Month: November 2022

Makarouni, Dimitra; Kordulis, Christos; Dourtoglou, Vassilis published the artcile< Solvent-Driven Selectivity on the One-Step Catalytic Synthesis of Manoyl Oxide Based on a Novel and Sustainable ""Zeolite Catalyst-Solvent"" System>, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is manoyl oxide preparation zeolite glyme catalyst cyclodehydration sclareol.

Presented is the application of a novel “”zeolite catalyst-solvent”” system for the sustainable one-step synthesis of the terpenoid manoyl oxide I, the potential precursor of forskolin and Ambrox. Manoyl oxide high-yield and large-scale production over a zeolite catalyst has been infeasible so far, while the proposed system results in 90% yields at 135°C and atm. pressure. A substrate-controlled methodol. is used to achieve selectivity. Solvent-driven catalysis was demonstrated, as the activation energy barrier decreases in the presence of appropriate solvents, being 62.7 and 93.46 kJmol-1 for a glyme-type solvent and dodecane, resp. Finally, catalyst acidity was found to be a key parameter for the process.

Catalysis Letters published new progress about Acidity (catalyst). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

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

Olsen, Thale Kristin; Dyberg, Cecilia; Embaie, Bethel Tesfai; Alchahin, Adele; Milosevic, Jelena; Ding, Jane; Otte, Jörg; Tümmler, Conny; Hed Myrberg, Ida; Westerhout, Ellen M; Koster, Jan; Versteeg, Rogier; Ding, Han-Fei; Kogner, Per; Johnsen, John Inge; Sykes, David B; Baryawno, Ninib published the artcile< DHODH is an independent prognostic marker and potent therapeutic target in neuroblastoma.>, Safety of (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is Cancer; Oncology; Therapeutics.

Despite intensive therapy, children with high-risk neuroblastoma are at risk of treatment failure. We applied a multiomic system approach to evaluate metabolic vulnerabilities in human neuroblastoma. We combined metabolomics, CRISPR screening, and transcriptomic data across more than 700 solid tumor cell lines and identified dihydroorotate dehydrogenase (DHODH), a critical enzyme in pyrimidine synthesis, as a potential treatment target. Of note, DHODH inhibition is currently under clinical investigation in patients with hematologic malignancies. In neuroblastoma, DHODH expression was identified as an independent risk factor for aggressive disease, and high DHODH levels correlated to worse overall and event-free survival. A subset of tumors with the highest DHODH expression was associated with a dismal prognosis, with a 5-year survival of less than 10%. In xenograft and transgenic neuroblastoma mouse models treated with the DHODH inhibitor brequinar, tumor growth was dramatically reduced, and survival was extended. Furthermore, brequinar treatment was shown to reduce the expression of MYC targets in 3 neuroblastoma models in vivo. A combination of brequinar and temozolomide was curative in the majority of transgenic TH-MYCN neuroblastoma mice, indicating a highly active clinical combination therapy. Overall, DHODH inhibition combined with temozolomide has therapeutic potential in neuroblastoma, and we propose this combination for clinical testing.

JCI insight published new progress about 112-63-0. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Safety of (9Z,12Z)-Methyl octadeca-9,12-dienoate.

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

Jozwiak, Malgorzata; Burakowski, Andrzej; Tyczynska, Magdalena; Komudzinska, Marlena published the artcile< Compression of selected glymes in N,N-dimethylformamide + water. The hydration numbers and hydrophobic hydration process of glymes>, Reference of 112-63-0, the main research area is glyme DMF water hydrophobic hydration number compression process.

This paper presents the speed of sound in selected glymes (monoglyme, diglyme, triglyme and tetraglyme) in N,N-dimethylformamide + water mixed solvent at four temperatures: 293.15 K, 298.15 K, 303.15 K and 308.15 K. The data obtained were used to calculate the values of isentropic compressibility (κS) of glymes solutions and apparent molar isentropic compression (KS,Φ,m), as well as the limiting partial molar isentropic compression (K0S,m) of glymes in the mixed solvent (DMF + W). Changes in the obtained values of the physicochem. parameters, as functions of temperature or mole fraction of water in the mixed solvent, were analyzed in terms of the mol. interactions and structural differentiation of the investigated systems. The hydrophobic hydration process of the studied glymes is visible in the high water content area of the mixed solvent. The hydration number of glymes in water at four temperatures was calculated and analyzed.

Journal of Molecular Liquids published new progress about Compression. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Reference of 112-63-0.

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

Demonti, Luca; Saffon-Merceron, Nathalie; Mezailles, Nicolas; Nebra, Noel published the artcile< Cross-Coupling through Ag(I)/Ag(III) Redox Manifold>, Application In Synthesis of 2557-13-3, the main research area is silver trifluoromethyl tervalent argentate preparation reductive elimination arylboronate; trifluoromethyl arene preparation coupling arylboronate trifluoromethylargentate reductive elimination; crystal mol optimized electronic structure tervalent trifluoromethyl argentate complex; AgIII chemistry; cross-coupling; fluorine; high-valent species; trifluoromethylation.

Trifluoromethyl argentates(III) undergo reductive elimination with arylboronic acids, yielding trifluoromethylarenes. In ample variety of transformations, the presence of silver as an additive or co-catalyst is believed to be innocuous for the efficiency of the operating metal catalyst. Even though Ag additives are required often as coupling partners, oxidants or halide scavengers, its role as a catalytically competent species is widely neglected in cross-coupling reactions. Most likely, this is due to the erroneously assumed incapacity of Ag to undergo 2e- redox steps. Definite proof is herein provided for the required elementary steps to accomplish the oxidative trifluoromethylation of arenes through AgI/AgIII redox catalysis (i. e. CEL coupling), namely: (i) easy AgI/AgIII 2e- oxidation mediated by air; (ii) bpy/phen ligation to AgIII; (iii) boron-to-AgIII aryl transfer; and (iv) ulterior reductive elimination of benzotrifluorides from an [aryl-AgIII-CF3] fragment. More precisely, an ultimate entry and full characterization of organosilver(III) compounds [K]+[AgIII(CF3)4]- (K-1), [(bpy)AgIII(CF3)3] (2) and [(phen)AgIII(CF3)3] (3), is described. The utility of 3 in cross-coupling has been showcased unambiguously, and a large variety of arylboron compounds was trifluoromethylated via [AgIII(aryl)(CF3)3]- intermediates. This work breaks with old stereotypes and misconceptions regarding the inability of Ag to undergo cross-coupling by itself.

Chemistry – A European Journal published new progress about Boronic acids, esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (arylboronates). 2557-13-3 belongs to class esters-buliding-blocks, and the molecular formula is C9H7F3O2, Application In Synthesis of 2557-13-3.

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

Zhang, Xinhao; Jiang, Liping; Chen, Huangben; Wei, Sen; Yao, Kun; Sun, Xiance; Yang, Guang; Jiang, Lijie; Zhang, Cong; Wang, Ningning; Wang, Yan; Liu, Xiaofang published the artcile< Resveratrol protected acrolein-induced ferroptosis and insulin secretion dysfunction via ER-stress-related PERK pathway in MIN6 cells>, Category: esters-buliding-blocks, the main research area is endoplasmic reticulum stress ferroptosis PERK resveratrol insulin; Acrolein; Endoplasmic reticulum stress; Ferroptosis; MIN6 cells; Resveratrol.

Acrolein is a typical food and environmental pollutant and a risk factor for diabetes. The primary pathogenesis of diabetes is insulin deficiency and resistance. Ferroptosis is an iron-dependent cell death type, accompanying by lipid peroxide accumulation. Here, 25μM acrolein-induced ferroptosis is observed in mouse pancreatic β-cell MIN6 cells as indicated by ferroptosis-related indicators, including GPX4 exhaustion, lipid peroxides accumulation, and insulin secretion impairment. Addnl., acrolein-induced ferroptosis could be reversed by Ferrostatin-1. Furthermore, endoplasmic reticulum stress (ER stress) is involved in acrolein-induced ferroptosis. The ER stress inhibits the expression of PPARγ, an essential gene in glucose and lipid metabolism, and facilitates lipid peroxide accumulation, leading to MIN6 cells ferroptosis and dysfunction. Moreover, resveratrol, an antioxidant natural product, may relieve ER stress and upregulate PPARγ expression, thereby inhibiting acrolein-induced ferroptosis. Thus, this study demonstrated a new perspective for the cytotoxic mechanism of acrolein on pancreatic β-cell and the protective effect of resveratrol.

Toxicology published new progress about Activating transcription factor 4 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 347174-05-4 belongs to class esters-buliding-blocks, and the molecular formula is C15H22N2O2, Category: esters-buliding-blocks.

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

Sander, Kerstin; Gendron, Thibault; Yiannaki, Elena; Cybulska, Klaudia; Kalber, Tammy L.; Lythgoe, Mark F.; Arstad, Erik published the artcile< Sulfonium Salts as Leaving Groups for Aromatic Labelling of Drug-like Small Molecules with Fluorine-18>, HPLC of Formula: 112-63-0, the main research area is pharmacokinetics sulfonium salt small mol fluorine 18 immunolabeling bioimaging.

Positron emission tomog. (PET) is unique in that it allows quantification of biochem. processes in vivo, but difficulties with preparing suitably labeled radiotracers limit its scientific and diagnostic applications. Aromatic [18F]fluorination of drug-like small mols. is particularly challenging as their functional group compositions often impair the labeling efficiency. Herein, we report a new strategy for incorporation of 18F into highly functionalized aromatic compounds using sulfonium salts as leaving groups. The method is compatible with pharmacol. relevant functional groups, including aliphatic amines and basic heterocycles. Activated substrates react with [18F]fluoride at room temperature, and with heating the reaction proceeds in the presence of hydrogen bond donors. Furthermore, the use of electron rich spectator ligands allows efficient and regioselective [18F]fluorination of non-activated aromatic moieties. The method provides a broadly applicable route for 18F labeling of biol. active small mols., and offers immediate practical benefits for drug discovery and imaging with PET.

Scientific Reports published new progress about Biological uptake. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, HPLC of Formula: 112-63-0.

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

Mabit, Thibaud; Siard, Aymeric; Legros, Frederic; Guillarme, Stephane; Martel, Arnaud; Lebreton, Jacques; Carreaux, Francois; Dujardin, Gilles; Collet, Sylvain published the artcile< Stereospecific C-Glycosylation by Mizoroki-Heck Reaction: A Powerful and Easy-to-Set-Up Synthetic Tool to Access α- and β-Aryl-C-Glycosides>, Quality Control of 4098-06-0, the main research area is transition state palladium glycal crystal structure; cross coupling aryl C glycoside synthesis glycosylation Mizoroki Heck; C-glycosides; Mizoroki-Heck reaction; cross-coupling; α-glycosylation; β-glycosylation.

A stereospecific Mizoroki-Heck cross-coupling of differently substituted glycals with haloarenes resulting in the exclusive formation of either α- or β-aryl-C-glycosides depending solely on the configuration at C3 was achieved. The reaction was easy to set up because no specific precautions were required concerning moisture or oxygen, and it proceeded by a chirality transfer from C3 to C1. After optimization of cross-coupling conditions, various prepared glycals (7 examples) and arenes (10 examples) were tested, leading stereospecifically to the corresponding aryl-C-glycosides with a carbonyl group at C3, thus opening up new horizons for the total synthesis of glycosylated natural products.

Chemistry – A European Journal published new progress about C-Glycosides, aryl Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Quality Control of 4098-06-0.

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

Li, Tian-Ze; Xie, Jin; Jiang, Yu; Sha, Feng; Wu, Xin-Yan published the artcile< Enantioselective Vinylogous Michael/Cyclization Cascade Reaction of Acyclic β,γ-Unsaturated Amides with Isatylidene Malononitriles: Asymmetric Construction of Spirocyclic Oxindoles>, Application of C19H34O2, the main research area is enantioselective vinylogous Michael reaction cyclization cascade reaction; spirocyclic oxindole preparation unsaturated amide isatylidene malononitrile cascade reaction.

The first direct and enantioselective vinylogous Michael/cyclization cascade reaction between acyclic β,γ-unsaturated amides and isatylidene malononitriles has been developed. Optically active spirocyclic oxindoles have been obtained in good-to-excellent yields (84-96%) and enantioselectivity (79-97% ee) in the presence of 2 mol% (DHQD)2PYR [2,5-diphenyl-4,6-bis(9-O-dihydroquinyl)pyrimidine].

Advanced Synthesis & Catalysis published new progress about Cyclization. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Application of C19H34O2.

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

Hoshi, Masayuki; Hayatsu, Takaki; Okimoto, Mitsuhiro; Kodama, Satoshi published the artcile< Transfer of alk-1-enyl group from boron to tin: a highly stereoselective synthesis of (E)-alk-1-enyltributylstannanes>, Safety of (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is stannane alkenyl preparation halodestannylation stereoselective; borane dicyclohexyl alkenyl preparation stannylation stereoselective; alkene terminal iodo bromo preparation.

Treatment of (E)-alk-1-enyldicyclohexylboranes with tributyltin methoxide in the presence of galvinoxyl (1 mol.%) at room temperature results in transfer of the alk-1-enyl group from boron to tin to give (E)-alk-1-enyltributylstannanes in a highly stereoselective fashion. Subsequent halodestannylation of (E)-alk-1-enyltributylstannanes is allowed to proceed in a one-pot manner to produce the corresponding (E)-1-iodoalk-1-enes and (E)-1-bromoalk-1-enes in good to high yields, resp.

Synlett published new progress about Boranes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (alkenylboranes). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Safety of (9Z,12Z)-Methyl octadeca-9,12-dienoate.

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

Sakauchi, Nobuki; Kohara, Yasuhisa; Sato, Ayumu; Suzaki, Tomohiko; Imai, Yumi; Okabe, Yuichi; Imai, Shigemitsu; Saikawa, Reiko; Nagabukuro, Hiroshi; Kuno, Haruhiko; Fujita, Hisashi; Kamo, Izumi; Yoshida, Masato published the artcile< Discovery of 5-Chloro-1-(5-chloro-2-(methylsulfonyl)benzyl)-2-imino-1,2-dihydropyridine-3-carboxamide (TAK-259) as a Novel, Selective, and Orally Active α1D Adrenoceptor Antagonist with Antiurinary Frequency Effects: Reducing Human Ether-a-go-go-Related Gene (hERG) Liabilities>, Formula: C19H34O2, the main research area is adrenoceptor antagonist incontinence hERG; crystal structure adrenoceptor antagonist incontinence.

A novel structural class of iminopyridine derivative 1 was identified as a potent and selective human α1D adrenoceptor (α1D adrenergic receptor; α1D-AR) antagonist against α1A- and α1B-AR through screening of an inhouse compound library. From initial structure-activity relationship studies, we found lead compound 9m with hERG K+ channel liability. To develop analogs with reduced hERG K+ channel inhibition, a combination of site-directed mutagenesis and docking studies was employed. Further optimization led to the discovery of I and II, which showed antagonistic activity by a bladder strip test in rats with bladder outlet obstruction, as well as ameliorated cystitis-induced urinary frequency in rats. Ultimately, 9u was selected as a clin. candidate. This is the first study to show the utility of iminopyridine derivatives as selective α1D-AR antagonists and evaluate their effects in vivo.

Journal of Medicinal Chemistry published new progress about Androgen receptor antagonists. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Formula: C19H34O2.

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