Heterocyclic Building Blocks-piperidine

Recommanded Product: 136624-42-5On June 13, 2016, Stotani, Silvia; Lorenz, Christoph; Winkler, Matthias; Medda, Federico; Picazo, Edwige; Ortega Martinez, Raquel; Karawajczyk, Anna; Sanchez-Quesada, Jorge; Giordanetto, Fabrizio published an article in ACS Combinatorial Science. The article was 《Design and Synthesis of Fsp3-Rich, Bis-Spirocyclic-Based Compound Libraries for Biological Screening》. The article mentions the following:

The exploration of innovative chem. space is a critical step in the early phases of drug discovery. Bis-spirocyclic frameworks occur in natural products and other biol. relevant metabolites and show attractive features, such as mol. compactness, structural complexity, and three-dimensional character. A concise approach to the synthesis of bis-spirocyclic-based compound libraries starting from readily available com. reagents and robust chem. transformations has been developed. A number of novel bis-spirocyclic scaffold examples, as implemented in the European Lead Factory project, is presented. The experimental process involved the reaction of 4-Amino-1-benzylpiperidine-4-carbonitrile(cas: 136624-42-5Recommanded Product: 136624-42-5)

4-Amino-1-benzylpiperidine-4-carbonitrile(cas: 136624-42-5) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Recommanded Product: 136624-42-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Product Details of 59234-40-1On September 30, 1982 ,《The effects of cyclic dicarboxylic acids on spontaneous and amino acid-evoked activity of rat cortical neurons》 was published in British Journal of Pharmacology. The article was written by Birley, S.; Collins, J. F.; Perkins, M. N.; Stone, T. W.. The article contains the following contents:

At relatively low ejecting currents (10-25 nA), cis-2,3-piperidinedicarboxylic acid (I) [46026-75-9] had no effect on spontaneous firing in neurons of rat cerebral cortex, but selectively antagonized the excitation evoked by N-methyl-D-aspartate (II) without affecting responses to quisqualate or kainate. At higher ejecting currents (60-100 nA), responses to all 3 agonists were reduced. Other cis-piperidinedicarboxylic acids and piperazine-2,3-dicarboxylic acid  [84619-47-6] had only weak and variable effects on cell firing and responses to II, quisqualate, kainate, glutamate, and aspartate. Excitation was produced by 2,3-pyridinedicarboxylic acid (quinolinic acid) [89-00-9] in all cortical neurons tested. Thus, quinolinic acid may be of physiol. interest as a potential endogenous excitant in the nervous system and I and its N-Me derivative may be of use in studies of receptor pharmacol. and the identification of synaptic transmitters. In the experiment, the researchers used many compounds, for example, Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1Product Details of 59234-40-1)

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

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

COA of Formula: C9H17NOOn September 22, 2021 ,《Tuning reaction pathways of peroxymonosulfate-based advanced oxidation process via defect engineering》 was published in Cell Reports Physical Science. The article was written by Huang, Renfeng; Zhu, Yunmin; Curnan, Matthew T.; Zhang, Yongqing; Han, Jeong Woo; Chen, Yan; Huang, Shaobin; Lin, Zhang. The article contains the following contents:

Peroxymonosulfate (PMS)-based advanced oxidation process (AOP) has attracted great attention as an effective technique for oxidatively decomposing organic pollutants. The PMS activation mechanisms, nevertheless, are still ambiguous in many cases, and, thus, controlling PMS activation pathways for efficient pollutant removal remains challenging. In this work, taking defective PrBa0.5Sr0.5Co1.5Fe0.5O5+v (PBSCF) as a model system, we demonstrate that oxygen vacancies (V•bulo) strongly promote PMS-based AOP, and PMS activation pathways are effectively tuned. Excessive V•bulos are found to modify the surface charge distribution, change PMS adsorption configuration, and break the S-O bond of PMS. As a result, the radical process is promoted, and the predominant nonradical activation pathway shifts from an electron transfer process to singlet oxygen formation. Our mechanistic understanding can guide the rational design of catalysts for efficient water remediation. In the part of experimental materials, we found many familiar compounds, such as Triacetonamine(cas: 826-36-8COA of Formula: C9H17NO)

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.COA of Formula: C9H17NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Avery, E. E.; Baevsky, M. F.; Braswell, S. J.; Duffus, C. W.; Evans, G. O. II; Rocha, D. K.; Wynne, R. A. published their research in Journal of Molecular Catalysis on August 1 ,1989. The article was titled 《Palladium phosphine-catalyzed hydroesterifications of unsaturated nitrogen heterocycles》.Reference of Methyl 1-methylpiperidine-3-carboxylate The article contains the following contents:

Pd(PPh3)2Cl2-catalyzed hydroesterification of HCl salts of 1,2,3,6-tetrahydropyridine derivatives gave 37-95% conversion to mixtures of isomeric Me esters. E.g., treatment of N-carbethoxynortropidine with CO-MeOH in MeCOEt containing Pd(PPh3)2Cl2 gave 95% conversion to mainly 3- and 4-(carbomethoxy)isomers I and II, resp., in 1:1.5 ratio. The experimental part of the paper was very detailed, including the reaction process of Methyl 1-methylpiperidine-3-carboxylate(cas: 1690-72-8Reference of Methyl 1-methylpiperidine-3-carboxylate)

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

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Bey, Philippe; Vevert, Jean Paul published their research in Journal of Organic Chemistry on August 1 ,1980. The article was titled 《Stereospecific alkylation of the Schiff base ester of alanine with 2-substituted-(E)- and -(Z)-vinyl bromides. An efficient synthesis of 2-methyl-(E)-3,4-didehydroglutamic acid, a potent substrate-induced irreversible inhibitor of L-glutamate-1-decarboxylase》.HPLC of Formula: 24666-55-5 The article contains the following contents:

Vinylation of PhCH:NCHMeCO2Me (I) by (E)- or (Z)-RCH:CHBr (R = CO2Me, CONH2, CN) in THF containing LiN(CHMe2)2 proceeded stereospecifically to give RCH:CHCMe(N:CHPh)CO2Me with retention of configuration of the double bond. Thus, I was vinylated with (E)-MeO2CCH:CHBr to give (E)-MeO2CCH:CHCMe(N:CHPh)CO2Me, which was hydrolyzed by aqueous HCl for 24 h at 60° to give the title dehydroglutamic acid. In the experimental materials used by the author, we found Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5HPLC of Formula: 24666-55-5)

Benzyl (2,6-dioxopiperidin-3-yl)carbamate(cas: 24666-55-5) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.HPLC of Formula: 24666-55-5

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Huang, Xixian; Zhu, Nengwu; Wei, Xiaorong; Ding, Yang; Ke, Yixin; Wu, Pingxiao; Liu, Zehua published their research in Journal of Hazardous Materials on December 5 ,2020. The article was titled 《Mechanism Insight into Efficient Peroxydisulfate activation by Novel Nano Zero-valent Iron Anchored yCo3O4 (nZVI/yCo3O4) Composites》.SDS of cas: 826-36-8 The article contains the following contents:

Novel nano zero-valent iron anchored bio-matrix supported Co3O4 (nZVI/yCo3O4) composites were fabricated for tetracycline (TC) efficient degradation by activating peroxydisulfate (PS). The systematical characterizations verified that the nZVI/yCo3O4 composites with magnetism have higher surface area than yCo3O4 and pure Co3O4, contributing to more accessible active sites. Various catalytic parameters (nZVI mass ratio, leached ions, initial pH, catalyst dosage, PS concentration and coexisting anions) were thoroughly investigated. In nZVI/yCo3O4/PS system, 97.6%, 93.4% and 77.3% TC were degraded within 15 min at pH 3.0, 6.0 and 9.0, resp. Based on four successive degradation runs, the excellent mineralization rate and reusability of nZVI/yCo3O4 composites were mainly benefited from the suppressed metals leaching. The PS activated mechanisms were proposed as non-radicals (1O2) dominated pattern at acidic conditions and radicals (SO•-4) predominant pattern at alk. environment, which may be highly related to the electron donating capacity of nZVI at different pH and the M(n+1)+/Mn+ redox cycling between Fe or Co metal. The plausible degradation routes of TC were presented based on the detected intermediates. Overall, the synthesized heterogeneous nZVI/yCo3O4 composites can efficiently active PS at a wide pH range, and further broaden the application of Co-based catalysts in PS activation. After reading the article, we found that the author used Triacetonamine(cas: 826-36-8SDS of cas: 826-36-8)

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

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Liu, Gang; Campbell, Brian T.; Holladay, Mark W.; Ford Pulido, Julia M.; Hua, Helen; Gitnick, Dana; Gardner, Michael F.; James, Joyce; Breider, Mike A.; Brigham, Daniel; Belli, Barbara; Armstrong, Robert C.; Treiber, Daniel K. published their research in ACS Medicinal Chemistry Letters on December 13 ,2012. The article was titled 《Discovery of AC710, a Globally Selective Inhibitor of Platelet-Derived Growth Factor Receptor-Family Kinases》.Quality Control of 1-Cyclopropylpiperidin-4-ol The article contains the following contents:

A series of potent, selective platelet-derived growth factor receptor-family kinase inhibitors was optimized starting from a globally selective lead mol. 4 through structural modifications aimed at improving the physiochem. and pharmacokinetic properties, as exemplified by 18b. Further clearance reduction via per-methylation of the α-carbons of a solubilizing piperidine nitrogen resulted in advanced leads 22a and 22b. Results from a mouse tumor xenograft, a collagen-induced arthritis model, and a 7 day rat in vivo tolerability study culminated in the selection of compound 22b (AC710) as a preclin. development candidate. In the experiment, the researchers used 1-Cyclopropylpiperidin-4-ol(cas: 851847-62-6Quality Control of 1-Cyclopropylpiperidin-4-ol)

1-Cyclopropylpiperidin-4-ol(cas: 851847-62-6) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. Quality Control of 1-Cyclopropylpiperidin-4-ol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Madsen, Ulf; Brehm, Lotte; Schaumburg, Kjeld; Joergensen, Flemming S.; Krogsgaard-Larsen, Povl published an article on January 31 ,1990. The article was titled 《Relationship between structure, conformational flexibility, and biological activity of agonists and antagonists at the N-methyl-D-aspartic acid subtype of excitatory amino acid receptors》, and you may find the article in Journal of Medicinal Chemistry.Application In Synthesis of Cis-piperidine-2,6-dicarboxylic acid The information in the text is summarized as follows:

The relationship between conformational flexibility and agonist or antagonist actions at the N-methyl-D-aspartic acid (NMDA) subtype of central L-glutamic acid (GLU) receptors of a series of racemic piperidinedicarboxylic acids (PDAs) was studied. The conformational analyses were based on 1H NMR spectroscopy and supported by computer simulations and mol. mechanics calculations While the trans-forms of 2,3-PDA and 2,4-PDA and cis-2,5-PDA show NMDA receptor agonist activities, cis-2,3-PDA and cis-2,4-PDA are NMDA antagonists. The compounds trans-2,5-PDA and cis-2,6-PDA did not interact with NMDA receptors. Each of the 3 cyclic acidic amino acids showing NMDA agonist activities existed as an equilibrium mixture of 2 conformers in aqueous solution In contrast, the NMDA antagonists cis-2,3-PDA and cis-2,4-PDA as well as the inactive compounds trans-2,5-PDA and cis-2,6-PDA exist predominantly in a single conformation. These results seem to indicate that a certain degree of conformational flexibility of analogs of GLU is prerequisite for activation of, but not for binding to, the NMDA receptor. The results came from multiple reactions, including the reaction of Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1Application In Synthesis of Cis-piperidine-2,6-dicarboxylic acid)

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

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Swain, C. J.; Baker, R.; Kneen, C.; Moseley, J.; Saunders, J.; Seward, E. M.; Stevenson, G.; Beer, M.; Stanton, J.; Watling, K. published an article on January 31 ,1991. The article was titled 《Novel 5-HT3 antagonists. Indole oxadiazoles》, and you may find the article in Journal of Medicinal Chemistry.Safety of Methyl 1-methylpiperidine-3-carboxylate The information in the text is summarized as follows:

The synthesis and biochem. evaluation of a series of oxadiazole and indolyloxadiazole 5-HT3 (hydroxytryptamine) antagonists are described. The key pharmacophoric elements have been defined as a basic nitrogen, a linking group capable of H-bonding interactions, and an aromatic moiety. The steric limitations of the aromatic binding site have been determined by substitution about the indole ring. Variation of the heterocyclic linking group has shown that while 2 H-bonding interactions are possible, only 1 is essential for high affinity. The environment of the basic nitrogen has been investigated and shown to be optimal when constrained within an azabicyclic system. These results have been incorporated into a proposed binding model for the 5-HT3 antagonist binding site, in which the optimum distance between the aromatic binding site and the basic amine is 8.4-8.9 Å and the steric limitations are defined by van der Waals difference mapping. The experimental process involved the reaction of Methyl 1-methylpiperidine-3-carboxylate(cas: 1690-72-8Safety of Methyl 1-methylpiperidine-3-carboxylate)

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

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Discovery, Optimization, and Characterization of ML417: A Novel and Highly Selective D3 Dopamine Receptor Agonist》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Moritz, Amy E.; Free, R. Benjamin; Weiner, Warren S.; Akano, Emmanuel O.; Gandhi, Disha; Abramyan, Ara; Keck, Thomas M.; Ferrer, Marc; Hu, Xin; Southall, Noel; Steiner, Joseph; Aube, Jeffrey; Shi, Lei; Frankowski, Kevin J.; Sibley, David R.. Electric Literature of C7H15NO The article mentions the following:

To identify novel D3 dopamine receptor (D3R) agonists, we conducted a high-throughput screen using a β-arrestin recruitment assay. Counterscreening of the hit compounds provided an assessment of their selectivity, efficacy, and potency. The most promising scaffold was optimized through medicinal chem. resulting in enhanced potency and selectivity. The optimized compound, ML417 (20)(I), potently promotes D3R-mediated β-arrestin translocation, G protein activation, and ERK1/2 phosphorylation (pERK) while lacking activity at other dopamine receptors. Screening of ML417 against multiple G protein-coupled receptors revealed exceptional global selectivity. Mol. modeling suggests that ML417 interacts with the D3R in a unique manner, possibly explaining its remarkable selectivity. ML417 was also found to protect against neurodegeneration of dopaminergic neurons derived from iPSCs. Together with promising pharmacokinetics and toxicol. profiles, these results suggest that ML417 is a novel and uniquely selective D3R agonist that may serve as both a research tool and a therapeutic lead for the treatment of neuropsychiatric disorders. In the experiment, the researchers used many compounds, for example, 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Electric Literature of C7H15NO)

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.Electric Literature of C7H15NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem