Tag: 100-200

Name: 2-(Piperidin-4-yl)ethanolIn 2020 ,《Discovery of 2-(4-(2-fluoroethoxy)piperidin-1-yl)-9-methyl-9H-pyrrolo[2,3-b:4,5-c’]dipyridine ([18F]PI-2014) as PET tracer for the detection of pathological aggregated tau in Alzheimer’s disease and other tauopathies》 appeared in European Journal of Medicinal Chemistry. The author of the article were Gabellieri, Emanuele; Capotosti, Francesca; Molette, Jerome; Sreenivasachary, Nampally; Mueller, Andre; Berndt, Mathias; Schieferstein, Hanno; Juergens, Tanja; Varisco, Yvan; Oden, Felix; Schmitt-Willich, Heribert; Hickman, David; Dinkelborg, Ludger; Stephens, Andrew; Pfeifer, Andrea; Kroth, Heiko. The article conveys some information:

The compound screening was initiated with a direct staining assay to identify compounds binding to Tau aggregates and not Abeta plaques using human brain sections derived from late stage Alzheimer’s disease donors. The binding of Tau aggregate selective compounds was then quant. assessed with human brain derived paired helical filaments utilizing the label-free Back Scattering Interferometry assay. In vivo biodistribution experiments of selected fluorine-18 labeled compounds were performed in mice to assess brain uptake, brain washout, and defluorination. Compound 11 emerged as the most promising candidate, displaying high in vitro binding affinity and selectivity to neurofibrillary tangles. Fluorine-18 labeled compound 11 showed high brain uptake and rapid washout from the mouse brain with no observed bone uptake. Furthermore, compound 11 was able to detect Tau aggregates in tauopathy brain sections from corticobasal degeneration, progressive supranuclear palsy, and Pick’s disease donors. Thus, 2-(4-(2-fluoroethoxy)piperidin-1-yl)-9-methyl-9H-pyrrolo[2,3-b:4,5-c’]dipyridine (PI-2014, compound 11) was selected for characterization in a first-in-human study. 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: 622-26-4Name: 2-(Piperidin-4-yl)ethanol) was used in this study.

2-(Piperidin-4-yl)ethanol(cas: 622-26-4) have been used as an intermediate in the synthetic preparation of cellular-active allosteric inhibitors of FAKName: 2-(Piperidin-4-yl)ethanol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Pasqualetto, Gaia; Pileggi, Elisa; Schepelmann, Martin; Varricchio, Carmine; Rozanowska, Malgorzata; Brancale, Andrea; Bassetto, Marcella published their research in European Journal of Medicinal Chemistry on December 15 ,2021. The article was titled 《Ligand-based rational design, synthesis and evaluation of novel potential chemical chaperones for opsin》.Electric Literature of C6H12N2O The article contains the following contents:

Inherited blinding diseases retinitis pigmentosa (RP) and a subset of Leber’s congenital amaurosis (LCA) are caused by the misfolding and mistrafficking of rhodopsin mols., which aggregate and accumulate in the endoplasmic reticulum (ER), leading to photoreceptor cell death. One potential therapeutic strategy to prevent the loss of photoreceptors in these conditions is to identify opsin-binding compounds that act as chem. chaperones for opsin, aiding its proper folding and trafficking to the outer cell membrane. Aiming to identify novel compounds with such effect, a rational ligand-based approach was applied to the structure of the visual pigment chromophore, 11-cis-retinal, and its locked analog 11-cis-6mr-retinal. Following mol. docking studies on the main chromophore binding site of rhodopsin, 49 novel compounds, e.g., I, were synthesized according to optimized one-to seven-step synthetic routes. These agents were evaluated for their ability to compete for the chromophore binding site of opsin, and their capacity to increase the trafficking of the P23H opsin mutant from the ER to the cell membrane. Different new mols. displayed an effect in at least one assay, acting either as chem. chaperones or as stabilizers of the 9-cis-retinal-rhodopsin complex. These compounds could provide the basis to develop novel therapeutics for RP and LCA. In the experiment, the researchers used many compounds, for example, Piperidine-4-carboxamide(cas: 39546-32-2Electric Literature of C6H12N2O)

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.Electric Literature of C6H12N2O

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《GC-MS analysis of bioactive components and evaluation of in-vitro pancreatic lipase inhibitory activity of aqueous extracts of Pleurotus eryngii》 was published in International Journal of Chemical Studies in 2021. These research results belong to Entooru, Keshamma; Srinivasalu, Krishnaprasad Musalappa; Thimmaiah, Sridhar Bilagumba; Rangappa, Haleshappa; Nanjaiah, Shivakumara Kanchidoddi; Kolgi, Rajeev Ramachandra; Bopaiah, Roy Uddapanda. Reference of Triacetonamine The article mentions the following:

Present study was designed to conduct with main purpose to determine bioactive components and evaluation of aqueous extract of Pleurotus eryngii for in-vitro pancreatic lipase inhibitory activity. GC-MS anal. was carried out to determine the bioactive components and in-vitro pancreatic lipase inhibitory assay was carried out to determine IC50 values of aqueous extracts of Pleurotus eryngii. The results of the present study depicted that the aqueous extracts of Pleurotus eryngii possess in-vitro pancreatic lipase inhibitory activities at the concentration of 1-30μg/mL and this could be attributed to the prevailing compounds identified in the GC-MS anal. i.e., conhydrin, di-Et phthalate, phthalic acid-Bu hex-3-yl ester (alkaloids), ar-turmerone (sesquiterpenoid), palmitic acid, myristic acid, phenol and benzoic acid from ethanolic extract of Pleurotus eryngii. In conclusion, polyphenols, alkaloids terpenoids and Vitamin B class of secondary metabolites majorly identified in GC-MS anal. of aqueous extract of Pleurotus eryngii has been reported to possess the in-vitro pancreatic lipase inhibitory activities. Hence, further in-vivo studies in exptl. induced obese animal models could be recommended to access the safety and efficacy of aqueous extracts of Pleurotus eryngii to strongly recommend them as natural antiobesity agents in the formulations of natural antiobesity drugs. The experimental part of the paper was very detailed, including the reaction process of Triacetonamine(cas: 826-36-8Reference of 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.Reference of Triacetonamine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Quality Control of 1-Methyl-4-piperidoneIn 2021 ,《Synthesis, Biological Evaluation, and Molecular Docking Studies of Some Spiro-5-Cyanopyrimidine Derivatives》 was published in Russian Journal of Bioorganic Chemistry. The article was written by Goda Pankaja Kumar; Sekhar, Thuraka; Thriveni, Pinnu; Venkateswarlu, Annavarapu; Peddanna, Kotha; Reddy, Peduri Suresh; Krishna, Mypati Hari; Sreelatha, Tumma. The article contains the following contents:

A simple, convenient, environmentally benign method has been developed for the synthesis of spiro-5-cyanopyrimidines by multi-component condensation of cyclic ketones, malononitrile and urea/thiourea using potassium carbonate in aqueous medium. The simple work-up procedure and good yield in short time are important features of this protocol. The synthesized compounds were tested for antibacterial activity against Gram pos. and Gram neg. bacteria and some of the tested compounds were found to have good antibacterial activities. Furthermore, docking study has been performed against enzyme of bacteria that showed good binding interactions. In the experiment, the researchers used 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

《Automated, Accelerated Nanoscale Synthesis of Iminopyrrolidines》 was written by Osipyan, Angelina; Shaabani, Shabnam; Warmerdam, Robert; Shishkina, Svitlana V.; Boltz, Harry; Doemling, Alexander. COA of Formula: C6H11NO And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

Miniaturization and acceleration of synthetic chem. is an emerging area in pharmaceutical, agrochem., and materials research and development. Herein, we describe the synthesis of iminopyrrolidine-2-carboxylic acid derivatives using chiral glutamine, oxo components, and isocyanide building blocks in an unprecedented Ugi-3-component reaction. We used I-DOT, a pos.-pressure-based low-volume and non-contact dispensing technol. to prepare more than 1000 different derivatives in a fully automated fashion. In general, the reaction is stereoselective, proceeds in good yields, and tolerates a wide variety of functional groups. We exemplify a pipeline of fast and efficient nanomole-scale scouting to millimole-scale synthesis for the discovery of a useful novel reaction with great scope. In the part of experimental materials, we found many familiar compounds, such as 1-Methyl-4-piperidone(cas: 1445-73-4COA of Formula: C6H11NO)

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.COA of Formula: C6H11NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

In 2019,Journal of Organometallic Chemistry included an article by Lahiji, Fatemeh Khadem; Ariafard, Alireza. Category: piperidines. The article was titled 《Revisiting the mechanism of acetylenic amine N-Oxide rearrangement catalyzed by Gold(I) complexes from a DFT perspective》. The information in the text is summarized as follows:

In this study, we used d. functional theory (DFT) to reinvestigate the mechanism proposed by Houk and Zhang et al. (J. Am. Chem. Soc. 2012, 134, 1078) for piperidinone formation through rearrangement of an acetylenic amine N-oxide catalyzed by phosphine gold(I) complexes. For this rearrangement, the C-C coupling was proposed to be the rate-determining step with activation energy as high as 35.8 kcal/mol. Such a barrier seems inconsistent with the fact that the actual reaction proceeds under very mild conditions (0 °C, 1 h, in CH2Cl2). In the original report, it was proposed that the C-C coupling takes place via a mechanism which we called “”front-side addition””. Interestingly, we found that the C-C coupling step becomes energetically more favorable if it occurs via another mechanism called “”back-side addition””. We explored the effect of different phosphine ligands on all conceivable steps of the catalytic reaction and found that while the other steps are not highly sensitive to the phosphine identity, the C-C coupling one shows a considerable degree of dependency; the more electron-donating the phosphine ligand, the lower the rate-limiting step barrier. The experimental process involved the reaction of 1-Methyl-4-piperidone(cas: 1445-73-4Category: piperidines)

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.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Mitsakos, Voula; Dobson, Renwick C. J.; Pearce, F. Grant; Devenish, Sean R.; Evans, Genevieve L.; Burgess, Benjamin R.; Perugini, Matthew A.; Gerrard, Juliet A.; Hutton, Craig A. published an article on January 15 ,2008. The article was titled 《Inhibiting dihydrodipicolinate synthase across species: Towards specificity for pathogens?》, and you may find the article in Bioorganic & Medicinal Chemistry Letters.Name: Cis-piperidine-2,6-dicarboxylic acid The information in the text is summarized as follows:

Dihydrodipicolinate synthase (DHDPS) is a key enzyme in lysine biosynthesis and an important antibiotic target. The specificity of a range of heterocyclic product analogs against DHDPS from three pathogenic species, Bacillus anthracis, Mycobacterium tuberculosis and methicillin-resistant Staphylococcus aureus, and the evolutionarily related N-acetylneuraminate lyase, has been determined The results suggest that the development of species-specific inhibitors of DHDPS as potential antibacterials is achievable. In the experiment, the researchers used many compounds, for example, Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1Name: 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.Name: Cis-piperidine-2,6-dicarboxylic acid

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Kitamura, Seiya; Zheng, Qinheng; Woehl, Jordan L.; Solania, Angelo; Chen, Emily; Dillon, Nicholas; Hull, Mitchell V.; Kotaniguchi, Miyako; Cappiello, John R.; Kitamura, Shinichi; Nizet, Victor; Sharpless, K. Barry; Wolan, Dennis W. published an article in Journal of the American Chemical Society. The title of the article was 《Sulfur(VI) Fluoride Exchange (SuFEx)-Enabled High-Throughput Medicinal Chemistry》.Electric Literature of C6H12N2O The author mentioned the following in the article:

Optimization of small-mol. probes or drugs is a synthetically lengthy, challenging, and resource-intensive process. Lack of automation and reliance on skilled medicinal chemists is cumbersome in both academic and industrial settings. Here, we demonstrate a high-throughput hit-to-lead process based on the biocompatible sulfur(VI) fluoride exchange (SuFEx) click chem. A high-throughput screening hit benzyl (cyanomethyl)carbamate (Ki = 8μM) against a bacterial cysteine protease SpeB was modified with a SuFExable iminosulfur oxydifluoride [RN=S(O)F2] motif, rapidly diversified into 460 analogs in overnight reactions, and the products were directly screened to yield drug-like inhibitors with 480-fold higher potency (Ki = 18 nM). We showed that the improved mol. is active in a bacteria-host coculture. Since this SuFEx linkage reaction succeeds on picomole scale for direct screening, we anticipate our methodol. can accelerate the development of robust biol. probes and drug candidates. In the experiment, the researchers used many compounds, for example, Piperidine-4-carboxamide(cas: 39546-32-2Electric Literature of C6H12N2O)

Piperidine-4-carboxamide(cas: 39546-32-2) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Electric Literature of C6H12N2O

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Product Details of 39546-32-2On June 1, 2020, Falsini, Matteo; Ceni, Costanza; Catarzi, Daniela; Varano, Flavia; Dal Ben, Diego; Marucci, Gabriella; Buccioni, Michela; Marti Navia, Aleix; Volpini, Rosaria; Colotta, Vittoria published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《New 8-amino-1,2,4-triazolo[4,3-a]pyrazin -3-one derivatives. Evaluation of different moieties on the 6-aryl ring to obtain potent and selective human A2A adenosine receptor antagonists》. The article mentions the following:

In this work, further structural investigations on the 8-amino-2-phenyl-6-aryl-1,2,4-triazolo[4,3-a]pyrazin-3-one series were carried out to achieve potent and selective human A2A adenosine receptor (AR) antagonists. Different ether and amide moieties were attached at the para-position of the 6-Ph ring, thus leading to compounds 1-9 and 10-18, resp. Most of these moieties contained terminal basic rings (pyrrolidine, morpholine, piperidine and substituted piperazines) which were thought to confer good physicochem. and drug-like properties. Compounds 11-16, bearing the amide linker, possessed high affinity and selectivity for the hA2A AR (Ki = 3.6-11.8 nM). Also derivatives 1-9, featuring an ether linker, preferentially targeted the hA2A AR but with lower affinity, compared to those of the relative amide compounds Docking studies, carried out at the hA2A AR binding site, highlighted some crucial ligand-receptor interactions, particularly those provided by the appended substituent whose nature deeply affected hA2A AR affinity. The experimental part of the paper was very detailed, including the reaction process of Piperidine-4-carboxamide(cas: 39546-32-2Product Details of 39546-32-2)

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.Product Details of 39546-32-2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

《Fe3O4 supported on water caltrop-derived biochar toward peroxymonosulfate activation for urea degradation: the key role of sulfate radical》 was written by Li, Guang; Cao, Xiao-qiang; Meng, Na; Huang, Yi-meng; Wang, Xu-dong; Gao, Yuan-yuan; Li, Xuan; Yang, Ting-shu; Li, Bo-lai; Zhang, Yi-zhen; Lyu, Xian-jun; Liang, Yue. Computed Properties of C9H17NO And the article was included in Chemical Engineering Journal (Amsterdam, Netherlands) on April 1 ,2022. The article conveys some information:

A new type of iron-doped and porous biochar (Fe@BC) derived from water caltrop was systematically investigated to catalyze the organic pollutants degradation by peroxymonosulfate (PMS). The effectiveness of this novel material was tested by treating excessive urea concentrations in swimming pool water. It exhibited good PMS activation capacity, achieving urea removal of 100% within 15 min. The Fe@BC/PMS system exhibited excellent resistance to common anions. Only chloride showed a small inhibitory effect, and the removal efficiency of urea decreased by 10% ([Cl-]0 = 10 mM). Quenching experiments and ESR spectroscopy analyses demonstrated that urea degradation was mainly mediated by the radical pathway, which in turn was dominated by surface-bound sulfate radicals (SO4·-). Further, reusability experiments confirmed the stability of the material. After three cycles, the degradation efficiency can still reach 86%. Therefore, the conversion of water caltrop-derived biochar into a composite catalytic material provides a novel strategy for value-added utilization of aquatic waste biomass, and it is also a promising alternative for the treatment of urea from swimming pool water.Triacetonamine(cas: 826-36-8Computed Properties of C9H17NO) was used in this study.

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.Computed Properties of C9H17NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem