Day: October 18, 2022

Quality Control of Cis-piperidine-2,6-dicarboxylic acidOn May 15, 1986 ,《Studies on the active site of succinyl-CoA:tetrahydrodipicolinate N-succinyltransferase. Characterization using analogs of tetrahydrodipicolinate》 appeared in Journal of Biological Chemistry. The author of the article were Berges, David A.; DeWolf, Walter E. Jr.; Dunn, George L.; Newman, David J.; Schmidt, Stanley J.; Taggart, John J.; Gilvarg, Charles. The article conveys some information:

Cyclic and acyclic analogs of tetrahydrodipicolinate (THDPA) were evaluated in a study of the active site of THDPA N-succinyltransferase (I). In addition to the natural substrate, THDPA, 1 cyclic and several acyclic compounds were also succinylated. 2-Hydroxytetrahydropyran-2,6-dicarboxylic acid was a potent competitive inhibitor with a Ki of 58 nM. Based on the results of this study, a stereochem. model for the succinylation of THDPA is proposed. The major features of this model are as follows. (1) I binds THDPA (L-configuration). (2) Hydration of the imine group follows to give 2-hydroxypiperidine-2,6-dicarboxylic acid in which the 2 carboxyl groups are trans. (3) Succinylation then occurs and the ring opens to give the acyclic product. Apparently, 2-hydroxytetrahydropyran-2,6-dicarboxylic acid is a transition state analog by virtue of the fact that it structurally resembles the hydrated intermediate. The experimental process involved the reaction of Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1Quality Control of Cis-piperidine-2,6-dicarboxylic acid)

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

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Ma, Wenjie; Wang, Na; Du, Yunchen; Xu, Ping; Sun, Bojing; Zhang, Leijiang; Lin, Kun-Yi Andrew published an article on January 22 ,2019. The article was titled 《Human-Hair-Derived N, S-Doped Porous Carbon: An Enrichment and Degradation System for Wastewater Remediation in the Presence of Peroxymonosulfate》, and you may find the article in ACS Sustainable Chemistry & Engineering.Product Details of 826-36-8 The information in the text is summarized as follows:

Biomass is a promising raw material for synthesizing heteroatom-doped carbon due to its cheap cost and easy availability. Herein, we fabricate nitrogen and sulfur codoped carbon (NSC) with extremely high sp. surface areas (BET surface areas of 3015 m2/g) by employing human hair as the precursor. The graphitization degree, N/S doping content, and pore structures of NSC can be easily modulated by the heat treatment conditions. Besides, NSC obtained at 800 °C (NSC-800) even outperforms most traditional metal-based catalysts under the same conditions for BPA degradation Influences of various operating parameters (NSC, Oxone, and BPA concentration) and the inorganic salts/humic acid (HA) on BPA degradation are comprehensively studied. Furthermore, quenching experiments and ESR (EPR) measurements prove that 1O2 should be the main active species generated from PMS activation, and the contribution of •OH/SO4•- is very limited. This work is expected to arouse more interests about biomass-derived carbon for PMS activation and environmental remediation. In the part of experimental materials, we found many familiar compounds, such as Triacetonamine(cas: 826-36-8Product Details of 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.Product Details of 826-36-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The author of 《Influence of pH on the action of parasmypathomimetic drugs》 were Luellmann, Heinz; Peters, Thies. And the article was published in European Journal of Pharmacology in 1967. Product Details of 1690-72-8 The author mentioned the following in the article:

The influence of pH on the activity of parasympathomimetics with a tertiary N was investigated using guinea pig isolated atria and ileum segments. Carbachol and arecaidine ester methiodide, both quaternary cholinomimetics, were used as reference compounds The responses of the organs were unchanged within the pH ranges 6.2-8.4 (ileum) and 6.3-8.8 (atria). The pK values of the tertiary parasympathomimetics investigated also lay within these ranges. The tertiary parasympathomimetics had agonist activity only in the protonated form. The slope of the concentration-response curves was reduced for both tertiary and quaternary parasympathomimetics as the OH- concentration was increased. In contrast to the behavior of the quaternary compounds, the intrinsic activity of the tertiary parasympathomimetics increased when OH- concentration was raised. The intrinsic activity of the tertiary compounds may be even higher than that of the quaternary compounds The pH of the medium not only determined the degree of protonation of the tertiary agonists, but also influenced the slope of the concentration-response curves and the intrinsic activity. In the experimental materials used by the author, we found Methyl 1-methylpiperidine-3-carboxylate(cas: 1690-72-8Product Details 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.Product Details of 1690-72-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The author of 《Synthesis and pharmacology of site-specific cocaine abuse treatment agents: the role of the phenyl group in highly modified methylphenidate analogs as dopamine uptake inhibitors》 were Deutsch, Howard M.; Dunn, Travis; Ye, Xiaocong; Schweri, Margaret M.. And the article was published in Medicinal Chemistry Research in 1999. Reference of Methyl 2-(piperidin-3-yl)acetate hydrochloride The author mentioned the following in the article:

A series of modified methylphenidate derivatives was synthesized and tested for inhibitory potency in [3H]WIN 35,428 binding and [3H]dopamine uptake assays using rat striatal tissue. In these compounds the role of the Ph ring was investigated by its removal from the position adjacent to the ester function. The des-Ph analogs were then subsequently modified by reintroduction of the Ph ring in the form of N-benzyl, N-(2-phenylethyl) or N-(3-phenylpropyl). The des-Ph analogs had no significant affinity for the [3H]WIN 35,428 binding site and almost no ability to inhibit [3H]dopamine uptake, indicating the primary importance of the Ph group. All N-benzyl analogs had very low affinity, with IC50 values against [3H]WIN 35,428 binding in the range of 40-100 μM. Interestingly, among the N-(2-phenylethyl) analogs, the one with the carboxymethyl group in the 2-position (like methylphenidate) was much more potent (IC50=2.24 μM) than the analogs with the ester group in the 3- or 4-positions. A derivative of Me N-(2-phenylethyl)-2-piperidylacetate (I), with 3,4-dichloro substituents, was less potent than the parent compound Me N-(3-phenylpropyl)-2-piperidylacetate was also less potent than I. Although I is only some 27-fold less potent than methylphenidate, it appears that its Ph group does not interact with the normal aromatic ring binding region of the dopamine transporter. In the experiment, the researchers used many compounds, for example, Methyl 2-(piperidin-3-yl)acetate hydrochloride(cas: 247259-31-0Reference of Methyl 2-(piperidin-3-yl)acetate hydrochloride)

Methyl 2-(piperidin-3-yl)acetate hydrochloride(cas: 247259-31-0) 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 Methyl 2-(piperidin-3-yl)acetate hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Zhao, Zhendong; Zhou, Wenjun; Lin, Daohui; Zhu, Lizhong; Xing, Baoshan; Liu, Zhiqi published an article in Applied Catalysis, B: Environmental. The title of the article was 《Construction of dual active sites on diatomic metal (FeCo-N/C-x) catalysts for enhanced Fenton-like catalysis》.Name: Triacetonamine The author mentioned the following in the article:

High metal loading of single-atom catalysts enables excellent catalytic activity, but possibly causes serious aggregation problem. Herein, a series of diat. FeCo-N/C-x (x represents metal content) were skillfully designed and applied to improve the catalytic activity for peroxymonosulfate (PMS) activation toward degrading organic micropollutants. The unprecedented dual active sites, referring to Fe(N3)-Co(N3) moiety and FeCo alloy, are constructed on the obtained FeCo-N/C-x, thereby exhibiting significantly greater performance toward degrading aqueous phenol (e.g., 0.316 min-1 for FeCo-N/C-3) via PMS activation, compared with those of traditional single-atom Co-N/C (0.011 min-1) and Fe-N/C (0.018 min-1). Combined exptl. and theor. calculations demonstrate the independent functions of dual active sites, in which Fe(N3)-Co(N3) and FeCo alloy can decrease the energy barrier of O-O bond cleaving resulting in the formation of high-valent FeCo=O reactive species and singlet oxygen, resp. This study opens up a new platform toward constructing dual active sites for enhanced Fenton-like catalytic activity. In the experiment, the researchers used Triacetonamine(cas: 826-36-8Name: Triacetonamine)

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.Name: Triacetonamine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2012,Fernandes, Debra; Conway, William; Wang, Xiaoguang; Burns, Robert; Lawrance, Geoffrey; Maeder, Marcel; Puxty, Graeme published 《Protonation constants and thermodynamic properties of amines for post combustion capture of CO2》.Journal of Chemical Thermodynamics published the findings.Reference of 2-(Piperidin-4-yl)ethanol The information in the text is summarized as follows:

The leading process for the post combustion capture (PCC) of CO2 from coal-fired power stations and hence reduction in greenhouse gases involves capture by aqueous amine solutions Of the reactions that occur in solution, which include CO2 hydration, de-protonation of carbonic acid, amine protonation and carbamate formation, the protonation of the amine in the absorber and its subsequent de-protonation in the stripper involve the greatest enthalpy changes. In this study, protonation constants (reported as log10 K prot) of selected series of primary, secondary and tertiary alkanolamines/amines over the temperature range 288-318 K are reported. Selected series studied involve primary, secondary and tertiary mono-, di- and tri-alkanolamines, secondary amines including heterocyclic species, and both -CH2OH and -CH2CH2OH substituted piperidines. van’t Hoff analyses have resulted in the standard molar enthalpies, ΔH m o, and molar entropies, ΔS m o, of protonation. Trends in ΔH m o are correlated with systematic changes in composition and structure of the selected series of amines/alkanolamines, while ΔH m o-ΔS m o plots generated linear correlations for the mono-, di-, and tri-alkanolamines, the -CH2OH and -CH2CH2OH substituted piperidines, and the alkylamines. These relationships provide a guide to the selection of an amine(s) solvent for CO2 capture, based on a greater difference in log10 K prot between the absorber and stripper temperatures In the experimental materials used by the author, we found 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Reference 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.Reference of 2-(Piperidin-4-yl)ethanol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2012,Giang, Ha Ngoc; Kinashi, Kenji; Sakai, Wataru; Tsutsumi, Naoto published 《Photorefractive composite based on a monolithic polymer》.Macromolecular Chemistry and Physics published the findings.Name: 2-(Piperidin-4-yl)ethanol The information in the text is summarized as follows:

A new class of photorefractive (PR) composite based on a fully functionalized polymer with high phase-stability is reported. The polymer containing non-linear optical (NLO) chromophores and charge-transporting carbazole moieties is synthesized by a polymer-analogous reaction. The polymer is doped with plasticizer, NLO dye, and sensitizer to fabricate the PR composite. The NLO dye is the same as the NLO chromophore moiety in the polymer side chain. The PR performance of the composite is evaluated by degenerated four-wave mixing and two-beam coupling measurements. A diffraction efficiency of 30% at a relatively low applied elec. field of 45 V μm-1 is achieved. Despite a high concentration of NLO dye, the composites show good stability for a long period without phase separation After reading the article, we found that the author used 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Name: 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.Name: 2-(Piperidin-4-yl)ethanol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2014,Ivashchenko, A. V.; Yamanushkin, P. M.; Mit’kin, O. D.; Kisil, V. M.; Korzinov, O. M.; Vedenskii, V. Yu.; Leneva, I. A.; Bulanova, E. A.; Bychko, V. V.; Okun, I. M. published 《Synthesis and Antiviral Activity of Ethyl 1,2-dimethyl-5-Hydroxy-1H-Indole-3-carboxylates and Their Derivatives》.Pharmaceutical Chemistry Journal published the findings.Category: piperidines The information in the text is summarized as follows:

New substituted Et 5-hydroxy-1,2-dimethyl-1H-indole-3-carboxylates and 7,8-dimethyl-1,2,3,7-tetrahydro[1,3]oxazino[5,6-e]indole-9-carboxylates including arbidol analogs in addition to 6-hydroxy-1-methyl-7-pyridin-3-yl-4,5-dihydropyrrolo[4,3,2-de]isoquinolin-3(1H)-ones and 1,4-dimethyl-7-pyridin-3-yl-2-(phenylsulfonylmethyl)-1,4-dihydropyrrolo[4,3,2-de]isoquinoline-3,6-dione were synthesized. Their antiviral activity against influenza A/New Caledonia/20/99 virus (H1N1), bovine viral diarrhea virus (BVDV), and hepatitis C virus (HCV) was studied. The synthesized compounds were not noticeably active against these viruses. The exceptions were only Et 5-hydroxy-4-(dimethylaminomethyl)-1-methyl-6-pyridin-3-yl-2-(phenylsulfinylmethyl)-1H-indole-3-carboxylate and 5-hydroxy-1,2-dimethyl-6-fluoro-1H-indole-3-carboxylate hydrochlorides, which exhibited micromolar activities EC50 = 6.6 and 9.8 iM, resp., against a human hepatoma cell line (Huh7.3) with increased sensitivity to HCV infection (strain JFH-1, genotype 2a). The experimental process involved the reaction of 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

In 2018,Wu, Yi-Zhe; Ying, Hua-Zhou; Xu, Lei; Cheng, Gang; Chen, Jing; Hu, Yong-Zhou; Liu, Tao; Dong, Xiao-Wu published 《Design, synthesis, and molecular docking study of 3H-imidazole[4,5-c]pyridine derivatives as CDK2 inhibitors》.Archiv der Pharmazie (Weinheim, Germany) published the findings.Computed Properties of C7H15NO The information in the text is summarized as follows:

A novel series of imidazo[4,5-c]pyridine-based CDK2 inhibitors were designed from the structure of CYC202 via scaffold hopping strategy. These compounds were synthesized and biol. evaluated for their CDK2 inhibitory and in vitro anti-proliferation potential against cancer cell lines. Several compounds exhibited potent CDK2 inhibition with IC50 values of less than 1 μM. The most potent compound I showed excellent CDK2 inhibitory (IC50 = 21 nM) and in vitro anti-proliferation activity against three different cell lines (HL60, A549, and HCT116). The mol. docking and dynamic studies portrayed the potential binding mechanism between I and CDK2, and several key interactions between them were observed, which would be the reason for its potent CDK2 inhibitory and anti-proliferation activities. Therefore, the pyridin-3-ylmethyl moiety would serve as an excellent pharmacophore for the development of novel CDK2 inhibitors for targeted anti-cancer therapy. In addition to this study using 2-(Piperidin-4-yl)ethanol, there are many other studies that have used 2-(Piperidin-4-yl)ethanol(cas: 622-26-4Computed Properties of C7H15NO) was used in this study.

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.Computed Properties of C7H15NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《A novel and simple strategy for the synthesis of γ-carboline》 was published in Eurasian Chemical Communications in 2020. These research results belong to Gaikwad, Sunil V.; Gaikwad, Milind V.; Lokhande, Pradeep D.. Reference of 1-Methyl-4-piperidone The article mentions the following:

This study introduces a novel and efficient approach for the oxidative aromatization of tetrahydro-γ-carbolines I (R = H, Me, Bn; R1 = H, Cl; R2 = H, Me, Cl, F) using CuCl2.2H2O and I2, H2O2 in DMSO. This method was applied for all kinds of C-3 substituted tetrahydro-γ-carbolines (THγC) I units to access the corresponding aromatic γ-carbolines II. With a 0.25 mol% CuCl2.2H2O as a catalyst, THγC I could be efficiently oxidized to γ-carbolines II at 100°C with excellent yield. This protocol was also generalized for the aromatization of tetrahydro-β-carboline-3-carboxylic acids III (Ar = 3-bromophenyl, 4-methylphenyl, 4-(propan-2-yl)phenyl, 3,4,5-trimethoxyphenyl) to corresponding β-carboline-3-carboxylic acids IV. The entire synthesized new compounds II and IV were characterized by using 1HNMR, 13CNMR and Mass spectroscopy technique. To the best of knowledge, this is the first synthesis of γ-carbolines II via an oxidative aromatization of THγC I. In the part of experimental materials, we found many familiar compounds, such as 1-Methyl-4-piperidone(cas: 1445-73-4Reference of 1-Methyl-4-piperidone)

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.Reference of 1-Methyl-4-piperidone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem