Category: piperidines

Recommanded Product: tert-Butyl 4-hydroxypiperidine-1-carboxylateIn 2021 ,《A knowledge-based, structural-aided discovery of a novel class of 2-phenylimidazo[1,2-a]pyridine-6-carboxamide H-PGDS inhibitors》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Schulte, Christie A.; Deaton, David N.; Diaz, Elsie; Do, Young; Gampe, Robert T.; Guss, Jeffrey H.; Hancock, Ashley P.; Hobbs, Heather; Hodgson, Simon T.; Holt, Jason; Jeune, Michael R.; Kahler, Kirsten M.; Kramer, H. Fritz; Le, Joelle; Mortenson, Paul N.; Musetti, Caterina; Nolte, Robert T.; Orband-Miller, Lisa A.; Peckham, Gregory E.; Petrov, Kim G.; Pietrak, Beth L.; Poole, Chuck; Price, Daniel J.; Saxty, Gordon; Shillings, Anthony; Smalley, Terrence L. Jr.; Somers, Don O.; Stewart, Eugene L.; Stuart, J. Darren; Thomson, Stephen A.. The article contains the following contents:

A knowledge-based, structural-aided discovery of a novel class of 1,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine and 2-phenylimidazo[1,2-a]pyridine-6-carboxamide H-PGDS inhibitors was described. In addition to this study using tert-Butyl 4-hydroxypiperidine-1-carboxylate, there are many other studies that have used tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Recommanded Product: tert-Butyl 4-hydroxypiperidine-1-carboxylate) was used in this study.

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.Recommanded Product: tert-Butyl 4-hydroxypiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The author of 《An optimised series of substituted N-phenylpyrrolamides as DNA gyrase B inhibitors》 were Tiz, Davide Benedetto; Skok, Ziga; Durcik, Martina; Tomasic, Tihomir; Masic, Lucija Peterlin; Ilas, Janez; Zega, Anamarija; Draskovits, Gabor; Revesz, Tamas; Nyerges, Akos; Pal, Csaba; Cruz, Cristina D.; Tammela, Paivi; Zigon, Dusan; Kikelj, Danijel; Zidar, Nace. And the article was published in European Journal of Medicinal Chemistry in 2019. COA of Formula: C10H19NO3 The author mentioned the following in the article:

ATP competitive inhibitors of DNA gyrase and topoisomerase IV have great therapeutic potential, but none of the described synthetic compounds has so far reached the market. To optimize the activities and physicochem. properties of the authors’ previously reported N-phenylpyrrolamide inhibitors, the authors have synthesized an improved, chem. variegated selection of compounds and evaluated them against DNA gyrase and topoisomerase IV enzymes, and against selected Gram-pos. and Gram-neg. bacteria. The most potent compound displayed IC50 values of 6.9 nM against Escherichia coli DNA gyrase and 960 nM against Staphylococcus aureus topoisomerase IV. Several compounds displayed min. inhibitory concentrations (MICs) against Gram-pos. strains in the 1-50 μM range, one of which inhibited the growth of Enterococcus faecalis, Enterococcus faecium, S. aureus and Streptococcus pyogenes with MIC values of 1.56 μM, 1.56 μM, 0.78 μM and 0.72 μM, resp. This compound has been investigated further on methicillin-resistant S. aureus (MRSA) and on ciprofloxacin non-susceptible and extremely drug resistant strain of S. aureus (MRSA VISA). It exhibited the MIC value of 2.5 μM on both strains, and MIC value of 32 μM against MRSA in the presence of inactivated human blood serum. Further studies are needed to confirm its mode of action. The results came from multiple reactions, including the reaction of tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2COA of Formula: 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.COA of Formula: C10H19NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2014,Vidadala, Rama Subba Rao; Ojo, Kayode K.; Johnson, Steven M.; Zhang, Zhongsheng; Leonard, Stephen E.; Mitra, Arinjay; Choi, Ryan; Reid, Molly C.; Keyloun, Katelyn R.; Fox, Anna M. W.; Kennedy, Mark; Silver-Brace, Tiffany; Hume, Jen C. C.; Kappe, Stefan; Verlinde, Christophe L. M. J.; Fan, Erkang; Merritt, Ethan A.; Van Voorhis, Wesley C.; Maly, Dustin J. published 《Development of potent and selective Plasmodium falciparum calcium-dependent protein kinase 4 (PfCDPK4) inhibitors that block the transmission of malaria to mosquitoes》.European Journal of Medicinal Chemistry published the findings.Synthetic Route of C7H15NO The information in the text is summarized as follows:

Malaria remains a major health concern for a large percentage of the world’s population. While great strides have been made in reducing mortality due to malaria, new strategies and therapies are still needed. Therapies that are capable of blocking the transmission of Plasmodium parasites are particularly attractive, but only primaquine accomplishes this, and toxicity issues hamper its widespread use. In this study, the authors describe a series of pyrazolopyrimidine- and imidazopyrazine-based compounds that are potent inhibitors of PfCDPK4, which is a calcium-activated Plasmodium protein kinase that is essential for exflagellation of male gametocytes. Thus, PfCDPK4 is essential for the sexual development of Plasmodium parasites and their ability to infect mosquitoes. The authors demonstrate that two structural features in the ATP-binding site of PfCDPK4 can be exploited to obtain potent and selective inhibitors of this enzyme. Furthermore, the authors demonstrate that pyrazolopyrimidine-based inhibitors that are potent inhibitors of the in vitro activity of PfCDPK4 are also able to block Plasmodium falciparum exflagellation with no observable toxicity to human cells. This medicinal chem. effort serves as a valuable starting point in the development of safe, transmission-blocking agents for the control of malaria. In the experiment, the researchers used many compounds, for example, 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Synthetic Route of 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 FAKSynthetic Route of C7H15NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Sun, Ping; Liu, Hui; Zhai, Zhicai; Zhang, Xuesheng; Fang, Yingsen; Tan, Jun; Wu, Jiaqiang published an article on January 15 ,2019. The article was titled 《Degradation of UV filter BP-1 with nitrogen-doped industrial graphene as a metal-free catalyst of peroxymonosulfate activation》, and you may find the article in Chemical Engineering Journal (Amsterdam, Netherlands).SDS of cas: 826-36-8 The information in the text is summarized as follows:

Instead of previously reported graphene oxide (GO), industrial graphene (reduced graphene oxide (IrGO)) was annealed with a nitrogen precursor. The obtained nitrogen-doped graphene (N-IrGO) was then employed as a novel catalyst for peroxymonosulfate (PMS) activation to degrade benzophenone-1 (BP-1) for the first time. The results show that N-IrGO exhibits excellent catalytic performance over conventional GO and its nitrogen-doped sample and was even better than the metal catalysts Co3O4 and Fe3O4. The enhanced catalytic performance might be attributed to graphitic-like nitrogen. Moreover, the effects of various factors were studied, including catalyst load, PMS concentration and reaction temperature Possible degradation pathways of BP-1 in the N-IrGO/PMS system were proposed based on detected intermediates and the frontier electron d. calculation Radical quenching experiments and ESR (EPR) tests indicated that nonradical oxidation (singlet oxygen (1O2)) plays a dominant role in the BP-1 degradation, in contrast to the previously proposed radical process. Finally, mineralization and stability experiments confirmed that N-IrGO may be an alternative catalyst for environmental remediation. This study contributes to designing novel graphene materials with N doping and gives new insight into nonradical oxidation on benzophenone-type UV filters degradation The results came from multiple reactions, including the reaction of Triacetonamine(cas: 826-36-8SDS of cas: 826-36-8)

Triacetonamine(cas: 826-36-8) 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.SDS of cas: 826-36-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Reference of TriacetonamineOn March 1, 2022, Wei, Ying; Lu, Guanglu; Xie, Dongrun; Sun, Tianyi; Liu, Yu; Zhang, Ying; An, Jiutao; Li, Menghong; Guo, He published an article in Chemical Engineering Journal (Amsterdam, Netherlands). The article was 《Degradation of enrofloxacin in aqueous by DBD plasma and UV: Degradation performance, mechanism and toxicity assessment》. The article mentions the following:

Enrofloxacin (ENRO) as a highly toxic antibiotic poses great threats to human health and environmental safety. In this study, a novel technol. of coupling dielec. barrier discharge (DBD) and UV was investigated to efficiently degrade ENRO in aqueous, and had a higher degradation rate. The ENRO degradation rate achieved approx. 93.9% at 30 min, and approx. 1.20 g kWh-1 of energy yield (G50) was observed for the combined system. The addition of H2O2 and K2S2O4 improved the ENRO degradation due to the generation of ·OH and ·SO42-. In the presence of NO3-, the ENRO degradation played a tendency to promote first and then decrease, and the presence of SO42-resulted in the pos. effect, while the neg. effect was shown in the presence of Cl- and CO32-. The trapping experiment indicated that ·OH played an important part in the ENRO degradation The addition of UV into the DBD system decreased H2O2 concentration in deionized water, and increased ·OH concentration The DFT anal. showed the degradation mechanisms of ENRO at a mol. level. The degradation of ENRO mainly involved the oxidation of the piperazine group, the removal of Et acetate and the substitution of the F atom. The toxicity of ENRO and its degradation intermediates was evaluated. After reading the article, we found that the author used Triacetonamine(cas: 826-36-8Reference of Triacetonamine)

Triacetonamine(cas: 826-36-8) 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.Reference of Triacetonamine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Reference of TriacetonamineOn March 5, 2022, Wang, Gen; Ge, Lei; Liu, Zhuoyue; Zhu, Xiurong; Yang, Shengjiong; Wu, Kun; Jin, Pengkang; Zeng, Xiangkang; Zhang, Xiwang published an article in Chemical Engineering Journal (Amsterdam, Netherlands). The article was 《Activation of peroxydisulfate by defect-rich CuO nanoparticles supported on layered MgO for organic pollutants degradation: An electron transfer mechanism》. The article mentions the following:

Heterogeneous activation of peroxydisulfate (PDS) by transition metal oxides offers a promising strategy for organic pollutants removal but suffers from low electron transfer efficiency. Herein, layered MgO supported CuO nanoparticles was prepared by thermal conversion of metal-phenolic networks of Cu2+/Mg2+ and tannic acid. CuO nanoparticles (≈2 nm) were spatial monodispersed on layered MgO, inducing the formation of electron deficient Cu3+ and surface oxygen vacancies and thus facilitated adsorption and activation of PDS. The electron-rich CuO/MgO hybrid catalysts manifested good catalytic performance of PDS activation for organic pollutants removal. At 0.18 g/L of CuO/MgO hybrid catalyst and 0.2 mM of PDS, complete removal of bisphenol A (BPA) was achieved with a high kinetic constant (0.1 min-1, 50 min). Quenching experiments, ESR tests, PDS decomposition behaviors, electrochem. anal. and in situ ATR-FTIR and Raman spectroscopy revealed a nonradical pathway of electron transfer for PDS activation. The CuO/MgO hybrid catalysts exhibited wide working pH range from 3 to 11, selective oxidation capability, good resistance to halide ion and high utilization efficiency of PDS, and thus would be a promising candidate for wastewater remediation. The experimental part of the paper was very detailed, including the reaction process of Triacetonamine(cas: 826-36-8Reference of Triacetonamine)

Triacetonamine(cas: 826-36-8) 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.Reference of Triacetonamine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

COA of Formula: C7H11NO4On September 15, 1993 ,《Characterization of [35S]lanthionine ketimine specific binding to bovine brain membranes》 was published in Biochemical and Biophysical Research Communications. The article was written by Dupre, S.; Fontana, M.; Costa, M.; Pecci, L.; Ricci, G.; Cavallini, D.. The article contains the following contents:

[35S]Lanthionine ketimine binds specifically and with high affinity to bovine brain membranes. This binding has been studied in detail. It is reversible, not occurring at an uptake site or at a metabolizing enzyme and depending only weakly on ionic strength; it is affected by thiol reagents. [35S]Lanthionine ketimine specific binding is displaced only by other ketimines and by catecholamines, but not by more selective adrenergic ligands; binding parameters are reported. [3H]Adrenaline but not [3H]dihydroalprenolol is partially displaced by lanthionine ketimine. With bovine brain preparations a significant stimulation of basal adenylate cyclase activity by lanthionine ketimine is observedCis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1COA of Formula: C7H11NO4) was used in this study.

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.COA of Formula: C7H11NO4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《The action of tertiary and quaternary arecaidine and dihydroarecaidine esters on the guinea pig isolated ileum》 was published in British Journal of Pharmacology and Chemotherapy in 1966. These research results belong to Gloge, Holger; Luellmann, Heinz; Mutschler, Erich. Application of 1690-72-8 The article mentions the following:

A homologous series of tertiary and quaternary arecaidine esters (methyl to isobutyl), as well as the corresponding dihydrocompds., were investigated quant. on the isolated ileum of the guinea pig. The tertiary arecaidine esters are agonists. Highest activities (effective doses) are observed for the Et ester (E.D.50 = 1.5 × 10-4M) and for arecoline, the Me ester (E.D.50 = 5.8 × 10-8M). Esters with a longer side-chain show considerably lower activity. The intrinsic activities of arecaidine Et ester, arecoline, and dimethylaminoethyl acetate are higher than that of acetylcholine. Hydrogenation of the double bond in the ring markedly reduces the affinity and intrinsic activity of the tertiary arecaidine esters. Hydrogenated esters with a longer side-chain act as inhibitors. Quaternization by means of iodomethylation exerts varying influences on the intrinsic activities of arecaidine esters. In the case of the Me ester the intrinsic activity is somewhat reduced whereas that of the Et ester considerably decreases upon iodomethylation, thus yielding a partial antagonist. Similar transformation of esters with a longer side-chain leads to a complete loss of intrinsic activity. The quaternized compounds thus obtained are inhibitors with atropine-like action. Iodoethylation and iodopropylation even abolish the intrinsic activities of esters with a short side-chain. Hydrogenation of the double bond in the ring of the quaternary compounds similarly diminishes the activity as observed for the tertiary compounds For aliphatic N atoms, quaternization is essential in order to enable a reaction with the acetylcholine receptors of the muscarine type. In the case of ring N atoms, the tertiary protonated form is necessary for obtaining a high intrinsic activity upon combination with the receptor mol. In arecaidine esters, quaternization of the ring N atom reduces or even destroys intrinsic activity, in proportion to the length of the ester side-chain. The experimental process involved the reaction of Methyl 1-methylpiperidine-3-carboxylate(cas: 1690-72-8Application of 1690-72-8)

Methyl 1-methylpiperidine-3-carboxylate(cas: 1690-72-8) 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 1690-72-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《A simple, robust and efficient structural model to predict CO2 absorption for different amine solutions: Concern to design new amine compounds》 was published in Journal of Environmental Chemical Engineering in 2020. These research results belong to Raznahan, Mohammad Moein; Riahi, Siavash; Mousavi, Seyed Hamed. Application In Synthesis of 2-(Piperidin-4-yl)ethanol The article mentions the following:

The absorption capacity (AC) and absorption rate (AR) are considered as the two main characteristics in choosing the great amine solutions for carbon dioxide absorption. However, selecting the proper amine-based solution on a vast number of exptl. procedures is unaffordable regarding cost and time. Accordingly, studying and modeling amine structures and discovering the relationship between structural parameters and the AC and AR values of amine compounds are of great necessity. The Quant. Structure-Property Relationship (QSPR) method, which is considered as an efficient procedure, is used for predicting carbon dioxide absorption by amine solutions The present study was performed on two different groups of amine solutions, including chained and non-ring-shaped structures for group 1 and major ring-shaped structures for group 2. Then, linear and nonlinear models were applied to create QSPR models, resp. The values of the square of the correlation coefficient (R2) for linear and nonlinear models were 0.753 and 0.985, as well as 0.895 and 0.954 for groups 1 and 2, resp. The results demonstrated that applying a nonlinear model is more efficient and accurate than the linear model for predicting absorption. Further, the prediction of the CO2 absorption value is achievable with high precision for groups 1 and 2 using only 1 and 2 descriptors, resp. In this paper, new amine mols. were designed based on their primary structures and the reported descriptor. Finally, the constructed compounds were found to have better AR and AC compared to initial structures. In the experimental materials used by the author, we found 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Application In Synthesis of 2-(Piperidin-4-yl)ethanol)

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.Application In Synthesis of 2-(Piperidin-4-yl)ethanol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The author of 《Design, synthesis, and anticonvulsant effects evaluation of nonimidazole histamine H3 receptor antagonists/inverse agonists containing triazole moiety》 were Song, Mingxia; Yan, Rui; Zhang, Yanhui; Guo, Dongfu; Zhou, Naiming; Deng, XianQing. And the article was published in Journal of Enzyme Inhibition and Medicinal Chemistry in 2020. Category: piperidines The author mentioned the following in the article:

Histamine H3 receptors (H3R) antagonists/inverse agonists are becoming a promising therapeutic approach for epilepsy. In this article, novel nonimidazole H3R antagonists/inverse agonists have been designed and synthesized via hybriding the H3R pharmacophore (aliphatic amine with propyloxy chain) with the 1,2,4-triazole moiety as anticonvulsant drugs. The majority of antagonists/inverse agonists prepared here exerted moderate to robust activities in cAMP-response element (CRE) luciferase screening assay. 1-(3-(4-(3-Phenyl-4H-1,2,4-triazol-4-yl)phenoxy)propyl)piperidine () and 1-(3-(4-(3-(4-chlorophenyl)-4H-1,2,4-triazol-4-yl)phenoxy)propyl)piperidine displayed the highest H3R antagonistic activities, with IC50 values of 7.81 and 5.92 nM, resp. Meanwhile, the compounds with higher H3R antagonistic activities exhibited protection for mice in maximal electroshock seizure (MES)-induced convulsant model. Moreover, the protection of against the MES induced seizures was fully abrogated when mice were co-treated with RAMH, a CNS-penetrant H3R agonist, which suggested that the potential therapeutic effect of was through H3R. These results indicate that the attempt to find new anticonvulsant among H3R antagonists/inverse agonists is practicable. In addition to this study using Piperidine-4-carboxamide, there are many other studies that have used Piperidine-4-carboxamide(cas: 39546-32-2Category: piperidines) was used in this study.

Piperidine-4-carboxamide(cas: 39546-32-2) belongs to anime. Acylation is one of the most important reactions of primary and secondary amines; a hydrogen atom is replaced by an acyl group (a group derived from an acid, such as RCOOH or RSO3H, by removal of ―OH, such as RC(=O)―, RS(O)2―, and so on). Reagents may be acid chlorides (RCOC1, RSO2C1), anhydrides ((RCO)2O), or even esters (RCOOR′); the products are amides of the corresponding acids.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem