Heterocyclic Building Blocks-piperidine

Name: TriacetonamineOn May 31, 2021, Vystorop, I. V.; Shilov, G. V.; Chernyak, A. V.; Klimanova, E. N.; Sashenkova, T. E.; Klochkov, S. G.; Neganova, M. E.; Aleksandrova, Yu. R.; Allayarova, U. Yu.; Mishchenko, D. V. published an article in Russian Journal of Bioorganic Chemistry. The article was 《Regioselective Synthesis, Structure, and Chemosensitizing Antitumor Activity of Cyclic Hydroxamic Acid Based on DL-Valine》. The article mentions the following:

The reaction of DL-valine hydroxamic acid with triacetonamine proceeds as the N,N’-regioselective condensation to form (±)-1-hydroxy-3-isopropyl-7,7,9,9-tetramethyl-1,4,8-triazaspiro[4,5]decan-2-one. A study of the antimetastatic and antitumor activities of the resulting hydroxamic acid in vivo by the combined therapy with a cytostatic of the alkylation type on a model of exptl. transplanted mouse melanoma B16 showed that the compound is capable of increasing the sensitivity of the tumor to the known antitumor drug cyclophosphamide applied at a subtherapeutic dose. The chemosensitizing activity of hydroxamic acid combined with cyclophosphamide led to an almost twofold increase in the antitumor effect of the cytostatic and a marked decrease in the number of metastases, which showed up as an increase in the metastasis inhibition index (MII) to 74%. 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

Hu, Erfeng; Li, Moshan; Tian, Yishui; Yi, Xiaojian; Dai, Chongyang; Shao, Si; Li, Chenhao; Zhao, Yunfei published an article in Environmental Science and Pollution Research. The title of the article was 《Pyrolysis behaviors of anaerobic digestion residues in a fixed-bed reactor with rapid infrared heating》.SDS of cas: 826-36-8 The author mentioned the following in the article:

Fast pyrolysis via rapid IR heating may significantly enhance the heat transfer and suppress the secondary reaction of the volatiles. The effects of various pyrolysis temperatures on pyrolysis behaviors of anaerobic digestion residues (ADR) were studied in this research utilizing a fixed-bed reactor equipped with rapid IR heating (IH), as well as to compare the pyrolysis products produced by rapid IR heating (IH) to those produced by conventional elec. heating (EH). Thermogravimetric anal. revealed that pyrolysis of ADR occurred in three decomposition stages. The results of pyrolysis experiments showed that increasing temperature first raised the bio-oil yield for IH and EH, peaking at 500-600°C, but thereafter decreased the yield. In contrast to the findings achieved with EH, IR heating (IH) presented a greater overall bio-oil yield but a lower gas yield. The bio-oil produced by IH increased from 8.35 weight% at 400°C to 12.56 weight% at 500°C before dropping to 11.22 weight% at 700°C. Gaseous products produced by IH have a higher heating value than those generated by EH. Nitrogenous compounds, ketones, and phenols make up the majority of the bio-oil. In the IH bio-oil, nitrogen compounds rose with increasing temperature, while those varied slightly in the EH bio-oil. The phenols content in IH bio-oil was much more than that of EH, exhibiting values of 8.63% and 2.95%, resp. The findings of the FTIR spectra of biochar indicated that as the temperature increased, the chains of aliphatic side professedly reduced and the structure of biochar became considerably ordered for both heating techniques. The Raman spectra of IH biochar showed that the ratio of AG/AD rose progressively from 0.17 to 0.20 as pyrolysis temperature rose from 500 to 700°C. In the experiment, the researchers used many compounds, for example, 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

In 2019,Molecular Nutrition & Food Research included an article by Blazenovic, Ivana; Oh, Young Taek; Li, Fan; Ji, Jian; Nguyen, Ahn-Khoi; Wancewicz, Benjamin; Bender, Jeffrey M.; Fiehn, Oliver; Youn, Jang H.. Product Details of 39546-32-2. The article was titled 《Effects of Gut Bacteria Depletion and High-Na+ and Low-K+ Intake on Circulating Levels of Biogenic Amines》. The information in the text is summarized as follows:

Scope : High-sodium and low-potassium (HNaLK) content in Western diets increases the risk of hypertension and cardiovascular disease (CVD). It is investigated if the dietary minerals interact with gut bacteria to modulate circulating levels of biogenic amines, which are implicated in various pathologies, including hypertension and CVD. Methods and results : Using a metabolomic approach to target biogenic amines, the effects of gut bacteria depletion and HNaLK intake on circulating levels of biogenic amines in rats are examined Forty-five metabolites whose plasma levels are significantly altered by gut bacteria depletion (p < 0.05) are found, indicating their regulation by gut bacteria. Many of them are not previously linked to gut bacteria; therefore, these data provide novel insights into physiol. or pathol. roles of gut bacteria. A number of plasma metabolites that are altered both by gut bacteria and HNaLK intake are also found, suggesting possible interactions of the diet and gut bacteria in the modulation of these metabolites. The diet effects are observed with significant changes in the gut bacterial taxa Porphyromonadaceae and Prevotellaceae (p < 0.05). Conclusion : The dietary minerals may regulate abundances of certain gut bacteria to alter circulating levels of biogenic amines, which may be linked to host physiol. or pathol. In the experimental materials used by the author, we found Piperidine-4-carboxamide(cas: 39546-32-2Product Details of 39546-32-2)

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

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Salvino, Joseph M.; Kumar, N. Vasant; Orton, Edward; Airey, John; Kiesow, Terence; Crawford, Kenneth; Mathew, Rose; Krolikowski, Paul; Drew, Mark; Engers, Darren; Krolinkowski, David; Herpin, Tim; Gardyan, Michael; McGeehan, Gerald; Labaudiniere, Richard published their research in Journal of Combinatorial Chemistry on December 31 ,2000. The article was titled 《Polymer-Supported Tetrafluorophenol: A New Activated Resin for Chemical Library Synthesis》.COA of Formula: C13H16N2O The article contains the following contents:

A new tetrafluorophenol activated resin that facilitates the use of 19F NMR to quantitate loading is presented. This new resin provides a useful tool for acylation, and a novel activated polymeric sulfonate ester to generate sulfonamides. This activated resin reacts with a wide scope of N-nucleophiles including primary and secondary amines, and anilines. This new activated resin methodol. provides a powerful tool for pure single-compound library synthesis. In addition to this study using 3-(Piperidin-4-yl)indolin-2-one, there are many other studies that have used 3-(Piperidin-4-yl)indolin-2-one(cas: 72831-89-1COA of Formula: C13H16N2O) was used in this study.

3-(Piperidin-4-yl)indolin-2-one(cas: 72831-89-1) belongs to piperidines. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions. COA of Formula: C13H16N2O

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Wu, Chun-Feng; Wang, Qing-Chen; Chen, Rui; Zhou, Hai-Ling; Wu, Ting-Ting; Du, Yao; Zhang, Na-Na; Zhang, Hui-Min; Fan, Zu-Yan; Wang, Li-Li; Hu, Chu-Jiao; Sang, Zhi-Pei; Li, Hong-Liang; Wang, Ling; Tang, Lei; Zhang, Ji-Quan published an article on February 5 ,2022. The article was titled 《Synthesis and bioevaluation of diaryl urea derivatives as potential antitumor agents for the treatment of human colorectal cancer》, and you may find the article in European Journal of Medicinal Chemistry.Related Products of 39546-32-2 The information in the text is summarized as follows:

The development of inhibitors targeting the PI3K-Akt-mTOR signaling pathway has been greatly hindered by the on-target AEs, such as hyperglycemia and hepatotoxicities. In this study, a series of diaryl urea derivatives has been designed and synthesized based on clin. candidate gedatolisib, and most of the newly synthesized derivatives showed kinase inhibitory and antiproliferative activities within nanomolar and submicromolar level, resp. The terminal L-proline amide substituted derivative I showed 8.6-fold more potent PI3Kα inhibitory activity (0.7 nM) and 4.6-fold more potent antiproliferative effect against HCT116 cell lines (0.11μM) compared with control gedatolisib. The potential antitumor mechanism and efficacy of I in HCT116 xenograft models have also been evaluated, and found I showed comparable in vivo antitumor activity with gedatolisib. The safety investigations revealed that compound I exhibited more safer profiles in the selectivity of liver cells (selectivity index: >6.6 vs 1.85) and blood glucose regulation than gedatolisib. In addition, the in vitro stability assays also indicated that developed compound I possessed good metabolic stabilities. 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. 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.Related Products of 39546-32-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2019,Angewandte Chemie, International Edition included an article by Wu, Jingjing; Baer, Robin M.; Guo, Lin; Noble, Adam; Aggarwal, Varinder K.. Related Products of 109384-19-2. The article was titled 《Photoinduced Deoxygenative Borylations of Aliphatic Alcohols》. The information in the text is summarized as follows:

A photochem. method for converting aliphatic alcs. into boronic esters is described. Preactivation of the alc. as a 2-iodophenyl-thionocarbonate enables a novel Barton-McCombie-type radical deoxygenation that proceeds efficiently with visible light irradiation and without the requirement for a photocatalyst, a radical initiator, or Sn or Si hydrides. The resultant alkyl radical is intercepted by bis(catecholato)diboron, furnishing boronic esters from a diverse range of structurally complex alcs. In the part of experimental materials, we found many familiar compounds, such as tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Related Products of 109384-19-2)

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.Related Products of 109384-19-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2019,Bioorganic & Medicinal Chemistry Letters included an article by Wang, Jiming; Zhang, Xiangyu; Yan, Jiangkun; Li, Wei; Jiang, Qinwen; Wang, Xinran; Zhao, Dongmei; Cheng, Maosheng. Electric Literature of C10H19NO3. The article was titled 《Design, synthesis and biological evaluation of curcumin analogues as novel LSD1 inhibitors》. The information in the text is summarized as follows:

Histone lysine-specific demethylase 1 (LSD1) was the first discovered histone demethylase. Inactivating LSD1 or downregulating its expression inhibits cancer-cell development, and thus, it is an attractive mol. target for the development of novel cancer therapeutics. In this study, we worked on the structural optimization of natural products and identified 30 novel LSD1 inhibitors. Utilizing a structure-based drug design strategy, we designed and synthesized a series of curcumin analogs that were shown to be potent LSD1 inhibitors in the enzyme assay. Compound WB07 (I) displayed the most potent LSD1 inhibitory activity, with an IC50 value of 0.8μM. Moreover, WA20 (II) showed an anticlonogenic effect on A549 cells with an IC50 value of 4.4μM. Mol. docking simulations were also carried out, and the results indicated that the inhibitors bound to the protein active site located around the key residues of Asp555 and Asp556. These findings suggested that compounds II and I are the first curcumin analog-based LSD1 inhibitors with remarkable A549 suppressive activity, providing a novel scaffold for the development of LSD1 inhibitors. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Electric Literature 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.Electric Literature of C10H19NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《New access to pyrano[2,3-c]pyrazole-3-carboxylates via domino four-component reaction and their antimicrobial activity》 was written by Maarop, Muhammad Siddiq; Rashid, Fatin Nur Ain Abdul; Mohammat, Mohd Fazli; Shaameri, Zurina; Johari, Saiful Azmi; Isa, Mazurah Mohamed; Low, Anis Muhammad. SDS of cas: 1445-73-4 And the article was included in Indonesian Journal of Chemistry in 2020. The article conveys some information:

A library of some novel classes of pyrano[2,3-c]pyrazole-3-carboxylates I [R = Et, i-Pr, Ph, etc.] was synthesized by employing uncatalyzed domino four-component reaction using diethyloxaloacetate, hydrazine hydrate, aldehydes and malononitrile in refluxing of ethanol-acetic acid solvent systems. Series of domino reactions involving of pyrazolone formation, Michael addition, and Thorpe-Ziegler cyclization reaction managed to produce the cyclized products I from moderate to excellent yield. This protocol provided a reliable, general and salient procedure for the title compound I using a one-pot approach. Preliminary biol. screening unveiled limited potentials of this class of compounds I for antimicrobial lead compound due to its limited solubility properties. The experimental process involved the reaction of 1-Methyl-4-piperidone(cas: 1445-73-4SDS of cas: 1445-73-4)

1-Methyl-4-piperidone(cas: 1445-73-4) 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: 1445-73-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《A divergent procedure for multicomponent synthesis of novel ferrocenyl derivatives of dicyanoanilines and cyanopyridines》 was written by Mojtahedi, Mohammad M.; Hosseinkhany, Samaneh; Abaee, M. Saeed; Mesbah, A. Wahid. Quality Control of 1-Methyl-4-piperidone And the article was included in Applied Organometallic Chemistry in 2020. The article conveys some information:

A divergent procedure was developed for multicomponent reaction of ferrocenecarboxaldehyde with malononitrile and various cyclic ketones. Ultrasonic irradiation of 1.0:1.0:2.0 ethanolic mixtures of the reactants produced dicyanoanilines, e.g. I, chemoselectively in high yields, while equimolar mixtures of the same reactants in refluxing EtOH solely resulted in four-component formation of cyanopyridines, e.g. II. Both series of products are obtained directly by spontaneous precipitation in the reaction mixtures avoiding cumbersome and expensive chromatog. separations In the experimental materials used by the author, we found 1-Methyl-4-piperidone(cas: 1445-73-4Quality Control of 1-Methyl-4-piperidone)

1-Methyl-4-piperidone(cas: 1445-73-4) 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.Quality Control of 1-Methyl-4-piperidone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Efficacy and Tolerability of Pyrazolo[1,5-a]pyrimidine RET Kinase Inhibitors for the Treatment of Lung Adenocarcinoma》 was written by Mathison, Casey J. N.; Chianelli, Donatella; Rucker, Paul V.; Nelson, John; Roland, Jason; Huang, Zhihong; Yang, Yang; Jiang, Jiqing; Xie, Yun Feng; Epple, Robert; Bursulaya, Badry; Lee, Christian; Gao, Mu-Yun; Shaffer, Jennifer; Briones, Sergio; Sarkisova, Yelena; Galkin, Anna; Li, Lintong; Li, Nanxin; Li, Chun; Hua, Su; Kasibhatla, Shailaja; Kinyamu-Akunda, Jacqueline; Kikkawa, Rie; Molteni, Valentina; Tellew, John E.. Safety of tert-Butyl 4-hydroxypiperidine-1-carboxylate And the article was included in ACS Medicinal Chemistry Letters in 2020. The article conveys some information:

RET (REarranged during Transfection) kinase gain-of-function aberrancies have been identified as potential oncogenic drivers in lung adenocarcinoma, along with several other cancer types, prompting the discovery and assessment of selective inhibitors. Internal mining and anal. of relevant kinase data informed the decision to investigate a pyrazolo[1,5-a]pyrimidine scaffold, where subsequent optimization led to the identification of compound WF-47-JS03 (1), a potent RET kinase inhibitor with >500-fold selectivity against KDR (Kinase insert Domain Receptor) in cellular assays. In subsequent mouse in vivo studies, compound 1 demonstrated effective brain penetration and was found to induce strong regression of RET-driven tumor xenografts at a well-tolerated dose (10 mg/kg, po, qd). Higher doses of 1, however, were poorly tolerated in mice, similar to other pyrazolo[1,5-a]pyrimidine compounds at or near the efficacious dose, and indicative of the narrow therapeutic windows seen with this scaffold. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl 4-hydroxypiperidine-1-carboxylate(cas: 109384-19-2Safety of tert-Butyl 4-hydroxypiperidine-1-carboxylate)

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.Safety of tert-Butyl 4-hydroxypiperidine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem