Category: piperidines

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,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

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

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

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

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

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

《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

《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

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