Day: October 21, 2022

Chen, Jun; Duan, Rong; Chen, Wei; Zhang, Juan; Luo, Xiao-Gang; Li, Jian; Bai, Zheng-Wu published an article on January 31 ,2013. The article was titled 《Enantioseparation properties of the biselector chiral stationary phase derived from amylose tris(phenylcarbamate) and amylose tris(benzoate)》, and you may find the article in Current Analytical Chemistry.SDS of cas: 112773-90-7 The information in the text is summarized as follows:

To study the enantioseparation property of the biselector chiral stationary phase derived from polysaccharide, a new biselector chiral stationary phase was prepared by coating a blend of two amylose derivatives on an aminated silica gel. The blend consisted of amylose tris(phenylcarbamate) and amylose tris(benzoate) at a glucose unit ratio of 1:1 (mol/mol). For the sake of enantioseparation comparison, the corresponding single selector chiral stationary phases were also prepared with the two individual amylose derivatives The enantioseparation ability of these chiral stationary phases was evaluated by using structurally various chiral analytes. The biselector chiral stationary phase showed an overall improved enantioseparation ability in comparison with the two single selector chiral stationary phases. The effect of alcs. in mobile phase on the enantioseparation of the biselector chiral stationary phase is also discussed. After reading the article, we found that the author used (R)-N-(2,6-Dimethylphenyl)-1-propylpiperidine-2-carboxamide hydrochloride(cas: 112773-90-7SDS of cas: 112773-90-7)

(R)-N-(2,6-Dimethylphenyl)-1-propylpiperidine-2-carboxamide hydrochloride(cas: 112773-90-7) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. SDS of cas: 112773-90-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2019,ChemMedChem included an article by Peter Ventura, Alejandra M.; Haeberlein, Simone; Lange-Gruenweller, Kerstin; Gruenweller, Arnold; Hartmann, Roland K.; Grevelding, Christoph G.; Schlitzer, Martin. Application of 39546-32-2. The article was titled 《Development of Biarylalkyl Carboxylic Acid Amides with Improved Anti-schistosomal Activity》. The information in the text is summarized as follows:

The parasitic disease schistosomiasis is the cause of more than 200 000 human deaths per yr. Although the disease is treatable, there is one major shortcoming: praziquantel has been the only drug used to combat these parasites since 1977. The risk of the emergence of resistant schistosomes is known to be increasing, as a reduced sensitivity of these parasites toward praziquantel has been observed We developed a new class of substances, which are derived from inhibitors of human aldose reductase, and which showed promising activity against Schistosoma mansoni couples in vitro. Further optimization of the compounds led to an increase in anti-schistosomal activity with observed phenotypes such as reduced egg production, vitality, and motility as well as tegumental damage and gut dilatation. Here, we performed structure-activity relationship studies on the carboxylic acid moiety of biarylalkyl carboxylic acids. Out of 82 carboxylic acid amides, we identified 10 compounds that are active against S. mansoni at 25 μm. The best five compounds showed an anti-schistosomal activity up to 10 μm and induced severe phenotypes. Cytotoxicity tests in human cell lines showed that two derivatives had no cytotoxicity at 50 or 100 μm. These compounds are promising candidates for further optimization toward the new anti-schistosomal agents. In addition to this study using Piperidine-4-carboxamide, there are many other studies that have used Piperidine-4-carboxamide(cas: 39546-32-2Application of 39546-32-2) was used in this study.

Piperidine-4-carboxamide(cas: 39546-32-2) 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.Application of 39546-32-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2013,Zhang, Xu; Peng, Ting; Ji, Xun; Li, Jian; Tong, Linjiang; Li, Zeng; Yang, Wei; Xu, Yungen; Li, Mengyuan; Ding, Jian; Jiang, Hualiang; Xie, Hua; Liu, Hong published 《Design, synthesis and biological evaluation of novel 4-anilinoquinazolines with C-6 urea-linked side chains as inhibitors of the epidermal growth factor receptor》.Bioorganic & Medicinal Chemistry published the findings.Recommanded Product: 622-26-4 The information in the text is summarized as follows:

A novel series of anilinoquinazoline compounds with C-6 urea-linked side chains was designed and synthesized as reversible inhibitors of epidermal growth factor receptor (EGFR) based on the structure-activity relationships (SARs) of anilinoquinazoline inhibitors. All compounds demonstrated good inhibition of EGFR wild type (EGFR wt) and inhibited proliferation of A431cell line. Compounds (I) and (II) almost completely blocked the phosphorylation of EGFR in A431 cell line at 0.01 μM. Interestingly, all of the compounds also demonstrated moderate inhibition of EGFR/T790M/L858R. In addition, compounds (III) and (IV) blocked the autophosphorylation of EGFR in NCI-H1975 cells at high concentration (10 μM), and compound 8f was confirmed to be an irreversible inhibitor through the dilution method. Importantly, the compounds with C-6 urea-linked side chains which did not contain Michael acceptors demonstrated moderate to strong irreversible EGFR inhibition. In the experimental materials used by the author, we found 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Recommanded Product: 622-26-4)

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.Recommanded Product: 622-26-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2019,Organic & Biomolecular Chemistry included an article by Fu, Ying; Li, Ming-Peng; Shi, Chun-Zhao; Li, Fang-Rong; Du, Zhengyin; Huo, Congde. Category: piperidines. The article was titled 《Double C-N bond cleavages of N-alkyl 4-oxopiperidinium salts: access to unsymmetrical tertiary sulfonamides》. The information in the text is summarized as follows:

In this paper, regiospecific, double intraannular C-N bond cleavages of N-alkyl 4-oxopiperidinium salts are presented. The reaction sequence involves a charge-transfer complex, in situ formed between sulfonyl chloride and N-methylmorpholine, which induces S-Cl bond homolysis of sulfonyl chloride, yielding a reactive sulfonyl radical that further induces the double C-N bond cleavages of N-alkyl 4-oxopiperidinium salt. The secondary amine thus produced was trapped by sulfonyl chloride to yield the desired sulfonamide product. The key feature of this protocol is that two intraannular C-N bonds of the 4-oxopiperidine ring are cleaved in one step under metal- and oxidant-free conditions. In the experimental materials used by the author, we found 1-Methyl-4-piperidone(cas: 1445-73-4Category: piperidines)

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.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Li, Zilu; Zhang, Min; Teuscher, Kevin B.; Ji, Haitao published their research in Journal of Medicinal Chemistry in 2021. The article was titled 《Discovery of 1-Benzoyl 4-Phenoxypiperidines as Small-Molecule Inhibitors of the β-Catenin/B-Cell Lymphoma 9 Protein-Protein Interaction》.Synthetic Route of C10H19NO3 The article contains the following contents:

Structure-based design and optimization were performed to develop small-mol. β-catenin/B-cell lymphoma 9 (BCL9) inhibitors and improve their inhibitory activities. Compound ZL3138 with a novel 1-benzoyl 4-phenoxypiperidine scaffold was discovered to disrupt the β-catenin/BCL9 protein-protein interaction (PPI) with a Ki of 0.96μM in AlphaScreen competitive inhibition assays and displayed good selectivity for β-catenin/BCL9 over β-catenin/E-cadherin PPIs. The binding mode of new inhibitors was characterized by structure-activity relationship and site-directed mutagenesis studies. Protein pull-down assays indicate that this series of compounds directly binds with β-catenin. Cellular target engagement and co-immunoprecipitation experiments demonstrate that ZL3138 binds with β-catenin and disrupts the β-catenin/BCL9 interaction without affecting the β-catenin/E-cadherin interaction in living cells. Further cell-based studies show that ZL3138 selectively suppresses transactivation of Wnt/β-catenin signaling, regulates transcription and expression of Wnt target genes, and inhibits the growth of Wnt/β-catenin-dependent cancer cells. After reading the article, we found that the author used tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Synthetic Route of C10H19NO3)

tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas:109384-19-2) is a 4-hydroxypyridine with a boc protecting group used in the preparation of neurologically active agents and other pharmaceutical compounds.Synthetic Route of C10H19NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Gao, Wei Ting; Gao, Xue Lang; Gou, Wei Wei; Wang, Jia Jun; Cai, Zhi Hong; Zhang, Qiu Gen; Zhu, Ai Mei; Liu, Qing Lin published an article in Journal of Membrane Science. The title of the article was 《High-performance tetracyclic aromatic anion exchange membranes containing twisted binaphthyl for fuel cells》.Application In Synthesis of 1-Methyl-4-piperidone The author mentioned the following in the article:

The development of high-performance anion exchange membranes (AEMs) has become more urgent for fuel cells. One of the critical challenges is to prepare AEMs with sufficient ion conductivity and robust alk. endurance. In this work, bulky twisted binaphthyl units are introduced into the backbones of AEMs by a one-pot superacid-catalyzed polymerization to enhance both the conductivity and stability. The binaphthyl unit can depress the chain packing d. and enlarge the free volume of the AEMs, conducing to form well-defined microphase separation and to build well-developed ion-conductive highways. The poly(binaphthyl piperidinium)-based AEM (QABNP) shows the highest OH- conductivity of 135.25 mS cm-1 superior to the poly(quaterphenyl piperidinium)-based AEM (QAQPP) (109.12 mS cm-1). Meanwhile, the QABNP AEM exhibits about 90% conductivity retention after being tested in a harsh alk. environment (2 M NaOH at 80 °C) for 1080 h. Importantly, the QABNP based single cell possesses the highest peak power d. (PPD) of 1.16 W cm-2 at a high c.d. of 2.37 A cm-2 with a low high frequency resistance (HFR) of 0.04 Ω cm2. This study demonstrates the merits of bulky twisted binaphthyl incorporated in a polymer backbone for improving AEM performances.1-Methyl-4-piperidone(cas: 1445-73-4Application In Synthesis of 1-Methyl-4-piperidone) was used in this study.

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 In Synthesis of 1-Methyl-4-piperidone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2022,Xue, Ding; Xu, Yibin; Kyani, Armita; Roy, Joyeeta; Dai, Lipeng; Sun, Duxin; Neamati, Nouri published an article in Journal of Medicinal Chemistry. The title of the article was 《Discovery and Lead Optimization of Benzene-1,4-disulfonamides as Oxidative Phosphorylation Inhibitors》.Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylate The author mentioned the following in the article:

Inhibition of oxidative phosphorylation (OXPHOS) is a promising therapeutic strategy for select cancers that are dependent on aerobic metabolism Here, we report the discovery, optimization, and structure-activity relationship (SAR) study of a series of novel OXPHOS inhibitors. The hit compound, benzene-1,4-disulfonamide 1 (I), was discovered in a phenotypic screen selective for cytotoxicity in a galactose-containing medium. Our multi-parameter optimization campaign led to the discovery of 65 (DX3-235)(II), showing nanomolar inhibition of complex I function and ATP production in a galactose-containing medium resulting in significant cytotoxicity. Importantly, 64 (DX3-234)(III), a close analog of 65, is well tolerated in mice and shows significant single agent efficacy in a Pan02 syngeneic pancreatic cancer model, suggesting that highly potent and selective OXPHOS inhibitors can be useful for the treatment of pancreatic cancer. In the part of experimental materials, we found many familiar compounds, such as tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylate)

tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Application In Synthesis of tert-Butyl 4-aminopiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Application In Synthesis of 1-Methyl-4-piperidoneIn 2020 ,《Screening and Phenotypical Characterization of Schistosoma mansoni Histone Deacetylase 8 (SmHDAC8) Inhibitors as Multistage Antischistosomal Agents》 was published in ACS Infectious Diseases. The article was written by Saccoccia, Fulvio; Brindisi, Margherita; Gimmelli, Roberto; Relitti, Nicola; Guidi, Alessandra; Saraswati, A. Prasanth; Cavella, Caterina; Brogi, Simone; Chemi, Giulia; Butini, Stefania; Papoff, Giuliana; Senger, Johanna; Herp, Daniel; Jung, Manfred; Campiani, Giuseppe; Gemma, Sandra; Ruberti, Giovina. The article contains the following contents:

Schistosomiasis (also known as bilharzia) is a neglected tropical disease caused by platyhelminths of the genus Schistosoma. The disease is endemic in tropical and subtropical areas of the world where water is infested by the intermediate parasite host, the snail. More than 800 million people live in endemic areas and more than 200 million are infected and require treatment. Praziquantel (PZQ) is the drug of choice for schistosomiasis treatment and transmission control being safe and very effective against adult worms of all the clin. relevant Schistosoma species. Unfortunately, it is ineffective on immature, juvenile worms, therefore it does not prevent reinfection. Moreover, the risk of development and spread of drug resistance strains due to the wide use of a single drug in such a large population represents a serious threat. Therefore, research aimed to identifying novel drugs to be used alone or in combination with PZQ are needed. Histone deacetylase 8 (HDAC8) from the parasite Schistosoma mansoni is a class I zinc-dependent HDAC which is abundantly expressed in all stages of its life cycle, thus representing an interesting target for drug discovery. Through virtual screening and phenotypical characterization of selected hits, the authors discovered two main chem. classes of compounds characterized by the presence of a hydroxamate-based metal binding group coupled to a spiroindoline or a tricyclic thieno[3,2-b]indole core as capping groups. Some of the compounds of both classes were deeply investigated and showed to impair viability of larval, juvenile, and adult schistosomes, to impact egg production in vitro and/or to induce morphol. alterations of the adult schistosome reproductive systems. Noteworthy, all of them inhibit the recombinant form of SmHDAC8 enzyme in vitro. Overall, the authors identified very interesting scaffolds paving the way to the development of effective antischistosomal agents. In the experimental materials used by the author, we found 1-Methyl-4-piperidone(cas: 1445-73-4Application In Synthesis of 1-Methyl-4-piperidone)

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 In Synthesis of 1-Methyl-4-piperidone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《3,6-Diamino-7,8-dihydroisoquinoline-4-carbonitrile derivatives: unexpected facile synthesis, full-color-tunable solid-state emissions and mechanofluorochromic activities》 was published in Organic Chemistry Frontiers in 2021. These research results belong to Zhang, Xinyu; Wang, Dan; Shen, Hao; Wang, Shuxian; Zhou, Yunbing; Lei, Yunxiang; Gao, Wenxia; Liu, Miaochang; Huang, Xiaobo; Wu, Huayue. Related Products of 39546-32-2 The article mentions the following:

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. The experimental process involved the reaction of Piperidine-4-carboxamide(cas: 39546-32-2Related Products of 39546-32-2)

Piperidine-4-carboxamide(cas: 39546-32-2) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Related Products of 39546-32-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Enzyme-catalyzed hydrolysis of N-benzyloxycarbonyl-cis-2,6-(acetoxymethyl)piperidine. A facile route to optically active piperidines》 was written by Chenevert, Robert; Dickman, Michael. SDS of cas: 59234-40-1 And the article was included in Tetrahedron: Asymmetry on August 31 ,1992. The article conveys some information:

The first enzymic asymmetrization of a piperidine system is reported. Hydrolysis of N-benzyloxycarbonyl-cis-2,6-(acetoxymethyl)piperidine in the presence of Aspergillus niger lipase gave the corresponding 2R,6S monoacetate in good chem. yield and very high optical purity (ee ≥ 98%). In the experiment, the researchers used many compounds, for example, Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1SDS of cas: 59234-40-1)

Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1) 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.SDS of cas: 59234-40-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem