Month: October 2022

Herdman, Christine A.; Devkota, Laxman; Lin, Chen-Ming; Niu, Haichan; Strecker, Tracy E.; Lopez, Ramona; Liu, Li; George, Clinton S.; Tanpure, Rajendra P.; Hamel, Ernest; Chaplin, David J.; Mason, Ralph P.; Trawick, Mary Lynn; Pinney, Kevin G. published the artcile< Structural interrogation of benzosuberene-based inhibitors of tubulin polymerization>, Recommanded Product: 3-Methoxy-2-methylbenzaldehyde, the main research area is preparation benzosuberene tubulin polymerization inhibitor.

The discovery of 3-methoxy-9-(3′,4′,5′-trimethoxyphenyl)-6,7-dihydro-5H-benzo[7]annulen-4-ol (a benzosuberene-based analog referred to as KGP18) was originally inspired by the natural products colchicine and combretastatin A-4 (CA4). The relative structural simplicity and ease of synthesis of KGP18, coupled with its potent biol. activity as an inhibitor of tubulin polymerization and its cytotoxicity (in vitro) against human cancer cell lines, has resulted in studies focused on new analog design and synthesis. The goal was to probe the relationship of structure to function in this class of anticancer agents. A series of twenty-two new benzosuberene-based analogs of KGP18 was designed and synthesized. These compounds vary in their methoxylation pattern and sep. incorporate trifluoromethyl groups around the pendant aryl ring for the evaluation of the effect of functional group modifications on the fused six-membered aromatic ring. In addition, the 8,9-saturated congener of KGP18 has been synthesized to assess the necessity of unsaturation at the carbon atom bearing the pendant aryl ring. Six of the mols. from this benzosuberene-series of compounds were active (IC50 < 5 μM) as inhibitors of tubulin polymerization while four analogs were comparable (IC50 approx. 1 μM) in their tubulin inhibitory activity to CA4 and KGP18. The potency of a bis-trifluoromethyl analog I and the unsaturated KGP18 derivative II as inhibitors of tubulin assembly along with their moderate cytotoxicity suggested the potential utility of these compounds as vascular disrupting agents (VDAs) to selectively target microvessels feeding tumors. Accordingly, water-soluble and DMSO-soluble phosphate prodrug salts of each were synthesized for preliminary in vivo studies to assess their potential efficacy as VDAs. Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Recommanded Product: 3-Methoxy-2-methylbenzaldehyde.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Atkinson, Robert S.; Green, Richard H. published the artcile< 1,5-Hydride shifts in acyclic systems containing α,β-unsaturated ketones and p-methoxyphenyl groups>, Reference of 52244-70-9, the main research area is ketone unsaturated rearrangement mechanism; hydride shift rearrangement ketone.

D-labeling showed that the acid-catalyzed rearrangement of p-HOC6H4(CH2)2CR2CH2CH:CHCOMe (I, R = H) to 2-(p-hydroxyphenyl)cyclohexyl Me ketone involved an intramol. H shift. A similar rearrangement was observed for I (R = Me) and its aromatic Me ether but not analogous products were obtained from p-MeOC6H4CHR(CH2)2CH:CHCOMe (R = H, p-MeOC6H4) under the same reaction conditions.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Hydride shift. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Reference of 52244-70-9.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Davidescu, C. M.; Parvulescu, V.; Popa, A.; Burciu, F.; Vass, M.; Luca, C. published the artcile< Effect of polymer-supported onium salts on the phase transfer and catalytic activity of hydrogen peroxide in triphase catalysis>, COA of Formula: C17H37NO2, the main research area is phase transfer polymer supported onium salt; triphase catalysis hydrogen peroxide benzyl alc.

The catalytic effects of quaternary ammonium and/or phosphonium salts grafted on polymer-supports, on the reaction of hydrogen peroxide with benzyl alc. in a triphase system have been studied. A wide variety of catalysts with different quaternary groups and different quaternary chain length substituents were examined The activity of single “”onium”” salts increases as a consequence of the association of ammonium and phosphonium salts grafted on the same polymeric support.

Buletinul Stiintific al Universitatii “Politehnica” din Timisoara Romania, Seria Chimie si Mediului published new progress about Catalysis. 18312-57-7 belongs to class ethers-buliding-blocks, and the molecular formula is C17H37NO2, COA of Formula: C17H37NO2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Newar, Rajashree; Begum, Wahida; Akhtar, Naved; Antil, Neha; Chauhan, Manav; Kumar, Ajay; Gupta, Poorvi; Malik, Jaideep; Balendra; Manna, Kuntal published the artcile< Mono-Phosphine Metal-Organic Framework-Supported Cobalt Catalyst for Efficient Borylation Reactions>, Safety of 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the main research area is borylation aromatic compound cobalt metal organic framework catalyst; hydroboration alkene styrene cobalt metal organic framework catalyst; crystal structure phenylphosphine cobalt chloride; mol structure phenylphosphine cobalt chloride; aryl alkyl boronic acid ester preparation.

The authors report a metal-organic framework (MOF) supported monoligated phosphine-Co complex, which is an active heterogeneous catalyst for aromatic C-H borylation and alkene hydroboration. The mono(phosphine)-Co catalyst (MOF-P-Co) was prepared by metalation of a porous triarylphosphine-functionalized MOF (MOF-P) with CoCl2 followed by activation with NaEt3BH. The MOF catalyst has a broad substrate scope with excellent functional group tolerance to afford arene- and alkyl-boronate esters in excellent yields and selectivity. MOF-P-Co gave a turnover number (TON) of 30,000 and could be recycled and reused at least 13 times in arene C-H borylation. Importantly, the attempt to prepare the homogeneous control (Ph3P-Co) using PPh3 was unsuccessful due to the facile disproportionation reactions or intermol. ligand exchanges in the solution In contrast, the site isolation of the active mono(phosphine)-Co species within the MOF affords the robust and coordinatively unsaturated metal complexes, allowing to explore their catalytic properties and the reaction mechanism.

European Journal of Inorganic Chemistry published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Safety of 2-(2-Methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Huber, Daniela; Loeber, Stefan; Huebner, Harald; Gmeiner, Peter published the artcile< Bivalent molecular probes for dopamine D2-like receptors>, Application of C8H9BrO2, the main research area is arylamidoalkyl substituted phenylpiperazine preparation D2 dopamine receptor structure activity.

Merging two arylamidoalkyl substituted phenylpiperazines as prototypical recognition elements for dopamine D 2-like receptors by oligoethylene glycol linkers led to a series of bivalent ligands. These dimers were investigated in comparison to their monomeric analogs for their dopamine D2long, D2short, D3 and D4 receptor binding. Radioligand binding experiments revealed strong bivalent effects for some para-substituted benzamide derivatives For the D3 subtype, the target compounds showed an up to 70-fold increase of affinity and a substantial enhancement of subtype selectivity when compared to the monovalent analog. Anal. of the binding curves displayed Hill slopes very close to one indicating that the bivalent ligands displace 1 equiv of radioligand. Obviously, the two pharmacophores occupy an orthosteric and an allosteric binding site rather than adopting a receptor-bridging binding mode.

Bioorganic & Medicinal Chemistry published new progress about Dopamine D2 receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Application of C8H9BrO2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Amanchukwu, Chibueze V.; Yu, Zhiao; Kong, Xian; Qin, Jian; Cui, Yi; Bao, Zhenan published the artcile< A New Class of Ionically Conducting Fluorinated Ether Electrolytes with High Electrochemical Stability>, Quality Control of 6482-24-2, the main research area is ionically conducting fluorinated ether electrolyte high electrochem stability.

Increasing battery energy d. is greatly desired for applications such as portable electronics and transportation. However, many next-generation batteries are limited by electrolyte selection because high ionic conductivity and poor electrochem. stability are typically observed in most electrolytes. For example, ether-based electrolytes have high ionic conductivity but are oxidatively unstable above 4 V, which prevents the use of high-voltage cathodes that promise higher energy densities. In contrast, hydrofluoroethers (HFEs) have high oxidative stability but do not dissolve lithium salt. In this work, we synthesize a new class of fluorinated ether electrolytes that combine the oxidative stability of HFEs with the ionic conductivity of ethers in a single compound We show that conductivities of up to 2.7 x 10-4 S/cm (at 30°C) can be obtained with oxidative stability up to 5.6 V. The compounds also show higher lithium transference numbers compared to typical ethers. Furthermore, we use NMR (NMR) and mol. dynamics (MD) to study their ionic transport behavior and ion solvation environment, resp. Finally, we demonstrate that this new class of electrolytes can be used with a Ni-rich layered cathode (NMC 811) to obtain over 100 cycles at a C/5 rate. The design of new mols. with high ionic conductivity and high electrochem. stability is a novel approach for the rational design of next-generation batteries.

Journal of the American Chemical Society published new progress about Battery cathodes. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Quality Control of 6482-24-2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

McPherson, Andrew K.; Capaldi, Daniel; Chen, Lijian; Olsen, Philip published the artcile< An Improved Process for the Manufacture of 5'-O-(4,4'-Dimethoxytrityl)-N2-isobutyryl-2'-O-(2-methoxyethyl)guanosine>, Category: ethers-buliding-blocks, the main research area is alkylation aminopurine riboside bromomethoxyethane nucleoside nucleotide preparation enzymic.

A revised, optimized process for the manufacture of 5′-O-(4,4′-dimethoxytrityl)-N2-isobutyryl-2′-O-(2-methoxyethyl)guanosine (MOE G PNS) that controls critical impurities to less than 0.2% was developed. The 2′-O-alkylation of 2,6-diaminopurine riboside (DAPR) with 1-bromo-2-methoxyethane (MOE-Br) in DMSO was examined using a DOE approach, which lead to the selection of LiOH as the optimal base choice. DMSO was removed with a solid-phase extraction using SP-207 resin, affording the desired 2′-O-(2-methoxyethyl)-2,6-diaminopurine riboside (MOE DAPR) in an aqueous solution in 53% yield. The methylbromide impurity commonly found in bulk source MOE-Br was controlled using a co-distillation with MEK, thereby controlling the resulting critical 2′-O-Me nucleoside impurity. The aqueous solution was telescoped into the enzymic conversion of MOE-DAPR to 2′-O-(2-methoxyethyl)guanosine (MOE G) using adenosine deaminase. MOE G purity is enhanced at this step due to enzymic selectivity and crystallization from the reaction mixture, which together significantly reduce levels of the 3′ MOE G isomer. The improved process was carried out at production-scale to afford 59 kg of MOE G PNS with no critical impurity over 0.2% in an overall yield of 26%.

Organic Process Research & Development published new progress about Alkylation. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Category: ethers-buliding-blocks.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Piatti, Erik; Guglielmero, Luca; Tofani, Giorgio; Mezzetta, Andrea; Guazzelli, Lorenzo; D′Andrea, Felicia; Roddaro, Stefano; Pomelli, Christian Silvio published the artcile< Ionic liquids for electrochemical applications: Correlation between molecular structure and electrochemical stability window>, Product Details of C3H7BrO, the main research area is ionic liquid electrochem application mol structure stability.

Ionic gating has emerged as an effective and versatile tool to tune the charge-carrier d. of a material and control its electronic ground state, as well as to develop low-temperature devices such as electrochem. transistors. Ionic liquids are a promising gating agent due to their high thermal- and electrochem. stability for both fundamental and applied research. However, the understanding of the correlation between the mol. structure of ionic liquids and their electrochem. stability is quite limited. For this reason, this study aims at determining the guidelines for synthesizing ionic liquids suitable for their use as electrolytes at low temperatures A series of twenty-three ionic liquids having various ammonium cations, composed of three ′ ′short chains ′ ′ and one ′ ′long chain ′ ′, and Tf2N as the anion, were synthesized. Afterwards, their thermal behavior was determined to identify those ionic liquids exhibiting Tg < -50 °C. The anodic and cathodic limits of the selected ionic liquids were measured via linear-sweep voltammetry using an electrochem. transistor configuration, working at -33 °C. Electrochem. windows having absolute values from 2.9 to 5.7 V were measured. Overall, five guidelines were determined from the exptl. results: first, the cations influence both cathodic and anodic limits; second, the asym. ammonium cations show larger electrochem. stability than sym. ones; third, the electrochem. stability decreases at the increase of the length of the ′ ′long chain ′ ′; fourth, alkyl long chains show a larger anodic limit, but smaller cathodic limit than ether long chains having the same length; fifth, the ether chain with largest electrochem. stability comprises three carbon atoms and one oxygen. Journal of Molecular Liquids published new progress about Anions. 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Product Details of C3H7BrO.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Otoukesh, Mahdiyeh; Vera, Paula; Wrona, Magdalena; Nerin, Cristina; Es’haghi, Zarrin published the artcile< Migration of dihydroxyalkylamines from polypropylene coffee capsules to Tenax and coffee by salt-assisted liquid-liquid extraction and liquid chromatography-mass spectrometry>, Computed Properties of 18312-57-7, the main research area is dihydroxyalkylamine coffee capsule extraction; Coffee capsules; Dihydroxyalkylamines; LC–MS/MS; Migration to food; Polypropylene; Salting-out.

Migration of N,N-Bis(2-hydroxyethyl) alkyl(C8-C18)amines from five different polypropylene capsules to Tenax and coffee powder have been studied. A single step extraction-cleanup procedure using salting out liquid-liquid extraction (SALLE) method followed by ultra-high performance liquid chromatog.-tandem mass spectrometry (UHPLC-MS/MS) was applied. The critical parameters on the SALLE procedure such as extracting solvent, extracting volume, sample pH, salt and its concentration were optimized. The recovery values were in the range of 87.5%-106.5%. The %RSD were lower than 3.7%. The limit of detection was improved from 2.3 ng/g in Tenax to 0.8 ng/g in coffee. The results indicated that the analyzed compounds have the potential to migrate from the polypropylene capsule containers to the coffee. In most of the cases, the migrated values were higher in Tenax than in coffee in a range between 1.8 and 61%. One sample did not comply with the specific migration limit established by the European Commission.

Food Chemistry published new progress about Capsules. 18312-57-7 belongs to class ethers-buliding-blocks, and the molecular formula is C17H37NO2, Computed Properties of 18312-57-7.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Jue, Zhaofan; Huang, Yahao; Qian, Jiahui; Hu, Peng published the artcile< Visible Light-Induced Unactivated δ-C(sp3)-H Amination of Alcohols Catalyzed by Iron>, COA of Formula: C11H16O2, the main research area is primary secondary tertiary alc amination visible light iron; C−H activation; amination; hydrogen transfer; iron; photocatalysis.

An iron-catalyzed remote C(sp3)-H amination of alcs. through 1,5-hydrogen atom transfer is developed. This protocol provides a method to generate δ-C(sp3)-N bonds from primary, secondary, and tertiary alcs. under mild conditions. A wide substrate scope and a good functional group tolerance are presented. Mechanistic studies show that a LMCT course of an Fe-OR species and a chlorine radical-induced hydrogen abstraction of an alc. are possible to generate the alkoxy radical intermediate.

ChemSusChem published new progress about Amination. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, COA of Formula: C11H16O2.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem