Month: November 2022

Mizukawa, Yuki published the artcileQuest for a potent antimalarial drug lead: Synthesis and evaluation of 6,7-dimethoxyquinazoline-2,4-diamines, Safety of Piperidine-4-carboxamide, the publication is Bioorganic & Medicinal Chemistry (2021), 116018, database is CAplus and MEDLINE.

Quinazolines have long been known to exert varied pharmacol. activities that make them suitable for use in treating hypertension, viral infections, tumors, and malaria. Since 2014, author’s have synthesized approx. 150 different 6,7-dimethoxyquinazoline-2,4-diamines and evaluated their antimalarial activity via structure-activity relationship studies. Here, author’s summarize the results and report the discovery of 6,7-dimethoxy-N4-(1-phenylethyl)-2-(pyrrolidin-1-yl)quinazolin-4-amine, which exhibits high antimalarial activity as a promising antimalarial drug lead.

Bioorganic & Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Safety of Piperidine-4-carboxamide.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Nemec, Vaclav published the artcileFuro[3,2-b]pyridine: A Privileged Scaffold for Highly Selective Kinase Inhibitors and Effective Modulators of the Hedgehog Pathway, Recommanded Product: (3-(Piperidin-1-yl)phenyl)boronic acid, the publication is Angewandte Chemie, International Edition (2019), 58(4), 1062-1066, database is CAplus and MEDLINE.

Reported is the identification of the furo[3,2-b]pyridine core as a novel scaffold for potent and highly selective inhibitors of cdc-like kinases (CLKs) and efficient modulators of the Hedgehog signaling pathway. Initially, a diverse target compound set was prepared by synthetic sequences based on chemoselective metal-mediated couplings, including assembly of the furo[3,2-b]pyridine scaffold by copper-mediated oxidative cyclization. Optimization of the subseries containing 3,5-disubstituted furo[3,2-b]pyridines, e.g. I, afforded potent, cell-active, and highly selective inhibitors of CLKs. Profiling of the kinase-inactive subset of 3,5,7-trisubstituted furo[3,2-b]pyridines, e.g. II, revealed sub-micromolar modulators of the Hedgehog pathway.

Angewandte Chemie, International Edition published new progress about 634905-21-8. 634905-21-8 belongs to piperidines, auxiliary class Piperidine,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is (3-(Piperidin-1-yl)phenyl)boronic acid, and the molecular formula is C11H16BNO2, Recommanded Product: (3-(Piperidin-1-yl)phenyl)boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Dennis, William H. Jr. published the artcileOxidations of amines. IV. Oxidative fragmentation, Product Details of C7H15NO, the publication is Journal of Organic Chemistry (1967), 32(12), 3783-7, database is CAplus.

Oxidation of a representative group of β-amino and β-hydroxy amines with either ClO2 or NaClO resulted in C-C cleavage to give HCHO along with NH3 or the corresponding primary or secondary amine. The relationship of this reaction to the fragmentation reactions described by Brenneisen, et al. (CA 62: 11769a) suggested the term “oxidative fragmentation.” 24 references.

Journal of Organic Chemistry published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Product Details of C7H15NO.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Shen, Minxian published the artcileActivation of persulfate for tetracycline degradation using the catalyst regenerated from Fenton sludge containing heavy metal: Synergistic effect of Cu for catalysis, Formula: C9H17NO, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2020), 125238, database is CAplus.

Fenton reaction is widely used as a unique oxidation method for industrial wastewater treatment; however, it generates a massive amount of Fe sludge, which mostly contains other hazardous heavy metal wastes which can harm the environment and humans. This work proposed a sustainable method to eliminate side effects of the Fenton reaction and to transform Cu-containing Fenton sludge into an efficient catalyst for peroxymonosulfate (PMS) activation for tetracycline (TC) degradation The existence of Cu, which can increase sludge O₂ vacancies, was attributed to the activation efficiency compared to Fe sludge with no Cu. X-ray diffraction and XPS results showed Fe is present as α-Fe₂O₃ and γ-Fe₂O₃; Cu mostly exists as Cu²⁺. Catalyst and PMS doses, pH, and recycling time effect on PMS reaction was illustrated. OH^–, SO₄^– O₂^–, and ¹O₂ were the critical reactive oxygen species. TC decomposes into CO₂ and water through six possible pathway processes with these free radicals. Given its sustainable treatment and high catalytic efficiency, dealing with Fe sludge which contains heavy metals serves as a modal practice for harmful wastewater treatment and can be popularized for broader applications.

Chemical Engineering Journal (Amsterdam, Netherlands) published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C3H5F3O, Formula: C9H17NO.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Long, Yangke published the artcilePeroxymonosulfate activation for pollutants degradation by Fe-N-codoped carbonaceous catalyst: Structure-dependent performance and mechanism insight, Related Products of piperidines, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2019), 542-552, database is CAplus.

In this study, Fe-N-codoped carbonaceous catalysts (Fe-N-C-x) with different structures including one-dimensional carbon nanotubes (1D CNTs) and two-dimensional porous carbon sheets (2D NC) to three-dimensional carbon nanotubes/porous carbon sheets composites (3D CNTs/NC) were systematically synthesized and applied as peroxymonosulfate (PMS) activators. It was found that the Fe-N-C-x catalysts exhibited structure-dependent catalytic performance, following the order of 2D NC > 3D CNTs/NC > 1D CNTs, and also substrate-dependent degradation performance that the reaction kinetics varied greatly for different organic pollutants. Benefiting from the unique structure characteristic and high d. of active sites, 2D Fe-N-C-1 showed far superior catalytic performance than the generally used carbocatalysts with negligible Fe leaching. Besides, various influential factors affecting the catalytic performance were systematically investigated. Fe-N-C-1 showed high catalytic efficiencies toward a broad spectrum of organic pollutants, and it was confirmed that both radical and non-radical degradation pathways existed during pollutants degradation The competitive radical quenching tests and ESR measurements verified that the superoxide anion radical (O^A·-₂) was the primary reactive oxidized species for degradation of p-chlorophenol (4-CP). The chronoamperometry anal. demonstrated that Fe-N-C-1 facilitated the electron transfer from 4-CP to PMS, resulting in the degradation of 4-CP through a non-radical mechanism. Our result not only reveals the structure-dependent PMS activation performance of transition-metal and nitrogen codoped carbocatalysts but also provides solid evidence that the defect-rich carbon materials with amorphous carbon and partial graphitic structure also favor the electron transfer mechanism.

Chemical Engineering Journal (Amsterdam, Netherlands) published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C9H17NO, Related Products of piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Ochiai, Hirofumi published the artcileExpeditious Chemoenzymatic Synthesis of Homogeneous N-Glycoproteins Carrying Defined Oligosaccharide Ligands, Synthetic Route of 4972-31-0, the publication is Journal of the American Chemical Society (2008), 130(41), 13790-13803, database is CAplus and MEDLINE.

An efficient chemoenzymic method for the construction of homogeneous N-glycoproteins was described that explores the transglycosylation activity of the endo-β-N-acetylglucosaminidase from Arthrobacter protophormiae (Endo-A) with synthetic sugar oxazolines as the donor substrates. First, an array of large oligosaccharide oxazolines were synthesized and evaluated as substrates for the Endo-A-catalyzed transglycosylation by use of RNase B as a model system. The exptl. results showed that Endo-A could tolerate modifications at the outer mannose residues of the Man₃GlcNAc-oxazoline core, thus allowing introduction of large oligosaccharide ligands into a protein and meanwhile preserving the natural, core N-pentasaccharide (Man₃GlcNAc₂) structure in the resulting glycoprotein upon transglycosylation. In addition to ligands for galectins and mannose-binding lectins, azido functionality could be readily introduced at the N-pentasaccharide (Man₃GlcNAc₂) core by use of azido-containing Man₃GlcNAc oxazoline as the donor substrate. The introduction of azido functionality permits further site-specific modifications of the resulting glycoproteins, as demonstrated by the successful attachment of two copies of αGal epitopes to RNase B. This study reveals a broad substrate specificity of Endo-A for transglycosylation, and the chemoenzymic method described here points to a new avenue for quick access to various homogeneous N-glycoproteins for structure-activity relationship studies and for biomedical applications.

Journal of the American Chemical Society published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Synthetic Route of 4972-31-0.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Ke, Ming-Kun published the artcileInterface-Promoted Direct Oxidation of p-Arsanilic Acid and Removal of Total Arsenic by the Coupling of Peroxymonosulfate and Mn-Fe-Mixed Oxide, Recommanded Product: 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Environmental Science & Technology (2021), 55(10), 7063-7071, database is CAplus and MEDLINE.

As one of the extensively used feed additives in livestock and poultry breeding, p-arsanilic acid (p-ASA) has become an organoarsenic pollutant with great concern. For the efficient removal of p-ASA from water, the combination of chem. oxidation and adsorption is recognized as a promising process. Herein, hollow/porous Mn-Fe-mixed oxide (MnFeO) nanocubes were synthesized and used in coupling with peroxymonosulfate (PMS) to oxidize p-ASA and remove the total arsenic (As). Under acidic conditions, both p-ASA and total As could be completely removed in the PMS/MnFeO process and the overall performance was substantially better than that of the Mn/Fe monometallic system. More importantly, an interface-promoted direct oxidation mechanism was found in the p-ASA-involved PMS/MnFeO system. Rather than activate PMS to generate reactive oxygen species (i.e., SO₄^·-, ·OH, and ¹O₂), the MnFeO nanocubes first adsorbed p-ASA to form a ligand-oxide interface, which improved the oxidation of the adsorbed p-ASA by PMS and ultimately enhanced the removal of the total As. Such a direct oxidation process achieved selective oxidation of p-ASA and avoidance of severe interference from the commonly present constituents in real water samples. After facile elution with dilute alkali solution, the used MnFeO nanocubes exhibited superior recyclability in the repeated p-ASA removal experiments Therefore, this work provides a promising approach for efficient abatement of phenylarsenical-caused water pollution based on the PMS/MnFeO oxidation process.

Environmental Science & Technology published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C9H17NO, Recommanded Product: 2,2,6,6-Tetramethylpiperidin-4-one.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Liang, Dongmin published the artcileHighly efficient catalytic ozonation for ammonium in water upon γ-Al₂O₃@Fe/Mg with acidic-basic sites and oxygen vacancies, Product Details of C9H17NO, the publication is Science of the Total Environment (2022), 155278, database is CAplus and MEDLINE.

Catalytic ozonation has prospects in the advanced treatment of nitrogen removal, and solid base MgO can efficiently catalyze the ozonation of ammonium nitrogen. However, it is necessary to improve the problem of easy loss, difficult recovery, and low percentage of gaseous products. Here, MgO, amorphous Fe₂O₃,and γ-Al₂O₃ were selected as dopingcomponents and supports, resp., to prepare γ-Al₂O₃@Fe/Mg composite catalysts with abundant acidic-basicsites and oxygen vacancies. The results show that γ-Al₂O₃@Fe/Mg₅ can efficiently catalyze the ozonation of ammonium nitrogen (98.73%) with 67.82% gaseous product selectivity under the conditions of initial pH = 7, catalyst dosage of 112.88 g/L, and ozone dosage of 2.4 mg/min. The doping of Fe₂O₃ and MgO with a weaker lattice oxygen binding energy improves the gaseous product selectivity. The mechanism of ammonium nitrogen removal for γ-Al₂O₃@Fe/Mg₅ is revealed, especially the intrinsic contribution of acidic-basic sites and oxygen vacancies. The pH and active sites play different roles in ozone decomposition for NH₄⁺ removal. Surface hydroxyl protonation on basic sites and oxygen vacancies and electron transfer on acidic sites are responsible for ozone decomposition to hydroxyl radicals. Moreover, γ-Al₂O₃@Fe/Mg₅ exhibits good stability, few leaching ions, and can be settled in waterfor easy recovery. This study suggests that γ-Al₂O₃@Fe/Mg₅ is a good candidate for the catalytic ozonation of ammonium nitrogen.

Science of the Total Environment published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C9H17NO, Product Details of C9H17NO.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Crich, David published the artcileDoes Neighboring Group Participation by Non-Vicinal Esters Play a Role in Glycosylation Reactions? Effective Probes for the Detection of Bridging Intermediates, Recommanded Product: 1-(Phenylsulfinyl)piperidine, the publication is Journal of Organic Chemistry (2008), 73(22), 8942-8953, database is CAplus and MEDLINE.

Neighboring group participation in glycopyranosylation reactions is probed for esters at the 3-O-axial and -equatorial, 4-O-axial and -equatorial, and 6-O-sites of a range of donors through the use tert-butoxycarbonyl esters. The anticipated intermediate cyclic dioxanyl cation is interrupted for the axial 3-O-derivative, leading to the formation of a 1,3-O-cyclic carbonate ester, with loss of a tert-Bu cation, providing convincing evidence of participation by esters at that position. However, no evidence was found for such a fragmentation of carbonate esters at the 3-O-equatorial, 4-O-axial and -equatorial, and 6-O positions, indicating that neighboring group participation from those sites does not occur under typical glycosylation conditions. Further probes employing a 4-O-(2-carboxy)benzoate ester and a 4-O-(4-methoxybenzoate) ester, the latter in conjunction with an ¹⁸O quench designed to detect bridging intermediates, also failed to provide evidence for participation by 4-O-esters in galactopyranosylation.

Journal of Organic Chemistry published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Recommanded Product: 1-(Phenylsulfinyl)piperidine.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Liao, Hsin-Yu published the artcileDifferential Receptor Binding Affinities of Influenza Hemagglutinins on Glycan Arrays, Formula: C11H15NOS, the publication is Journal of the American Chemical Society (2010), 132(42), 14849-14856, database is CAplus and MEDLINE.

A library of 27 sialosides, including seventeen 2,3-linked and ten 2,6-linked glycans, has been prepared to construct a glycan array and used to profile the binding specificity of different influenza hemagglutinins (HA) subtypes, especially from the 2009 swine-originated H1N1 and seasonal influenza viruses. It was found that the HAs from the 2009 H1N1 and the seasonal Brisbane strain share similar binding profiles yet different binding affinities toward various α2,6 sialosides. Anal. of the binding profiles of different HA subtypes indicate that a min. set of 5 oligosaccharides can be used to differentiate influenza H1, H3, H5, H7, and H9 subtypes. In addition, the glycan array was used to profile the binding pattern of different influenza viruses. It was found that most binding patterns of viruses and HA proteins are similar and that glycosylation at Asn27 is essential for receptor binding.

Journal of the American Chemical Society published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Formula: C11H15NOS.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem