Heterocyclic Building Blocks-piperidine

Lv, Kai published the artcileDesign, synthesis and anti-HBV activity of NVR3-778 derivatives, Name: Piperidine-4-carboxamide, the publication is Bioorganic Chemistry (2020), 103363, database is CAplus and MEDLINE.

NVR3-778, one of the most advanced capsid assembly modulators (CAMs), is currently in phase II clin. trial for the treatment of HBV infection. In this study, we reported the first structure optimization of NVR3-778. Compound 2d was found to exhibit more potent anti-HBV activity (IC₅₀: 0.25μM), lower cytotoxicity (CC₅₀: 10.68μM) and higher selectivity index (SI: 40.72) than NVR3-778 (IC₅₀: 0.33μM; CC₅₀: 5.14μM; SI: 18.36) in vitro, and also display similar inhibitory effect on the assembly of HBV capsids as NVR3-778. Mol. docking further suggested that compound 2d might form a stronger interaction with core protein. Moreover, compound 2d also showed acceptable pharmacokinetic profiles. Currently compound 2d was selected as a new lead for further modifications, and studies to determine the in vivo anti-HBV studies of 2d will begin soon.

Bioorganic Chemistry 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 C6H12N2O, Name: Piperidine-4-carboxamide.

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

Huang, Zhiyan published the artcileDefect-rich carbon based bimetallic oxides with abundant oxygen vacancies as highly active catalysts for enhanced 4-aminobenzoic acid ethyl ester (ABEE) degradation toward peroxymonosulfate activation, Quality Control of 826-36-8, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2020), 124936, database is CAplus.

meeting severe environmental problems, highly efficient, environment-friendly, multiple reusable catalysts are demanding to develop. this work prepared C-based bimetallic oxides with O vacancies for peroxymonosulfate activation to degrade 4-aminobenzoic acid Et ester (ABEE). among different molar ratios of Fe₂⁺ and Mn ions, Fe₁Mn₁-Fe NC had the optimum catalytic performance. ABEE degradation should have free radical and non-free radical pathways. all sulfate, hydroxyl, and superoxide radicals and singlet oxygen were responsible for efficient ABEE degradation and mineralization. lattice O was the main reactive site for ABEE degradation electron transport provided a good synergistic redox reaction between Fe and Mn and promoted lattice O release. a proposed pathway for ABEE degradation included electrophilic and radical addition, H-abstraction reaction, and diazotization. this work was expected to provide rational design of bimetallic materials with oxygen vacancies for in-situ environmental remediation.

Chemical Engineering Journal (Amsterdam, Netherlands) published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C9H17NO, Quality Control of 826-36-8.

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

Zheng, Jiamin published the artcileSmall molecule approaches to treat autoimmune and inflammatory diseases (Part I): Kinase inhibitors, Recommanded Product: (R)-1-(1-Acryloylpiperidin-3-yl)-4-amino-3-(4-phenoxyphenyl)-1H-imidazo[4,5-c]pyridin-2(3H)-one, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 127862, database is CAplus and MEDLINE.

Autoimmune and inflammatory diseases place a huge burden on the healthcare system. Small mol. (SM) therapeutics provide much needed complementary treatment options for these diseases. This digest series highlights the latest progress in the discovery and development of safe and efficacious SMs to treat autoimmune and inflammatory diseases with each part representing a class of SMs, namely: (1) protein kinases; (2) nucleic acid-sensing pathways; and (3) soluble ligands and receptors on cell surfaces. In this first part of the series, the focus is on kinase inhibitors that emerged between 2018 and 2020, and which exhibit increased target and tissue selectivity with the aim of increasing their therapeutic index.

Bioorganic & Medicinal Chemistry Letters published new progress about 1971920-73-6. 1971920-73-6 belongs to piperidines, auxiliary class Other Aliphatic Heterocyclic,Piperidine,Alkenyl,Amine,Benzene,Ether,Inhibitor,Inhibitor, name is (R)-1-(1-Acryloylpiperidin-3-yl)-4-amino-3-(4-phenoxyphenyl)-1H-imidazo[4,5-c]pyridin-2(3H)-one, and the molecular formula is C22H38O2, Recommanded Product: (R)-1-(1-Acryloylpiperidin-3-yl)-4-amino-3-(4-phenoxyphenyl)-1H-imidazo[4,5-c]pyridin-2(3H)-one.

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

Crich, David published the artcile1-Naphthylpropargyl Ether Group: A Readily Cleaved and Sterically Minimal Protecting System for Stereoselective Glycosylation, Quality Control of 4972-31-0, the publication is Organic Letters (2006), 8(21), 4879-4882, database is CAplus and MEDLINE.

The (1-naphthyl)propargyl group is introduced as a sterically unobtrusive alc. protecting group that is cleaved in a single step by exposure to dichlorodicyanoquinone in wet dichloromethane. In conjunction with the 4,6-O-benzylidene protecting group, and the use of the sulfoxide glycosylation method, 3-O-naphthylpropargyl-protected mannosyl donors are extremely β-selective.

Organic Letters published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Quality Control of 4972-31-0.

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

Pu, Szu-Yuan published the artcileOptimization of Isothiazolo[4,3-b]pyridine-Based Inhibitors of Cyclin G Associated Kinase (GAK) with Broad-Spectrum Antiviral Activity, Recommanded Product: Piperidine-4-carboxamide, the publication is Journal of Medicinal Chemistry (2018), 61(14), 6178-6192, database is CAplus and MEDLINE.

There is an urgent need for strategies to combat dengue and other emerging viral infections. We reported that cyclin G-associated kinase (GAK), a cellular regulator of the clathrin-associated host adaptor proteins AP-1 and AP-2, regulates intracellular trafficking of multiple unrelated RNA viruses during early and late stages of the viral lifecycle. We also reported the discovery of potent, selective GAK inhibitors based on an isothiazolo[4,3-b]pyridine scaffold, albeit with moderate antiviral activity. Here, we describe our efforts leading to the discovery of novel isothiazolo[4,3-b]pyridines that maintain high GAK affinity and selectivity. These compounds demonstrate improved in vitro activity against dengue virus, including in human primary dendritic cells, and efficacy against the unrelated Ebola and chikungunya viruses. Moreover, inhibition of GAK activity was validated as an important mechanism of antiviral action of these compounds These findings demonstrate the potential utility of a GAK-targeted broad-spectrum approach for combating currently untreatable emerging viral infections.

Journal of Medicinal Chemistry 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 C6H12N2O, Recommanded Product: Piperidine-4-carboxamide.

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

Baradwaj, Aditya G. published the artcileImpact of the Addition of Redox-Active Salts on the Charge Transport Ability of Radical Polymer Thin Films, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Macromolecules (Washington, DC, United States) (2016), 49(13), 4784-4791, database is CAplus.

Radical polymers (i.e., macromols. composed of a nonconjugated polymer backbone and with stable radical sites present on the side chains of the repeat units) can transport charge in the solid state through oxidation-reduction (redox) reactions that occur between the electronically localized open-shell pendant groups. As such, pristine (i.e., not doped) thin films of these functional macromols. have elec. conductivity values on the same order of magnitude as some common electronically active conjugated polymers. However, unlike the heavily evaluated regime of conjugated polymer semiconductors, the impact of mol. dopants on the optical, electrochem., and solid-state electronic properties of radical polymers has not been established. Here, we combine a model radical polymer, poly(2,2,6,6-tetramethylpiperidinyloxy methacrylate) (PTMA), with a small mol. redox-active salt, 4-acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate (TEMPOnium), to elucidate the effect of mol. doping on this emerging class of functional macromol. thin films. Note that the TEMPOnium salt was specifically selected because the cation in the salt has a similar mol. architecture to that of an oxidized repeat unit of the PTMA polymer. Importantly, we demonstrate that the addition of the TEMPOnium salt simultaneously alters the electrochem. environment of the thin film without quenching the number of open-shell sites present in the PTMA-based composite thin film. This environmental alteration changes the chem. signature of the PTMA thin films in a manner that modifies the elec. conductivity of the radical polymer-based composites. By decoupling the ionic and electronic contributions of the observed current passed through the PTMA-based thin films, we are able to establish how the presence of the redox-active TEMPOnium salts affects both the transient and steady-state transport abilities of doped radical polymer thin films. Addnl., at an optimal loading (i.e., doping d.) of the redox-active salt, the elec. conductivity of PTMA increased by a factor of 5 relative to that of pristine PTMA. Therefore, these data establish an underlying mechanism of doping in electronically active radical polymers, and they provide a template by which to guide the design of next-generation radical polymer composites.

Macromolecules (Washington, DC, United States) published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

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

Ketley, Ami published the artcileCDK12 inhibition reduces abnormalities in cells from patients with myotonic dystrophy and in a mouse model, COA of Formula: C30H32ClN7O2, the publication is Science Translational Medicine (2020), 12(541), eaaz2415, database is CAplus and MEDLINE.

Myotonic dystrophy type 1 (DM1) is an RNA-based disease with no current treatment. It is caused by a transcribed CTG repeat expansion within the 3�untranslated region of the dystrophia myotonica protein kinase (DMPK) gene. Mutant repeat expansion transcripts remain in the nuclei of patients�cells, forming distinct microscopically detectable foci that contribute substantially to the pathophysiol. of the condition. Here, we report small-mol. inhibitors that remove nuclear foci and have beneficial effects in the HSA^LR mouse model, reducing transgene expression, leading to improvements in myotonia, splicing, and centralized nuclei. Using chemoproteomics in combination with cell-based assays, we identify cyclin-dependent kinase 12 (CDK12) as a druggable target for this condition. CDK12 is a protein elevated in DM1 cell lines and patient muscle biopsies, and our results showed that its inhibition led to reduced expression of repeat expansion RNA. Some of the inhibitors identified in this study are currently the subject of clin. trials for other indications and provide valuable starting points for a drug development program in DM1.

Science Translational Medicine published new progress about 1702809-17-3. 1702809-17-3 belongs to piperidines, auxiliary class Cell Cycle,CDK, name is (R,E)-N-(4-(3-((5-Chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)amino)piperidine-1-carbonyl)phenyl)-4-(dimethylamino)but-2-enamide, and the molecular formula is C30H32ClN7O2, COA of Formula: C30H32ClN7O2.

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

Nandi, Jyoti published the artcileCombining Oxoammonium Cation Mediated Oxidation and Photoredox Catalysis for the Conversion of Aldehydes into Nitriles, Related Products of piperidines, the publication is Synlett (2018), 29(16), 2185-2190, database is CAplus.

A method to oxidize aromatic aldehydes to nitriles has been developed. It involves a dual catalytic system of 4-acetamido-TEMPO and visible-light photoredox catalysis. The reaction is performed using ammonium persulfate as both the terminal oxidant and nitrogen source.

Synlett published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Related Products of piperidines.

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

Rozanska, Xavier published the artcileQuantitative Kinetic Model of CO₂ Absorption in Aqueous Tertiary Amine Solvents, Quality Control of 13444-24-1, the publication is Journal of Chemical Information and Modeling (2021), 61(4), 1814-1824, database is CAplus and MEDLINE.

Aqueous tertiary amine solutions are increasingly used in industrial CO₂ capture operations because they are more energy-efficient than primary or secondary amines and demonstrate higher CO₂ absorption capacity. Yet, tertiary amine solutions have a significant drawback in that they tend to have lower CO₂ absorption rates. To identify tertiary amines that absorb CO₂ faster, it would be efficacious to have a quant. and predictive model of the rate-controlling processes. Despite numerous attempts to date, this goal has been elusive. The present computational approach achieves this goal by focusing on the reaction of CO₂ with OH^– forming HCO₃^–. The performance of the resulting model is demonstrated for a consistent exptl. data set of the absorption rates of CO₂ for 24 different aqueous tertiary amine solvents. The key to the new model’s success is the manner in which the free energy barrier for the reaction of CO₂ with OH^– is evaluated from the differences among the solvation free energies of CO₂, OH^–, and HCO₃^–, while the pK_a of the amines controls the concentration of OH^–. These solvation energies are obtained from mol. dynamics simulations. The exptl. value of the free energy of reaction of CO₂ with pure water is combined with information about measured rates of absorption of CO₂ in an aqueous amine solvent in order to calibrate the absorption rate model. This model achieves a relative accuracy better than 0.1 kJ mol^-1 for the free energies of activation for CO₂ absorption in aqueous amine solutions and 0.07 g L^-1 min^-1 for the absorption rate of CO₂. Such high accuracies are necessary to predict the correct exptl. ranking of CO₂ absorption rates, thus providing a quant. approach of practical interest.

Journal of Chemical Information and Modeling published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Quality Control of 13444-24-1.

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

Tomlinson, Edward P. published the artcileTuning the Thermoelectric Properties of a Conducting Polymer through Blending with Open-Shell Molecular Dopants, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is ACS Applied Materials & Interfaces (2015), 7(33), 18195-18200, database is CAplus and MEDLINE.

Polymer thermoelec. devices are emerging as promising platforms by which to convert thermal gradients into electricity directly, and poly(3,4-ethylene dioxythiophene) doped with poly(styrenesulfonate) (PEDOT:PSS) is a leading candidate in a number of these thermoelec. modules. Here, we implement the stable radical-bearing small mol. 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO-OH) as an intermol. dopant in order to tune the elec. conductivity, thermopower, and power factor of PEDOT:PSS thin films. Specifically, we demonstrate that, at moderate loadings (�%, by weight) of the open-shell TEMPO-OH mol., the thermopower of PEDOT:PSS thin films is increased without a marked decline in the elec. conductivity of the material. This effect, in turn, allows for an optimization of the power factor in the composite organic materials, which is a factor of 2 greater than the pristine PEDOT:PSS thin films. Furthermore, because the loading of TEMPO-OH is relatively low, we observe that there is little change in either the crystalline nature or surface topog. of the composite films relative to the pristine PEDOT:PSS films. Instead, we determine that the increase in the thermopower is due to the presence of stable radical sites within the PEDOT:PSS that persist despite the highly acidic environment that occurs due to the presence of the poly(styrenesulfonate) moiety. Addnl., the oxidation-reduction-active (redox-active) nature of the TEMPO-OH small mols. provides a means by which to filter charges of different energy values. Therefore, these results demonstrate that a synergistic combination of an open-shell species and a conjugated polymer allows for enhanced thermoelec. properties in macromol. systems, and as such, it offers the promise of a new design pathway in polymer thermoelec. materials.

ACS Applied Materials & Interfaces published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C5H10Cl3O3P, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

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