Category: 832735-54-3

Fontaine, Fanny; Hequet, Arnaud; Voisin-Chiret, Anne-Sophie; Bouillon, Alexandre; Lesnard, Aurelien; Cresteil, Thierry; Jolivalt, Claude; Rault, Sylvain published the artcile< First identification of boronic species as novel potential inhibitors of the Staphylococcus aureus NorA efflux pump>, Synthetic Route of 832735-54-3, the main research area is boron compound transport protein NorA Staphylococcus.

Overexpression of efflux pumps is an important mechanism of bacterial resistance that results in the extrusion of antimicrobial agents outside the bacterial cell. Inhibition of such pumps appears to be a promising strategy that could restore the potency of existing antibiotics. The NorA efflux pump of Staphylococcus aureus confers resistance to a wide range of unrelated substrates, such as hydrophilic fluoroquinolones, leading to a multidrug-resistance phenotype. Here, 150 heterocyclic boronic species were evaluated for their activity against susceptible and resistant strains of S. aureus. Twenty-four hit compounds, although inactive when tested alone, were found to potentiate ciprofloxacin activity by a 4-fold increase at concentrations ranging from 0.5 to 8 μg/mL against S. aureus 1199B, which overexpresses NorA. Boron-free analogs showed no biol. activity, thus revealing that the boron atom is crucial for biol. activity. This work describes the first reported efflux pump inhibitory activity of boronic acid derivatives

Journal of Medicinal Chemistry published new progress about Antibacterial agents. 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Synthetic Route of 832735-54-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simmons, Bryan J.; Hoffmann, Marie; Champagne, Pier Alexandre; Picazo, Elias; Yamakawa, Katsuya; Morrill, Lucas A.; Houk, K. N.; Garg, Neil K. published the artcile< Understanding and Interrupting the Fischer Azaindolization Reaction>, Reference of 832735-54-3, the main research area is Fischer Azaindolization Reaction mechanism.

Exptl. and computational studies pertaining to the Fischer azaindolization reaction are reported. These studies explain why pyridylhydrazines are poorly reactive in Fischer indolization reactions, in addition to the origin of hydrazine substituent effects. Addnl., an interrupted variant of Fischer azaindolization methodol. is disclosed, which provides a synthetic entryway into fused azaindoline scaffolds.

Journal of the American Chemical Society published new progress about Fischer indole synthesis. 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Reference of 832735-54-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ghosh, Kajari; Molla, Rostam Ali; Iqubal, Asif Md.; Islam, S. M. published the artcile< A mesoporous organosilica grafted Pd catalyst (MOG-Pd) for efficient base free and phosphine free synthesis of tertiary butyl esters via tertiary-butoxycarbonylation of boronic acid derivatives without using carbon monoxide>, Category: pyridine-derivatives, the main research area is silica palladium preparation alkoxycarbonylation catalyst green chem.

A mesoporous organosilica grafted palladium(II) catalyst was synthesized and characterized using various spectroscopic techniques. Its catalytic activity was evaluated for the synthesis of tert-Bu esters by tert-butoxycarbonylation of boronic acid derivatives The tert-Bu esters were obtained directly from boronic acid pinacol esters and di-tert-Bu dicarbonate. The reaction was optimized by varying the bases, temperatures and solvents (green chem. method). The catalyst was very stable and could be facilely recovered and reused six times with no significant decrease in its activity and selectivity. The synthesis of the target compounds was achieved using mesoporous-silica-supported furanmethanimine-palladium diacetate (i.e., Schiff-base-imine-palladium complex) as a catalyst. The starting materials included dicarbonic acid 1,3-bis(1,1-dimethylethyl) ester and 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine derivatives, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinecarbonitrile (nitrile), 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinecarboxylic acid ester (pyridine), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline, 4,4,5,5-tetramethyl-2-(2-methylphenyl)-1,3,2-dioxaborolane derivatives, 4,4,5,5-tetramethyl-2-(2-thienyl)-1,3,2-dioxaborolane (thiophene derivative). The title compounds thus formed included 2-pyridinecarboxylic acid 1,1-dimethylethyl ester, 3-pyridinecarboxylic acid 1,1-dimethylethyl ester, 4-pyridinecarboxylic acid 1,1-dimethylethyl ester, 3,5-pyridinedicarboxylic acid 3-(1,1-dimethylethyl) 5-Et ester, 4-quinolinecarboxylic acid 1,1-dimethylethyl ester, benzoic acid 1,1-dimethylethyl ester derivatives

Green Chemistry published new progress about Alkoxycarbonylation. 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Liang, Apeng; Li, Xinjian; Liu, Dongfeng; Li, Jingya; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng published the artcile< The palladium-catalyzed cross-coupling reactions of trifluoroethyl iodide with aryl and heteroaryl boronic acid esters>, Name: 2-(Benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, the main research area is aryl boronic acid ester trifluoroethyl iodide cross coupling palladium; heteroaryl boronic acid ester trifluoroethyl iodide cross coupling palladium; trifluoroethyl arene preparation; palladium cross coupling catalyst.

The cross-coupling reactions of 1,1,1-trifluoro-2-iodoethane with aryl and heteroaryl boronic acid esters have been successfully achieved. The new protocol allows for a convenient introduction of trifluoroethyl groups into a variety of aryl and heteroaryl moieties under mild conditions.

Chemical Communications (Cambridge, United Kingdom) published new progress about Boronic acids, esters Role: RCT (Reactant), RACT (Reactant or Reagent) (aryl/heteroaryl). 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Name: 2-(Benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mohan, Midhun; Essalhi, Mohamed; Zaye, Sarah; Rana, Love Karan; Maris, Thierry; Duong, Adam published the artcile< Hydrogen Bond Patterns of Dipyridone and Bis(Hydroxypyridinium) Cations>, Recommanded Product: 2-(Benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, the main research area is hydrogen bonding synthon Pyridone group; crystal structure Hydroxypyridinium Cation.

Dipyridonyl-substituted derivatives I,II,III ( 2,3,4, resp.) of benzene, pyridine, and pyrazine, resp., were synthesized to examine the ability of 2-pyridone and its protonated species to direct the self-assembly by hydrogen bonding. Structural anal. by single-crystal X-ray diffraction (SCXRD) of 2 and 4 in trifluoroacetic acid demonstrated that salts are formed as a result of the transfer of protons from the acid to the base (organic species) to generate a bis(hydroxypyridinium) dication. However, if no proton transfer takes place like in the case of crystals of 3 grown from DMSO/H2O, the self-assembly is mainly directed by the typical R22(8) hydrogen bond motif of 2-pyridone. These results indicate that the process of converting a neutral 2-pyridonyl group into a hydroxypyridinium cation makes structure prediction difficult. Consequently, examination of proton transfer and assembly of dipyridone and its protonated species are of interest. In combination with SCXRD, Hirshfeld surface anal. (HSA) was also used to have a better understanding on the nature of intermol. interactions within crystal structures of 2-4. The large number of F···H/H···F, H···O/O···H, H···H, and H···C/C···H contacts revealed by HSA indicates that hydrogen bonding and van der Waals interactions mainly contribute to crystal packing.

ACS Omega published new progress about Crystal engineering. 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Recommanded Product: 2-(Benzyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wang, Ruixin; Wang, Liang; Zhang, Kena; Li, Jingya; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng published the artcile< Facile synthesis of trifluoroethyl aryl ethers through copper-catalyzed coupling of CF3CH2OH with aryl- and heteroaryl boronic acids>, Related Products of 832735-54-3, the main research area is trifluoroethyl aryl ether preparation catalytic Chan Lam coupling reaction; trifluoroethanol coupling aryl boronic acid copper catalyst.

An efficient copper-catalyzed Chan-Lam reaction of trifluoroethanol with a variety of aryl- and heteroaryl boronic acids has been developed. This research provides a practical method to synthesize trifluoroethyl aryl ethers in moderate to good yields under mild conditions.

Tetrahedron Letters published new progress about Alkyl aryl ethers Role: SPN (Synthetic Preparation), PREP (Preparation). 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Related Products of 832735-54-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Xinjian; Zou, Dapeng; Zhu, Helong; Wang, Yaping; Li, Jingya; Wu, Yangjie; Wu, Yusheng published the artcile< Preparation of tert-Butyl Esters via Pd-Catalyzed tert-Butoxycarbonylation of (Hetero)aryl Boronic Acid Derivatives>, Product Details of C18H22BNO3, the main research area is tertbutyl ester preparation palladium triphenylphosphine catalyst; boronic acid pinacol ester ditertbutyl dicarbonate coupling reaction.

A novel protocol to synthesize tert-Bu esters from boronic acids or boronic acid pinacol esters and di-t-Bu dicarbonate has been successfully achieved. The cross-coupling reactions can produce up to 94% yields by using palladium acetate and triphenylphosphine as catalyst system, dioxane as a solvent. Moreover, a wide range of substrates including benzenes, pyridines, and quinolines boronic acids or boronic acid pinacol esters can fit with this system as well.

Organic Letters published new progress about Boronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Product Details of C18H22BNO3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Robke, Lucas; Rodrigues, Tiago; Schroeder, Peter; Foley, Daniel J.; Bernardes, Goncalo J. L.; Laraia, Luca; Waldmann, Herbert published the artcile< Discovery of 2,4-dimethoxypyridines as novel autophagy inhibitors>, Reference of 832735-54-3, the main research area is dimethoxy pyridine derivative preparation autophagy inhibitor structure.

Autophagy is a catabolic process, which mediates degradation of cellular components and has important roles in health and disease. Therefore, small mol. modulators of autophagy are in great demand. Herein, we describe a phenotypic high-content screen for autophagy inhibitors, which led to the discovery of a dimethoxypyridine-based class of autophagy inhibitors, which derive from previously reported, natural product-inspired MAP4K4 inhibitors. Comprehensive structure-activity relationship studies led to a potent compound, and biol. validation experiments indicated that the mode of action was upstream or independent of mTOR.

Tetrahedron published new progress about Apoptosis. 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Reference of 832735-54-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kmentova, Iveta; Sutherland, Hamish S.; Palmer, Brian D.; Blaser, Adrian; Franzblau, Scott G.; Wan, Baojie; Wang, Yuehong; Ma, Zhenkun; Denny, William A.; Thompson, Andrew M. published the artcile< Synthesis and structure-activity relationships of aza- and diazabiphenyl analogues of the antitubercular drug (6S)-2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (PA-824)>, Related Products of 832735-54-3, the main research area is imidazooxazine aza diazabiphenyl analog preparation physicochem lipophilicity; microsomal stability pharmacokinetic property; tuberculosis antituberculosis structure activity; Suzuki Leibeskind Srogl cross coupling.

New heterocyclic analogs of the potent biphenyl class derived from antitubercular drug I were prepared, aiming to improve aqueous solubility but maintain high metabolic stability and efficacy. The strategy involved replacement of one or both Ph groups by pyridine, pyridazine, pyrazine, or pyrimidine, in order to reduce lipophilicity. For para-linked biaryls, hydrophilicities (ClogP) correlated with measured solubilities, but highly soluble bipyridine analogs displayed weak antitubercular activities. A terminal pyridine or proximal heterocycle allowed retention of potency and provided solubility improvements, particularly at low pH, with examples from the latter classes displaying the better in vivo efficacies, high metabolic stabilities, and excellent pharmacokinetics. Five such compounds were >100-fold better than the parent drug in a mouse model of acute Mycobacterium tuberculosis infection, and two orally bioavailable pyridine analogs (3-4-fold more soluble than the parent at low pH) were superior to antitubercular drug II in a chronic infection model.

Journal of Medicinal Chemistry published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, Related Products of 832735-54-3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Catarineu, Noelle R.; Schoedel, Alexander; Urban, Philipp; Morla, Maureen B.; Trickett, Christopher A.; Yaghi, Omar M. published the artcile< Two Principles of Reticular Chemistry Uncovered in a Metal-Organic Framework of Heterotritopic Linkers and Infinite Secondary Building Units>, COA of Formula: C18H22BNO3, the main research area is zinc MOF heterotritopic benzoate benzosemiquinonate oxidopyridine linker solvothermal preparation; crystal structure zinc MOF heterotritopic benzoate benzosemiquinonate oxidopyridine linker; helicity zinc MOF heterotritopic benzoate benzosemiquinonate oxidopyridine linker.

Structural diversity of metal-organic frameworks (MOFs) was largely limited to linkers with at most two different types of coordinating groups. MOFs constructed from linkers with three or more nonidentical coordinating groups were not explored. Here, the authors report a robust and porous crystalline MOF, Zn3(PBSP)2 or MOF-910, constructed from a novel linker PBSP (phenylyne-1-benzoate, 3-benzosemiquinonate, 5-oxidopyridine) bearing three distinct types of coordinative functionality. The MOF adopts a complex and previously unreported topol. termed tto. The authors’ study suggests that simple, sym. linkers are not a necessity for formation of crystalline extended structures and that new, more complex topologies are attainable with irregular, heterotopic linkers. This work illustrates two principles of reticular chem.: first, selectivity for helical over straight rod secondary building units (SBUs) is achievable with polyheterotopic linkers, and second, the pitch of the resulting helical SBUs may be fine-tuned based on the metrics of the polyheterotopic linker.

Journal of the American Chemical Society published new progress about Crystal structure. 832735-54-3 belongs to class pyridine-derivatives, and the molecular formula is C18H22BNO3, COA of Formula: C18H22BNO3.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem