Heterocyclic Building Blocks-piperidine

He, Yuan published the artcileCatalytic ozonation for metoprolol and ibuprofen removal over different MnO₂ nanocrystals: Efficiency, transformation and mechanism, Formula: C9H17NO, the publication is Science of the Total Environment (2021), 147328, database is CAplus and MEDLINE.

Manganese dioxide has been widely recognized as catalyst in catalytic ozonation for organic pollutants removal from wastewater in recent decades. However, few studies focus on the structure-activity relationship of MnO₂ and catalytic ozonation mechanism in water. In the present study, the oxidative reactivity of three different crystal phases of MnO₂ corresponding to α-MnO₂, β-MnO₂ and γ-MnO₂ towards metoprolol (MET) and ibuprofen (IBU) were evaluated. α-MnO₂ was found to contain the most abundant oxygen vacancy and readily reducible surface adsorbed oxygen (O^2-, O^–, OH^–), which facilitated an increase of ozone utilization and the highest catalytic performance with 99% degradation efficiency for IBU and MET. α-MnO₂ was then selected to investigate the optimum key operating parameters with a result of catalyst dosage 0.1 g/L, ozone dosage 1 mg/min and an initial pH 7. The introduction of α-MnO₂ promoted reactive oxygen species (O^2-, O^–, OH^–) generation which played significant roles in IBU degradation Probable degradation pathways of MET and IBU were proposed according to the organic intermediates identified and the reaction sites based on d. function theory (DFT) calculations The present study deepened our understanding on the MnO₂ catalyzed ozonation and provided reference to enhance the process efficiency.

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, Formula: C9H17NO.

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

Wang, Yujiao published the artcileFeOx@graphitic carbon core-shell embedded in microporous N-doped biochar activated peroxydisulfate for removal of Bisphenol A: Multiple active sites induced non-radical/radical mechanism, Formula: C9H17NO, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2022), 135552, database is CAplus.

The development of novel carbocatalysts with high activity and stability is important for the rapid degradation of emerging pollutants. Fe/N co-doped biochar (FeOx@GC-NBC) was innovatively synthesized with a pyrolytic carbonization method and then used as a functional peroxydisulfate (PDS) activator to degrade Bisphenol A (BPA). FeOx@GC-NBC with an optimized Fe/N ratio modification exhibited 23.16 and 8.65-fold great activity for BPA removal compared to pristine BC and N-doped BC, resp. Approx. 93% of total organic carbon (TOC) could be removed in the heterogeneous activation system. We attributed the excellent performance of FeOx@GC-NBC to the following attributes: i) a microporous carbon matrix with larger sp. surface area (1691.81 m²·g^-1) was favorable for adsorption, exposure of catalyst active sites (e.g., Fe-Nx, Graphitic N) and electron-transfer; ii) the C-O-Fe bond and highly core-shell structure of graphitic nanosheets (FeOx@GC) enhanced the N retention ability and durability of the catalyst; iii) organics adsorption dominated by a “pore-filling and π-π interaction” mechanism effectively promoted BPA oxidation In acidic and neutral solutions, the radical oxidation (SO·-4and ·OH) processes were responsible for BPA decomposition In alk. solution, electron transfer, instead of 1O2 or a high-valent iron species, was the dominant pathway. This study proposes a simple and feasible strategy to synthesize the FeOx@GC-NBC catalyst, which provides insights into catalyst design and the internal active sites involved in the purification mechanism of refractory organics

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 C22H23ClN4, Formula: C9H17NO.

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

Peng, Hui published the artcileSuppression of NRF2-ARE activity sensitizes chemotherapeutic agent-induced cytotoxicity in human acute monocytic leukemia cells, SDS of cas: 39546-32-2, the publication is Toxicology and Applied Pharmacology (2016), 1-7, database is CAplus and MEDLINE.

Nuclear factor erythroid 2-related factor 2 (NRF2), a master regulator of the antioxidant response element (ARE)-dependent transcription, plays a pivotal role in chem. detoxification in normal and tumor cells. Consistent with previous findings that NRF2-ARE contributes to chemotherapeutic resistance of cancer cells, we found that stable knockdown of NRF2 by lentiviral shRNA in human acute monocytic leukemia (AML) THP-1 cells enhanced the cytotoxicity of several chemotherapeutic agents, including arsenic trioxide (As₂O₃), etoposide and doxorubicin. Using an ARE-luciferase reporter expressed in several human and mouse cells, we identified a set of compounds, including isonicotinic acid amides, isoniazid and ethionamide, that inhibited NRF2-ARE activity. Treatment of THP-1 cells with ethionamide, for instance, significantly reduced mRNA expression of multiple ARE-driven genes under either basal or As₂O₃-challenged conditions. As determined by cell viability and cell cycle, suppression of NRF2-ARE by ethionamide also significantly enhanced susceptibility of THP-1 and U937 cells to As₂O₃-induced cytotoxicity. In THP-1 cells, the sensitizing effect of ethionamide on As₂O₃-induced cytotoxicity was highly dependent on NRF2. To our knowledge, the present study is the first to demonstrate that ethionamide suppresses NRF2-ARE signaling and disrupts the transcriptional network of the antioxidant response in AML cells, leading to sensitization to chemotherapeutic agents.

Toxicology and Applied Pharmacology 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, SDS of cas: 39546-32-2.

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

Mao, Fei published the artcileDesign, Synthesis, and Biological Evaluation of Orally Available First-Generation Dual-Target Selective Inhibitors of Acetylcholinesterase (AChE) and Phosphodiesterase 5 (PDE5) for the Treatment of Alzheimer’s Disease, Safety of Piperidine-4-carboxamide, the publication is ACS Chemical Neuroscience (2018), 9(2), 328-345, database is CAplus and MEDLINE.

Through drug discovery strategies of repurposing and redeveloping existing drugs, a series of novel tadalafil derivatives were rationally designed, synthesized, and evaluated to seek dual-target AChE/PDE5 inhibitors as good candidate drugs for Alzheimer’s disease (AD). Among these derivatives, (6R,12aR)-6-(benzo[d][1,3]dioxol-5-yl)-2-(2-(1-benzylpiperidin-4yl)ethyl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione (1p, I) and (6R,12aS)-6-(benzo[d][1,3]dioxol-5-yl)-2-(2-(1-benzylpiperidin-4yl)ethyl)-2,3,6,7,12,12a-hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dione (1w, II) exhibited excellent selective dual-target AChE/PDE5 inhibitory activities and improved blood-brain barrier (BBB) penetrability. Importantly, II·Cit (citrate of II) could reverse the cognitive dysfunction of scopolamine-induced AD mice and exhibited an excellent effect on enhancing cAMP response element-binding protein (CREB) phosphorylation in vivo, a crucial factor in memory formation and synaptic plasticity. Moreover, the mol. docking simulations of II with hAChE and hPDE5A confirmed that the design strategy was rational. In summary, the research provides a potential selective dual-target AChE/PDE5 inhibitor as a good candidate drug for the treatment of AD, and it could also be regarded as a small mol. probe to validate the novel AD therapeutic approach in vivo.

ACS Chemical Neuroscience 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

Zhou, Mingsong published the artcileSynthesis of a Hindered Amine-Grafted Lignin-Based Emulsifier and Its Application in a Green Emulsifiable Concentrate, Application of 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Journal of Agricultural and Food Chemistry (2019), 67(40), 11129-11136, database is CAplus and MEDLINE.

The 4-amion-2,2,6,6-tetramethylpiperidine (Temp) was grafted into the Sodium Lignosulfonate (SL) to obtain the hindered amine modified lignosulfonate (SL-Temp). Then the polymer surfactant (SL-Temp-CTAB) was prepared by using cetyltrimethylammonium bromide (CTAB) and SL-Temperature The obtained SL-Temp-CTAB was used as emulsifier to prepare green Emulsifiable Concentrate (EC) of avermectin (AVM), which shows good emulsifying property and storage stability. The prepared AVM green EC can form AVM-loaded microspheres with nanometer particle size distribution after emulsification in water. After UV irradiation for 70 h, the AVM retention rate of the green EC prepared using SL-Temp-CTAB was 75.8%, which is much higher than that of com. EC (0.4%) and the green EC prepared using unmodified SL (31.4%). Moreover, the AVM green EC prepared using SL-Temp-CTAB has slow-release performance, and the release equilibrium time is 5.3 times of the com. EC. Therefore, the newly prepared AVM green EC using lignin-based functional emulsifier shows good anti-photolysis and slow-release performance compared with the traditional EC.

Journal of Agricultural and Food Chemistry 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 C4H6N2, Application of 2,2,6,6-Tetramethylpiperidin-4-one.

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

Zhang, Xinyu published the artcile3,6-Diamino-7,8-dihydroisoquinoline-4-carbonitrile derivatives: unexpected facile synthesis, full-color-tunable solid-state emissions and mechanofluorochromic activities, Safety of Piperidine-4-carboxamide, the publication is Organic Chemistry Frontiers (2021), 8(5), 856-867, database is CAplus.

A series of novel 3,6-diamino-7,8-dihydroisoquinoline-4-carbonitrile (DDIC) derivatives I [R = Bn, R¹ = Me; R² = Ph, 4-FC₆H₄, 2-thienyl, etc.; RR¹ = (CH₂)₄, (CH₂)₅, (CH₂)₂CH(CH₃)(CH₂)₂, etc.] were prepared from dicyanomethylene-4H-pyran derivatives and secondary amines by a mechanism of ring-opening and sequential ring-closing reactions. This reaction had the advantages of readily available materials, simple operations, mild reaction conditions, a broad substrate scope and good yields. The DDIC derivatives displayed solid-state fluorescence with the emission wavelengths covering the whole visible light range and the solid-state emissions were demonstrated to be ascribed to the twisted mol. conformations and loose stacking modes by crystal structural anal. Among the compounds, 9aa exhibited a bathochromic mechanofluorochromic (MFC) phenomenon from blue to cyan due to increased mol. conjugation upon grinding, whereas 3aj and 3ka exhibited hypsochromic MFC activities with the color changing from orange to green and red to orange, resp., because of decreased mol. conjugation, revealing that full-color-tunable emissions could also be realized by mechanofluorochromism. Furthermore, MFC-active mols. could be used in the field of encryption of important image or text information. Addnl., 3ka was demonstrated to emit single-mol. white fluorescence in organic solvents through the regulation of the concentration The unexpected discovery of the DDIC derivatives provided a new possibility for the design and synthesis of novel isoquinoline-based fluorescent materials with excellent performance in the solid state.

Organic Chemistry Frontiers 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 C10H10O2, Safety of Piperidine-4-carboxamide.

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

Sun, Jian published the artcileModulated construction of Fe-based MOF via formic acid modulator for enhanced degradation of sulfamethoxazole:Design, degradation pathways, and mechanism, Safety of 2,2,6,6-Tetramethylpiperidin-4-one, the publication is Journal of Hazardous Materials (2022), 128299, database is CAplus and MEDLINE.

Metal-organic frameworks (MOFs) have attracted more attention because of their excellent environmental catalytic capabilities. Modulation approach as an advanced assistant strategy is vital essential to enhancing the performance of MOFs. In this study, the modulated method was used to successfully synthesize a group of Fe-based MOFs, with formic acid as the modulator on the synthesis mixture The most modulated sample Fe-MOFs-2 exhibit high sp. surface areas and higher catalytic activity, which could effectively degrade SMX via PS activation, with almost 95% removal efficiency within 120 min. The results revealed that the % RSE of modulated Fe-MOFs-2 increased from 2.31 to 3.27 when compared with the origin Fe-MOFs. This may be due to the addition of formic acid induces the formation of more coordinatively unsaturated metal sites in the catalyst, resulting in structural defects. In addition, the quenching experiment and EPR anal. verified SO^–₄·and·OH as the major active free radicals in the degradation process. Modulated Fe-MOFs-2 demonstrated good reusability and stability under fifth cycles. Finally, four possible degradation pathways and catalytic mechanism of Fe-MOFs-2 was tentatively proposed. Our work provides insights into the rational design of modulated Fe-MOFs as promising heterogeneous catalysts for advanced wastewater treatment.

Journal of Hazardous Materials 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 C15H23BO2, Safety of 2,2,6,6-Tetramethylpiperidin-4-one.

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

Ringheim, Garth E. published the artcileBruton′s tyrosine kinase (BTK) inhibitors and autoimmune diseases: making sense of BTK inhibitor specificity profiles and recent clinical trial successes and failures, COA of Formula: C26H25N5O3, the publication is Frontiers in Immunology (2021), 662223, database is CAplus and MEDLINE.

Clin. development of BTK kinase inhibitors for treating autoimmune diseases has lagged behind development of these drugs for treating cancers, due in part from concerns over the lack of selectivity and associated toxicity profiles of first generation drug candidates when used in the long term treatment of immune mediated diseases. Second generation BTK inhibitors have made great strides in limiting off-target activities for distantly related kinases, though they have had variable success at limiting cross-reactivity within the more closely related TEC family of kinases. We investigated the BTK specificity and toxicity profiles, drug properties, disease associated signaling pathways, clin. indications, and trial successes and failures for the 13 BTK inhibitor drug candidates tested in phase 2 or higher clin. trials representing 7 autoimmune and 2 inflammatory immune-mediated diseases. We focused on rheumatoid arthritis (RA), multiple sclerosis (MS), and systemic lupus erythematosus (SLE) where the majority of BTK nonclin. and clin. studies have been reported, with addnl. information for pemphigus vulgaris (PV), Sjogren′s disease (SJ), chronic spontaneous urticaria (CSU), graft vs. host disease (GVHD), and asthma included where available. While improved BTK selectivity vs. kinases outside the TEC family improved clin. toxicity profiles, less profile distinction was evident within the TEC family. Anal. of genetic associations of RA, MS, and SLE biomarkers with TEC family members revealed that BTK and TEC family members may not be drivers of disease. They are, however, mediators of signaling pathways associated with the pathophysiol. of autoimmune diseases. BTK in particular may be associated with B cell and myeloid differentiation as well as autoantibody development implicated in immune mediated diseases. Successes in the clinic for treating RA, MS, PV, ITP, and GVHD, but not for SLE and SJ support the concept that BTK plays an important role in mediating pathogenic processes amenable to therapeutic intervention, depending on the disease. Based on the data collected in this study, we propose that current compound characteristics of BTK inhibitor drug candidates for the treatment of autoimmune diseases have achieved the selectivity, safety, and coverage requirements necessary to deliver therapeutic benefit.

Frontiers in Immunology published new progress about 1971920-73-6. 1971920-73-6 belongs to piperidines, auxiliary class Other Aliphatic Heterocyclic,Piperidine,Alkenyl,Amine,Benzene,Ether,Inhibitor,Inhibitor, name is (R)-1-(1-Acryloylpiperidin-3-yl)-4-amino-3-(4-phenoxyphenyl)-1H-imidazo[4,5-c]pyridin-2(3H)-one, and the molecular formula is C26H25N5O3, COA of Formula: C26H25N5O3.

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

Frihed, Tobias Gylling published the artcileInfluence of O6 in Mannosylations Using Benzylidene Protected Donors: Stereoelectronic or Conformational Effects?, Formula: C11H15NOS, the publication is Journal of Organic Chemistry (2013), 78(6), 2191-2205, database is CAplus and MEDLINE.

The stereoselective synthesis of β-mannosides and the underlying reaction mechanism have been thoroughly studied, and especially the benzylidene-protected mannosides have gained a lot of attention since the corresponding mannosyl triflates often give excellent selectivity. The hypothesis for the enhanced stereoselectivity has been that the benzylidene locks the mol. in a less reactive conformation with the O6 trans to the ring oxygen (O5), which would stabilize the formed α-triflate and subsequent give β-selectivity. In this work, the hypothesis is challenged by using the carbon analog (C7) of the benzylidene-protected mannosyl donor, which is investigated in terms of diastereoselectivity and reactivity and by low-temperature NMR. In terms of diastereoselectivity, the C-7-analog behaves similarly to the benzylidene-protected donor, but its low-temperature NMR reveals the formation of several reactive intermediate. One of the intermediates was found to be the β-oxosulfonium ion. The reactivity of the donor was found to be in between that of the “torsional” disarmed and an armed donor.

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, Formula: C11H15NOS.

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

Wierzbicka, Magdalena published the artcileOne-pot cyclization and cleavage of peptides with N-terminal cysteine via the N,S-acyl shift of the N-2-[thioethyl]glycine residue, Related Products of piperidines, the publication is Journal of Organic Chemistry (2021), 86(17), 12292-12299, database is CAplus and MEDLINE.

We developed a one-pot method for peptide cleavage from a solid support via the N,S-acyl shift of N-2-[thioethyl]glycine and transthioesterification using external thiols to produce cyclic peptides through native chem. self-ligation with the N-terminal cysteine. The feasibility of this methodol. is validated by the syntheses of model short peptides, including a tetrapeptide, the bicyclic sunflower trypsin inhibitor SFTI-1, and rhesus Θ-defensin RTD-1. Synthesis of the whole peptide precursor can be fully automated and proceeds without epimerization or dimerization.

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 C8H19NO2, Related Products of piperidines.

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