Day: October 14, 2022

Wellaway, Christopher R.’s team published research in Journal of Medicinal Chemistry in 2022 | CAS: 87120-72-7

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.SDS of cas: 87120-72-7

SDS of cas: 87120-72-7In 2022 ,《Investigation of Janus Kinase (JAK) Inhibitors for Lung Delivery and the Importance of Aldehyde Oxidase Metabolism》 appeared in Journal of Medicinal Chemistry. The author of the article were Wellaway, Christopher R.; Baldwin, Ian R.; Bamborough, Paul; Barker, Daniel; Bartholomew, Michelle A.; Chung, Chun-wa; Dumpelfeld, Birgit; Evans, John P.; Fazakerley, Neal J.; Homes, Paul; Keeling, Steven P.; Lewell, Xiao Q.; McNab, Finlay W.; Morley, Joanne; Needham, Deborah; Neu, Margarete; van Oosterhout, Antoon J. M.; Pal, Anshu; Reinhard, Friedrich B. M.; Rianjongdee, Francesco; Robertson, Craig M.; Rowland, Paul; Shah, Rishi R.; Sherriff, Emma B.; Sloan, Lisa A.; Teague, Simon; Thomas, Daniel A.; Wellaway, Natalie; Wojno-Picon, Justyna; Woolven, James M.; Coe, Diane M.. The article conveys some information:

The Janus family of tyrosine kinases (JAK1, JAK2, JAK3, and TYK2) play an essential role in the receptor signaling of cytokines that have been implicated in the pathogenesis of severe asthma, and there is emerging interest in the development of small-mol.-inhaled JAK inhibitors as treatments. Here, we describe the optimization of a quinazoline series of JAK inhibitors and the results of mouse lung pharmacokinetic (PK) studies where only low concentrations of parent compound were observed Subsequent investigations revealed that the low exposure was due to metabolism by aldehyde oxidase (AO), so we sought to identify quinazolines that were not metabolized by AO. We found that specific substituents at the quinazoline 2-position prevented AO metabolism and this was rationalized through computational docking studies in the AO binding site, but they compromised kinome selectivity. Results presented here highlight that AO metabolism is a potential issue in the lung. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl 4-aminopiperidine-1-carboxylate(cas: 87120-72-7SDS of cas: 87120-72-7)

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.SDS of cas: 87120-72-7

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Christiansen, Anneliese’s team published research in European Journal of Pharmacology in 1967 | CAS: 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

《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

 

Akiyama, Yoshikatsu’s team published research in Macromolecular Rapid Communications in 2021 | CAS: 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.Quality Control of Piperidine-4-carboxamide

《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

 

Fish, Paul V.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2009 | CAS: 194726-40-4

(R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate(cas: 194726-40-4) 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: C13H23NO4

COA of Formula: C13H23NO4On May 15, 2009 ,《4-Piperidines and 3-pyrrolidines as dual serotonin and noradrenaline reuptake inhibitors: Design, synthesis and structure-activity relationships》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Fish, Paul V.; Andrews, Mark D.; Jonathan Fray, M.; Stobie, Alan; Wakenhut, Florian; Whitlock, Gavin A.. The article conveys some information:

A variety of [(aryloxy)(pyridinyl)methyl]piperidine and pyrrolidine derivatives are inhibitors of monoamine reuptake. Structure-activity relationships established that monoamine reuptake inhibition is a function of amine, pyridine isomer, aryloxy ring substitution and stereochem. Consequently, selective NRIs, selective SRIs, dual SNRIs and triple SNDRIs were all identified. Dual SNRIs I and II were evaluated in addnl. pharmacol. and pharmacokinetic studies as representative examples from this series. In addition to this study using (R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate, there are many other studies that have used (R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate(cas: 194726-40-4COA of Formula: C13H23NO4) was used in this study.

(R)-1-tert-Butyl 3-ethyl piperidine-1,3-dicarboxylate(cas: 194726-40-4) 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: C13H23NO4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Leimbacher, Markus’s team published research in Chemistry – A European Journal in 2012 | 180181-05-9

Chemistry – A European Journal published new progress about Affinity (affinity selection). 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Category: piperidines.

Leimbacher, Markus; Zhang, Yixin; Mannocci, Luca; Stravs, Michael; Geppert, Tim; Scheuermann, Joerg; Schneider, Gisbert; Neri, Dario published the artcile< Discovery of Small-Molecule Interleukin-2 Inhibitors from a DNA-Encoded Chemical Library>, Category: piperidines, the main research area is DNA encoded chem library drug discovery protein ligand; interleukin 2 inhibitor DNA encoded chem library; tumor antigen carbonic anhydrase IX inhibitor DNA encoded library.

Libraries of chem. compounds individually coupled to encoding DNA tags (DNA-encoded chem. libraries) hold promise to facilitate exceptionally efficient ligand discovery. We constructed a high-quality DNA-encoded chem. library comprising 30 000 drug-like compounds; this was screened in 170 different affinity capture experiments High-throughput sequencing allowed the evaluation of 120 million DNA codes for a systematic anal. of selection strategies and statistically robust identification of binding mols. Selections performed against the tumor-associated antigen carbonic anhydrase IX (CA IX) and the pro-inflammatory cytokine interleukin-2 (IL-2) yielded potent inhibitors with exquisite target specificity. The binding mode of the revealed pharmacophore against IL-2 was confirmed by mol. docking. Our findings suggest that DNA-encoded chem. libraries allow the facile identification of drug-like ligands principally to any protein of choice, including mols. capable of disrupting high-affinity protein-protein interactions.

Chemistry – A European Journal published new progress about Affinity (affinity selection). 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Category: piperidines.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Badir, Shorouk O’s team published research in Angewandte Chemie, International Edition in 2018 | 180181-05-9

Angewandte Chemie, International Edition published new progress about C-Glycosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Product Details of C22H23NO4.

Badir, Shorouk O.; Dumoulin, Audrey; Matsui, Jennifer K.; Molander, Gary A. published the artcile< Synthesis of Reversed C-Acyl Glycosides through Ni/Photoredox Dual Catalysis>, Product Details of C22H23NO4, the main research area is photocatalyst radical coupling carboxylic acid glycoside synthesis; nickel photochem redox catalyst C glycoside synthesis drug design; 1,4-dihydropyridines; acylation; carboxylic acids; glycosides; single-electron transfer.

The incorporation of C-glycosides in drug design has become a routine practice for medicinal chemists. These naturally occurring building blocks exhibit attractive pharmaceutical profiles, and have become an important target of synthetic efforts in recent decades. Described herein is a practical, scalable, and versatile route for the synthesis of non-anomeric and unexploited C-acyl glycosides through a Ni/photoredox dual catalytic system. By utilizing an organic photocatalyst, a range of glycosyl-based radicals are generated and efficiently coupled with highly functionalized carboxylic acids at room temperature Distinctive features of this transformation include its mild conditions, impressive compatibility with a wide array of functional groups, and most significantly, preservation of the anomeric carbon: a handle for further, late-stage derivatization.

Angewandte Chemie, International Edition published new progress about C-Glycosides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 180181-05-9 belongs to class piperidines, and the molecular formula is C22H23NO4, Product Details of C22H23NO4.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Klein, K P’s team published research in Macromolecular Syntheses in 1982 | 25504-47-6

Macromolecular Syntheses published new progress about Polyimides Role: SPN (Synthetic Preparation), PREP (Preparation). 25504-47-6 belongs to class piperidines, and the molecular formula is C7H11NO3, Electric Literature of 25504-47-6.

Klein, K. P.; Reimschuessel, H. K. published the artcile< Polyimide from 4-carboxy-2-piperidone-poly[1,3-(2,6-dioxopiperidinediyl)ethylene]>, Electric Literature of 25504-47-6, the main research area is polyimide carboxypiperidone; piperidone carboxy polyimide; hydrocyanation itaconate ester; cyanomethylsuccinate dimethyl hydrogenation.

A polyimide (I) [84128-67-6] soluble in HCO2H, m-cresol, CF3CH2OH, and H2SO4 was prepared by heating 4-carboxy-2-piperidone (II) [24537-50-6] at 220-235°. I had Mark-Houwink constants K and α 4.2 × 10-4 and 0.647, resp., in m-cresol and glass transition temperature 130-135°. II was prepared by hydrocyanation of di-Me itaconate  [617-52-7], reduction-cyclization of the di-Me (cyanomethyl)succinate  [24537-51-7] to 4-(carbomethoxy)-2-piperidone  [25504-47-6], and hydrolysis.

Macromolecular Syntheses published new progress about Polyimides Role: SPN (Synthetic Preparation), PREP (Preparation). 25504-47-6 belongs to class piperidines, and the molecular formula is C7H11NO3, Electric Literature of 25504-47-6.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Passarella, Daniele’s team published research in Organic Letters in 2002-08-22 | 149518-50-3

Organic Letters published new progress about Cyclization. 149518-50-3 belongs to class piperidines, and the molecular formula is C12H21NO4, SDS of cas: 149518-50-3.

Passarella, Daniele; Angoli, Marco; Giardini, Alessandra; Lesma, Giordano; Silvani, Alessandra; Danieli, Bruno published the artcile< Concise Total Synthesis of (±)-Aloperine and 6-epi-Aloperine>, SDS of cas: 149518-50-3, the main research area is aloperine synthesis; cyclization aza aloperine synthesis; Diels Alder aloperine synthesis.

Total synthesis of aloperine and 6-epi-aloperine is reported. The crucial steps of the synthetic strategy are an aza-annulation reaction and an intermol. Diels-Alder reaction. The synthetic plan proceeds from com. available piperidine-2-ethanol.

Organic Letters published new progress about Cyclization. 149518-50-3 belongs to class piperidines, and the molecular formula is C12H21NO4, SDS of cas: 149518-50-3.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem