Tag: 100-200

《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

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,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

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

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

Name: Piperidine-4-carboxamideOn October 15, 2020 ,《Design, synthesis and bioevaluation of novel substituted triazines as potential dual PI3K/mTOR inhibitors》 was published in European Journal of Medicinal Chemistry. The article was written by Wu, Ting-Ting; Guo, Qing-Qing; Chen, Zi-Li; Wang, Li-Li; Du, Yao; Chen, Rui; Mao, Yuan-Hu; Yang, Sheng-Gang; Huang, Jing; Wang, Jian-Ta; Wang, Ling; Tang, Lei; Zhang, Ji-Quan. The article contains the following contents:

A series of novel substituted triazines bearing a benzimidazole scaffold I [R = morpholino, 4-methylpiperazin-1-yl, ((1S)-2-amino-1-methyl-2-oxo-ethyl)amino, etc.] were designed and synthesized based on the structures of known anti-cancer agents, namely gedatolisib and alpelisib. All the target compounds were screened for inhibitory activity against PI3Kα and mTOR kinases. Notably, most analogs exhibited IC50 in the nanomolar range. Investigation of the isoenzyme selectivity indicated that the compounds exhibited remarkable inhibitory activity against PI3Kδ, especially compound I [R = 4-carbamoyl-1-piperidyl] showed an IC50 value of 2.3 nM for PI3Kδ and moderate δ-isoenzyme selectivity over other class I PI3K isoforms and mTOR (with IC50 values of 14.6, 34.0, 849.0 and 15.4 nM for PI3Kα, β, γ and mTOR, resp.). An in vitro MTT assay was conducted to assess the antiproliferative and cytotoxic effects of the prepared analogs. It was revealed that the compounds displayed significant inhibitory activities against the HCT116 human colon cancer cell line. Compound I [R = morpholino] showed 4.7-fold higher potency than the pos. control gedatolisib (0.3 vs. 1.4μM, IC50 values). Phosphoblot studies demonstrated that I [R = morpholino, (2R)-2-carbamoylpyrrolidin-1-yl] could significantly suppress the PI3K/Akt/mTOR signaling pathway at 10μM. Moreover, analogs I [R = morpholino, (2S)-2-carbamoylpyrrolidin-1-yl, (2R)-2-carbamoylpyrrolidin-1-yl] displayed better stability in artificial gastric fluids than gedatolisib, while I [R = morpholino] was indicated not very stable in rat liver microsomes, and may occur phase I metabolic transformations. After reading the article, we found that the author used Piperidine-4-carboxamide(cas: 39546-32-2Name: Piperidine-4-carboxamide)

Piperidine-4-carboxamide(cas: 39546-32-2) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Name: Piperidine-4-carboxamide

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Reference of Piperidine-4-carboxamideOn March 15, 2019, de Andrade, Peterson; Mantoani, Susimaire P.; Goncalves Nunes, Paulo Sergio; Magadan, Carlos Roca; Perez, Concepcion; Xavier, Danilo Jordao; Hojo, Elza Tiemi Sakamoto; Campillo, Nuria E.; Martinez, Ana; Carvalho, Ivone published an article in Bioorganic & Medicinal Chemistry. The article was 《Highly potent and selective aryl-1,2,3-triazolyl benzylpiperidine inhibitors toward butyrylcholinesterase in Alzheimer’s disease》. The article mentions the following:

Acetylcholinesterase (AChE) is the key enzyme targeted in Alzheimer’s disease (AD) therapy, nevertheless butyrylcholinesterase (BuChE) has been drawing attention due to its role in the disease progression. Thus, we aimed to synthesize novel cholinesterases inhibitors considering structural differences in their peripheral site, exploiting a moiety replacement approach based on the potent and selective hAChE drug donepezil. Hence, two small series of N-benzylpiperidine based compounds have successfully been synthesized as novel potent and selective hBuChE inhibitors. The most promising compounds (9(I) and 11(II)) were not cytotoxic and their kinetic study accounted for dual binding site mode of interaction, which is in agreement with further docking and mol. dynamics studies. Therefore, this study demonstrates how our strategy enabled the discovery of novel promising and privileged structures. Remarkably, II proved to be one of the most potent (0.17 nM) and selective (>58,000-fold) hBuChE inhibitor ever reported. In the experiment, the researchers used many compounds, for example, Piperidine-4-carboxamide(cas: 39546-32-2Reference of Piperidine-4-carboxamide)

Piperidine-4-carboxamide(cas: 39546-32-2) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Reference of Piperidine-4-carboxamide

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Safety of Piperidine-4-carboxamideOn October 19, 2020 ,《Biocarbon Supported Nanoscale Ruthenium Oxide-Based Catalyst for Clean Hydrogenation of Arenes and Heteroarenes》 was published in ACS Sustainable Chemistry & Engineering. The article was written by Kumar, Adarsh; Goyal, Vishakha; Sarki, Naina; Singh, Baint; Ray, Anjan; Bhaskar, Thallada; Bordoloi, Ankur; Narani, Anand; Natte, Kishore. The article contains the following contents:

Despite considerable achievements in the hydrogenation of aromatic hydrocarbons over the past few years, the ability to hydrogenate arene or heteroarene rings in a highly selective manner in the presence of other reducible sites or without harming the remaining mol. structure has long been a major challenge. Such chemoselectivity and functional group tolerance is highly desirable for enabling direct access to key building blocks of polymers and pharmaceutical agents. For achieving such high selectivity, the development of suitable catalysts is of central importance. Herein, we report a convenient method for the scalable preparation of ruthenium oxide (RuO2) nanoparticles supported on pine needle char (PNC) by simple impregnation of ruthenium salt on unactivated PNC, a solid byproduct (biochar) obtained in the slow pyrolysis of biomass pine needles. The resulting RuO2-based nanocatalyst (RuO2@PNC) exhibited remarkable activity and high selectivity for the hydrogenation of more than 50 challenging arenes and heteroarenes, including biomass-derived aromatic compounds (e.g., 4-n-propylphenol, furfuryl alc., and 2-Me furan). The synthetic value of this transformation is showcased for the hydrogenation of arene mixture present in petroleum refineries or coal tars as well as biomass-derived oils (bio-oils) with enriched furfural, ether, and phenol derivatives Under optimized conditions, the performance of this new catalyst was compared with state-of-the-art com. catalysts such as Ru/C, Pd/C, and Raney nickel and found that RuO2@PNC is more superior and selective. Furthermore, the catalyst is easily recovered and reused up to four cycles. Biocarbon supported RuO2-based catalyst exhibited remarkable activity and selectivity for clean hydrogenation of arenes and heteroarenes. After reading the article, we found that the author used Piperidine-4-carboxamide(cas: 39546-32-2Safety of Piperidine-4-carboxamide)

Piperidine-4-carboxamide(cas: 39546-32-2) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Safety of Piperidine-4-carboxamide

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Synthesis of Temperature-Responsive Polymers Containing Piperidine Carboxamide and N,N-diethylcarbamoly Piperidine Moiety via RAFT Polymerization》 was written by Akiyama, Yoshikatsu. Quality Control of Piperidine-4-carboxamide And the article was included in Macromolecular Rapid Communications on August 31 ,2021. The article conveys some information:

In this study, poly(N-acryloylnipecotamide) (PNANAm), poly(N-acryloylisonipecotamide) (PNAiNAm), and poly(N-acryloyl-N,N-diethylnipecotamide) (PNADNAm) are synthesized as temperature-responsive polymers using reversible addition-fragmentation chain-transfer polymerization Aqueous solutions of the three polymers are examined via temperature-dependent optical transmittance measurements. The PNANAm sample with a hydrophilic terminal group shows an upper critical solution temperature (UCST) in phosphate-buffered saline (PBS) when its mol. weight (Mn) is ≥ 7600, whereas PNANAm (Mn < 7600) is soluble The UCST is influenced by mol. weight and polymer concentration In contrast, PNANAm sample with nonionic terminal group shows UCST, when Mn is < 7600, suggesting that the terminal nonionic group possibly increases UCST of PNANAm. The urea addition experiment suggests that the driving force for expression of UCST of PNANAm is the formation of inter- and intramol. hydrogen bonds among the polymer chains. PNAiNAm is soluble in PBS but exhibits an UCST in an appropriate concentration of ammonium sulfate. In contrast, PNADNAm exhibits a lower critical solution temperature Comparing the chem. structure of these polymers and their phase transition behaviors suggests that the carboxamide group position in the piperidine ring could determine the UCST expression. The results could help design temperature-responsive polymers with a desired cloud point temperaturePiperidine-4-carboxamide(cas: 39546-32-2Quality Control of Piperidine-4-carboxamide) was used in this study.

Piperidine-4-carboxamide(cas: 39546-32-2) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Quality Control of Piperidine-4-carboxamide

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Structure-activity relations of arecaidine derivatives on the guinea pig isolated atria》 was published in European Journal of Pharmacology in 1967. These research results belong to Christiansen, Anneliese; Lullmann, Heinz; Mutschler, Ernst. Application of 1690-72-8 The article mentions the following:

The influence of arecaidine esters, arecaidine methiodide esters, dihydroarecaidine esters, and dihydroarecaidine methiodide esters was tested on the amplitude of contraction of elec. stimulated isolated atria from the guinea pig. The amplitude of contraction was reduced by all arecaidine esters. This effect was abolished by atropine. Arecaidine Et ester possessed the highest activity and arecaidine iso-Pr ester was the least active. Like arecaidine Me ester, arecaidine methiodide Me ester showed muscarine-like properties. Quaternary esters with a longer chain showed nicotine-like action or acted as inhibitors. Dihydroarecaidine esters and dihydroarecaidine methiodide esters were antagonists; only dihydroarecaidine Me ester and dihydroarecaidine methiodide Me ester showed muscarine-like action. 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