Category: tetrahydropyran

Discovery of a new class of JMJD6 inhibitors and structure-activity relationship study was written by Wang, Tianqi;Zhang, Rong;Liu, Yang;Fang, Zhen;Zhang, Hailin;Fan, Yan;Yang, Shengyong;Xiang, Rong. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2021.HPLC of Formula: 903550-26-5 This article mentions the following:

JmjC domain-containing protein 6 (JMJD6) has been thought as a potential target for various diseases particularly cancer. However, few selective JMJD6 inhibitors have been reported. In this investigation, mol. docking and biol. activity evaluation were performed to retrieve new JMJD6 inhibitors, which led to the identification of a hit compound, J2. Further structural optimization and structure-activity relationship (SAR) anal. towards J2 were carried out, which gave a new potent JMJD6 inhibitor, 7p. This compound showed an IC50 value of 0.681渭M against JMJD6, but displayed no activity against other tested JmjC domain-containing protein family members, indicating good selectivity (>100 fold). Collectively, this investigation offers a selective JMJD6 inhibitor, which could be taken as a lead compound for subsequent drug discovery targeting JMJD6. In the experiment, the researchers used many compounds, for example, 1-(Tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (cas: 903550-26-5HPLC of Formula: 903550-26-5).

1-(Tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (cas: 903550-26-5) belongs to tetrahydropyran derivatives. Numerous natural products have tetrahydropyran skeleton as the building block for designing new natural products and their derivatives e.g. aplysiatoxins, avermectins, oscillatoxins, talaromycins, latrunculins and acutiphycins. Pyran derivatives such as pyran flavonoids are biologically important. Monosaccharides containing six-membered rings are called pyranose.HPLC of Formula: 903550-26-5

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

Tetrahydropyranylation of alcohols and phenols using copper 4-aminobenzenesulfonate and acetic acid as a catalyst system was written by Song, Zhi-guo;Liu, Lian-li;Gao, Jing-jing;Wang, Min. And the article was included in Huaxue Yanjiu Yu Yingyong in 2012.Application In Synthesis of 2-Methoxytetrahydro-2H-pyran This article mentions the following:

A synergistic catalytic effect between metal 4-aminobenzenesulfonates(Cu, Ni, Zn, Co, Al, Cd, Mn, La, Ce(III), Pr, Nd, Sm, Eu, Tb, Dy, Ho, Er) and Bronsted acid in tetrahydropyranylation of alcs. and phenols was investigated. The catalytic system, combined copper 4-aminobenzenesulfonate with acetic acid, proved to be very active. Various alcs. and phenols were tetrahydropyranylated in high yields at room temperature without solvent. After reaction, copper 4-aminobenzenesulfonate could be recycled at least six times without significant loss of activity. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Application In Synthesis of 2-Methoxytetrahydro-2H-pyran).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) belongs to tetrahydropyran derivatives. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. One classic procedure for the organic synthesis of tetrahydropyran is by hydrogenation of the 3,4-isomer of dihydropyran with Raney nickel.Application In Synthesis of 2-Methoxytetrahydro-2H-pyran

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

The hypnotic, anxiolytic, and antinociceptive profile of a novel 渭-opioid agonist was written by Montes, Guilherme Carneiro;Monteiro da Silva, Bianca Nascimento;Rezende, Bismarck;Sudo, Roberto Takashi;Ferreira, Vitor Francisco;de Carvalho da Silva, Fernando;Pinto, Angelo da Cunha;Vasconcellos da Silva, Barbara;Zapata-Sudo, Gisele. And the article was included in Molecules in 2017.Recommanded Product: 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran This article mentions the following:

5′-4-Alkyl/aryl-1H-1,2,3-triazole derivatives I (R = CH₂OH, (CH₂)₅, Ph, etc.) were synthesized and a pharmacol. screening of these derivatives was performed to identify a possible effect on the Central Nervous System (CNS) and to explore the associated mechanisms of action. The mice received a peritoneal injection (100 渭mol/kg) of each of the triazole derivatives 10 min prior to the injection of pentobarbital and the mean hypnosis times were recorded. The mean hypnosis time increased for the mice treated with I (R = (CH₂)₅) which was prevented when mice were administered CTOP, a 渭-opioid antagonist. Locomotor and motor activities were not affected by I (R = (CH₂)₅). The anxiolytic effect of I (R = (CH₂)₅) was evaluated next in an elevated-plus maze apparatus Compound I (R = (CH₂)₅) and midazolam increased a percentage of entries and spent time in the open arms of the apparatus compared with the control group. Conversely, a decrease in the percentages of entries and time spent in the closed arms were observed Pretreatment with naloxone, a non-specific opioid antagonist, prior to administration of I (R = (CH₂)₅) exhibited a reverted anxiolytic effect. Compound I (R = (CH₂)₅) exhibited antinociceptive activity in the hot plate test, and reduced reactivity to formalin in the neurogenic and the inflammatory phases. These data suggest that I (R = (CH₂)₅) can activate 渭-opioid receptors to provoke antinociceptive and anti-inflammatory effects in mice. In the experiment, the researchers used many compounds, for example, 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran (cas: 40365-61-5Recommanded Product: 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran).

2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran (cas: 40365-61-5) belongs to tetrahydropyran derivatives. Tetrahydropyran is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuff. The reaction of tertiary 1,4- and 1,5-diols with cerium ammonium nitrate at room temperature gives tetrahydrofuran and tetrahydropyran derivatives in high yield and stereoselectivity. Various fragrant compounds have been synthesized using this method.Recommanded Product: 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran

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

Synthesis, structural characterization, molecular docking study, biological activity of carbon monoxide release molecules as potent antitumor agents was written by Liu, Hua-Peng;Liao, Yuan;Ren, Ming-Zhe;Quan, Zheng-Jun;Wang, Xi-Cun. And the article was included in Bioorganic Chemistry in 2021.Category: tetrahydropyran This article mentions the following:

In this study, two series of novel carbon monoxide-releasing mols. (CO-RMs) containing Co were designed and synthesized. The synthesized complexes were characterized by IR, ESI-MS, ¹H NMR and ¹³C NMR spectroscopies. The antitumor activity of all complexes on HepG2 cells, Hela cells and MDA-MB-231 cells were assayed by MTT. IC₅₀ values of complexes 1–13 were 4.7-548.6渭M. Among these complexes, complex 1 was presented with a high selectivity to HepG2 cells (IC₅₀ = 4.7 卤 0.76渭M). Compared with iCORM (inactive CORM), CORM (complex 1) showed a remarkable activity against tumor cells owing to co-effect of CO and the ligand of COX-2 inhibitor. In addition, complex 1 increased ROS in mitochondria and caused a decrease of dose-dependent mitochondrial membrane potential against HepG2 cells. Complex 1 down-regulated the expression of COX-2 protein in western blot anal. The mol. docking study suggested that the complex 1 formed a hydrogen bond with amino acid R120 in the active site of the Human cyclooxygenase-2 (COX-2). Therefore, the complex 1 could induce apoptosis of HepG2 cells through targeting COX-2 and mitochondria pathways, and it maybe a potential therapeutic agent for cancer. In the experiment, the researchers used many compounds, for example, 2-(1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetic acid (cas: 41340-25-4Category: tetrahydropyran).

2-(1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetic acid (cas: 41340-25-4) belongs to tetrahydropyran derivatives. Tetrahydropyran is a useful synthetic intermediate. Tetrahydropyranyl (THP-) ethers derived from the reaction of alcohols and dihydropyran are common intermediates in organic synthesis. The most notable anticancer agent, bryostatin, and eribulin are marine macrolides having intriguing tetrahydropyran and furan motif. Category: tetrahydropyran

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

Toxicity assessment of Gentiana lutea L. root extract and its monoterpene compounds was written by Sobot, Ana Valenta;Savic, Jasmina;Trickovic, Jelena Filipovic;Drakulic, Dunja;Joksic, Gordana. And the article was included in Indian Journal of Experimental Biology in 2020.COA of Formula: C16H22O10 This article mentions the following:

Root of Gentiana lutea com. available as gentian root, a natural antidote for different types of poisons, possess antioxidative, immunomodulatory, cytoprotective and anti-inflammatory, and adverse, genotoxic and mutagenic effects. It has monoterpenes loganic acid, swertiamarin, gentiopicroside and sweroside as most abundant constituents. In this study, we assessed the toxicity of monoterpenes’ reactive mol. fragments using in silico prediction by VEGA-QSAR platform. Further, we compared the data obtained with in vitro geno- and cyto- toxicity testing of the above monoterpenes and the G. lutea root extract (GE), on human primary unstimulated and mitogen-stimulated peripheral blood mononuclear cells (PBMCs). Viability was assessed by TB and XTT tests after 48 h treatment. DNA damage was evaluated by alk. comet assay on unstimulated cells, whereas cytokinesis-block micronucleus assay was employed on mitogen-stimulated PBMCs. Stability of compounds throughout treatment was monitored by UPLC. The observed in vitro results had highest compliance with in silico IRFMN/ISSCAN-CGX prediction model. Compounds showed high stability during experiment while treatment with single compounds reduced number of viable cells and increased DNA damage. GE treatment had toxic impact on unstimulated PBMCs but no significant genotoxic influence on mitogen-stimulated PBMCs. In summary, the mild GE effect suggests that the complexity of crude GE extract chem. composition may attenuate the toxicity of the tested monoterpenes loganic acid, swertiamarin, gentiopicroside and sweroside. In the experiment, the researchers used many compounds, for example, (4aR,5R,6S)-4a-Hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-vinyl-4,4a,5,6-tetrahydropyrano[3,4-c]pyran-1(3H)-one (cas: 17388-39-5COA of Formula: C16H22O10).

(4aR,5R,6S)-4a-Hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-5-vinyl-4,4a,5,6-tetrahydropyrano[3,4-c]pyran-1(3H)-one (cas: 17388-39-5) belongs to tetrahydropyran derivatives. Tetrahydropyran is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuff. There is large number of marine macrolide natural products that contain tetrahydropyran and tetrahydrofuran ring together. For instance, goniodomin A (actin targeting polyether), prorocentrolide (toxin halistatins), and percentotoxineCOA of Formula: C16H22O10

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

A Global Map of Lipid-Binding Proteins and Their Ligandability in Cells was written by Niphakis, Micah J.;Lum, Kenneth M.;Cognetta, Armand B. III;Correia, Bruno E.;Ichu, Taka-Aki;Olucha, Jose;Brown, Steven J.;Kundu, Soumajit;Piscitelli, Fabiana;Rosen, Hugh;Cravatt, Benjamin F.. And the article was included in Cell (Cambridge, MA, United States) in 2015.Related Products of 40365-61-5 This article mentions the following:

Lipids play central roles in physiol. and disease, where their structural, metabolic, and signaling functions often arise from interactions with proteins. Here, the authors describe a set of lipid-based chem. proteomic probes and their global interaction map in mammalian cells. These interactions involve hundreds of proteins from diverse functional classes and frequently occur at sites of drug action. The authors determine the target profiles for several drugs across the lipid-interaction proteome, revealing that its ligandable content extends far beyond traditionally defined categories of druggable proteins. In further support of this finding, the authors describe a selective ligand for the lipid-binding protein nucleobindin-1 (NUCB1) and show that this compound perturbs the hydrolytic and oxidative metabolism of endocannabinoids in cells. The described chem. proteomic platform thus provides an integrated path to both discover and pharmacol. characterize a wide range of proteins that participate in lipid pathways in cells. In the experiment, the researchers used many compounds, for example, 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran (cas: 40365-61-5Related Products of 40365-61-5).

2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran (cas: 40365-61-5) belongs to tetrahydropyran derivatives. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. One classic procedure for the organic synthesis of tetrahydropyran is by hydrogenation of the 3,4-isomer of dihydropyran with Raney nickel.Related Products of 40365-61-5

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

Metabolism of deuterated erythro-dihydroxy fatty acids in Saccharomyces cerevisiae: enantioselective formation and characterization of hydroxylactones was written by Garbe, Leif-A.;Morgenthal, Katja;Kuscher, Katrin;Tressl, Roland. And the article was included in Helvetica Chimica Acta in 2008.Recommanded Product: 40365-61-5 This article mentions the following:

Epoxides of fatty acids are hydrolyzed by epoxide hydrolases (EHs) into dihydroxy fatty acids which are of particular interest in the mammalian leukotriene pathway. In the present report, the anal. of the configuration of dihydroxy fatty acids via their resp. hydroxylactones is described. In addition, the biotransformation of (卤)-erythro-7,8- and -3,4-dihydroxy fatty acids in the yeast Saccharomyces cerevisiae was characterized by GC/EI-MS anal. Biotransformation of chem. synthesized (卤)-erythro-7,8-dihydroxy(7,8-²H₂)tetradecanoic acid ((卤)-erythro-1) in the yeast S. cerevisiae resulted in the formation of 5,6-dihydroxy(5,6-²H₂)dodecanoic acid (6), which was lactonized into (5S,6R)-6-hydroxy(5,6-²H₂)dodecano-5-lactone ((5S,6R)-4) with 86% ee and into erythro-5-hydroxy(5,6-²H₂)dodecano-6-lactone (erythro-8). Addnl., the 伪-ketols 7-hydroxy-8-oxo(7-²H₁)tetradecanoic acid (9a) and 8-hydroxy-7-oxo(8-²H₁)tetradecanoic acid (9b) were detected as intermediates. Further metabolism of 6 led to 3,4-dihydroxy(3,4-²H₂)decanoic acid (2) which was lactonized into 3-hydroxy(3,4-²H₂)decano-4-lactone (5) with (3R,4S)-5 = 88% ee. Chem. synthesis and incubation of (卤)-erythro-3,4-dihydroxy(3,4-²H₂)decanoic acid ((卤)-erythro-2) in yeast led to (3S,4R)-5 with 10% ee. No decano-4-lactone was formed from the precursors 1 or 2 by yeast. The enantiomers (3S,4R)- and (3R,4S)-3,4-dihydroxy(3-²H₁)nonanoic acid ((3S,4R)- and (3R,4S)-3) were chem. synthesized and comparably degraded by yeast without formation of nonano-4-lactone. The major products of the transformation of (3S,4R)- and (3R,4S)-3 were (3S,4R)- and (3R,4S)-3-hydroxy(3-²H₁)nonano-4-lactones ((3S,4R)- and (3R,4S)-7), resp. The enantiomers of the hydroxylactones 4, 5, and 7 were chem. synthesized and their GC-elution sequence on Lipodex E chiral phase was determined In the experiment, the researchers used many compounds, for example, 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran (cas: 40365-61-5Recommanded Product: 40365-61-5).

2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran (cas: 40365-61-5) belongs to tetrahydropyran derivatives. Tetrahydropyrans are useful synthons for biologically important compounds. Pyran derivatives such as pyran flavonoids are biologically important. Monosaccharides containing six-membered rings are called pyranose.Recommanded Product: 40365-61-5

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

Rh(I)-catalyzed CO gas-free cyclohydrocarbonylation of alkynes with formaldehyde to 伪,尾-butenolides was written by Fuji, Koji;Morimoto, Tsumoru;Tsutsumi, Ken;Kakiuchi, Kiyomi. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2005.Quality Control of 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran This article mentions the following:

The rhodium(I)-catalyzed reaction of alkynes R¹C顚咰R² (R¹ = n-Pr, Ph, 4-NCC₆H₄; R² = Me, n-Pr, Ph, 4-MeOC₆H₄, 2-furyl, HO(CH₂)₃, etc.) with formaldehyde proceeds via the double incorporation of a carbonyl moiety from formaldehyde, resulting in a CO gas-free cyclohydrocarbonylation leading to 伪,尾-butenolides I. In the experiment, the researchers used many compounds, for example, 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran (cas: 40365-61-5Quality Control of 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran).

2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran (cas: 40365-61-5) belongs to tetrahydropyran derivatives. Tetrahydropyran is a useful synthetic intermediate. Tetrahydropyranyl (THP-) ethers derived from the reaction of alcohols and dihydropyran are common intermediates in organic synthesis. Pyran derivatives such as pyran flavonoids are biologically important. Monosaccharides containing six-membered rings are called pyranose.Quality Control of 2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran

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