M.W=100-150 | Page 18 of 163 | Heterocyclic Building Blocks-piperidine

Taylor, Doris Mia’s team published research in ACS Infectious Diseases in 6 | CAS: 39546-32-2

ACS Infectious Diseases published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C15H25BN2O4, Application In Synthesis of 39546-32-2.

Taylor, Doris Mia published the artcileIdentifying Oxacillinase-48 Carbapenemase Inhibitors Using DNA-Encoded Chemical Libraries, Application In Synthesis of 39546-32-2, the publication is ACS Infectious Diseases (2020), 6(5), 1214-1227, database is CAplus and MEDLINE.

Bacterial resistance to β-lactam antibiotics is largely mediated by β-lactamases, which catalyze the hydrolysis of these drugs and continue to emerge in response to antibiotic use. β-Lactamases that hydrolyze the last resort carbapenem class of β-lactam antibiotics (carbapenemases) are a growing global health threat. Inhibitors have been developed to prevent β-lactamase-mediated hydrolysis and restore the efficacy of these antibiotics. However, there are few inhibitors available for problematic carbapenemases such as oxacillinase-48 (OXA-48). A DNA-encoded chem. library approach was used to rapidly screen for compounds that bind and potentially inhibit OXA-48. Using this approach, a hit compound, CDD-97(), was identified with submicromolar potency (K_i = 0.53 ± 0.08μM) against OXA-48. X-ray crystallog. showed that CDD-97 binds noncovalently in the active site of OXA-48. Synthesis and testing of derivatives of CDD-97 revealed structure-activity relationships and informed the design of a compound with a 2-fold increase in potency. CDD-97, however, synergizes poorly with β-lactam antibiotics to inhibit the growth of bacteria expressing OXA-48 due to poor accumulation into E. coli. Despite the low in vivo activity, CDD-97 provides new insights into OXA-48 inhibition and demonstrates the potential of using DNA-encoded chem. technol. to rapidly identify β-lactamase binders and to study β-lactamase inhibition, leading to clin. useful inhibitors.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Meenal, K. Mrs.’s team published research in Journal of the Indian Chemical Society in 1992-11-30 | CAS: 5773-58-0

Journal of the Indian Chemical Society published new progress about Oxidation. 5773-58-0 belongs to class piperidines, name is 3-Methylpiperidin-4-one, and the molecular formula is C6H11NO, COA of Formula: C6H11NO.

Meenal, K. Mrs. published the artcileThallium(III) acetate oxidation of some substituted-4-piperidones: a kinetic and mechanistic study, COA of Formula: C6H11NO, the main research area is oxidation piperidone thallium 3 kinetics.

Kinetics of oxidation of 4-piperidone, 3-methyl-2,6-diphenyl-4-piperidone, 3-alkyl-, and 3,3- and 3,5-dimethylpiperidone with Tl3+ in aqueous acetic acid in the presence of sulfuric acid at constant ionic strength (μ = 2.25 M) at 30-55° have been investigated. The reactions obey second order kinetics. Dependence on acidity is unity added sodium sulfate does not have any effect. Activation parameters have been calculated and the structure-reactivity relationships discussed. A mechanism involving fast enolization step is postulated.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Tomoda, Shuji’s team published research in Chemistry Letters in 1999-07-31 | CAS: 5773-58-0

Chemistry Letters published new progress about Conformation. 5773-58-0 belongs to class piperidines, name is 3-Methylpiperidin-4-one, and the molecular formula is C6H11NO, Recommanded Product: 3-Methylpiperidin-4-one.

Tomoda, Shuji published the artcileOrigin of π-facial diastereoselection in hydride reduction of piperidones. The importance of ground-state effects, Recommanded Product: 3-Methylpiperidin-4-one, the main research area is facial stereoselectivity hydride reduction piperidinone FMO steric effect.

The exterior frontier orbital extension model (the EFOE Model) strongly suggested that the ground-state conformation (steric effects) and the anisotropic frontier orbital (LUMO) extension over π-faces may be the origin of the π-facial diastereoselection in hydride reductions of substituted piperidones.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Schwaid, Adam G.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2016-04-15 | CAS: 959918-19-5

Bioorganic & Medicinal Chemistry Letters published new progress about Homo sapiens. 959918-19-5 belongs to class piperidines, name is 3-Ethynylpiperidine hydrochloride, and the molecular formula is C7H12ClN, Synthetic Route of 959918-19-5.

Schwaid, Adam G. published the artcileDevelopment of a selective activity-based probe for glycosylated LIPA, Synthetic Route of 959918-19-5, the main research area is lysosomal acid lipase glycosylation activity probe; Activity based protein profiling; Glycosylation; LAL; LIPA; Lysosomal acid lipase; Serine hydrolase.

Loss of LIPA activity leads to diseases such as Wolman’s Disease and Cholesterol Ester Storage Disease. While it is possible to measure defects in LIPA protein levels, it is difficult to directly measure LIPA activity in cells. In order to measure LIPA activity directly we developed a LIPA specific activity based probe. LIPA is heavily glycosylated although it is unclear how glycosylation affects LIPA activity or function. Our probe is specific for a glycosylated form of LIPA in cells, although it labels purified LIPA regardless of glycosylation.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Mayer, Brian P.’s team published research in Talanta in 2018-08-15 | CAS: 5773-58-0

Talanta published new progress about Drugs of abuse. 5773-58-0 belongs to class piperidines, name is 3-Methylpiperidin-4-one, and the molecular formula is C6H11NO, Category: piperidines.

Mayer, Brian P. published the artcileStatistical analysis of the chemical attribution signatures of 3-methylfentanyl and its methods of production, Category: piperidines, the main research area is forensic chem attribution signature methylfentanyl; 3-methylfentanyl; Chemical attribution signature; Chemical forensics; Forensic attribution; Machine learning; Opioid.

Chem. attribution of the origin of an illegal drug is a key component of forensic efforts aimed at combating illicit and clandestine manufacture of drugs and pharmaceuticals. The results of these studies yield detailed information on synthesis byproducts, reagents, and precursors that can be used to identify the method of manufacture In the present work, chem. attribution signatures (CAS) associated with the synthesis of the analgesic 3-methylfentanyl, N-(3-methyl-1-phenethylpiperidin-4-yl)-N-phenylpropanamide, were investigated. Eighteen crude samples from six synthesis methods were generated, the anal. of which was used to identify signatures (i.e., chem. compounds) that were important in the discrimination of synthetic route. These methods were carefully selected to minimize the use of scheduled precursors, complicated laboratory equipment, number of steps, and extreme reaction conditions. Using gas and liquid chromatogs. combined with time-of-flight mass spectrometry (GC-QTOF and LC-QTOF) over 160 distinct species were monitored. Anal. of this combined data set was performed using modern machine learning techniques capable of reducing the size of the data set, prioritizing key chem. attribution signatures, and identifying the method of production for blindly synthesized 3-methylfentanyl materials.

Talanta published new progress about Drugs of abuse. 5773-58-0 belongs to class piperidines, name is 3-Methylpiperidin-4-one, and the molecular formula is C6H11NO, Category: piperidines.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Sharma, Pankaj’s team published research in Australian Journal of Chemistry in 2016 | CAS: 5773-58-0

Australian Journal of Chemistry published new progress about Ionic liquids. 5773-58-0 belongs to class piperidines, name is 3-Methylpiperidin-4-one, and the molecular formula is C6H11NO, Product Details of C6H11NO.

Sharma, Pankaj published the artcileOne-Pot Synthesis of Substituted Piperidinones and 3,4-Dihydropyrimidinones Using a Highly Active and Recyclable Supported Ionic Liquid Phase Organocatalyst, Product Details of C6H11NO, the main research area is piperidinone dihydropyrimidinone preparation silica supported ionic liquid organocatalyst.

1-Ethyl-3-methylimidazolium Et sulfate was synthesized and its supported ionic liquid phase form was prepared and used as an organocatalyst for the synthesis of substituted piperidinones and 3,4-dihydropyrimidinones. The ionic liquid was characterized by 1H NMR, 13C NMR, and mass spectrometry. The catalyst is novel, stable, completely heterogeneous, and recyclable for several times and can be easily recovered by filtration. It was characterized with SEM, TEM, TGA, and energy-dispersive x-ray spectroscopy techniques. The workup procedures are very simple, and products were obtained in good-to-excellent yields with reasonable purities without the need for further chromatog. purification

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Pillay, M. Krishna’s team published research in Indian Journal of Heterocyclic Chemistry in 2000-03-31 | CAS: 5773-58-0

Indian Journal of Heterocyclic Chemistry published new progress about Acetyl group. 5773-58-0 belongs to class piperidines, name is 3-Methylpiperidin-4-one, and the molecular formula is C6H11NO, Computed Properties of 5773-58-0.

Pillay, M. Krishna published the artcileConformational analysis of heterocyclic systems: part-III conformational analysis of substituted N-acetypiperidin-4-ones, Computed Properties of 5773-58-0, the main research area is acetypiperidinone conformational analysis NMR.

The conformations of various substituted N-acetylpiperidin-4-ones have been analyzed by IR, 1H NMR and 13C NMR data. On the basis of these results, acetyl group adopting a coplanar orientation with the dynamically averaged plane of the ring is proposed. The energy barrier ΔG# for the rotation of the acetyl group has been evaluated.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Hanson, Ronald L.’s team published research in Journal of Molecular Catalysis B: Enzymatic in 2016-11-30 | CAS: 5773-58-0

Journal of Molecular Catalysis B: Enzymatic published new progress about Diastereoselective synthesis. 5773-58-0 belongs to class piperidines, name is 3-Methylpiperidin-4-one, and the molecular formula is C6H11NO, Related Products of piperidines.

Hanson, Ronald L. published the artcileEnzymatic reduction of α-substituted ketones with concomitant dynamic kinetic resolution, Related Products of piperidines, the main research area is aminoketone reduction dynamic kinetic resolution; aminoalc enantioselective diastereoselective preparation.

Racemic α-substituted ketones were converted to the corresponding chiral alcs. with high diastereo- and enantioselectivities using enzymic reduction with concomitant dynamic kinetic resolution Reductions of N-protected α-amino ketones by microorganisms and com. enzymes provided N-protected α-amino alcs. Choice of buffer was found to be a crucial factor for the successful reduction and simultaneous dynamic resolution of an α-Me ketone to the corresponding chiral alc.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Zhao, Tianming team published research on Bioorganic & Medicinal Chemistry in 2021 | 5382-16-1

5382-16-1, 4-Hydroxypiperidine is a molecule with a carbonyl group. It is the most active and selective CCR5 receptor antagonist that has been studied to date. 4-Hydroxypiperidine inhibits HIV infection by preventing the binding of HIV to its receptor on the surface of white blood cells, thereby preventing it from entering these cells. 4-Hydroxypiperidine also acts as an anti-inflammatory agent in chronic bronchitis patients, due to its ability to inhibit prostaglandin synthesis. The chemical ionization mass spectra of this molecule show peaks for methyl ethyl, malic acid, and hydroxyl groups. These properties make 4-hydroxypiperidine a useful candidate for drug development against inflammatory diseases and several cancers.
The molecular structure, vibrational spectra, NBO and UV-spectral analysis of 4-Hydroxypiperidine have been studied. The compounds with a substituted 4-piperidinol core have been found to be potent antagonists of the human H receptor., Synthetic Route of 5382-16-1

Piperidine was first reported in 1850 by the Scottish chemist Thomas Anderson and again, independently, in 1852 by the French chemist 5382-16-1, formula is C5H11NO, Name is 4-Piperidinol. Auguste Cahours, who named it. Both of them obtained piperidine by reacting piperine with nitric acid. Synthetic Route of 5382-16-1.

Zhao, Tianming;Yang, Yu;Yang, Jing;Cui, Youbao;Cao, Zhi;Zuo, Daiying;Zhai, Xin research published 《 Harmine-inspired design and synthesis of benzo[d]imidazo[2,1-b]thiazole derivatives bearing 1,3,4-oxadiazole moiety as potential tumor suppressors》, the research content is summarized as follows. In view of the essential role of Twist1 in the tumorigenesis of NSCLC, developing antitumor small mols. that can suppress the expression of Twist1 is of far-reaching significance for the treatment of NSCLC. A series of novel benzo[d]imidazo[2,1-b]thiazole derivatives possessing 1,3,4-oxadiazole moiety I [Q = (CH₂)_n, n = 1, 2; R = 1-piperidyl, (4-methyl-1-piperidyl), (4-hydroxy-1-piperidyl), etc] was designed based on the structure of the first-in-class Twist1 inhibitor harmine. Among the synthetic twenty-two compounds, I the compound containing 2-(piperidine-1-yl) Et exhibited remarkable anti-proliferative activity with IC₅₀ value of 2.03μM and 9.80μM against A549 and H2228 cell lines superior to harmine (IC₅₀ = 17.12μM against A549, IC₅₀ = 31.06μM against H2228). Meanwhile, western blot assay showed that the optimal compound significantly down-regulated Twist1 protein expression in a dose-dependent manner and reduced Twist1 level better than harmine. Collectively, the promising compound was identified a potential antineoplastic lead with the ability of down-regulating Twist1 level.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Zhou, Xueying team published research on Applied Organometallic Chemistry in 2022 | 5382-16-1

COA of Formula: C5H11NO, 4-Hydroxypiperidine is a molecule with a carbonyl group. It is the most active and selective CCR5 receptor antagonist that has been studied to date. 4-Hydroxypiperidine inhibits HIV infection by preventing the binding of HIV to its receptor on the surface of white blood cells, thereby preventing it from entering these cells. 4-Hydroxypiperidine also acts as an anti-inflammatory agent in chronic bronchitis patients, due to its ability to inhibit prostaglandin synthesis. The chemical ionization mass spectra of this molecule show peaks for methyl ethyl, malic acid, and hydroxyl groups. These properties make 4-hydroxypiperidine a useful candidate for drug development against inflammatory diseases and several cancers.
The molecular structure, vibrational spectra, NBO and UV-spectral analysis of 4-Hydroxypiperidine have been studied. The compounds with a substituted 4-piperidinol core have been found to be potent antagonists of the human H receptor., 5382-16-1.

Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). 5382-16-1, formula is C5H11NO, Name is 4-Piperidinol. It is a colorless liquid with an odor described as objectionable, and typical of amines. COA of Formula: C5H11NO.

Zhou, Xueying;Xu, Yaling;Wang, Caihong;Wu, Ge research published 《 Cu-catalyzed vinylamination of S-alkylisothiouronium salts with maleimides and alkylamines》, the research content is summarized as follows. A copper-catalyzed vinylamination of S-alkylisothiouronium salts with maleimide and organic amines with the assistance of FeCl₃, enabling the preparation of structurally diverse aminoalkylthiolated maleimides and applying them to late-stage modification of pharmaceuticals is reported. Importantly, this strategy makes it possible to introduce the SCD₃ functional group into the maleimide skeleton by using the prepared S-trideuteromethyl isothiouronium iodide. Preliminary mechanistic investigation shows that FeCl₃ is essential to the current multi-component reaction by triggering S-alkylisothiouronium salts.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem