Tag: M.W=200-250

Chiaramonte, Niccolo published the artcileSulfonamides incorporating piperazine bioisosteres as potent human carbonic anhydrase I, II, IV and IX inhibitors, Related Products of piperidines, the main research area is preparation sulfonamide piperazine bioisostere carbonic anhydrases inhibitor structure; Carbonic anhydrase; Carbonic anhydrase inhibitors; Isoform selectivity; Piperazine bioisosteres; Piperazines; Sulfonamides.

Starting from the mol. simplification of (R) 4-(3,4-dibenzylpiperazine-1-carbonyl)benzenesulfonamide 9a, a compound endowed with selectivity for human Carbonic Anhydrase (hCA) IV, a series of piperazines and 4-aminopiperidines carrying a 4-sulfamoylbenzamide moiety as Zn-binding group have been designed and tested on human isoforms hCA I, II, IV and IX, using a stopped flow CO2 hydrase assay. The aim of the work was to derive structure-activity relationships useful for designing isoform selective compounds These structural modifications changed the selectivity profile of the analogs from hCA IV to hCA I and II, and improved potency. Several of the new compounds showed subnanomolar activity on hCA II. X-ray crystallog. of ligand-hCAII complexes was used to compare the binding modes of the new piperazines and the previously synthesized 2-benzyl-piperazine analogs, explaining the inhibition profiles.

Bioorganic Chemistry published new progress about Carbonic anhydrase inhibitors. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Related Products of piperidines.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Su, Wenji published the artcileTriaging of DNA-Encoded Library Selection Results by High-Throughput Resynthesis of DNA-Conjugate and Affinity Selection Mass Spectrometry, Application of tert-Butyl piperidin-4-ylcarbamate, the main research area is synthesis DNA Conjugate Mass Spectrometry.

DNA encoded library (DEL) technol. allows for rapid identification of novel small-mol. ligands and thus enables early-stage drug discovery. DEL technol. is well-established, numerous cases of discovered hit mols. have been published, and the technol. is widely employed throughout the pharmaceutical industry. Nonetheless, DEL selection results can be difficult to interpret, as library member enrichment may derive from not only desired products, but also DNA-conjugated byproducts and starting materials. Note that DELs are generally produced using split-and-pool combinatorial chem., and DNA-conjugated byproducts and starting materials cannot be removed from the library mixture Herein, we describe a method for high-throughput parallel resynthesis of DNA-conjugated mols. such that byproducts, starting materials, and desired products are produced in a single pot, using the same chem. reactions and reagents as during library production The low-complexity mixtures of DNA-conjugate are then assessed for protein binding by affinity selection mass spectrometry and the mol. weights of the binding ligands ascertained. This workflow is demonstrated to be a practical tool to triage and validate potential hits from DEL selection data.

Bioconjugate Chemistry published new progress about DNA-encoded chemical library. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Application of tert-Butyl piperidin-4-ylcarbamate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Yin, Liang published the artcileDesign and development of novel thiazole-sulfonamide derivatives as a protective agent against diabetic cataract in Wistar rats via inhibition of aldose reductase, HPLC of Formula: 73874-95-0, the main research area is benzyl piperidinyl amino thiazolyl benzenesulfonamide preparation aldose reductase inhibition.

Then development of novel thiazole-sulfonamide hybrids I [R = H, 4-Cl, 3,4-di-Cl, etc.] as a potent inhibitor of ALR2 were intended. These mols. significantly inhibited the ALR2 level in the rat lenses homogenate, where the most potent compound I [R = 4-Cl] showed activity comparable to sorbinil as standard In Wistar rats, compound I [R = 4-Cl] improved the insulin level and body weight of the exptl. animal together with a reduction in the glucose output. Compound I [R = 4-Cl] showed a significant reduction in the expression of ALR2 in rat lenses in western blot anal.

Heterocyclic Communications published new progress about Aldose reductase inhibitors. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, HPLC of Formula: 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Huang, Wanrong published the artcileSubstituted 2-thioxothiazolidin-4-one derivatives showed protective effects against diabetic cataract via inhibition of aldose reductase, Recommanded Product: tert-Butyl piperidin-4-ylcarbamate, the main research area is thioxo thiazolidinone derivative preparation aldose reductase inhibitor diabetic cataract; aldose reductase; cataract; docking; synthesis.

In an effort to develop a new class of potent aldose reductase inhibitors against diabetic cataracts, a series of novel 2-thioxothiazolidine-4-one derivatives was synthesized in excellent yields via a facile synthetic route. These compounds were tested against aldehyde (ALR1) and aldose reductase (ALR2) enzymes, where they showed considerable inhibitory activity. Among the tested derivatives, compound 6e showed selective and excellent inhibition of ALR2 over ALR1. The exptl. diabetes was induced by the i.p. administration of streptozotocin in male Wistar rats. Compound 6e showed pos. modulation of body weight, blood glucose, and blood insulin levels in diabetic rats. Compound 6e also showed ALR2 inhibition as evidenced by Western blot anal. in lens homogenates of Wistar rats having cataract. The docking study of 6e was also performed inside the active site of ALR2 to enumerate the key contacts for inhibitory activity.

Archiv der Pharmazie (Weinheim, Germany) published new progress about Aldose reductase inhibitors. 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

Masuda, Arisa published the artcileN1-Substituted benzimidazole scaffold for farnesoid X receptor (FXR) agonists accompanying prominent selectivity against vitamin D receptor (VDR), Category: piperidines, the main research area is benzimidazole derivative preparation farnesoid vitamin D receptor osteoblast differentiation; Benzimidazole; FXR agonist; Osteoblast differentiation.

As a cellular bile acid sensor, farnesoid X receptor (FXR) participates in regulation of bile acid, lipid and glucose homeostasis, and liver protection. With respect to the bone metabolism, FXR pos. regulates bone metabolism through both bone formation and resorption of the bone remodeling pathways. Some of FXR agonists possessing isoxazole moiety are undergoing clin. trials for the treatment of non-alc. steatohepatitis. To date, therefore, the activation of FXR leads to considerable interest in FXR as potential therapeutic targets. We have identified a series of nonsteroidal FXR agonists bearing N1-Me benzimidazole and isoxazole moieties that are bridged with aromatic derivatives They showed affinity to FXR, but also weak affinity toward the vitamin D receptor (VDR) that involves regulation of calcium and phosphate homeostasis and is activated by bile acids. The deployment of FXR agonists without activity against VDR as off-target is therefore crucial in the development of FXR ligands. Our efforts focusing on increasing the agonist properties towards FXR led to the discovery of 19, which activates FXR at and below nanomolar levels (EC50 = 26.5 ± 10.5 nM TR-FRET and 0.8 ± 0.2 nM luciferase, resp.) and functions as a FXR agonist: the affinity toward FXR over eight nuclear receptors, including VDR [IC50 (VDR) / EC50 (FXR) > 5000] and TGR5, effects FXR target genes, and activates bone morphogenetic protein-2-induced differentiation of mouse bone marrow-derived mesenchymal stem cell-like ST2 cells into osteoblast.

Bioorganic & Medicinal Chemistry published new progress about Bone marrow (-derived mesenchymal stem cell). 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Category: piperidines.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Gao, Ping published the artcileNovel indolylarylsulfone derivatives as covalent HIV-1 reverse transcriptase inhibitors specifically targeting the drug-resistant mutant Y181C, Recommanded Product: tert-Butyl piperidin-4-ylcarbamate, the main research area is human immunodeficiency virus 1 indolylarylsulfone cysteine phenylalanine proline; Covalent inhibitor; HIV-1; Indolylarylsulfones; NNRTIs; Y181C.

Non-nucleoside reverse transcriptase inhibitors (NNRTIs) are widely used in combination therapies against HIV-1. However, emergent and transmitted drug resistance compromise their efficacy in the clin. setting. Y181C is selected in patients receiving nevirapine, etravirine and rilpivirine, and together with K103N is the most prevalent NNRTI-associated mutation in HIV-infected patients. Herein, we report on the design, synthesis and biol. evaluation of a novel series of indolylarylsulfones bearing acrylamide or ethylene sulfonamide reactive groups as warheads to inactivate Cys181-containing HIV-1 RT via a Michael addition reaction. Compounds I-7 and I-9 demonstrated higher selectivity towards the Y181C mutant than against the wild-type RT, in nucleotide incorporation inhibition assays. The larger size of the NNRTI binding pocket in the mutant enzyme facilitates a better fit for the active compounds, while stacking interactions with Phe227 and Pro236 contribute to inhibitor binding. Mass spectrometry data were consistent with the covalent modification of the RT, although off-target reactivity constitutes a major limitation for further development of the described inhibitors.

Bioorganic & Medicinal Chemistry published new progress about Antiviral agent resistance (drug-resistant). 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

Anil Kumar, K. S. published the artcileSynthesis and identification of chiral (aminomethyl)piperidine carboxamides as inhibitor of collagen induced platelet activation, Synthetic Route of 132431-09-5, the main research area is antithrombotic anticoagulant; Aminomethylpiperidine; Antiplatelet; Collagen; Epinephrine; Pyroglutamic acid; Thrombosis.

Several chiral lactam carboxamides of (aminomethyl)piperidine were synthesized and investigated for a collagen induced in vitro anti-platelet efficacy and collagen plus epinephrine induced in vivo pulmonary thromboembolism. One compound (30 μM/kg) displayed a remarkable antithrombotic efficacy (60% protection) which was sustained for more than 24 h and points to its excellent bioavailability. Other compounds (IC50 = 6.6 μM, IC50 = 37 μM), as well as their racemic mixture (IC50 = 16 μM) significantly inhibited collagen-induced human platelet aggregation in vitro. One compound displayed a dual mechanism of action against both collagen (IC50 = 3.3 μM) and (5Z)-7-[(1R,4S,5S,6R)-6-[(1E,3S)-3-hydroxy-1-octen-1-yl]-2-oxabicyclo[2.2.1]heptyl]-4-heptenoic acid (U46619) (IC50 = 2.7 μM) induced platelet aggregation. A pharmacokinetic study indicated faster absorption, prolonged and constant systemic exposure and thereby exhibiting better therapeutic response. The synthesis of the target compounds was achieved using 5-oxo-L-proline esters (pyroglutamic acid esters) and analogs, such as 2-oxo-4-oxazolidinecarboxylic acid ester, 2-oxo-4-thiazolidinecarboxylic acid ester, (2S)-6-oxo-2-piperidinecarboxylic acid ester and morpholine analogs as reactants. The title compounds thus formed included N-[[(3S)-1-[[(2S)-1-[(4-methylphenyl)methyl]-5-oxo-2-pyrrolidinyl]carbonyl]-3-piperidinyl]methyl]carbamic acid ester and related substances, such as an epimer N-[[(3R)-1-[[(2S)-1-[(4-methylphenyl)methyl]-5-oxo-2-pyrrolidinyl]carbonyl]-3-piperidinyl]methyl]carbamic acid ester and related substances..

European Journal of Medicinal Chemistry published new progress about Anticoagulants (antithrombotic agents). 132431-09-5 belongs to class piperidines, name is Benzyl (piperidin-4-ylmethyl)carbamate, and the molecular formula is C14H20N2O2, Synthetic Route of 132431-09-5.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Wanner, Benedikt published the artcileCatalytic Kinetic Resolution of Disubstituted Piperidines by Enantioselective Acylation: Synthetic Utility and Mechanistic Insights, Application of 1-N-Boc-2-Ethylpiperidin-4-one, the main research area is piperidine nonracemic preparation; kinetic resolution piperidine acylation nonracemic indanooxazinol hydrocinnamate; dependence acylation enantioselectivity stereochem disubstituted piperidine; transition state model enantioselective acylation piperidine nonracemic indanooxazinol hydrocinnamate; nitrophenylsulfonyl benzylethylpiperidine mol crystal structure.

Resolution of 2,3-, 2,4-, and 2,5-disubstituted piperidines using either a nonracemic hydroxamate ester I (R = 4-MeOC6H4) or using an unsaturated α-hydroxy-α’,β’-unsaturated ketone in the presence of a nonracemic hydroxamate and a pyrrolotriazolium N-heterocyclic carbene precursor yielded N-acylated piperidines and nonracemic piperidines with practical selectivity factors (s, up to 52). The selectivity of resolution depended strongly on the conformation of the piperidine reactants, with cis-2,3- and 2,5-disubstituted piperidines and trans-2,4-disubstituted piperidines being resolved more effectively than trans-2,3- and 2,5-disubstituted and cis-2,4-disubstituted piperidines. The method was also used for the resolution of 2-substituted 4-methylenepiperidines and 2-substituted 4-piperidinone ethylene and propylene ketals. Detailed exptl. and computational studies of the kinetic resolution of various disubstituted piperidines revealed a strong preference for the acylation of conformers in which the α-substituent occupies the axial position. This work provides further exptl. and computational support for the concerted 7-membered transition state model for acyl transfer reagents and expands the scope and functional group tolerance of the secondary amine kinetic resolution The structure of a nonracemic (nitrophenylsulfonyl)benzylethylpiperidine was determined by X-ray crystallog.

Journal of the American Chemical Society published new progress about Acylation catalysts (stereoselective). 324769-07-5 belongs to class piperidines, name is 1-N-Boc-2-Ethylpiperidin-4-one, and the molecular formula is C12H21NO3, Application of 1-N-Boc-2-Ethylpiperidin-4-one.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Kang, Qi-Kai published the artcileRu(II)-Catalyzed Amination of Aryl Fluorides via η6-Coordination, Related Products of piperidines, the main research area is fluorobenzene amine diphenyl phosphane ruthenium catalyst regioselective amination; aminobenzene preparation.

A Ru/hemilabile-ligand catalyzed nucleophilic aromatic substitution (SNAr) of aryl fluorides as the limiting reagents was developed. Significant ligand enhancement was demonstrated by the engagement of both electron-rich and neutral arenes in the SNAr amination without using excess arenes. Preliminary mechanistic studies revealed that the nucleophilic substitution proceeds on a η6-complex of the Ru-catalyst and the substrate, and the hemilabile ligand facilitated dissociation of products from the metal center.

Journal of the American Chemical Society published new progress about Amination catalysts (regioselective). 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Related Products of piperidines.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Li, Meng published the artcileCopper-Catalyzed 3-Positional Amination of 2-Azulenols with O-Benzoylhydroxylamines, Quality Control of 73874-95-0, the main research area is azulenol benzoylhydroxylamine copper catalyst regioselective amination; aminoazulenol preparation.

A copper-catalyzed ortho-selective amination of 2-azulenols with O-benzoylhydroxylamines (RR’N-OBz) to synthesize ortho-aminoazulenols was reported. A wide range of functional groups on amines were compatible, furnishing the corresponding amino-azulene derivatives in moderate to good yields. The further synthetic elaboration using 3-amino-2-azulenols as starting materials was demonstrated.

Organic Letters published new progress about Amination catalysts (regioselective). 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Quality Control of 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem