Category: piperidines

Moragues, J. published the artcileDopaminergic activity in a series of N-substituted 2-aminopyrimidines, COA of Formula: C12H20Cl2N2, the main research area is aminopyrimidine derivative preparation dopaminergic; structure activity aminopyrimidine derivative dopaminergic.

Twenty-four title compounds, most of the structure I (R and R1 = H or Me; R2 = H, Cl, or OMe; R3 = H, Cl, Me, or OMe; or R2R3 = OCH2O), were synthesized and tested for pharmacol. activity associated with stimulation of central and peripheral dopamine receptors using piribedil as the reference standard Most of the new compounds had some degree of dopaminergic activity although in many cases central activity was not accompanied by peripheral activity and vice versa. Structure-activity relations were not apparent, and none of the new compounds possessed dopamine receptor blocking properties.

Farmaco, Edizione Scientifica published new progress about aminopyrimidine derivative preparation dopaminergic; structure activity aminopyrimidine derivative dopaminergic. 1205-72-7 belongs to class piperidines, name is 1-Benzylpiperidin-4-amine dihydrochloride, and the molecular formula is C12H20Cl2N2, COA of Formula: C12H20Cl2N2.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Mohammad, T. published the artcileSynthesis of deuterium-labeled thioridazine, Recommanded Product: 2-(Chloromethyl)-1-methylpiperidine hydrochloride, the main research area is thioridazine deuterated.

A 7-step synthetic route to (±)-thioridazine I (R = R1 = H) was developed starting from racemic Et 1-methyl-2-piperidinecarboxylate. LiAlD4 reduction of the starting and homologous esters allowed the incorporation of D in the 1- and/or 2-position(s) of the Et side chain of thioridazine. The isotopic purity of I (R = R1 = D; R = H, R1 = D; R = D, R1 = H) was >99%.

Journal of Labelled Compounds and Radiopharmaceuticals published new progress about thioridazine deuterated. 27483-92-7 belongs to class piperidines, name is 2-(Chloromethyl)-1-methylpiperidine hydrochloride, and the molecular formula is C7H15Cl2N, Recommanded Product: 2-(Chloromethyl)-1-methylpiperidine hydrochloride.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Zeng, Xiaojun published the artcileCopper-Catalyzed Decarboxylative Difluoromethylation, HPLC of Formula: 158922-07-7, the main research area is copper catalyzed decarboxylative difluoromethylation; difluoromethylation aliphatic carboxylic acid radical mechanism.

We report herein a highly efficient Cu-catalyzed protocol for the conversion of aliphatic carboxylic acids to the corresponding difluoromethylated analogs. This robust, operationally simple and scalable protocol tolerates a variety of functional groups and can convert a diverse array of acid-containing complex mols. to the alkyl-CF2H products. Mechanistic studies support the involvement of alkyl radicals.

Journal of the American Chemical Society published new progress about Alkylation. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, HPLC of Formula: 158922-07-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Giancola, JoLynn B. published the artcileStructure-activity relationships for a series of (Bis(4-fluorophenyl)methyl)sulfinylethyl-aminopiperidines and -piperidine amines at the dopamine transporter: Bioisosteric replacement of the piperazine improves metabolic stability, Synthetic Route of 73874-95-0, the main research area is aminopiperidine piperidine amine preparation dopamine transporter SAR; Atypical dopamine uptake inhibitors; Cocaine; DAT; Modafinil; NET; Psychostimulant use disorders; SERT; Sigma receptors.

The bioisosteric substitutions of the piperazine ring were explored with a series of aminopiperidines and piperidine amines wherein compounds with either a terminal tertiary amine or amide were synthesized. Several lead compounds showed high to moderate DAT affinities and metabolic stability in rat liver microsomes. N-(2-((bis(4-fluorophenyl)methyl)sulfinyl)ethyl)-1-(4-fluorobenzyl)piperidin-4-amine (DAT Ki = 50.6 nM), I [R= F] (DAT Ki = 77.2 nM) and II [X1=X2= F] (DAT Ki = 30.0 nM) produced only minimal stimulation of ambulatory activity in mice, compared to cocaine, suggesting an atypical DAT inhibitor profile.

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

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Gawley, Robert E. published the artcileAlkylation of 2-lithio-N-methylpiperidines and -pyrrolidines: scope, limitations, and stereochemistry, Formula: C8H15NO2, the main research area is alkylation lithio piperidine pyrrolidine stereochem.

The scope and limitations of the alkylation of racemic and nonracemic 2-lithiopiperidines and 2-lithiopyrrolidines, obtained by transmetalation of the corresponding stannanes, is reported. These organolithiums react with a variety of electrophiles to afford 2-substituted pyrrolidines and piperidines in excellent yield. With primary alkyl halides the reaction proceeds with net inversion of configuration at the metal-bearing carbon in the piperidines; in the pyrrolidines there is a mixture of inversion and retention, with the former predominating. With most carbonyl electrophiles (carbon dioxide, di-Me carbonate, Me chloroformate, pivaloyl chloride, benzaldehyde, and dialkyl ketones), retention is observed in both cases. Electrophiles such as benzophenone, benzyl bromide, and tert-Bu bromoacetate afford racemic coupling products. A mechanistic interpretation is presented.

Journal of Organic Chemistry published new progress about Alkylation. 1690-74-0 belongs to class piperidines, name is Methyl 1-methylpiperidine-2-carboxylate, and the molecular formula is C8H15NO2, Formula: C8H15NO2.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Agarwal, Jyoti published the artcileWater-mediated, highly-efficient and improved protocol for the synthesis of vesamicol, its analogues and β-blockers through the highly-chemoselective aminolysis of epoxides, COA of Formula: C18H23NO2, the main research area is vesamicol analog green preparation diastereoselective; epoxide aryl piperidine chemoselective aminolysis water mediated.

An efficient, eco-friendly and cost-effective protocol was developed for the synthesis of vesamicol e.g., I, benzovesamicol, spirovesamicol, their analogs and drug mols. such as Naftopidil and SR 59230 A. In this reaction, water had played dual role i.e. of bifunctional catalyst and reaction medium, also no other chem. reagent/promotor was required to afford the products. Reaction follows 100% atom economy and was found to be highly chemo-selective. All studied reactions worked well to yield the corresponding products in excellent to near quant. yields without following the tedious and time consuming column chromatog. as purification step. Thus, this protocol provided the vesamicol and other products without generating any chem. waste to the environment.

ChemistrySelect published new progress about Aminolysis. 137419-24-0 belongs to class piperidines, name is tert-Butyl spiro[indene-1,4′-piperidine]-1′-carboxylate, and the molecular formula is C18H23NO2, COA of Formula: C18H23NO2.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Bae, Jinsu published the artcileSynthesis and Structure-Activity Relationship Studies of Benzimidazole-4,7-dione-Based P2X3 Receptor Antagonists as Novel Anti-Nociceptive Agents, Computed Properties of 73874-95-0, the main research area is neuropathic pain antinociceptive structure activity relationship; P2X3 receptor; adenosine 5′-triphosphate; antagonist; anti-nociceptive agents; neuropathic pain; structure−activity relationship study.

P2X3 receptors (P2X3R) are ATP-gated ion channels predominantly expressed in C- and Aδ-fiber primary afferent neurons and have been introduced as a novel therapeutic target for neurol. disorders, including neuropathic pain and chronic cough. Because of its localized distribution, antagonism of P2X3R has been thoroughly considered, and the avoidance of issues related to CNS side effects has been proven in clin. trials. In this article, benzimidazole-4,7-dione-based derivatives were introduced as a new chem. entity for the development of P2X3R antagonists. Starting from the discovery of a hit compound from the screening of 8364 random library compounds in the Korea Chem. Bank, which had an IC50 value of 1030 nM, studies of structure-activity and structure-property relationships enabled further optimization toward improving the antagonistic activities as well as the drug′s physicochem. properties, including metabolic stability. As for the results, the final optimized compound 14h was developed with an IC50 value of 375 nM at P2X3R with more than 23-fold selectivity vs. P2X2/3R, along with properties of metabolic stability and improved solubility In neuropathic pain animal models evoked by either nerve ligation or chemotherapeutics in male Sprague-Dawley rats, compound 14h showed anti-nociceptive effects through an increase in the mech. withdrawal threshold as measured by von Frey filament following i.v. administration.

Molecules published new progress about Analgesics. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Computed Properties of 73874-95-0.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Sargent, Brendon T. published the artcileCobalt-Catalyzed Aminocarbonylation of Alkyl Tosylates: Stereospecific Synthesis of Amides, Name: tert-Butyl piperidin-4-ylcarbamate, the main research area is amide stereospecific synthesis cobalt catalyzed aminocarbonylation unactivated alkyl tosylate; alkyl tosylates; aminocarbonylation; cobalt; homogenous catalysis; synthetic methods.

Metal-catalyzed aminocarbonylation is a standard approach for installing amide functionality in chem. synthesis. Despite broad application of this transformation using aryl or vinyl electrophiles, there are few examples involving unactivated aliphatic substrates. Furthermore, there are no stereocontrolled aminocarbonylations of alkyl electrophiles known. Herein, we report a stereospecific aminocarbonylation of unactivated alkyl tosylates for the synthesis of enantioenriched amides. This cobalt-catalyzed transformation uses a remarkably broad range of amines and proceeds with excellent stereospecificity and chemoselectivity.

Angewandte Chemie, International Edition published new progress about Acylation. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Name: tert-Butyl piperidin-4-ylcarbamate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Onodera, Toshiharu published the artcilePEGylated AdipoRon derivatives improve glucose and lipid metabolism under insulinopenic and high-fat diet conditions, HPLC of Formula: 73874-95-0, the main research area is adiponectin glucose lipid metabolism insulinopenic high fat diet; INS-1 beta cells; adiponectin; ceramides; diabetes; drug optimization; drug therapy/hypolipidemic drugs; high-fat diet; insulin resistance; lipid metabolism; sphingosine-1-phosphate.

The pleiotropic actions of adiponectin in improving cell survival and metabolism have motivated the development of small-mol. therapeutic agents for treating diabetes and lipotoxicity. AdipoRon is a synthetic agonist of the adiponectin receptors, yet is limited by its poor solubility and bioavailability. In this work, we expand on the protective effects of AdipoRon in pancreatic β-cells and examine how structural modifications could affect the activity, pharmacokinetics, and bioavailability of this small mol. We describe a series of AdipoRon analogs containing amphiphilic ethylene glycol (PEG) chains. Among these, AdipoRonPEG5 induced pleiotropic effects in mice under insulinopenic and high-fat diet (HFD) conditions. While both AdipoRon and AdipoRonPEG5 substantially attenuate palmitate-induced lipotoxicity in INS-1 cells, only AdipoRonPEG5 treatment is accompanied by a significant reduction in cytotoxic ceramides. In vivo, AdipoRonPEG5 can substantially reduce pancreatic, hepatic, and serum ceramide species, with a concomitant increase in the corresponding sphingoid bases and improves insulin sensitivity of mice under HFD feeding conditions. Furthermore, hyperglycemia in streptozotocin (STZ)-induced insulinopenic adiponectin-null mice is also attenuated upon AdipoRonPEG5 treatment. Our results suggest that AdipoRonPEG5 is more effective in reducing ceramides and dihydroceramides in the liver of HFD-fed mice than AdipoRon, consistent with its potent activity in activating ceramidase in vitro in INS-1 cells. Addnl., these results indicate that the beneficial effects of AdipoRonPEG5 can be partially attributed to improved pharmacokinetics as compared with AdipoRon, thus suggesting that further derivatization may improve affinity and tissue-specific targeting.

Journal of Lipid Research published new progress about Adipocyte. 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

Kathiravan, Subban published the artcileElectrooxidative Amination of sp2 C-H Bonds: Coupling of Amines with Aryl Amides via Copper Catalysis, Application In Synthesis of 73874-95-0, the main research area is electrooxidative amination amine aryl amide; copper catalyzed cross coupling amine aryl amide.

Metal-catalyzed cross-coupling reactions are among the most important transformations in organic synthesis. However, the use of C-H activation for sp2 C-N bond formation remains one of the major challenges in the field of cross-coupling chem. Described herein is the first example of the synergistic combination of copper catalysis and electrocatalysis for aryl C-H amination under mild reaction conditions in an atom-and step-economical manner with the liberation of H2 as the sole and benign byproduct.

Organic Letters published new progress about Amination. 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