PUSC scaffold have potential use as whitening agents for the treatment of hyperpigmentation-associated diseases.

Computational and Structural Biotechnology Journal published new progress about Cytotoxicity. 623-50-7 belongs to class esters-buliding-blocks, name is Ethyl 2-hydroxyacetate, and the molecular formula is C4H8O3, SDS of cas: 623-50-7.

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

Mu, Yu published the artcileEfficient synthesis of tetrahydrofurans with chiral tertiary allylic alcohols catalyzed by Ni/P-chiral ligand DI-BIDIME, Quality Control of 623-50-7, the main research area is oxoethoxypropyne preparation nickel chiral phosphorus catalyst enantioselective reductive cyclization; hydroxy methylidenetetrahydrofuran preparation.

Efficient nickel-catalyzed stereoselective asym. intramol. reductive cyclization of O-alkynones was reported. A P-chiral bisphosphine ligand DI-BIDIME was found to be effective for constructing versatile functionalized chiral THF rings using triethylsilane as the reducing reagent. Practical synthesis of tetrahydrofurans with chiral tertiary allylic alcs. was achieved in high yields (99%), which have excellent stereoselectivity (>99 : 1 E/Z) and enantioselectivity (>99 : 1 er) with a very broad substrate scope. A total of thirty-seven O-alkynones were synthesized and applied in this reaction successfully. The reaction was scaled up to gram scale without loss of its enantioselectivity. The ligand effects and reaction mechanism were investigated in detail. Meanwhile, the developed method for tetrahydrofurans with chiral tertiary allylic alcs. enabled the efficient synthesis of dehydroxycubebin and chiral dibenzocyclooctadiene skeletons, and was anticipated to find wider applications in organic synthesis and chem. biol.; two new discovered reactions of O-alkynone with DI-BIDIME using different metal precursors would further expand new research fields and attract more interesting explorations in the future.

Catalysis Science & Technology published new progress about Diastereoselective synthesis. 623-50-7 belongs to class esters-buliding-blocks, name is Ethyl 2-hydroxyacetate, and the molecular formula is C4H8O3, Quality Control of 623-50-7.

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

Arribas, Andres published the artcileHighly Enantioselective Iridium(I)-Catalyzed Hydrocarbonation of Alkenes: A Versatile Approach to Heterocyclic Systems Bearing Quaternary Stereocenters, Quality Control of 623-50-7, the main research area is alkenyl azaheterocycle iridium phosphine catalyst enantioselective regioselective hydrocarbonation; fused polycyclic azaheterocycle preparation; C-H activation; enantioselective; heterocycles; hydrocarbonation; iridium.

A versatile, highly enantioselective intramol. hydrocarbonation reaction that provides a direct access to heteropolycyclic systems bearing chiral quaternary carbon stereocenters was reported. The method, which relies on an iridium(I)/bisphosphine chiral catalyst, was particularly efficient for the synthesis of five-, six- and seven-membered fused indole and pyrrole products, bearing one and two stereocenters, with enantiomeric excesses of up to >99%. DFT computational studies allowed to obtain a detailed mechanistic profile and identify a cluster of weak non-covalent interactions as key factors to control the enantioselectivity.

Angewandte Chemie, International Edition published new progress about Aromatic nitrogen heterocycles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 623-50-7 belongs to class esters-buliding-blocks, name is Ethyl 2-hydroxyacetate, and the molecular formula is C4H8O3, Quality Control of 623-50-7.

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

Chang, Meng-Yang published the artcileBi(OTf)3-Mediated (4+1) Annulation of α-Sulfonyl o-Hydroxyacetophenones with α-Hydroxy Arylketones to Access Sulfonyl 2-Aroylbenzofurans, Synthetic Route of 623-50-7, the main research area is sulfonyl aroylbenzofuran green preparation; hydroxyacetophenone sulfonyl hydroxy aryl ketone cyclocondensation bismuth trifluoromethanesulfonate mediated; methyl aroylbenzofuran green preparation; aryl ketone hydroxy acetophenone cyclocondensation bismuth trifluoromethanesulfonate mediated.

A high-yield, facile route for the scalable synthesis of sulfonyl 2-aroylbenzofurans I [R = Me, Ph, 4-MeC6H4, etc.; R1 = 5-Me, 5-F, 5-Cl, etc.; Ar = Ph, 4-MeC6H4, 2-naphthyl, etc.] via a Bi(OTf)3-mediated intermol. double cyclocondensation of α-sulfonyl o-hydroxyacetophenones with substituted α-hydroxy arylketones under mild open-vessel reaction conditions was described. Also, synthesis of 3-methyl-2-aroylbenzofurans II [R2 = 5-OMe, 5-F, 5-Cl, etc.; Ar1 = Ph, 4-BrC6H4, 2-thienyl, etc.] was obtained under same reaction conditions using o-hydroxyacetophenones with substituted α-hydroxy aryl ketones. In the overall reactions, water was generated as the only byproduct. Various metal triflate-promoted reactions and conditions were investigated for the efficient one-pot (4+1) annulation reaction.

Advanced Synthesis & Catalysis published new progress about Aryl ketones Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 623-50-7 belongs to class esters-buliding-blocks, name is Ethyl 2-hydroxyacetate, and the molecular formula is C4H8O3, Synthetic Route of 623-50-7.

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

Hernandez-Ramos, Fabio published the artcileRenewable Biopolyols from Residual Aqueous Phase Resulting after Lignin Precipitation, COA of Formula: C4H8O3, the main research area is renewable biopolyol production residual aqueous phase lignin precipitation.

The aim of this work was to obtain two biopolyols from the liquid residue resulting from the precipitation of lignin contained in two different black liquors, Eucalyptus globulus organosolv black liquor (EOBL) and Pinus radiata organosolv black liquor (POBL), thus adding value to this residue. Eucalyptus organosolv polyol (EOP) and Pine organosolv polyol (POP) were characterized to know their viscosity, hydroxyl number (IOH), and functionality according to the corresponding standard American Society for Testing Materials (ASTM). The mol. weight of the biopolyols was measured through gel permeation chromatog. (GPC); the chem. structure and composition were characterized by Fourier transform IR (FTIR) and gas chromatog.-mass spectrometry (GC-MS), resp.; and the thermal degradation (TGA) of the two biopolyols was determined The biopolyols showed suitable properties to be employed in the production of polyurethanes (PU).

ACS Sustainable Chemistry & Engineering published new progress about Density. 623-50-7 belongs to class esters-buliding-blocks, name is Ethyl 2-hydroxyacetate, and the molecular formula is C4H8O3, COA of Formula: C4H8O3.

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

Portnova, Svetlana V. published the artcileDensity and Viscosity of Glycolic, Lactic, and Malic Acid Esters, Synthetic Route of 623-50-7, the main research area is density kinematic viscosity aliphatic ester glycolic lactic malic acid.

Densities and viscosities were measured as a function of temperature for 12 esters of glycolic, DL-lactic, and DL-malic acids and linear chain alcs. C1-C5. The d. and kinematic viscosity were obtained using a pycnometer and a Pinkevitch capillary viscometer in a temperature range of 293.15-363.15 K with accuracies of 0.1 and 0.35%, resp. The obtained data were used for dynamic viscosity calculation It was demonstrated that the viscosity-temperature dependence of esters was described by the ASTM D341 model with an average absolute relative deviation of 1%. The temperature dependence of dynamic viscosity was fitted using the Arrhenius-like equation and Vogel-Fulcher-Tammann (VFT) model. It was found that the adjustable parameters A and B have the similar value for compounds in one homologous series. These parameters were taken as constant for each series of esters of the corresponding acids. The dynamic viscosity-temperature dependence of esters was better described by the VFT model than the Arrhenius-like equation. The capabilities of some group-additivity methods for predicting d. have been reviewed and compared with exptl. results.

Journal of Chemical & Engineering Data published new progress about Aliphatic esters Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), SPN (Synthetic Preparation), PROC (Process), PREP (Preparation). 623-50-7 belongs to class esters-buliding-blocks, name is Ethyl 2-hydroxyacetate, and the molecular formula is C4H8O3, Synthetic Route of 623-50-7.

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

Kumar, Amit published the artcileDesign, synthesis and biological evaluation of (Quinazoline 4-yloxy)acetamide and (4-oxoquinazoline-3(4H)-yl)acetamide derivatives as inhibitors of Mycobacterium tuberculosis bd oxidase, Quality Control of 623-50-7, the main research area is quinazolinyloxy acetamide preparation tuberculostatic SAR mol docking; oxoquinazolinyl acetamide preparation tuberculostatic SAR mol docking; (4-oxoquinazoline-3(4H)-yl)acetamide; (Quinazoline 4-yloxy)acetamide; Mycobacterium tuberculosis bd-oxidase.

A bc1 complex mutant of M. tuberculosis used to screen (Quinazoline 4-yloxy)acetamide and (4-oxoquinazoline-3(4H)-yl)acetamide derivatives against the alternate oxidase, i.e., cytochrome bd oxidase. Two mols., S-021-0601 and S-021-0607 were found to inhibit the mutant with MICs 8 and 16μM resp., compared to MICs of 128 and 256μM against the wild type M. tuberculosis. In the wild type, one of the compounds showed synergism with Q203, an inhibitor of bc1 complex, in inhibiting growth under aerobic conditions. Both compounds showed synergism with Q203 in depleting bacterial ATP and inhibiting oxygen consumption. Both the compounds at 32μM (one-fourth or one-eighth of their MICs for wild type) were bactericidal to wild type bacteria under hypoxic condition, causing ∼1.9 log10 reduction in viable counts which increased to ∼4-log10 when combined with Q203.

European Journal of Medicinal Chemistry published new progress about Binding energy. 623-50-7 belongs to class esters-buliding-blocks, name is Ethyl 2-hydroxyacetate, and the molecular formula is C4H8O3, Quality Control of 623-50-7.

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

Patel, Meena V. published the artcileDiscovery of (R)-(3-fluoropyrrolidin-1-yl)(6-((5-(trifluoromethyl)pyridin-2-yl)oxy)quinolin-2-yl)methanone (ABBV-318) and analogs as small molecule Nav1.7/ Nav1.8 blockers for the treatment of pain, Quality Control of 623-50-7, the main research area is quinoline preparation sodium channel blocker SAR pharmacokinetic.

An effort to identify selective, CNS-penetrant Nav1.7 blockers with oral activity, improved selectivity, good drug-like properties, and safety led to the discovery of 2-substituted quinolines I [R = piperazine-1-carbonyl, cyclobutylcarbamoyl, 2-oxo-2-(1-piperidyl)ethoxy, etc.; R1 = 4-NCC6H4, 2-pyridyl, 5-(trifluoromethyl)-2-pyridyl, etc.] and quinolones II [R2 = 4-NCC6H4, 4-NCC6H4O; R3 = 1-piperidylmethyl, 1-piperidylmethyl] as potent small mol. Nav1.7 blockers. The design of these mols. focused on maintaining potency at Nav1.7, improving selectivity over the hERG channel, and overcoming phospholipidosis observed with the initial leads. The structure-activity relationship (SAR) studies leading to the discovery of compound I [R = (3R)-3-fluoropyrrolidine-1-carbonyl, R1 = 5-(trifluoromethyl)-2-pyridyl] were described herein. The compound I [R = (3R)-3-fluoropyrrolidine-1-carbonyl, R1 = 5-(trifluoromethyl)-2-pyridyl] displayed robust in vivo efficacy in both inflammatory and neuropathic rodent models of pain. The compound I [R = (3R)-3-fluoropyrrolidine-1-carbonyl, R1 = 5-(trifluoromethyl)-2-pyridyl] also inhibited Nav1.8, another sodium channel isoform that was an active target for the development of new pain treatments.

Bioorganic & Medicinal Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 623-50-7 belongs to class esters-buliding-blocks, name is Ethyl 2-hydroxyacetate, and the molecular formula is C4H8O3, Quality Control of 623-50-7.

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

Samir, Eman M.; Mohareb, Rafat M. published the artcile< Novel synthesis of pyran-3-hydrazide derivatives and their uses to the synthesis hydrazide-hydrazone, pyrazole and thiazole derivatives with anticancer activities>, Synthetic Route of 623-50-7 , the main research area is hydrazone pyrazole thiazole pyran hydrazide derivative anticancer activity.

The multi-component reaction of Et acetoacetate with each of malononitrile (3) benzaldehyde (1) in ethanol containing triethylamine gave the Et 6-amino-5-cyano-2-methyl-4-phenyl-4H-pyran-3-carboxylate (4). The latter compound reacted with hydrazine hydrate to give the hydrazide derivative 6. Compound 6 underwent a series of hetero-cyclization reactions to give pyrzole, hydraide-hydrazone, thiazole derivatives The produced compounds tested against cancer cell lines six cancer cell lines and showed that compounds 8b, 10b, 11a, 17a, 21 and 24a were the most cytotoxic compounds Further tests of the latter compounds toward the five tyrosine kinases and Pim-1 kinase showed that compounds 10b, 21 and 24a were the most potent of the tested compounds and compounds 10a, 11a and 17a were of the highest inhibitions toward Pim-1 kinase. The high inhibitions of most of the tested compounds toward the selected cancer cell lines and the tyrosine kinases encourage for future work to be done.

Bulletin of the Chemical Society of Ethiopia published new progress about Antitumor agents. 623-50-7 belongs to class esters-buliding-blocks, and the molecular formula is C4H8O3, Synthetic Route of 623-50-7 .

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