Month: October 2022

Rianjongdee, Francesco; Atkinson, Stephen J.; Chung, Chun-wa; Grandi, Paola; Gray, James R. J.; Kaushansky, Laura J.; Medeiros, Patricia; Messenger, Cassie; Phillipou, Alex; Preston, Alex; Prinjha, Rab K.; Rioja, Inmaculada; Satz, Alexander L.; Taylor, Simon; Wall, Ian D.; Watson, Robert J.; Yao, Gang; Demont, Emmanuel H. published the artcile< Discovery of a Highly Selective BET BD2 Inhibitor from a DNA-Encoded Library Technology Screening Hit>, Name: 1,3-Dimethoxypropan-2-amine, the main research area is epigenetics chem probe BET BD2 DNA encoded library bromodomains.

Second-generation bromodomain and extra terminal (BET) inhibitors, which selectively target one of the two bromodomains in the BET proteins, have begun to emerge in the literature. These inhibitors aim to help determine the roles and functions of each domain and assess whether they can demonstrate an improved safety profile in clin. settings compared to pan-BET inhibitors. Herein, we describe the discovery of a novel BET BD2-selective chemotype using a structure-based drug design from a hit identified by DNA-encoded library technologies, showing a structural differentiation from key previously reported greater than 100-fold BD2-selective chemotypes GSK620, GSK046, and ABBV-744. Following a structure-based hypothesis for the selectivity and optimization of the physicochem. properties of the series, we identified 60 (GSK040)(I), an in vitro ready and in vivo capable BET BD2-inhibitor of unprecedented selectivity (5000-fold) against BET BD1, excellent selectivity against other bromodomains, and good physicochem. properties. This novel chem. probe can be added to the toolbox used in the advancement of epigenetics research.

Journal of Medicinal Chemistry published new progress about Bromodomain (BD2). 78531-29-0 belongs to class ethers-buliding-blocks, and the molecular formula is C5H13NO2, Name: 1,3-Dimethoxypropan-2-amine.

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

Zarenezhad, Elham; Montazer, Mohammad Nazari; Tabatabaee, Masoumeh; Irajie, Cambyz; Iraji, Aida published the artcile< New solid phase methodology for the synthesis of biscoumarin derivatives: experimental and in silico approaches>, Application In Synthesis of 56724-03-9, the main research area is biscoumarin derivative synthesis solid phase methodol silico approach; Biscoumarin; MM-GBSA; MoO3-nanoparticle; Molecular dynamics simulations.

The simple and greener one-pot approach for the synthesis of biscoumarin derivatives using catalytic amounts of nano-MoO3 catalyst under mortar-pestle grinding was described. The use of non-toxic and mild catalyst, cost-effectiveness, ordinary grinding, and good to the excellent yield of the final product makes this procedure a more attractive pathway for the synthesis of biol. remarkable pharmacophores. Accordingly, biscoumarin derivatives were successfully extended in the developed protocols. Next, a computational investigation was performed to identify the potential biol. targets of this set of compounds In this case, first, a similarity search on different virtual libraries was performed to find an ideal biol. target for these derivatives Results showed that the synthesized derivatives can be α-glucosidase inhibitors. In another step, mol. docking studies were carried out against human lysosomal acid-alpha-glucosidase (PDB ID: 5NN8) to determine the detailed binding modes and critical interactions with the proposed target. In silico assessments showed the gold score value in the range of 17.56 to 29.49. Addnl., mol. dynamic simulations and the MM-GBSA method of the most active derivative against α-glucosidase were conducted to study the behavior of selected compounds in the biol. system. Ligand 1 stabilized after around 30 ns and participated in various interactions with Trp481, Asp518, Asp616, His674, Phe649, and Leu677 residues.

BMC Chemistry published new progress about Bond angle. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Application In Synthesis of 56724-03-9.

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

Yoshii, Kazuki; Uto, Takuya; Tachikawa, Naoki; Katayama, Yasushi published the artcile< The effects of the position of the ether oxygen atom in pyrrolidinium-based room temperature ionic liquids on their physicochemical properties>, Product Details of C3H7BrO, the main research area is methylpyrrolidinium ionic liquid preparation viscosity conductivity conformation cathode potential.

This study investigated, using both exptl. and computational approaches, the effect of ether oxygen atoms on the physicochem. properties of room temperature ionic liquids RTILs consisting of bis(trifluoromethylsulfonyl)amide (TFSA-) with 1-methyl-1-propylpyrrolidinium (MPP+), 1-butyl-1-methylpyrrolidinium (BMP+), 1-methoxymethyl-1-methylpyrrolidinium (MOMMP+), 1-ethoxymethyl-1-methylpyrrolidinium (EOMMP+), and 1-methoxyethyl-1-methylpyrrolidinium (MOEMP+). The viscosity of the RTILs containing the ether oxygen atom was lower than that of the alkyl analogs. Moreover, the viscosity of EOMMPTFSA was lower than that of MOEMPTFSA, albeit EOMMPTFSA and MOEMPTFSA have the same mol. weight with ether oxygen atoms at different positions. Ab initio calculations revealed that the number of methylene groups between nitrogen and oxygen atoms in the cation structure profoundly impacted the local stable structure of the cation. Furthermore, we discussed the relationship between the transport properties and the spatial distribution of ions obtained by MD simulations. This result will be valuable in the design of functionalized RTILs, via the judicious tuning of the conformational flexibility of ether oxygen atoms in related ionic liquids

Physical Chemistry Chemical Physics published new progress about Activation energy. 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

Son, Eun Chae; Kim, Seung Yeon; Kim, Sung-Gon published the artcile< Squaramide-Catalyzed Asymmetric Intramolecular Oxa-Michael Reaction of α,β-Unsaturated Carbonyls Containing Benzyl Alcohol: Construction of Chiral 1-Substituted Phthalans>, Quality Control of 56724-03-9, the main research area is hydroxymethylphenylalkenyl carbonyl compound squaramide organocatalyst intramol oxa Michael reaction; dihydroisobenzofuranyl carbonyl compound enantioselective preparation.

Using cinchona squaramide-based organocatalyst, enones as well as α,β-unsaturated esters containing benzyl alc. provided their corresponding 1,3-dihydroisobenzofuranyl-1-methylene ketones and 1,3-dihydroisobenzofuranyl-1-methylene esters in excellent yields with high enantioselectivities. In addition, enantioenriched 1,3-dihydroisobenzofuranyl-1-methylene ketone obtained from the Wittig/oxa-Michael reaction cascade of 1,3-dihydro-2-benzofuran-1-ol.

Journal of Organic Chemistry published new progress about Aralkyl alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Quality Control of 56724-03-9.

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

Baird, Richard; Winstein, S. published the artcile< Neighboring carbon and hydrogen. XLVI. Spiro[4.5]-deca-1,4-dien-3-one from Ar1--5 participation>, COA of Formula: C11H16O2, the main research area is .

The formation of I from 4-HOC6H4(CH2)4O3SC6H4Br-4 (II) by Ar1-5 participation in the phenoxide anion of II was designated Ar1–5. This reaction was studied by kinetic investigation of the behavior of II in basic solution The reaction was favored in tert-BuOH but not in MeOH. Solvolysis rates for II, the Me ether (III), and p-BrC6H4S(O3)( CH2)4OH (IV) were determined in various solvents at different temperatures and concentrations With II, Ar1-5 participation was slightly more important in formolysis than with III. With II, III, and IV in neutral MeOH, Ar1-5 assisted ionization was negligible. The rate of methanolysis of II was increased by the addition of NaOMe. II appeared to be initially at least 90% in the phenoxide ion form. From the basic solvolysis reactions of II in MeOH and tert-BuOH were obtained (by extraction with pentane) 20 and 50-60% yields, resp., of I, m. 34-5° (pentane at -70°), b1.3 83.5-5°, v 1594, 1617, 1655, 1707 cm.-1 (CHCl3), λ242 mμ, ε 16,000; semicarba zone m. 224-5.5°; 2,4-dinitrophenylhydrazone m. 140.5-3.5°, λ 390, 253, 223 mμ, log ε 4.53, 4.21, 2.92. Catalytic reduction of I (reduced PrO2) gave a tetrahydro ketone; 2,4-dinitrophenylhydrazone (V), C16H20N4O4, m. 161.9-2.8°, λ 363, 229 mμ, ε 22,500 and 17,000. I underwent dienonephenol rearrangement (Wilds and Djerassi, CA 40, 72239), to give an almost quant. yield of 5,6,7,8-tetrahydro-2-naphthol (VI). Treating I in buffered formic acid gave 95% VI. p-MeOC6H4(CH2)3CO2H (VII), b.9.9 194-5.5°, m. 56-6.5°, was prepared from succinic anhydride, anisole, and AlCl3 via p-MeC6H4CO(CH2)2CO2H by the procedures of Fieser (CA 32, 84345) and Martin (CA 30, 67262) in 78.5% yield. VII, was reduced with LiAlH4 to give 93% p-MeOC6H4(CH2)4OH b8 160-60.9°, m. 3.0-4.0°, n25D 1.5248. This was converted to the p-bromobenzenesulfonate. VII and HBr gave pHOC6H4(CH2)3CO2H (VIII), which was reduced with LiAlH4 (4 mol/mol acid and refluxing 1 wk) to p-HOC6H4(CH2)4OH (IX) (92% yield), b0.5 144-6°, m. 55.5-8°, 56.5-7.8° (purified by sublimation). IX (25 g.) in 300 mL. pyridine at -30° treated with 50 g. p-BrC6H4SO2Cl, the solution warmed to 0° 1 h., poured into ice water, the oil extracted with ether, the ether washed, concentrated, the residue (a solution in CH2Cl2 partly crystallized after 1-2 wk) dissolved in 350-400 mL. MeOH, diluted with ice water until a 2nd phase appeared, seeded, and cooled 24 h. at 0° gave 50% II, m. 59.5-61.5° (CH2Cl2-hexane). II was also prepared by treating VIII with excess dihydropyran and a trace of H2SO4 and reducing the solution with LiAlH4 to give 4-[p-(2-tetrahydropyranoxy)phenyl]-1-butanol, which was converted to the p-bromobenzenesulfonate (X), m. 57-60° (ether-pentane), in 77% yield. This was hydrolyzed by gentle acid hydrolysis (304 g. X, 2.5 1. MeOH, 200 mL. H2SO4, 400 mL. water, left overnight in ice box) to give II (68% yield from VIII).

Journal of the American Chemical Society published new progress about Solvolysis. 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

Baker, Robert W.; Liu, Song; Sargent, Melvyn V.; Skelton, Brian W.; White, Allan H. published the artcile< Regioselectivity in the lithiation of 1,3-disubstituted arenes>, Application In Synthesis of 17100-64-0, the main research area is regioselectivity lithiation arene; naphthalenecarboxaldehyde tetramethoxy lithiation regiochem; naphthalenemethanol tetramethoxy lithiation regiochem; methoxybenzyl alc lithiation regiochem.

The regioselectivity of the lithiation of 1,4,5,8-tetramethoxynaphthalene-2-carbaldehyde with BuLi or PhLi in the presence of N,N,N’-trimethylethylenediamine and the subsequent bromination of the lithiated species so generated with 1,2-dibromotetrafluoroethane were investigated. Similar investigations with BuLi as base in the presence of N,N,N’,N’-tetramethylethylenediamine or KOCMe3 were carried out on 1,4,5,8-tetramethoxynaphthalene-2-methanol. These studies were extended to 1,5,8-trimethoxynaphthalene-3-methanol, (3-methoxybenzene)methanol and (3,5-dimethoxybenzene)methanol. The X-ray crystal structure of 6-bromo-1,4,5,8-tetramethoxynaphthalene-2-methanol is described.

Australian Journal of Chemistry published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Application In Synthesis of 17100-64-0.

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

Leubner, Sebastian; Zhao, Haishuang; Van Velthoven, Niels; Henrion, Mickael; Reinsch, Helge; De Vos, Dirk E.; Kolb, Ute; Stock, Norbert published the artcile< Expanding the Variety of Zirconium-based Inorganic Building Units for Metal-Organic Frameworks>, Electric Literature of 190788-60-4, the main research area is zirconium benzenedicarboxylate acetate MOF preparation stability arene borylation catalyst; crystal structure zirconium benzenedicarboxylate biphenyldicarboxylate acetate microporous MOF; Direct C−H borylation; Electron Diffraction; Green Chemistry; Metal-organic Frameworks; Zirconium.

Two new Zr-based metal-organic frameworks [Zr6O4(OH)4(OAc)6(BDC)3] (CAU-26) and [Zr5O4(OH)4(OAc)4(BDC)2] (CAU-27) are reported, which were synthesized from HOAc, a rarely used but green and sustainable solvent (BDC2-: 1,4-benzenedicarboxylate). Structure determination aided by automated electron diffraction tomog. revealed that CAU-26 [Zr6O4(OH)4(OAc)6(BDC)3] is composed of layers of known {Zr6O8} clusters interconnected by terephthalate ions. In contrast CAU-27 [Zr5O4(OH)4(OAc)4(BDC)2] exhibits a three-dimensional structure with a so far unknown type of 1-dimensional inorganic building unit (IBU), which can be rationalized as condensed polyhedron-sharing chains of {Zr6O8} clusters. CAU-26 occurs as an intermediate of the CAU-27 synthesis and can be isolated easily, when reaction temperature and time are decreased. The authors were also able to synthesize two isoreticular derivatives of CAU-27 with extended linker mols. by implementing 4,4′-biphenyldicarboxylic acid (H2BPDC) and 5,5′-dicarboxy-2,2′-bipyridine (H2BIPY). All materials show high thermal and chem. stability as well as permanent microporosity. The excellent stability of CAU-27-BIPY was exploited to synthesize an Ir-supported heterogeneous MOF-based catalyst for the direct C-H borylation of arenes.

Angewandte Chemie, International Edition published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Electric Literature of 190788-60-4.

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

Goswami, Lalit N.; Everett, Thomas A.; Khan, Aslam A.; Hawthorne, M. Frederick published the artcile< Rational Design of a Stable Two One-Electron Redox-Active closo-Dodecaalkoxyborane Ion as Biothiol Sensor>, SDS of cas: 6482-24-2, the main research area is biothiol sensor closo alkoxy dodecaborane preparation.

The interest in the incorporation of polyhedral boranes into hybrid mols. has increased tremendously. Most of those efforts have focused on the use of carboranes, as opposed to their all-B counterparts, the polyhedral borane anions. The authors’ efforts have paved the way for the synthesis and application of several inorganic-organic hybrid nanomol. scaffolds derived from closo-dodecaborate ions [B12H12]2- as high payload carriers of drugs and imaging agents. Herein the authors report a significant expansion to the scope of application for these interesting class of mols. A rationally designed water-soluble ether derivative of [B12H12]2-, the [closo-B12(OR)12]2- was synthesized as a highly efficient thiol sensing probe. The thiol sensing mechanism of the probe relies upon the unique two 1-e- redox chem. of the [closo-B12(OR)12]2- ion which is evident by a dramatic color change. This probe is effective over a wide pH range and has the ability to discriminate bio-thiols from common amino acids.

European Journal of Inorganic Chemistry published new progress about Optical biosensors (colorimetric). 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, SDS of cas: 6482-24-2.

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

Zimmermann, Birte M.; Ngoc, Trung Tran; Tzaras, Dimitrios-Ioannis; Kaicharla, Trinadh; Teichert, Johannes F. published the artcile< A Bifunctional Copper Catalyst Enables Ester Reduction with H2: Expanding the Reactivity Space of Nucleophilic Copper Hydrides>, Synthetic Route of 52244-70-9, the main research area is bifunctional azaheterocyclic carbene copper catalyst guanidine ester reduction alc.

Employing a bifunctional catalyst based on a copper(I)/NHC complex and a guanidine organocatalyst, catalytic ester reductions to alcs. with H2 as terminal reducing agent are facilitated. The approach taken here enables the simultaneous activation of esters through hydrogen bonding and formation of nucleophilic copper(I) hydrides from H2, resulting in a catalytic hydride transfer to esters. The reduction step is further facilitated by a proton shuttle mediated by the guanidinium subunit. This bifunctional approach to ester reductions for the first time shifts the reactivity of generally considered “”soft”” copper(I) hydrides to previously unreactive “”hard”” ester electrophiles and paves the way for a replacement of stoichiometric reducing agents by a catalyst and H2.

Journal of the American Chemical Society published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Synthetic Route of 52244-70-9.

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

Zhang, Qin; Zhong, Ying; Yan, Lin-Na; Sun, Xun; Gong, Tao; Zhang, Zhi-Rong published the artcile< Synthesis and preliminary evaluation of curcumin analogues as cytotoxic agents>, Synthetic Route of 17100-64-0, the main research area is curcumin derivative preparation SAR anticancer cytotoxicity.

A series of curcumin analogs with different substituents at the 4-position of the Ph group were synthesized and screened for in vitro cytotoxicity against a panel of human cancer cell lines. Several novel curcumin analogs, especially I and II, exhibited selective and potent cytotoxic activity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, implying their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma. The preliminary SAR information extracted from the results suggested that introduction of appropriate substituents to the 4′-positions could be a promising approach for the development of new cytotoxic curcumin analogs with special selectivity for A-431 and U-251 cell lines.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, Synthetic Route of 17100-64-0.

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