Heterocyclic Building Blocks-piperidine

In 2019,Journal of Membrane Science included an article by Olsson, Joel S.; Pham, Thanh Huong; Jannasch, Patric. Application of 1445-73-4. The article was titled 《Tuning poly(arylene piperidinium) anion-exchange membranes by copolymerization, partial quaternization and crosslinking》. The information in the text is summarized as follows:

Ion exchange membranes with high ionic contents typically suffer from excessive water uptake and dilution effects which compromise both mech. properties and ion conductivity In the present work we develop and compare partial quaternization, copolymerization and crosslinking as three different synthetic strategies to balance the ion exchange capacity (IEC), water uptake and hydroxide conductivity of poly(arylene piperidinium)s, which belong to a new class of alkali-stable anion-exchange membrane materials. Poly(biphenyl N-methylpiperidine) (PBPip) was first produced in a polyhydroxyalkylation reaction of biphenyl and N-methyl-4-piperidone, and then partly quaternized with controlled stoichiometric shortages of alkyl halide to regulate the IEC. In the second approach, a series of copolymers with controlled IEC were prepared by introducing precise amounts of ketone co-monomers in the polyhydroxyalkylations. In the final approach, crosslinked AEMs were fabricated in a reactive casting procedure, followed by partial quaternization. The overall results of the study reveals that the copolymerization approach gives AEMs with the most attractive set of properties. Hence, at a given IEC and moderate water uptake, the copolymer AEMs reach the highest hydroxide conductivity, up to 120 mS cm-1 at 80 °C, and retain the high alk. stability of the original poly(arylene piperidinium) AEM. The study demonstrates the versatility and efficiency of these synthetic strategies to tailor and significantly improve the properties of functional high-performance AEMs for different electrochem. applications. In the part of experimental materials, we found many familiar compounds, such as 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 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.Application of 1445-73-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Photoinduced Deaminative Coupling of Alkylpyridium Salts with Terminal Arylalkynes》 was published in Journal of Organic Chemistry in 2020. These research results belong to Lai, Shu-Zhen; Yang, Yu-Ming; Xu, Hai; Tang, Zhen-Yu; Luo, Zhuangzhu. Related Products of 87120-72-7 The article mentions the following:

A novel and simple Z-alkene synthesis by the photocatalyzed coupling reactions of alkylpyridium salts, which were prepared from primary amines, with terminal aryl alkynes at room temperature is reported here. A wide range of primary amines, which contain different functional groups, were tolerated under these conditions. The mild reaction conditions, broad substrate scope, functional group tolerance, and operational simplicity make this deaminative coupling reaction a valuable method in organic syntheses. In addition to this study using tert-Butyl 4-aminopiperidine-1-carboxylate, there are many other studies that have used tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Related Products of 87120-72-7) was used in this study.

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Related Products of 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Discovery, Structure-Activity Relationship, and Biological Activity of Histone-Competitive Inhibitors of Histone Acetyltransferases P300/CBP》 was written by Wu, Fangrui; Hua, Yuanda; Kaochar, Salma; Nie, Shenyou; Lin, Yi-Lun; Yao, Yuan; Wu, Jingyu; Wu, Xiaowei; Fu, Xiaoyong; Schiff, Rachel; Davis, Christel M.; Robertson, Matthew; Ehli, Erik A.; Coarfa, Cristian; Mitsiades, Nicholas; Song, Yongcheng. Related Products of 87120-72-7 And the article was included in Journal of Medicinal Chemistry in 2020. The article conveys some information:

Histone acetyltransferase (HAT) p300 and its paralog CBP acetylate histone lysine side chains and play critical roles in regulating gene transcription. The HAT domain of p300/CBP is a potential drug target for cancer. Through compound screening and medicinal chem., novel inhibitors of p300/CBP HAT with their IC50 values as low as 620 nM were discovered. The most potent inhibitor is competitive against histone substrates and exhibits a high selectivity for p300/CBP. It inhibited cellular acetylation and had strong activity with EC50 of 1-3μM against proliferation of several tumor cell lines. Gene expression profiling in estrogen receptor (ER)-pos. breast cancer MCF-7 cells showed that inhibitor treatment recapitulated siRNA-mediated p300 knockdown, inhibited ER-mediated gene transcription, and suppressed expression of numerous cancer-related gene signatures. These results demonstrate that the inhibitor is not only a useful probe for biol. studies of p300/CBP HAT but also a pharmacol. lead for further drug development targeting cancer. The experimental process involved the reaction of tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Related Products of 87120-72-7)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Related Products of 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Self-Degradable Lipid-Like Materials Based on “”Hydrolysis accelerated by the intra-Particle Enrichment of Reactant (HyPER)”” for Messenger RNA Delivery》 was written by Tanaka, Hiroki; Takahashi, Tatsunari; Konishi, Manami; Takata, Nae; Gomi, Masaki; Shirane, Daiki; Miyama, Ryo; Hagiwara, Shinya; Yamasaki, Yuki; Sakurai, Yu; Ueda, Keisuke; Higashi, Kenjirou; Moribe, Kunikazu; Shinsho, Eiji; Nishida, Ruka; Fukuzawa, Kaori; Yonemochi, Etsuo; Okuwaki, Koji; Mochizuki, Yuji; Nakai, Yuta; Tange, Kota; Yoshioka, Hiroki; Tamagawa, Shinya; Akita, Hidetaka. Category: piperidines And the article was included in Advanced Functional Materials in 2020. The article conveys some information:

RNA-based therapeutics are a promising approach for curing intractable diseases by manipulating various cellular functions. For eliciting RNA (i.e., mRNA and siRNA) functions successfully, the RNA in the extracellular space must be protected and it must be delivered to the cytoplasm. In this study, the development of a self-degradable lipid-like material that functions to accelerate the collapse of lipid nanoparticles (LNPs) and the release of RNA into cytoplasm is reported. An oleic acid-scaffold lipid-like material that mounts all of these units (ssPalmO-Phe) shows superior transfection efficiency to nondegradable or conventional materials. The insertion of the aromatic ring is unexpectedly revealed to contribute to the enhancement of endosomal escape. Since the intracellular trafficking is a sequential process that includes cellular uptake, endosomal escape, the release of mRNA, and translation, the improvement in each process synergistically enhances the gene expression. In the experimental materials used by the author, we found 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Category: piperidines)

2-(Piperidin-4-yl)ethanol(cas: 622-26-4) can be used to synthese ursolic acid derivatives, spiroimidazolidinone NPC1L1 inhibitors, neurokinin-2 receptor antagonists, antagonists for inhibition of platelet aggregation.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Chen, Nanjun; Paek, Sae Yane; Lee, Ju Yeon; Park, Jong Hyeong; Lee, So Young; Lee, Young Moo published their research in Energy & Environmental Science in 2021. The article was titled 《High-performance anion exchange membrane water electrolyzers with a current density of 7.68 A cm-2 and a durability of 1000 hours》.Formula: C6H11NO The article contains the following contents:

Low-cost anion exchange membrane (AEM) water electrolyzers (AEMWEs) are a new technol. for the production of high-purity hydrogen; however, their c.d. and durability are far lower than those of proton exchange membrane water electrolyzers (PEMWEs). Here, we report poly(fluorenyl-co-aryl piperidinium) (PFAP)-based anhydrous cathode AEMWEs that exceed the state-of-the-art PEMWEs with respect to c.d. In addition to a rational electrode design, PFAP-based AEMs with a high water diffusivity and ion conductivity are crucial for high-performance AEMWEs. Using platinum-group-metal (PGM) catalysts, the present AEMWEs achieved a new record c.d. of 7.68 A cm-2 at 2.0 V with a 1 M KOH anode, which surpasses that of state-of-the-art PEMWEs (6 A cm-2 at 2.0 V). PGM-free AEMWEs displayed an excellent c.d. of 1.62 A cm-2 at 2.0 V. Importantly, PGM and PGM-free AEMWEs operated stably under a 0.5 A cm-2 c.d. at 60 °C for more than 1000 h. This work sheds light on current high-performance AEMWEs. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-piperidone(cas: 1445-73-4Formula: C6H11NO)

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.Formula: C6H11NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Category: piperidinesIn 2019 ,《Design and Synthesis of TASIN Analogues Specifically Targeting Colorectal Cancer Cell Lines with Mutant Adenomatous Polyposis Coli (APC)》 appeared in Journal of Medicinal Chemistry. The author of the article were Wang, Wentian; Zhang, Lu; Morlock, Lorraine; Williams, Noelle S.; Shay, Jerry W.; De Brabander, Jef K.. The article conveys some information:

Despite advances in targeted anticancer therapies, there are still no small-mol.-based therapies available that specifically target colorectal cancer (CRC) development and progression, the second leading cause of cancer deaths. We previously disclosed the discovery of truncating adenomatous polyposis coli (APC)-selective inhibitor 1 (TASIN-1), a small mol. that specifically targets colorectal cancer cells lines with truncating mutations in the adenomatous polyposis coli (APC) tumor suppressor gene through inhibition of cholesterol biosynthesis. Here, we report a medicinal chem. evaluation of a collection of TASIN analogs and activity against colon cancer cell lines and an isogenic cell line pair reporting on the status of APC-dependent selectivity. A number of potent and selective analogs were identified, including compounds with good metabolic stability and pharmacokinetic properties. The compounds reported herein represent a first-in-class genotype-selective series that specifically target apc mutations present in the majority of CRC patients and serve as a translational platform toward a targeted therapy for colon cancer. The results came from multiple reactions, including the reaction of 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Category: piperidines)

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 FAKCategory: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Formula: C7H15NOIn 2016 ,《Rapid Discovery and Structure-Activity Relationships of Pyrazolopyrimidines That Potently Suppress Breast Cancer Cell Growth via SRC Kinase Inhibition with Exceptional Selectivity over ABL Kinase》 appeared in Journal of Medicinal Chemistry. The author of the article were Fraser, Craig; Dawson, John C.; Dowling, Reece; Houston, Douglas R.; Weiss, Jason T.; Munro, Alison F.; Muir, Morwenna; Harrington, Lea; Webster, Scott P.; Frame, Margaret C.; Brunton, Valerie G.; Patton, E. Elizabeth; Carragher, Neil O.; Unciti-Broceta, Asier. The article conveys some information:

Novel pyrazolopyrimidines displaying high potency and selectivity toward SRC family kinases have been developed by combining ligand-based design and phenotypic screening in an iterative manner. Compounds were derived from the promiscuous kinase inhibitor PP1 to search for analogs that could potentially target a broad spectrum of kinases involved in cancer. Phenotypic screening against MCF7 mammary adenocarcinoma cells generated target-agnostic structure-activity relationships that biased subsequent designs toward breast cancer treatment rather than to a particular target. This strategy led to the discovery of two potent antiproliferative leads with phenotypically distinct anticancer mode of actions. Kinase profiling and further optimization resulted in eCF506, the first small mol. with subnanomolar IC50 for SRC that requires 3 orders of magnitude greater concentration to inhibit ABL. eCF506 exhibits excellent water solubility, an optimal DMPK profile and oral bioavailability, halts SRC-associated neuromast migration in zebrafish embryos without inducing life-threatening heart defects, and inhibits SRC phosphorylation in tumor xenografts in mice. In the experimental materials used by the author, we found 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Formula: C7H15NO)

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 FAKFormula: C7H15NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Product Details of 1445-73-4In 2020 ,《Quinoline Based Monocarbonyl Curcumin Analogs as Potential Antifungal and Antioxidant Agents: Synthesis, Bioevaluation and Molecular Docking Study》 appeared in Chemistry & Biodiversity. The author of the article were Nagargoje, Amol A.; Akolkar, Satish V.; Siddiqui, Madiha M.; Subhedar, Dnyaneshwar D.; Sangshetti, Jaiprakash N.; Khedkar, Vijay M.; Shingate, Bapurao B.. The article conveys some information:

In search for new fungicidal and free radical scavenging agents, we synthesized a focused library of 2-chloroquinoline based monocarbonyl analogs of curcumin (MACs). The synthesized MACs were evaluated for in vitro antifungal and antioxidant activity. The antifungal activity was evaluated against five different fungal strains such as Candida albicans, Fusarium oxysporum, Aspergillus flavus, Aspergillus niger, and Cryptococcus neoformans, resp. Most of the synthesized MACs displayed promising antifungal activity compared to the standard drug Miconazole. Furthermore, mol. docking study on a crucial fungal enzyme sterol 14α-demethylase (CYP51) could provide insight into the plausible mechanism of antifungal activity. MACs were also screened for in vitro radical scavenging activity using butylated hydroxytoluene (BHT) as a standard Almost all MACs exhibited better antioxidant activity compared to BHT. After reading the article, we found that the author used 1-Methyl-4-piperidone(cas: 1445-73-4Product Details of 1445-73-4)

1-Methyl-4-piperidone(cas: 1445-73-4) is a member of piperidine. Piperidine-containing compounds are also frequently employed in synthesis as ligands or auxiliaries. Accordingly, many efforts have been devoted to the development of novel methods for the synthesis of these compounds over the years.Product Details of 1445-73-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Molecular modeling of three-dimensional structure of hTRPV4 protein and experimental verification of its antagonist binding sites》 was written by Ai, Chongyi; Zhang, Wenjuan; Zhou, Lulu; Cai, Xu; Zheng, Zhibing. Computed Properties of C10H20N2O2This research focused onTRPV4 protein inhibitor synthesis binding modeling acute lung injury. The article conveys some information:

The transient receptor potential vanilloid type 4 (TRPV4) is a polymodal receptor. Antagonists of human TRPV4 (hTRPV4) represent a novel therapeutic approach for acute lung injury (ALI). However, the discovery of various hTRPV4 antagonists has been difficult due to the unavailability of 3D-structure of hTRPV4 protein. We constructed the 3D-structure of hTRPV4 protein by homol. modeling, and the binding pocket of antagonist with hTRPV4 was predicted for the first time. The pocket was consistent with the same subfamily rabbit TRPV5. The detailed interactions of different protein-ligand complexes were calculated by mol. docking and mol. dynamics (MD) simulation, and the outcome revealed the rationality of the binding pocket. Based on the docking and MD results of this model and the structure of compound A2, a TRPV4 antagonist reported in literature, two small mol. compounds, B1 and B2, were designed and synthesized as hTRPV4 antagonists. The results of biol. evaluation in vitro showed that these compounds have good inhibitory activity on hTRPV4. Moreover, the results were in good agreement with those predicted by mol. simulation, which in turn suggested that the modeling 3D structure and the predicted active sites of hTRPV4 are reasonable and reliable. The compound B2, with novel structure and potent inhibitory activity against hTRPV4, can be a promising lead compound for discovering new hTRPV4 antagonists in the future. In addition to this study using tert-Butyl 4-aminopiperidine-1-carboxylate, there are many other studies that have used tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Computed Properties of C10H20N2O2) was used in this study.

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Computed Properties of C10H20N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Optical resolution of amino acid derivatives by high-performance liquid chromatography on tris(phenylcarbamate)s of cellulose and amylose》 was written by Okamoto, Yoshio; Kaida, Yuriko; Aburatani, Ryo; Hatada, Koichi. Formula: C16H21NO4 And the article was included in Journal of Chromatography on August 30 ,1989. The article conveys some information:

The optical resolution of 10 N-protected alanine esters was examined by HPLC using 6 cellulose and 5 amylose tris(phenylcarbamate) derivatives as chiral stationary phases. Tris(3,5-dimethylphenylcarbamate)s of both cellulose and amylose showed high resolving power for these racemates. The resolution of 23 N-benzyloxycarbonyl α-amino acid ester was also tested on tris(3,5-dimethylphenylcarbamate)s of cellulose and amylose. All but 2 amino acid derivatives were completely resolved at least by one of the columns. On cellulose tris(3,5-dimethylphenylcarbamate), all L-amino acids (except threonine) eluted first. In the experiment, the researchers used 1-Benzyl 2-ethyl piperidine-1,2-dicarboxylate(cas: 126401-22-7Formula: C16H21NO4)

1-Benzyl 2-ethyl piperidine-1,2-dicarboxylate(cas: 126401-22-7) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. Formula: C16H21NO4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem