Heterocyclic Building Blocks-piperidine

Wu, Yu-Fa published the artcileTotal Synthesis of the Echinodermatous Ganglioside LLG-3 Possessing the Biological Function of Promoting the Neurite Outgrowth, Synthetic Route of 219543-09-6, the publication is Organic Letters (2020), 22(19), 7491-7495, database is CAplus and MEDLINE.

A total synthesis of echinodermatous ganglioside LLG-3 with neuritogenic activity was accomplished by a convergent strategy. The synthesis of 2-hydroxyethyl 8-O-Me-α-sialoside 2 was started from the Ph 7,8-di-O-Pico-thiosialoside 5, which can be chemoselectively removed the picoloyl group, and then the Me group in 8-O-MeNeu5Ac moiety was chemoselectively prepared using TMSCHN₂/FeCl₃. For preparation of the terminal disialic unit, oxidative amidation was initially utilized by our group to efficiently construct the α(2,11) linkage of 8-O-Me-Neu5Acα(2,11)Neu5Gc. Herein, we also demonstrate that the synthesized ganglioside LLG-3 exhibited the neuritogenic activity toward the primary cortical neurons and that biol. activity is superior to that of ganglioside DSG-A.

Organic Letters published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C13H15NO6S, Synthetic Route of 219543-09-6.

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

Kumar, Chidambaram Ramesh published the artcileThe first total synthesis of cytopiloyne, an anti-diabetic, polyacetylenic glucoside, Name: 1-(Phenylsulfinyl)piperidine, the publication is Chemistry – A European Journal (2011), 17(31), 8696-8703, S8696/1-S8696/29, database is CAplus and MEDLINE.

The first total synthesis of cytopiloyne 1, a novel bioactive polyacetylenic glucoside isolated from the extract of Bidens pilosa, is described. The structure of cytopiloyne was determined to be 2-β-D-glucopyranosyloxy-1-hydroxytrideca-5,7,9,11-tetra-yne by using various spectroscopic methods, but the chirality of the poly-yne moiety was unknown. Herein, the convergent synthesis of two diastereomers of cytopiloyne by starting from com. available 4-(2-hydroxyethyl)-2,2-dimethyl-1,3-diozolane is described. The synthetic sequence involved two key steps: stereoselective glycosylation of the glucosyl trichloroacetimidate with 1-[(4-methoxybenzyl)oxy]hex-5-yn-2-ol to give the desired β-glycoside and the construction of the glucosyl tetra-yne skeleton by using a palladium/silver-catalyzed cross-coupling reaction to form the alkyne-alkyne bond, the first such use of this reaction. Comparison between the observed and published characterization data showed the 2R isomer to be the natural product cytopiloyne.

Chemistry – A European Journal 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, Name: 1-(Phenylsulfinyl)piperidine.

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

Nguyen, Son Hong published the artcileDirect O-glycosylation of resin bound thioglycosides, Product Details of C11H15NOS, the publication is Organic & Biomolecular Chemistry (2012), 10(12), 2373-2376, database is CAplus and MEDLINE.

The application to solid-phase glycoconjugate synthesis is described. The process allows for direct conjugation of resin bound glycans to complex aglycons during cleavage. Large excesses of either coupling partner are not required, and even very hindered alcs. serve as acceptors in the reaction.

Organic & Biomolecular 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, Product Details of C11H15NOS.

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

Pulici, Maurizio published the artcileOptimization of Diarylthiazole B-Raf Inhibitors: Identification of a Compound Endowed with High Oral Antitumor Activity, Mitigated hERG Inhibition, and Low Paradoxical Effect, Safety of Piperidine-4-carboxamide, the publication is ChemMedChem (2015), 10(2), 276-295, database is CAplus and MEDLINE.

Aberrant activation of the mitogen-activated protein kinase (MAPK)-mediated pathway components, RAF-MEK-ERK, is frequently observed in human cancers and clearly contributes to oncogenesis. As part of a project aimed at finding inhibitors of B-Raf, a key player in the MAPK cascade, the authors originally identified a thiazole derivative endowed with high potency and selectivity, optimal in vitro ADME properties, and good pharmacokinetic profiles in rodents, but that suffers from elevated hERG inhibitory activity. An optimization program was thus undertaken, focused mainly on the elaboration of the R¹ and R² groups of the scaffold. This effort ultimately led to I, which maintains favorable in vitro and in vivo properties, but lacks hERG liability. Besides exhibiting potent antiproliferative activity against only cell lines bearing B-Raf V600E or V600D mutations, compound I also intriguingly shows a weaker “paradoxical” activation of MEK in nonmutant B-Raf cells than other known B-Raf inhibitors. It also demonstrates very good efficacy in vivo against the A375 xenograft melanoma model (tumor volume inhibition >90% at 10 mg kg^-1); it is therefore a suitable candidate for preclin. development.

ChemMedChem 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

Cotman, Andrej E. published the artcileDesign, Synthesis, and Evaluation of Novel Tyrosine-Based DNA Gyrase B Inhibitors, Safety of Piperidine-4-carboxamide, the publication is Archiv der Pharmazie (Weinheim, Germany) (2017), 350(8), n/a, database is CAplus and MEDLINE.

The discovery and synthesis of new tyrosine-based inhibitors of DNA gyrase B (GyrB), which target its ATPase subunit, is reported. Twenty-four compounds were synthesized and evaluated for activity against DNA gyrase and DNA topoisomerase IV. The antibacterial properties of selected GyrB inhibitors were demonstrated by their activity against Staphylococcus aureus and Enterococcus faecalis in the low micromolar range. The most promising compounds, 8a and 13e, inhibited Escherichia coli and S. aureus GyrB with IC₅₀ values of 40 and 30 μM. The same compound also inhibited the growth of S. aureus and E. faecalis with minimal inhibitory concentrations (MIC₉₀) of 14 and 28 μg/mL, resp.

Archiv der Pharmazie (Weinheim, Germany) 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

Lalut, Julien published the artcileSynthesis and evaluation of novel serotonin 4 receptor radiotracers for single photon emission computed tomography, Recommanded Product: Piperidine-4-carboxamide, the publication is European Journal of Medicinal Chemistry (2016), 90-101, database is CAplus and MEDLINE.

In this study the synthesis of iodinated benzamide and ketone analogs was described. Their affinity for the 5-HT4R and their lipophilicity were evaluated and the most promising derivatives were evaluated ex-vivo for their binding to the receptor and for their ability to displace the reference ligand [¹²⁵I]-SB207710.

European Journal of 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, Recommanded Product: Piperidine-4-carboxamide.

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

Shah, Ayaz A. published the artcileBio-crude production through aqueous phase recycling of hydrothermal liquefaction of sewage sludge, Recommanded Product: 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Energies (Basel, Switzerland) (2020), 13(2), 493, database is CAplus.

Hydrothermal liquefaction (HTL) is a promising technol. for the production of bio-crude. However, some unresolved issues still exist within HTL, which need to be resolved before its promotion on a com. scale. The management of the aqueous phase is one of the leading challenges related to HTL. In this study, the sewage sludge has been liquefied at 350°C with and without catalyst (K2CO3). Subsequently, aqueous phase recycling was applied to investigate the effect of recycling on bio-crude properties. Obtained results showed that the energy recovery in the form of bio-crude increased by 50% via aqueous phase recirculation, whereas nitrogen content in the bio-crude was approx. doubled after eight rounds of recycling. GCMS characterization of the aqueous phase indicated acetic acid as a major water-soluble compound, which employed as a catalyst (0.56 M), and resulted in a negligible increase in bio-crude yield. ICP-AES highlighted that the majority of the inorganics were transferred to the solid phase, while the higher accumulation of potassium and sodium was found in the aqueous phase via successive rounds of recycling.

Energies (Basel, Switzerland) 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 C15H21BO2, Recommanded Product: 2,2,6,6-Tetramethylpiperidin-4-one.

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

Gao, Panpan published the artcilePromoted peroxymonosulfate activation into singlet oxygen over perovskite for ofloxacin degradation by controlling the oxygen defect concentration, Product Details of C9H17NO, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2019), 828-839, database is CAplus.

Recently, perovskite is becoming a promising alternative as peroxymonosulfate (PMS) activator for the remediation of organic pollutants in water. But the factor determining PMS activation efficiency of perovskite and the evolution of reactive oxygen species (ROS) remain equivocal and elusive. In this study, we proposed an oxygen defect dependent PMS activation mechanism over perovskite with the singlet oxygen (¹O₂) as the dominant ROS. Among the tested four perovskites, ofloxacin (OFX) degradation efficiency increased with the following order: LaFeO₃ < LaZnO₃ < LaMnO₃ < LaNiO₃, which agreed well with their oxygen defect amounts based on XPS and ESR (EPR) anal. The results clearly demonstrated a good relationship among oxygen defects in LaBO₃, OFX degradation efficiency and ¹O₂ concentration Moreover, ¹O₂ evolution mechanism over perovskite by decreasing the activation energy of PMS self-decomposition was proposed. The ¹O₂ mediated OFX degradation pathway was further studied by HPLC-MS technique and three-dimensional excitation-emission matrix fluorescence spectroscopy (3D EEMs). This work provides a new insight into PMS activation by perovskites and favors its application in actual water treatment.

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, Product Details of C9H17NO.

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

Dhanabal, T. published the artcileGrowth, spectral, dielectric and antimicrobial studies on 4-piperidinium carboxylamide picrate crystals, Recommanded Product: Piperidine-4-carboxamide, the publication is Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (2014), 694-700, database is CAplus and MEDLINE.

Single crystal of 4-piperidinium carboxylamide picrate was grown by slow evaporation solution growth technique at ambient temperature The average dimensions of grown crystal were 0.7 × 0.3 × 0.2 cm³. The solubility of the compound was analyzed using methanol and acetone. Optical property of the compound was ascertained by UV-visible absorption spectral study. The sharp and well defined Bragg peaks observed in the powder X-ray diffraction pattern confirm its crystallinity. The different kinds of protons and carbons in the compound were confirmed by ¹H and ¹³C NMR spectral analyses. The presence of various functional groups in the compound was assigned through polarized Raman spectral study. The mech. property of the crystal was measured by Vicker’s microhardness test and the compound was found to be soft material. The dielec. constant and dielec. loss of the crystal decrease with increase in frequency. The antibacterial and antifungal activities of the crystal were studied by disk diffusion method and found that the compound shows good inhibition efficiency against various bacteria and fungi species.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy 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, Recommanded Product: Piperidine-4-carboxamide.

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

Akaji, K. published the artcileSynthesis of cyclic RGD derivatives via solid phase macrocyclization using the Heck reaction, Recommanded Product: 1-((9H-Fluoren-9-yl)methyl)piperidine, the publication is Tetrahedron (2001), 57(12), 2293-2303, database is CAplus.

A novel intramol. macrocyclization reaction on a solid support using the Heck reaction has been achieved. For head to tail cyclization on a solid support, the linear precursor was anchored to a chlorotrityl chloride resin via an ester linkage using the β-carboxyl group of Asp. The Heck coupling of acrylic acid amide to 3-iodobenzylamine on the solid support proceeds smoothly to yield a cyclic tetrapeptide derivative, which contains a new 3-substituted cinnamic acid template and Arg-Gly-Asp sequence. The macrocyclization reaction takes place considerably more rapidly on a solid support than in solution The solid phase procedure was successfully used for the construction of cyclic RGD libraries having diverse side chain structures, combined with a variety of ring sizes.

Tetrahedron published new progress about 35661-58-6. 35661-58-6 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-((9H-Fluoren-9-yl)methyl)piperidine, and the molecular formula is C19H21N, Recommanded Product: 1-((9H-Fluoren-9-yl)methyl)piperidine.

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