Month: October 2022

Zhou, Xixing; Wu, Lexuan; Zhang, Guangxu; Li, Ruyu; Hu, Xu; Chang, Xuanwei; Shen, Yinghua; Liu, Lei; Li, Nanwen published their research in Journal of Membrane Science in 2021. The article was titled 《Rational design of comb-shaped poly(arylene indole piperidinium) to enhance hydroxide ion transport for H2/O2 fuel cell》.Category: piperidines The article contains the following contents:

To produce anion exchange membranes (AEMs) possessing high conductivity and chem. stability, we propose a ternary copolymerization strategy to prepare comb-shaped poly(arylene indole piperidinium) copolymers with different lengths of side chain by the design of alkyl-functionalized isatin comonomers in the acid-catalyzed Friedel-Crafts polycondensations of N-methyl-4-piperidone and p-terphenyl. These polymers have a characteristic feature of hydrophobic side chain sep. attached onto aryl-ether free backbones to induce microphase separated morphol. and stable piperidinium cation within the backbone to ensure the alk. stability. PITP-C10Q85 membrane with C10 side chain showed the highest hydroxide conductivity of 134.5 mS/cm at 80 °C due to the formed microphase separated morphol. Alk. stability testing in 1 M NaOH at 80 °C demonstrated that 80% of initial conductivity was retained for PITP-C10Q85 membrane after 1200 h of testing, owning to the chem. degradation of piperidinium cation in comb-shaped membranes via Hoffman elimination and nucleophilic substitution reaction. By assembling in alk. fuel cells, PITP-C10Q85 membrane delivered a peak power d. of 445 mW/cm2 at a c.d. of 870 mA/cm2 at 60 °C. Meanwhile, in-situ stability of PITP-C10Q85 membrane demonstrated a voltage decay rate of 3.67 mV/h over 75 h of operating at 300 mA/cm2, and post-cell anal. of the aged membrane revealed that predominant nucleophilic substitution reaction was found for the degradation of PITP-C10Q85 membrane, being different from the degradation mechanisms in the ex-situ stability tests. The above results manifested that regulating the alkyl side chains on the backbone directly is a promising strategy to achieve high performance AEMs with favorable morphol., high conductivity and alk. fuel cell performance. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-piperidone(cas: 1445-73-4Category: piperidines)

1-Methyl-4-piperidone(cas: 1445-73-4) is a member of piperidine. Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Pediconi, Natalia; Ghirga, Francesca; Del Plato, Cristina; Peruzzi, Giovanna; Athanassopoulos, Constantinos M.; Mori, Mattia; Crestoni, Maria Elisa; Corinti, Davide; Ugozzoli, Franco; Massera, Chiara; Arcovito, Alessandro; Botta, Bruno; Boffi, Alberto; Quaglio, Deborah; Baiocco, Paola published an article in 2021. The article was titled 《Design and Synthesis of Piperazine-Based Compounds Conjugated to Humanized Ferritin as Delivery System of siRNA in Cancer Cells》, and you may find the article in Bioconjugate Chemistry.HPLC of Formula: 1445-73-4 The information in the text is summarized as follows:

Gene expression regulation by small interfering RNA (siRNA) holds promise in treating a wide range of diseases through selective gene silencing. However, successful clin. application of nucleic acid-based therapy requires novel delivery options. Herein, to achieve efficient delivery of neg. charged siRNA duplexes, the internal cavity of “”humanized”” chimeric Archaeal ferritin (HumAfFt) was specifically decorated with novel cationic piperazine-based compounds (PAs). By coupling these rigid-rod-like amines with thiol-reactive reagents, chemoselective conjugation was efficiently afforded on topol. selected cysteine residues properly located inside HumAfFt. The capability of PAs-HumAfFt to host and deliver siRNA mols. through human transferrin receptor (TfR1), overexpressed in many cancer cells, was explored. These systems allowed siRNA delivery into HeLa, HepG2, and MCF-7 cancer cells with improved silencing effect on glyceraldehyde-3-phosphate dehydrogenase (GAPDH) gene expression with respect to traditional transfection methodologies and provided a promising TfR1-targeting system for multifunctional siRNA delivery to therapeutic applications. In the experiment, the researchers used 1-Methyl-4-piperidone(cas: 1445-73-4HPLC of Formula: 1445-73-4)

1-Methyl-4-piperidone(cas: 1445-73-4) is a member of piperidine. Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.HPLC of Formula: 1445-73-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Ma, Lingling; Hussain, Manzoor; Li, Lv; Qaisrani, Naeem Akhtar; Bai, Lei; Jia, Yabin; Yan, Xiaoming; Zhang, Fengxiang; He, Gaohong published an article in 2021. The article was titled 《Octopus-like side chain grafted poly(arylene piperidinium) membranes for fuel cell application》, and you may find the article in Journal of Membrane Science.COA of Formula: C6H11NO The information in the text is summarized as follows:

Octopus-like side chains are introduced in poly(arylene piperidinium)-based alk. anion exchange membranes (AEMs) to enhance the conductivity and stability. This type of side chain consists of a bulky rigid β-cyclodextrin (β-CD) as the “”octopus head””, and long flexible piperidinium ionic liquids as the “”arms””. The β-CD unit can enlarge internal free volume of the AEM to reduce ion transport resistance; the “”arms”” can interact with adjacent hydrophilic ionic groups and water, constructing continuous ion transport channels. The prepared poly(biphenyl piperidinium) AEM with “”octopus”” side chains at an ion exchange capacity (IEC) of 1.29 mmol g-1 exhibits higher hydroxide conductivity (121.5 mS cm-1 at 80°C) than that without the “”octopus”” structure (57.4 mS cm-1) although the latter has a larger IEC (1.55 mmol g-1). This “”octopus”” AEM retains 87.2% of its conductivity after being treated in a 1 M NaOH at 80°C for 480 h. The alk. H2/O2 fuel cell constructed with this “”octopus”” AEM produces a peak power d. of 469 mW cm-2; the cell voltage can be maintained by 85% during 16 h operation. This work illustrates the advantage of “”octopus”” side chain for enhancement of AEM performance. In addition to this study using 1-Methyl-4-piperidone, there are many other studies that have used 1-Methyl-4-piperidone(cas: 1445-73-4COA of Formula: C6H11NO) was used in this study.

1-Methyl-4-piperidone(cas: 1445-73-4) is a member of piperidine. Piperidine is ubiquitous structural motif widely occurred in diverse synthetically and naturally occurring bioactive molecules. Piperidines are an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.COA of Formula: C6H11NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Gou, Wei Wei; Gao, Wei Ting; Gao, Xue Lang; Zhang, Qiu Gen; Zhu, Ai Mei; Liu, Qing Lin published an article in Journal of Membrane Science. The title of the article was 《Highly conductive fluorinated poly(biphenyl piperidinium) anion exchange membranes with robust durability》.COA of Formula: C6H11NO The author mentioned the following in the article:

To prepare anion exchange membranes (AEMs) that possess an excellent alk. resistance, a competitive conductivity and a low swelling ratio (SR), a reasonable mol. structure design is particularly important. Herein, we synthesized ether-free fluoropolymers via a superacid catalyzed polyhydroxyalkylation reaction in one pot, and grafted long flexible multipiperidine cation side chains to different positions of the backbone through Menshutkin reaction. We investigated the effect of hydrophilic-hydrophobic polarity difference on the microphase separation When the ionic liquid is grafted closer to the fluorine-contained group, AEMs exhibit a more obvious microphase separated structure and larger ion clusters as confirmed by morphol. observation. Mol. dynamics simulations also confirmed that the construction of ion channels in PBPip-QAPBF-30% is more efficient than in QAPBPip-PBF-30%. The resulting PBPip-QAPBF-30% AEM exhibits the highest OH- conductivity of 156.4 mS cm-1 with a low SR of 12.9% at 80°C. The QAPBPip-PBF-30% and PBPip-QAPBF-30% AEMs both show an excellent alk. stability with the OH- conductivity retention of 93.2% and 95.0% correspondingly after being treated in a 2 M NaOH solution at 80°C for 1080 h. Moreover, the peak power d. of a single cell equipped with PBPip-QAPBF-30% reaches 324.5 mW cm-2 at a c.d. of 550 mA cm-2. In addition to this study using 1-Methyl-4-piperidone, there are many other studies that have used 1-Methyl-4-piperidone(cas: 1445-73-4COA of Formula: C6H11NO) was used in this study.

1-Methyl-4-piperidone(cas: 1445-73-4) is a member of piperidine. Piperidine is ubiquitous structural motif widely occurred in diverse synthetically and naturally occurring bioactive molecules. Piperidines are an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.COA of Formula: C6H11NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Kim, Hae Min; Hu, Chuan; Wang, Ho Hyun; Park, Jong Hyeong; Chen, Nanjun; Lee, Young Moo published an article in Journal of Membrane Science. The title of the article was 《Impact of side-chains in poly(dibenzyl-co-terphenyl piperidinium) copolymers for anion exchange membrane fuel cells》.Application of 1445-73-4 The author mentioned the following in the article:

Anion exchange membrane fuel cells (AEMFCs) have experienced rapid advancement in the past few years due to the discovery of high-performance AEMs and ionomers. Here, we report a series of side-chain-type poly(dibenzbeyl-co-terphenyl piperidinium) (s-PDTP) copolymers as ionomers and membranes for AEMFC applications. The features of aryl ether-free PDTP polymer backbone and pendent ammonium groups endow both high alk. stability and excellent micromorphol. to s-PDTP copolymers. These ion-exchange-capacity (IEC)-controlled s-PDTP membranes possess high OH- conductivity >120 mS cm-1 at 80 °C, reasonable mol. weight (Mw = 150-290 kDa), and excellent ex-situ durability in 1 M NaOH at 80 °C for 1000 h (∼90% conductivity remaining). For ionomer research, s-PDTP ionomers with moderate IEC (∼3.0 mmol g-1) and rational water uptake (∼200%) exhibit optimal AEMFC performance based on a PDTP membrane compared to high-IEC or low-IEC s-PDTP ionomers (>3.4 mmol g-1 or <2.4 mmol g-1). Based on Pt/C, s-PDTP-based AEMFCs reach a peak power d. (PPD) of 1.47 W cm-2 in H2-O2 and 1.04 W cm-2 in H2-air (CO2-free) at 80 °C. The results came from multiple reactions, including the reaction of 1-Methyl-4-piperidone(cas: 1445-73-4Application of 1445-73-4)

1-Methyl-4-piperidone(cas: 1445-73-4) is a member of piperidine. Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.Application of 1445-73-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Yang, Lincan; Wang, Zhiqian; Wang, Fanghui; Wang, Zhongming; Zhu, Hong published an article in Journal of Membrane Science. The title of the article was 《Poly(aryl piperidinium) anion exchange membranes with cationic extender sidechain for fuel cells》.Electric Literature of C6H11NO The author mentioned the following in the article:

Anion-exchange membrane fuel cells (AEMFCs) is a promising solution to decrease the cost of fuel cell, because it is adaptable to non-noble-metals catalysts and low-cost stack components. However, anion exchange membranes (AEMs), a crucial component of AEMFCs devices, with desired properties (high ions conductivity, excellent chem. stability, robust mech. strength, etc.) are currently unavailable. In this paper, poly(biphenyl N-methylpiperidine) (PBP) was synthesized as the backbones of AEMs, which could provide good chem. stability and robust mech. strength. Quaternary ammonium cations containing various types of substituent sidechains, including hydrophobic alkyl chain, hydrophilic PEG chain and multi-PEG chains, were introduced onto the PBP backbones, and resulting AEMs were named PBP-alkyl, PBP-PEG and PBP-TPEG, resp. The relationship between AEMs structure and performance were studied, and mol. dynamics (MD) simulations were carried out to microcosmically reveal the mechanism of structure-activity relationship. All the PBP-based AEMs have acceptable alk. stability and performance loss is less than 10% under 2 M NaOH at 80 °C for about 500 h. PBP-PEG has the highest ions conductivity of 97.3 mS cm-1 and lowest water uptake (WU), while PBP-TPEG has the lowest ions conductivity of 56.1 mS cm-1 and highest WU. For single cell evaluations at 80 °C under H2/O2 condition, AEMFC containing PBP-PEG membrane bursts out a highest peak power d. of 373 mW cm2, while PBP-alkyl and PBP-TPEG only achieve 133 and 93 mW cm-2, resp. MD results show the water channel of PBP-PEG is denser and more continuous than other structures, and the proportion of completely hydrated transport is higher than other structures, which contributes to the increase of overall performance. On the other hand, DFT results show the low basicity and strong hydrophily of cation containing multi-PEG substituents leads to the poor performance of PBP-TPEG. Therefore, for the design of AEMs mol. structures with outstanding performances, hydrophilic PEG spacer chain is more effective than hydrophobic alkyl spacer chain, and PEG is more effective as a spacer chain than as an extender chain. The experimental part of the paper was very detailed, including the reaction process of 1-Methyl-4-piperidone(cas: 1445-73-4Electric Literature of C6H11NO)

1-Methyl-4-piperidone(cas: 1445-73-4) is a member of piperidine. Piperidine is ubiquitous structural motif widely occurred in diverse synthetically and naturally occurring bioactive molecules. Piperidines are an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.Electric Literature of C6H11NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Name: 1-Methyl-4-piperidoneIn 2020 ,《Chemically stable poly(meta-terphenyl piperidinium) with highly conductive side chain for alkaline fuel cell membranes》 appeared in Journal of Membrane Science. The author of the article were Lu, Chuanrui; Long, Chuan; Li, Yunxi; Li, Ziming; Zhu, Hong. The article conveys some information:

Poly(arylene piperidine)s (PAPs) backbones, which do not contain unstable ether bonds, was synthesized by one-pot, metal-free superacid-catalyzed polymerization for anion exchange membranes (AEMs) preparation Meta-terphenyl as a monomer of polymer to regulate the morphol. and properties of AEM was also used due to its spatially torsional configuration instead of the recently reported linear structure of meta-terphenyl. Long flexible hydrophilic chains were grafted onto poly(meta terphenyl piperidinium) (m-PTP) backbone to form four cationic functionalized side chains, promoting efficient transfer of OH- and optimizing the hydrophilic/hydrophobic microphase separation structure. The resulting AEM shows a high ion conductivity of 164 mS/cm (m-PTP-TFPE-21) at 80°C. Furthermore, stable piperidine cation and long alkyl spacer chain contributed to the excellent alkali stability of m-PTP-TFPE-TQA membrane which shows only 11.67% and 12.73% degradation in ion conductivity and IEC, resp., after soaking in 2 M NaOH at 80°C for 1500 h. The peak power d. of the H2/O2 single cell using m-PTP-TFPE-14 is 269 mW/cm2 at a c.d. of 540 mA/cm2 at 80°C. The results came from multiple reactions, including the reaction of 1-Methyl-4-piperidone(cas: 1445-73-4Name: 1-Methyl-4-piperidone)

1-Methyl-4-piperidone(cas: 1445-73-4) is a member of piperidine. Piperidine is ubiquitous structural motif widely occurred in diverse synthetically and naturally occurring bioactive molecules. Piperidines are an immensely important class of compounds medicinally: the piperidine ring is the most common heterocyclic subunit among FDA approved drugs.Name: 1-Methyl-4-piperidone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

SDS of cas: 622-26-4In 2019 ,《Fluorophenols bearing nitrogenated heterocycle moieties, a class of novel Keap1-Nrf2 protein-protein interaction inhibitors: synthesis, antioxidant stress screening and molecular docking》 appeared in Medicinal Chemistry Research. The author of the article were Feng, Xiu E.; Kong, De Peng; Ban, Shu Rong; Ge, Rui; Li, Qing Shan. The article conveys some information:

In the present study, we introduced the nitrogenated heterocycles and fluorine atoms into the 2,5′-dibromo-4,5,2′-trihydroxyl diphenylmethanone (LM49), a bromophenol analog previously reported for its strong antioxidant ability involving in the Keap1-Nrf2 pathway. Twenty-seven fluorophenols 6a-6g, 8a-8k, 10a-10g, and 12a-12b were prepared, evaluated for their antioxidant activity in EA.hy926 cells, and investigated their interacted approach and probable mode of action with key protein Keap1 by mol. docking. Fluorophenols 6f, 8d, 8f, 8h, and 8i with EC50 values ranging from 0.82 to 6.71 μM were found to be more active compared with the standard control quercetin (EC50 = 18 μM). Among them, compound 8h with an EC50 value of 0.82 μM showed the identical activity to lead compound LM49 (EC50 = 0.7 μM). Moreover, the preferable water solubility and forming salt possibility of 8h contribute to its druggability. Further mol. docking of the optimal compound 8h with key protein Keap1 indicated that 8h stably bonded to the receptor protein by the formation of hydrogen bonds, the conjugated six-membered ring was close to the key residue Arg-415 attached to the Nrf2 on Keap1-Kelch, affecting its properties, and the change leaded to the dissociation of Nrf2 from the junction with Keap1-Kelch into the nucleus exerting its antioxidant protective effect. This study introduced a class of fluorophenols containing nitrogenated heterocycles for the development of novel Keap1-Nrf2 protein-protein interaction (PPI) inhibitors. Keap1-Kelch is suggested the most potential target protein for such class of halophenols. After reading the article, we found that the author used 2-(Piperidin-4-yl)ethanol(cas: 622-26-4SDS of cas: 622-26-4)

2-(Piperidin-4-yl)ethanol(cas: 622-26-4) have been used as an intermediate in the synthetic preparation of cellular-active allosteric inhibitors of FAKSDS of cas: 622-26-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Recommanded Product: 2-(Piperidin-4-yl)ethanolIn 2012 ,《Discovery of (2S)-1-[4-(2-{6-Amino-8-[(6-bromo-1,3-benzodioxol-5-yl)sulfanyl]-9H-purin-9-yl}ethyl)piperidin-1-yl]-2-hydroxypropan-1-one (MPC-3100), a Purine-Based Hsp90 Inhibitor》 appeared in Journal of Medicinal Chemistry. The author of the article were Kim, Se-Ho; Bajji, Ashok; Tangallapally, Rajendra; Markovitz, Benjamin; Trovato, Richard; Shenderovich, Mark; Baichwal, Vijay; Bartel, Paul; Cimbora, Daniel; McKinnon, Rena; Robinson, Rosann; Papac, Damon; Wettstein, Daniel; Carlson, Robert; Yager, Kraig M.. The article conveys some information:

Modulation of Hsp90 (heat shock protein 90) function has been recognized as an attractive approach for cancer treatment, since many cancer cells depend on Hsp90 to maintain cellular homeostasis. This has spurred the search for small-mol. Hsp90 inhibitors. Here we describe our lead optimization studies centered on the purine-based Hsp90 inhibitor 28a (I; R = CHO) containing a piperidine moiety at the purine N9 position. In this study, key SAR was established for the piperidine N-substituent and for the congeners of the 1,3-benzodioxole at C8. These efforts led to the identification of orally bioavailable 28g [I; R = (S)-2-hydroxypropanoyl] that exhibits good in vitro profiles and a characteristic mol. biomarker signature of Hsp90 inhibition both in vitro and in vivo. Favorable pharmacokinetic properties along with significant antitumor effects in multiple human cancer xenograft models led to the selection of 28g (MPC-3100) as a clin. candidate. The experimental part of the paper was very detailed, including the reaction process of 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Recommanded Product: 2-(Piperidin-4-yl)ethanol)

2-(Piperidin-4-yl)ethanol(cas: 622-26-4) have been used as an intermediate in the synthetic preparation of cellular-active allosteric inhibitors of FAKRecommanded Product: 2-(Piperidin-4-yl)ethanol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application In Synthesis of (S)-1-tert-Butyl 2-ethyl 4-oxopiperidine-1,2-dicarboxylateOn June 10, 1996, Machetti, Fabrizio; Cordero, Franca M.; De Sarlo, Francesco; Guarna, Antonio; Brandi, Alberto published an article in Tetrahedron Letters. The article was 《Rearrangement of isoxazolidine 5-spiro derivates. 13. A new synthesis of (2S)-4-oxopipecolic acid by thermal rearrangement of enantiopure spirocyclopropaneisoxazolidine》. The article mentions the following:

A novel synthesis of (2S)-4-oxopipecolic acid is reported. The synthetic route employs as a key step the diastereoselective cycloaddition of the N-glycosylnitrone I to methylenecyclopropane followed by thermal rearrangement of the spirocyclopropaneisoxazolidine II. Stereoselective reduction of the N-Boc 4-oxopipecolic acid Et ester by L-selectride gives the protected cis-4-hydroxypipecolic acid III. The experimental part of the paper was very detailed, including the reaction process of (S)-1-tert-Butyl 2-ethyl 4-oxopiperidine-1,2-dicarboxylate(cas: 180854-44-8Application In Synthesis of (S)-1-tert-Butyl 2-ethyl 4-oxopiperidine-1,2-dicarboxylate)

(S)-1-tert-Butyl 2-ethyl 4-oxopiperidine-1,2-dicarboxylate(cas: 180854-44-8) is a member of piperidine. Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.Application In Synthesis of (S)-1-tert-Butyl 2-ethyl 4-oxopiperidine-1,2-dicarboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem