Day: November 30, 2022

Millimaci, Alexandra M. published the artcileMetal Free Amino-Oxidation of Electron Rich Alkenes Mediated by an Oxoammonium Salt, Computed Properties of 219543-09-6, the publication is Israel Journal of Chemistry (2021), 61(5-6), 322-326, database is CAplus.

4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate (Bobbitt′s salt) effectively activates electron rich alkenes and promotes the addition of anilines. This transformation provides a direct, transition metal free method for amino-oxidation of alkenes under mild conditions. The relative stereochem. of the amino-oxidation is influenced by solvent effects, with both the syn and anti amino-oxidation products being accessible from identical starting materials.

Israel Journal of Chemistry 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 C11H21BF4N2O2, Computed Properties of 219543-09-6.

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

Garg, Komal published the artcileStriking differences in properties of geometric isomers of [Ir(tpy)(ppy)H]⁺: Experimental and computational studies of their hydricities, interaction with CO₂, and photochemistry, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Angewandte Chemie, International Edition (2015), 54(47), 14128-14132, database is CAplus and MEDLINE.

We prepared two geometric isomers of [Ir(tpy)(ppy)H]⁺, previously proposed as a key intermediate in the photochem. reduction of CO₂ to CO, and characterized their notably different ground- and excited-state interactions with CO₂ and their hydricities using exptl. and computational methods. Only one isomer, C-trans-[Ir(tpy)(ppy)H]⁺, reacts with CO₂ to generate the formato complex in the ground state, consistent with its calculated hydricity. Under photocatalytic conditions in CH₃CN/TEOA, a common reactive C-trans-[Ir(tpy)(ppy)]⁰ species, irresp. of the starting isomer or monodentate ligand (such as hydride or Cl), reacts with CO₂ and produces CO with the same catalytic efficiency.

Angewandte Chemie, International Edition 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 C11H21BF4N2O2, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

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

Hutchins, Robert O. published the artcileConformational analysis of phosphorus heterocycles. Proton and phosphorus-31 nuclear magnetic resonance study of N,N’-dimethyl-(2R)-2-phospha-1,3-diazacyclohexanes, Safety of (1-Methylpiperidin-3-yl)methanamine, the publication is Journal of the American Chemical Society (1972), 94(26), 9151-8, database is CAplus.

An examination of a series of N,N’-dimethyl-(2R)-2-phospha- and N,N’-5,5-tetramethyl-(2R)-2-phospha-1,3-diazacyclohexanes (R = Cl, OMe, Et, Me, Ph) by H and 31P NMR spectra reveals predominantly single chair conformations, probably with diequatorial N-methyl groups. The P-N-C-H coupling constants are quite variant with the P substituent and suggest that the N hybridization, and consequently the flattening of the rings, is very dependent upon the electronegativity of the P substituent. The stereochemistry of the P substituents is discussed.

Journal of the American Chemical Society published new progress about 14613-37-7. 14613-37-7 belongs to piperidines, auxiliary class Piperidine,Amine, name is (1-Methylpiperidin-3-yl)methanamine, and the molecular formula is C7H16N2, Safety of (1-Methylpiperidin-3-yl)methanamine.

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

Xiao, Jingbo published the artcileDiscovery, Synthesis, and Biological Evaluation of Novel SMN Protein Modulators, COA of Formula: C11H16BNO2, the publication is Journal of Medicinal Chemistry (2011), 54(18), 6215-6233, database is CAplus and MEDLINE.

Spinal muscular atrophy (SMA) is an autosomal recessive disorder affecting the expression or function of survival motor neuron protein (SMN) due to the homozygous deletion or rare point mutations in the survival motor neuron gene 1 (SMN1). The human genome includes a second nearly identical gene called SMN2 that is retained in SMA. SMN2 transcripts undergo alternative splicing with reduced levels of SMN. Up-regulation of SMN2 expression, modification of its splicing, or inhibition of proteolysis of the truncated protein derived from SMN2 have been discussed as potential therapeutic strategies for SMA. In this manuscript, the discovery of a series of arylpiperidines as novel modulators of SMN protein is described. Systematic hit-to-lead efforts significantly improved potency and efficacy of the series in the primary and orthogonal assays. Structure-property relationships including microsomal stability, cell permeability, and in vivo pharmacokinetics were also investigated. In consideration to all the aspects including ADME properties, the analogs I (X = NH₂, R = 3-i-PrOC₆H₄; X = OH, R = 3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl) possessed the best combination of potency, efficacy, mouse liver microsomal stability and cell permeability as well as good oral absorption and CNS penetration upon oral gavage administration. These compounds also showed no sign of toxicity or behavioral disturbance in animals.

Journal of Medicinal Chemistry 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 C10H6INO3, COA of Formula: C11H16BNO2.

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

Kelso, Geoffrey F. published the artcileA Mitochondria-Targeted Macrocyclic Mn(II) Superoxide Dismutase Mimetic, Computed Properties of 219543-09-6, the publication is Chemistry & Biology (Oxford, United Kingdom) (2012), 19(10), 1237-1246, database is CAplus and MEDLINE.

Superoxide (O₂^l-) is the proximal mitochondrial reactive oxygen species underlying pathol. and redox signaling. This central role prioritizes development of a mitochondria-targeted reagent selective for controlling O₂l^–. We have conjugated a mitochondria-targeting triphenylphosphonium (TPP) cation to a O₂l^–-selective pentaaza macrocyclic Mn(II) superoxide dismutase (SOD) mimetic to make MitoSOD, a mitochondria-targeted SOD mimetic. MitoSOD showed rapid and extensive membrane potential-dependent uptake into mitochondria without loss of Mn and retained SOD activity. Pulse radiolysis measurements confirmed that MitoSOD was a very effective catalytic SOD mimetic. MitoSOD also catalyzes the ascorbate-dependent reduction of O₂l^–. The combination of mitochondrial uptake and O₂l^– scavenging by MitoSOD decreased inactivation of the matrix enzyme aconitase caused by O₂l^–. MitoSOD is an effective mitochondria-targeted macrocyclic SOD mimetic that selectively protects mitochondria from O₂l^– damage.

Chemistry & Biology (Oxford, United Kingdom) 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 C11H21BF4N2O2, Computed Properties of 219543-09-6.

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

von Roemeling, Christina A. published the artcileStearoyl-CoA Desaturase 1 Is a Novel Molecular Therapeutic Target for Clear Cell Renal Cell Carcinoma, COA of Formula: C20H22ClN3O3, the publication is Clinical Cancer Research (2013), 19(9), 2368-2380, database is CAplus and MEDLINE.

Purpose: We set out to identify Stearoyl-CoA desaturase 1 (SCD1) as a novel mol. target in clear cell renal cell carcinoma (ccRCC) and examine its role in tumor cell growth and viability in vitro and in vivo independently as well as in combination with current U.S. Food and Drug Administration (FDA)-approved regimens. Exptl. Design: Patient normal and ccRCC tissue samples and cell lines were examined for SCD1 expression. Genetic knockdown models and targeted inhibition of SCD1 through use of a small mol. inhibitor, A939572, were analyzed for growth, apoptosis, and alterations in gene expression using gene array anal. Therapeutic models of synergy were evaluated utilizing pharmacol. inhibition of SCD1 with the tyrosine kinase inhibitors (TKI) sunitinib and pazopanib, and the mTOR inhibitor temsirolimus. Results: Our studies identify increased SCD1 expression in all stages of ccRCC. Both genetic knockdown and pharmacol. inhibition of SCD1 decreased tumor cell proliferation and induced apoptosis in vitro and in vivo. Upon gene array, quant. real-time PCR, and protein anal. of A939572-treated or SCD1 lentiviral knockdown samples, induction of endoplasmic reticulum stress response signaling was observed, providing mechanistic insight for SCD1 activity in ccRCC. Furthermore, combinatorial application of A939572 with temsirolimus synergistically inhibited tumor growth in vitro and in vivo. Conclusions: Increased SCD1 expression supports ccRCC viability and therefore we propose it as a novel mol. target for therapy either independently or in combination with an mTOR inhibitor for patients whose disease cannot be remedied with surgical intervention, such as in cases of advanced or metastatic disease. Clin Cancer Res; 19(9); 2368-80. ©2013 AACR.

Clinical Cancer Research published new progress about 1032229-33-6. 1032229-33-6 belongs to piperidines, auxiliary class Metabolic Enzyme,SCD, name is 4-(2-Chlorophenoxy)-N-(3-(methylcarbamoyl)phenyl)piperidine-1-carboxamide, and the molecular formula is C15H12O8, COA of Formula: C20H22ClN3O3.

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

de Andrade, Peterson published the artcileHighly potent and selective aryl-1,2,3-triazolyl benzylpiperidine inhibitors toward butyrylcholinesterase in Alzheimer’s disease, Synthetic Route of 39546-32-2, the publication is Bioorganic & Medicinal Chemistry (2019), 27(6), 931-943, database is CAplus and MEDLINE.

Acetylcholinesterase (AChE) is the key enzyme targeted in Alzheimer’s disease (AD) therapy, nevertheless butyrylcholinesterase (BuChE) has been drawing attention due to its role in the disease progression. Thus, we aimed to synthesize novel cholinesterases inhibitors considering structural differences in their peripheral site, exploiting a moiety replacement approach based on the potent and selective hAChE drug donepezil. Hence, two small series of N-benzylpiperidine based compounds have successfully been synthesized as novel potent and selective hBuChE inhibitors. The most promising compounds (9(I) and 11(II)) were not cytotoxic and their kinetic study accounted for dual binding site mode of interaction, which is in agreement with further docking and mol. dynamics studies. Therefore, this study demonstrates how our strategy enabled the discovery of novel promising and privileged structures. Remarkably, II proved to be one of the most potent (0.17 nM) and selective (>58,000-fold) hBuChE inhibitor ever reported.

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, Synthetic Route of 39546-32-2.

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

Carpino, Louis A. published the artcilePiperazino-functionalized silica gel as a deblocking-scavenging agent for the 9-fluorenylmethyloxycarbonyl amino-protecting group, Computed Properties of 35661-58-6, the publication is Journal of Organic Chemistry (1983), 48(5), 666-9, database is CAplus.

Bonding cyclic secondary amino residues to the surface of silica gel gave insoluble reagents capable of deblocking the title amino-protecting group and at the same time scavenging the dibenzofulvene (DBF) liberated in the deblocking process. Piperazino silica reagent I (bearing approx. 1.1 meq NH/g) was prepared by the reaction of trimethoxysilane II with chromatog.-grade silica. After use spent reagent could be regenerated by treatment with excess piperidine. Piperidinosilicas III and IV were made similarly. For the amino-functionalized silica reagents and a variety of simple cyclic secondary amines (piperazine, piperidine, etc.), an equilibrium between DBF and its adduct was established with the position of equilibrium being dependent on the nature of the amine, solvent, etc. Both deblocking and attainment of equilibrium were faster in Me₂SO than in CHCl₃ or CH₂Cl₂. With piperazines in Me₂SO the equilibrium was shifted toward complete scavenging by precipitation of the adduct from the reaction medium.

Journal of Organic Chemistry 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, Computed Properties of 35661-58-6.

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

Sardar, Mohammed Y. R. published the artcileConvergent Synthesis of Sialyl Lewis^X-O-Core-1 Threonine, HPLC of Formula: 4972-31-0, the publication is Journal of Organic Chemistry (2018), 83(9), 4963-4972, database is CAplus and MEDLINE.

Selectins are a class of cell adhesion mols. that play a critical role during the initial steps of inflammation. The N-terminal domain of P-selectin glycoprotein ligand-1 (PSGL-1) binds to all selectins, but with highest affinity to P-selectin. Recent evidence suggests that the blockade of P-selectin/PSGL-1 interactions provides a viable therapeutic option for the treatment of many inflammatory diseases. Herein, we report the total synthesis of threonine bearing sialyl Lewis^x (sLeX) linked to a Core-1-O-hexasaccharide 1, as a key glycan of the N-terminal domain of PSGL-1. A convergent synthesis using α-selective sialylation and a regioselective [4+2] glycosylation are the key features of this synthesis.

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, HPLC of Formula: 4972-31-0.

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

Wang, Shule published the artcileSynergistic effects in the copyrolysis of municipal sewage sludge digestate and salix: Reaction mechanism, product characterization and char stability, Computed Properties of 826-36-8, the publication is Applied Energy (2021), 116687, database is CAplus.

Anaerobic digestion is a practical process for recovering energy and materials from sewage sludge. However, land disposal of the derived digestate results in environmental problems, such as eutrophication and salinization. Copyrolysis of sewage sludge digestate and lignocellulosic biomass produces a high-quality oil, a diluted hazardous component of biochar. This study investigates the copyrolysis behavior of lignocellulosic biomass and sludge digestate with different blending ratios using bench-scale experiments Compared to individual feedstock pyrolysis, copyrolysis shows a higher energy distribution in the liquid product and a lower energy distribution in the char and gas product. The highest energy yield with respect to the organic fraction of liquid product is observed in the copyrolysis case, corresponding to 36.4% of the total energy in the feedstock. The interaction between the sludge digestate and lignocellulosic biomass is studied through product characterizations, mechanistic investigations and char stability assessments. The liquid products in the copyrolysis cases show a relatively high abundance of esters, aliphatic hydrocarbons, pyridines and pyrroles. The reaction pathways of proteins, lipids and carbohydrates are investigated. Two synergistic reaction pathways are proposed. The char stability and nitrogen distribution are investigated. According to the results, the synergistic interaction between feedstocks enhances the quality and energy yield of the liquid biofuel. The char product from copyrolysis has higher potential for use as a carbon sink and fertilizer.

Applied Energy 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 C15H20O6, Computed Properties of 826-36-8.

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