Category: piperidines

Decara, Juan M. published the artcileDiscovery of V-0219: A Small-Molecule Positive Allosteric Modulator of the Glucagon-Like Peptide-1 Receptor toward Oral Treatment for “”Diabesity””, Recommanded Product: tert-Butyl piperidin-4-ylcarbamate, the main research area is GLP1R glucagon like peptide receptor modulator preparation obesity diabetes.

Peptidic agonists of the glucagon-like peptide-1 receptor (GLP-1R) have gained a prominent role in the therapy of type-2 diabetes and are being considered for reducing food intake in obesity. Potential advantages of small mols. acting as pos. allosteric modulators (PAMs) of GLP-1R, including oral administration and reduced unwanted effects, could improve the utility of this class of drugs. Here, we describe the discovery of compound 9 (4-{[1-({3-[4-(trifluoromethyl)phenyl]-1,2,4-oxadiazol-5-yl}methyl)piperidin-3-yl]methyl}morpholine, V-0219) that exhibits enhanced efficacy of GLP-1R stimulation, subnanomolar potency in the potentiation of insulin secretion, and no significant off-target activities. The identified GLP-1R PAM shows a remarkable in vivo activity, reducing food intake and improving glucose handling in normal and diabetic rodents. Enantioselective synthesis revealed oral efficacy for (S)-9 in animal models. Compound 9 behavior bolsters the interest of a small-mol. PAM of GLP-1R as a promising therapeutic approach for the increasingly prevalent obesity-associated diabetes.

Journal of Medicinal Chemistry published new progress about Antidiabetic agents. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Recommanded Product: tert-Butyl piperidin-4-ylcarbamate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Kalinin, Stanislav published the artcileSynthesis of 5-(sulfamoyl)thien-2-yl 1,3-oxazole inhibitors of carbonic anhydrase II with hydrophilic periphery, SDS of cas: 73874-95-0, the main research area is sulfamoyl thienyl oxazole preparation intraocular pressure antiglaucoma hydrophilicity; Glaucoma; bioconjugation; hydrophilicity; intraocular delivery; intraocular pressure.

Hydrophilic derivatives of an earlier described series of carbonic anhydrase inhibitors have been designed, prepared and profiled against a panel of carbonic anhydrase isoforms, including the glaucoma-related hCA II. For all hydrophilic derivatives, computational prediction of intraocular permeability routes showed the predominance of conjunctival rather than corneal absorption. The potentially reactive primary or secondary amine periphery of these compounds makes them suitable candidates for bioconjugation to polymeric drug carriers. As was shown previously, the most active hCA II inhibitor is efficacious in alleviating intraocular pressure in normotensive rabbits with efficacy matching that of dorzolamide.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about Antiglaucoma agents. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, SDS of cas: 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Rodrigalvarez, Jesus published the artcilePd(II)-Catalyzed Enantioselective C(sp3)-H Arylation of Cyclopropanes and Cyclobutanes Guided by Tertiary Alkylamines, SDS of cas: 73874-95-0, the main research area is diarylated aminomethyl cycloalkane enantioselective preparation; aminomethyl cycloalkane palladium catalyzed enantioselective arylation.

Here, a palladium-catalyzed enantioselective C(sp3)-H arylation of aminomethyl-cyclopropanes I [R = H, Me, (CH2)2OMe, 4-ClC6H44; R1 = NMe2, NEt2, N-piperidinyl, etc.; Ar = Ph, 2-naphthyl, 6-Cl-3-pyridinyl, etc.; n = 1] and -cyclobutanes I [n = 2] with aryl boronic acids was reported. A range of native tertiary alkylamine groups were able to direct C-H cleavage and forge carbon-aryl bonds on the strained cycloalkanes framework as single diastereomers and with excellent enantiomeric ratios. Central to the success of this strategy was the use of a simple N-acetyl amino acid ligand, which not only controls the enantioselectivity but also promotes γ-C-H activation of over other pathways. Computational anal. of the cyclopalladation step provided an understanding of how enantioselective C-H cleavage occurred and revealed distinct transition structures to our previous work on enantioselective desymmetrization of N-iso-Bu tertiary alkylamines. This straightforward and operationally simple method simplified the construction of functionalized aminomethyl-strained cycloalkanes, which was believed will find widespread use in academic and industrial settings relating to the synthesis of biol. active small mols.

Journal of the American Chemical Society published new progress about Arylation catalysts. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, SDS of cas: 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Amato, George published the artcileFunctionalized 6-(piperidin-1-yl)-8,9-diphenyl purines as inverse agonists of the CB1 receptor – SAR efforts towards selectivity and peripheralization, Recommanded Product: tert-Butyl piperidin-4-ylcarbamate, the main research area is cannabinoid receptor 1 inverse agonist antagonist Otenabant pharmacokinetics; Antagonist; Blood brain barrier; CB1; CB2; Cannabinoid; Endocannabinoid; Inverse agonist; Otenabant; Peripheral; Purine.

Antagonists of type 1 cannabinoid receptors (CB1) may be useful in treating diabetes, hepatic disorders, and fibrosis. Otenabant (1) is a potent and selective CB1 inverse agonist that was under investigation as an anti-obesity agent, but its development was halted once adverse effects associated with another marketed inverse agonist rimonabant (2) became known. Non-tissue selective antagonists of CB1 that have high levels of brain penetration produce adverse effects in a small subset of patients including anxiety, depression and suicidal ideation. Currently, efforts are underway to produce compounds that have limited brain penetration. In this report, novel analogs of 1 are explored to develop and test strategies for peripheralization. The piperidine of 1 is studied as a linker, which is functionalized with alkyl, heteroalkyl, aryl and heteroaryl groups using a connector in the form of an amine, amide, sulfonamide, sulfamide, carbamate, oxime, amidine, or guanidine. We also report more polar replacements for the 4-chlorophenyl group in the 9-position of the purine core, which improve calculated phys. properties of the mols. These studies resulted in compounds such as 75(I) that are potent inverse agonists of hCB1 with exceptional selectivity for hCB1 over hCB2. SAR studies revealed ways to adjust phys. properties to limit brain exposure.

Bioorganic & Medicinal Chemistry published new progress about Blood-brain barrier. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Recommanded Product: tert-Butyl piperidin-4-ylcarbamate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Lee, Juhyeon published the artcileSelective decomposition of hexabromocyclododecane in polystyrene and recyclability improvement of its polymeric component, Recommanded Product: Bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate, the main research area is recycled polystyrene hexabromocyclododecane selective decomposition thermal mech property.

Selective flame retardant decomposition and polymer recycling in a polystyrene (PS) material containing hexabromocyclododecane (HBCD) were studied using a paint-type copper phthalocyanine modified TiO2 (CuPcTiO2)/polyethylene oxide (PEO) photocatalyst system with three kinds of hindered amine light stabilizer (HALS) loadings. They were performed using visible light irradiation and addnl. thermal hybrid treatments. Mobility of the HALS with lightest weight was highest and caused the bleeding from the matrix during the irradiation treatment, leading to a lower decomposition ratio and larger changes of dynamic mech. properties of the recycled PS. On the other hand, the higher mol. weight HALS loadings provided the higher ratios and blocked the changes. In particular, the properties in the HALS loading with a dormant (TEMPO) bond were hardly changed by such hybrid treatment. The py-GC/MS spectra of the extraction residue showed that the HALS adequately worked depending on the treatment situation as radical scavenger and initiator. The tensile strength and strain at break values of the recycled PS kept 90% of the pristine one. In addition, there were no significant differences between the SEM images. The results showed that it had sufficient performance to be used as the post-consumer material.

Polymer Degradation and Stability published new progress about Elongation at break. 52829-07-9 belongs to class piperidines, name is Bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate, and the molecular formula is C28H52N2O4, Recommanded Product: Bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Srirodpai, Onruthai published the artcilePreparation, characterizations and oxidation stability of polyethylene coated nanocrystalline VO2 particles and the thermo-chromic performance of EVA/VO2@PE composite film, Quality Control of 52829-07-9, the main research area is ethylene vinyl acetate copolymer vanadium dioxide polyethylene film.

In this study, an alternative approach is presented for developing thermo-chromic film, based on ethylene vinyl acetate copolymer (EVA) and vanadium dioxide (VO2) composite, with enhanced oxidation stability and compatibility. The neat monoclinic nanocrystalline VO2 particles were firstly prepared via a hydrothermal process, using citric acid as a reducing agent. After that, the synthesized VO2 particles were characterized, prior to mixing with maleic anhydride grafted PE. The crystalline structure, morphol. and thermochromic performance of the polyethylene coated vanadium dioxide (VO2@PE) particles were then verified by SEM, TEM, DSC, XRD, FTIR techniques. After coating, a better oxidation stability of the VO2 particles was noted while the thermo-chromic performance of the VO2@PE was also maintained. After mixing with EVA, the percentage strain and tensile toughness of the VO2@PE based EVA films was the highest, followed by those of the uncoated VO2-based EVA films and the neat EVA, resp. The VO2@PE-based films also maintained the thermochromic behavior of the monoclinic VO2. The above improvements were achieved at the expense of percentages of visible light transmittance and gel content of the EVA. This is the first report of the EVA/VO2-based thermo-chromic film, which is tougher and more stable toward oxidation than the prior state of the art. This composite film has the potential to be used as a kind of a specialty lamination material for smart windows and energy efficiency in buildings.

Journal of Nanoscience and Nanotechnology published new progress about Elongation at break. 52829-07-9 belongs to class piperidines, name is Bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate, and the molecular formula is C28H52N2O4, Quality Control of 52829-07-9.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Hu, Guodong published the artcileDepletion of protein thiols and the accumulation of oxidized thioredoxin in Parkinsonism disclosed by a red-emitting and environment-sensitive probe, Application In Synthesis of 73874-95-0, the main research area is fluorescent probe imaging protein thiol oxidized thioredoxin Parkinsonism model.

Protein sulfhydryl groups play a vital role in maintaining cellular redox homeostasis and protein functions and have attracted increasing interests for the selective detection of protein thiols over low-mol.-weight thiols (LMWTs). Herein, we reported a red-emitting and environment-sensitive probe (FM-red) for detecting and labeling protein thiols. The probe contains a maleimide unit as a thiol receptor and an environment-sensitive fluorophore as a sensor. The emission signal of the probe was exclusively switched on by binding to protein sulfhydryl groups through the twisted intramol. charge transfer mechanism, while negligible fluorescence was observed when FM-red reacted with LMWTs. Various experiments verified that FM-red possessed fast responsivity (∼10 min) and high selectivity to sense protein thiols over LMWTs with a red emission (∼655 nm). These favorable properties enable the probe to image protein sulfhydryl groups in live cells and in vivo. In addition, as FM-red has a relatively high mol. weight (MW 688), it is able to sep. the labeled proteins from the unlabeled ones after FM-red derivatization via routine protein electrophoresis, which may be applied to determine the redox states of thioredoxin, a small redox protein ubiquitous in all cells. With the aid of the probe, we demonstrated a significant decrease in the protein thiols and the accumulation of oxidized thioredoxin in a cellular model of Parkinson’s disease.

Journal of Materials Chemistry B: Materials for Biology and Medicine published new progress about Biological imaging. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Application In Synthesis of 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Oum, Yoon Hyeun published the artcileDiscovery of novel aminopiperidinyl amide CXCR4 modulators through virtual screening and rational drug design, Application In Synthesis of 73874-95-0, the main research area is antiinflammatory CXCR4 chemokine modulator ligand shape similarity docking MDS; C-X-C chemokine receptor type 4 (CXCR4); Chemokine modulator; Ligand shape similarity; Molecular docking; Molecular dynamics; Structure-based drug design.

The C-X-C chemokine receptor type 4 (CXCR4) is a potential therapeutic target for HIV infection, metastatic cancer, and inflammatory autoimmune diseases. In this study, we screened the ZINC chem. database for novel CXCR4 modulators through a series of in silico guided processes. After evaluating the screened compounds for their binding affinities to CXCR4 and inhibitory activities against the chemoattractant CXCL12, we identified a hit compound (ZINC 72372983) showing 100 nM affinity and 69% chemotaxis inhibition at the same concentration (100 nM). To increase the potency of our hit compound, we explored the protein-ligand interactions at an at. level using mol. dynamics simulation which enabled us to design and synthesize a novel compound (Z7R) with nanomolar affinity (IC50 = 1.25 nM) and improved chemotaxis inhibition (78.5%). Z7R displays promising anti-inflammatory activity (50%) in a mouse edema model by blocking CXCR4-expressed leukocytes, being supported by our immunohistochem. study.

European Journal of Medicinal Chemistry published new progress about Anti-inflammatory agents. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Application In Synthesis of 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Buravchenko, Galina I. published the artcileSynthesis of 7-amino-6-halogeno-3-phenylquinoxaline-2-carbonitrile 1,4-dioxides: a way forward for targeting hypoxia and drug resistance of cancer cells, Product Details of C10H20N2O2, the main research area is aminohalogeno phenylquinoxaline carbonitriledioxide hypoxia cancer drug resistance.

To establish a new approach for the synthesis of quinoxaline 1,4-dioxides as hypoxia-selective cytotoxic agents, an original multi-step preparation of derivatives possessing the diamine moiety at position 7 was evaluated. Herein, we present the synthesis of a series of novel 7-amino-6-halogeno-3-phenylquinoxaline-2-carbonitrile 1,4-dioxides 13a-h, 14a,b,g based on the regioselective Beirut reaction. Comparison of antitumor properties of derivatives possessing the diamine moiety at position 7 with structurally close congeners possessing the corresponding amino groups at position 6 revealed key differences in the cytotoxicity profiles and HIF-1α inhibition. All the synthesized 7-amino-6-halogeno derivatives 13a-h, 14a,b,g demonstrated significant cytotoxic activities against breast cancer cell lines (MCF7, MDA-MB-231) in normoxia and hypoxia with IC50 values ranging from 0.1 to 7.6 μM. Most of these novel derivatives can circumvent the multidrug resistance of tumor cells caused by P-glycoprotein over expression. The lead compounds 13a, 14a and 14b can suppress the expression of HIF-1α at low micromolar concentrations and induce apoptosis in breast cancer MCF7 cells. In addition, compound 14b effectively inhibits BCL2 and ERα expression in MCF7 cells. The current research opens a new direction for targeting hypoxia and drug resistance of cancer cells.

RSC Advances published new progress about Antiproliferative agents. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Product Details of C10H20N2O2.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Winter-Holt, Jon J. published the artcileDiscovery of a Potent and Selective ATAD2 Bromodomain Inhibitor with Antiproliferative Activity in Breast Cancer Models, Safety of tert-Butyl piperidin-4-ylcarbamate, the main research area is ATAD2 bromodomain inhibitor antiproliferative breast cancer.

ATAD2 is an epigenetic bromodomain-containing target which is overexpressed in many cancers and has been suggested as a potential oncol. target. While several small mol. inhibitors have been described in the literature, their cellular activity has proved to be underwhelming. In this work, we describe the identification of a novel series of ATAD2 inhibitors by high throughput screening, confirmation of the bromodomain region as the site of action, and the optimization campaign undertaken to improve the potency, selectivity, and permeability of the initial hit. The result is compound 5 (AZ13824374)(I), a highly potent and selective ATAD2 inhibitor which shows cellular target engagement and antiproliferative activity in a range of breast cancer models.

Journal of Medicinal Chemistry published new progress about Antiproliferative agents. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Safety of tert-Butyl piperidin-4-ylcarbamate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem