Month: October 2022

Canceill, Josette; Collet, Andre published the artcile< Synthesis and optical activity of p-(-)-2,7,12-tribromo-3,8,13-trihydroxycyclotribenzylene and related compounds. Evidence for the non-orthogonality of the B2u and B1u transitions in polysubstituted benzenes and its relevance to the exciton chirality method>, COA of Formula: C8H9BrO2, the main research area is cyclotribenzylene tribromotrihydroxy preparation configuration; trimerization cyclo benzenemethanol; benzenemethanol cyclotrimerization.

Cyclotrimerization of 4,3-Br(MeO)C6H3CH2OH gave 2,7,12-tribromo-3,8,13-trimethoxycyclotribenzylene (I, R = Me) and demethylation of the latter gave triphenol (±)-I (R = H) which was resolved into enantiomers. Methylation and acetylation of (+)- or (-)-I (R = H) furnished (+)- or (-)-I (R = Me, Ac). (-)-I were assigned P-(-) absolute configuration by chem. correlation with M-(+)-cyclotrianisylene. The optical activity of I was analyzed in the light of the exciton theory. In all compounds the exptl. exciton CD pattern in the 230 nm region, the B1u transition, was opposite to that expected from the spectroscopic moments of the substituents. This unexpected behavior suggested that the angle between the polarization directions of the B2u (290 nm) and B1u (230 nm) transitions in I should significantly depart from the value, 90°, usually assumed in polysubstituted benzenes, and emphasized the risk of using the B1u transition for configurational assignments based on chiroptical methods.

Nouveau Journal de Chimie published new progress about Absolute configuration. 17100-64-0 belongs to class ethers-buliding-blocks, and the molecular formula is C8H9BrO2, COA of Formula: C8H9BrO2.

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

Fang, Wan-Yin; Qin, Hua-Li published the artcile< Cascade Process for Direct Transformation of Aldehydes (RCHO) to Nitriles (RCN) Using Inorganic Reagents NH2OH/Na2CO3/SO2F2 in DMSO>, Safety of 1-Bromo-2-methoxyethane, the main research area is nitrile chemoselective one step preparation; condensation aldehyde hydroxylamine sulfuryl fluoride; cascade oximation elimination reaction aldehyde hydroxylamine sulfuryl fluoride.

Aryl, α,β-unsaturated, and alkyl nitriles were prepared in one step from the corresponding aldehydes by treatment with hydroxylamine hydrochloride, Na2CO3, SO2F2, and DMSO at ambient temperature

Journal of Organic Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Safety of 1-Bromo-2-methoxyethane.

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

Cao, Wen-rui; Ge, Jing-qiu; Xie, Xin; Fan, Meng-lin; Fan, Xu-dong; Wang, Hong; Dong, Zhao-yue; Liao, Zhi-hua; Lan, Xiao-zhong; Chen, Min published the artcile< Protective effects of petroleum ether extracts of Herpetospermum caudigerum against α-naphthylisothiocyanate-induced acute cholestasis of rats>, HPLC of Formula: 52244-70-9, the main research area is Herpetospermum petroleum ether extract acute cholestasis alpha naphthylisothiocyanate; Acute cholestasis; Antioxidant; Herpetospermum caudigerum; Long-chain fatty acids; α-naphthylisothiocyanate.

The ripe seeds of Herpetospermum caudigerum have been used in Tibetan folk medicine for treatment of bile or liver diseases including jaundice, hepatitis, intumescences or inflammation. Previously reports suggested that the seed oil and some lignans from H. caudigerum exhibited protective effects against carbon tetrachloride (CCl4)-induced hepatic damage in rats, which may be related to their free radical scavenging effect. However, the protective effect of H. caudigerum against cholestasis is still not revealed. The aim of the present study was to investigate the pharmacol. effect and the chem. constituents of the petroleum ether extract (PEE) derived from H. caudigerum against α-naphthylisothiocyanate (ANIT)-induced acute cholestasis in rats. Male cholestatic Sprague-Dawley (SD) rats induced by ANIT (60 mg/kg) were orally administered with PEE (350, 700 and 1400 mg/kg). Levels of serum alanine aminotransferase (ALT), aspartate aminotransferase (AST), alk. phosphatase (ALP), γ-Glutamyl transpeptidase (γ-GTP), total bilirubin (TBIL), direct bilirubin (DBIL) and total bile acid (TBA), as well as bile flow, and histopathol. assay were evaluated. Hepatic malondialdehyde (MDA), myeloperoxidase (MPO), superoxide dismutase (SOD), glutathione S-transferase (GST), and nitric monoxide (NO) in liver were measured to explore the possible protective mechanisms. Phytochem. anal. of PEE was performed by gas chromatog.-mass spectrometer (GC-MS). PEE have exhibited significant and dose-dependent protective effect on ANIT-induced liver injury by reduce the increases in serum levels of ALT, AST, ALP, γ-GTP, TBIL, DBIL and TBA, restore the bile flow in cholestatic rats, and reduce the severity of the pathol. tissue damage induced by ANIT. Hepatic MDA, MPO and NO contents in liver tissue were reduced, while SOD and GST activities were elevated in liver tissue. 49 compounds were detected and 39 of them were identified by GC-MS anal., in which long-chain fatty acids were the main constituents. PEE exhibited a dose-dependently protective effect on ANIT-induced liver injury in cholestatic rats with the potential mechanism of attenuated oxidative stress in the liver tissue, and the possible active compounds were long-chain fatty acids.

Journal of Ethnopharmacology published new progress about Bile acids Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, HPLC of Formula: 52244-70-9.

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

Kubo, Yuji; Nozawa, Toshiki; Maeda, Kentaro; Hashimoto, Yuta published the artcile< Asymmetrical benzo[a]-fused N2O2-boron-chelated BODIPYs as red to near-infrared absorbing chromophores: synthesis, characteristics and device applications for opto-electronics>, Quality Control of 190788-60-4, the main research area is dioxohydrazine boron chelation chromophore synthesis device application.

Asym. benzo[a]-fused BODIPYs with benzo(thieno)[1,3,2]oxazaborinine units 1-4 were synthesized for the first time. The structural feature was elucidated by X-ray crystallog. and NICS(0) calculation, indicating that the isoindole ring may possess azafulvene character. The photophys. properties of the dyes were investigated, demonstrating that they absorb far-red and NIR light with a λmax value of 663-709 nm in THF. Replacement of benzo[1,3,2]oxazaborinine with the thieno-counterpart caused a red-shift in the absorption band. Interestingly, the effect of thiophene insertion on the photophys. properties is dependent on the position of the thiophene in the chromophore, as determined from cyclic voltammetry (CV) measurement and theor. calculations Further, N2O2-ligated sp3-boron induces chirality into the chromophore, facilitating optical resolution of 2 by chiral high-pressure liquid chromatog.; helical dyes P-2 and M-2 were successfully characterized. As a potential device application, a single component device (ITO/dye 2/Al) was fabricated to produce a photocurrent of 8.42 × 10-7 A cm-2 at a bias potential of 1 V under photoirradiation at 750 nm (128μW cm-2). Compared to the dark current, the on/off current ratio at the same bias potential was determined to be 1.42 × 102. The result suggests that a sophisticated combination of asym. BODIPY with a n-type acceptor would allow for NIR photodiodes with a p-n interface.

Materials Advances published new progress about Boron dipyrromethene complexes Role: PRP (Properties), SPN (Synthetic Preparation), TEM (Technical or Engineered Material Use), PREP (Preparation), USES (Uses). 190788-60-4 belongs to class ethers-buliding-blocks, and the molecular formula is C13H19BO3, Quality Control of 190788-60-4.

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

Diez-Castellnou, Marta; Suo, Rongtian; Marro, Nicolas; Matthew, Saphia A. L.; Kay, Euan R. published the artcile< Rapidly Adaptive All-covalent Nanoparticle Surface Engineering>, Application of C3H7BrO, the main research area is gold nanoparticle surface engineering equilibration; acetals; adaptive colloidal nanoparticles; dynamic covalent chemistry; gold nanoparticles; hydrazones.

Emerging nanotechnologies demand the manipulation of nanoscale components with the same predictability and programmability as is taken for granted in mol. synthetic methodologies. Yet installing appropriately reactive chem. functionality on nanomaterial surfaces has previously entailed compromises in terms of reactivity scope, functionalization d., or both. Here, we introduce an idealized dynamic covalent nanoparticle building block for divergent and adaptive post-synthesis modification of colloidal nanomaterials. Acetal-protected monolayer-stabilized gold nanoparticles are prepared via operationally simple protocols and are stable to long-term storage. Tunable surface densities of reactive aldehyde functionalities are revealed on-demand, leading to a wide range of adaptive surface engineering options from one nanoscale synthon. Anal. tractable with mol. precision, interfacial reaction kinetics and dynamic surface constitutions can be probed in situ at the ensemble level. High functionalization densities combined with rapid equilibration kinetics enable environmentally adaptive surface constitutions and rapid nanoparticle property switching in response to simple chem. effectors.

Chemistry – A European Journal published new progress about Concentration (process). 6482-24-2 belongs to class ethers-buliding-blocks, and the molecular formula is C3H7BrO, Application of C3H7BrO.

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

Nuzzi, Andrea; Fiasella, Annalisa; Ortega, Jose Antonio; Pagliuca, Chiara; Ponzano, Stefano; Pizzirani, Daniela; Bertozzi, Sine Mandrup; Ottonello, Giuliana; Tarozzo, Glauco; Reggiani, Angelo; Bandiera, Tiziano; Bertozzi, Fabio; Piomelli, Daniele published the artcile< Potent α-amino-β-lactam carbamic acid ester as NAAA inhibitors. Synthesis and structure-activity relationship (SAR) studies>, Quality Control of 52244-70-9, the main research area is amino lactam carbamic acid ester acylethanolamine acid amidase inhibitor; Carbamates; Cysteine hydrolase; Inhibitors; N-acylethanolamine acid amidase; Structure–activity relationships; β-lactams.

4-Cyclohexylbutyl-N-[(S)-2-oxoazetidin-3-yl]carbamate I is a potent, selective and systemically active inhibitor of intracellular NAAA activity, which produces profound anti-inflammatory effects in animal models. In the present work, the authors describe structure-activity relationship (SAR) studies on 3-aminoazetidin-2-one derivatives, which have led to the identification of I, and expand these studies to elucidate the principal structural and stereochem. features needed to achieve effective NAAA inhibition. Investigations on the influence of the substitution at the β-position of the 2-oxo-3-azetidinyl ring as well as on the effect of size and shape of the carbamic acid ester side chain led to the discovery of II, a novel inhibitor of human NAAA that shows an improved physicochem. and drug-like profile relative to I. This favorable profile, along with the structural diversity of the carbamic acid chain of I, identify this compound as a promising new tool to investigate the potential of NAAA inhibitors as therapeutic agents for the treatment of pain and inflammation.

European Journal of Medicinal Chemistry published new progress about Anti-inflammatory agents. 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Quality Control of 52244-70-9.

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

Yu, Zhaozhuo; Li, Zhengyi; Zhang, Lilong; Zhu, Kaixun; Wu, Hongguo; Li, Hu; Yang, Song published the artcile< A substituent- and temperature-controllable NHC-derived zwitterionic catalyst enables CO2 upgrading for high-efficiency construction of formamides and benzimidazoles>, Related Products of 10541-78-3, the main research area is carbon dioxide formamide benzimidazole zwitterionic catalyst.

Chemocatalytic upgrading of the greenhouse gas CO2 to valuable chems. and biofuels has attracted broad attention in recent years. Among the reported approaches, N-formylation of CO2 with an amine is of great significance due to its versatility in the construction of N-containing linear and cyclic skeletons. Herein, a stable N-heterocyclic carbene-carboxyl adduct (NHC-CO2) was facilely prepared and could be used as a recyclable zwitterionic catalyst for efficient CO2 reductive upgrading via either N-formylation or further coupling with cyclization under mild conditions (25°C, 1 atm CO2) using hydrosilane as a hydrogen source. More than 30 different alkyl and aromatic amines could be transformed into the corresponding formamides or benzimidazoles with remarkable yields (74%-98%). The electronic effect of the introduced substituent on NHC-CO2 was found to evidently affect the thermostability and nucleophilicity of the zwitterionic catalyst, which is directly correlated with its catalytic activity. Moreover, NHC-CO2 could supply CO2 by in situ decarboxylation at a specific temperature that is dependent on the introduced substituent type. Exptl. and computational studies showed that the carboxyl species on NHC-CO2 was not only a nucleophilic center, but also a C1 source which rapidly captures or substitutes ambient CO2 during hydrosilylation. In addition, a simple and green conceptual process was designed for the product purification and catalyst recycling, with a good feasibility for small-scale production

Green Chemistry published new progress about Cyclization. 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Related Products of 10541-78-3.

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

Zhang, Ying; Gao, Huanjie; Guo, Jiabao; Zhang, Hao; Yao, Xiaoquan published the artcile< Selective electrochemical para-thiocyanation of aromatic amines under metal-, oxidant- and exogenous-electrolyte-free conditions>, Quality Control of 10541-78-3, the main research area is thiocyanato aromatic compound preparation green chem regioselective; aromatic amine ammonium thiocyanate electrochem oxidative thiocyanation.

An electrochem. oxidative para-C-H-thiocyanation of aromatic amines RN(R1)R2 [R = Ph, naphthalen-1-yl, 2-methylphenyl, etc.; R1 = H, Me, Et, n-Pr, Ph; R2 = Me, Et, Ph, etc.; R1R2 = -(CH2)4-, -(CH2)5-, -(CH2)2O(CH2)2-] has been developed to construct thiocyanato aromatic compounds ;R3N(R1)R2 (R3 = 4-(cyanosulfanyl)benzen-1-yl, 4-(cyanosulfanyl)-3,5-dimethylbenzen-1-yl, 4-(cyanosulfanyl)naphthalen-1-yl, etc.) under metal-, oxidant-, and exogenous-electrolyte-free conditions in an undivided cell. The transformation is compatible with a range of primary, secondary, and tertiary amines and shows good functional group tolerance. This approach provides an economical and environmentally benign way for para-thiocyanation of aromatic amines.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aromatic amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 10541-78-3 belongs to class ethers-buliding-blocks, and the molecular formula is C8H11NO, Quality Control of 10541-78-3.

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

Das, Arup Jyoti; Das, Sajal Kumar published the artcile< One-Pot Double Intramolecular Cyclization Approach to Tetralin-Based Cis-Fused Tetracyclic Compounds>, Electric Literature of 52244-70-9, the main research area is tetrahydronaphthothiochromene hexahydrobenzophenanthrene preparation diastereoselective; arylthiomethylbutanal Friedel Crafts hydroxyalkylation alkylation cascade.

Presented herein is a BF3·OEt2-mediated, diastereoselective one-pot double cyclization of 4-aryl-2-[(arylthio)methyl]butanals leading to the formation of cis-tetrahydro-6H-naphtho[2,1-c]thiochromenes for the first time. Mechanistically, the formation of the title products involves the one-pot intramol. Friedel-Crafts hydroxyalkylation/intramol. Friedel-Crafts alkylation cascade. This synthetic methodol. is featured by its high atom economy, broad substrate scope, mild transition-metal-free reaction conditions, capability to assemble two new rings in one pot, and moderate to high yields (up to 94% yield). It was then applied in the synthesis of a thia analog of brazilane and a chromeno[3,4-c]chromene derivative Moreover, the methodol. was successfully extended to the synthesis of cis-hexahydrobenzo[c]phenanthrenes. Specifically, 1,5-diarylpentan-3-ones were first subjected to the Corey-Chaykovsky reaction, and the resulting epoxides, without being chromatog. isolated, were treated with BF3·OEt2 to afford the cyclized products in high yields (up to 84% yield over two steps).

Journal of Organic Chemistry published new progress about Chromans Role: SPN (Synthetic Preparation), PREP (Preparation) (thio-). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Electric Literature of 52244-70-9.

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

Wang, Gary T.; Lane, Ben; Fesik, Stephen W.; Petros, Andrew; Luly, Jay; Krafft, Grant A. published the artcile< Synthesis and FKBP binding of small molecule mimics of the tricarbonyl region of FK506>, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol, the main research area is FK506 glyoxylpipecolate moiety protein binding.

Small acyclic model compounds were synthesized to examine the importance of the C(9) carbonyl group of FK506 for FKBP binding. 4-(4′-Methoxyphenyl)-1-Bu (3”,4”,5”-trimethoxyphenylglyoxyl)pipecolate, containing the N-(glyoxyl)pipecolate motif of FK506, was found to bind to FKBP with IC50 of 16 μM. Replacement of the carbonyl group at the position corresponding to C(9) of FK506 with small nonpolar groups (hydrogen, methylene or Me group) significantly reduced the binding affinity.

Bioorganic & Medicinal Chemistry Letters published new progress about FK506-binding proteins Role: BIOL (Biological Study). 52244-70-9 belongs to class ethers-buliding-blocks, and the molecular formula is C11H16O2, Recommanded Product: 4-(4-Methoxyphenyl)-1-butanol.

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