Heterocyclic Building Blocks-piperidine

Synthesis, Evaluation, and Radiolabeling of New Potent Positive Allosteric Modulators of the Metabotropic Glutamate Receptor 2 as Potential Tracers for Positron Emission Tomography Imaging was written by Andres, Jose-Ignacio;Alcazar, Jesus;Cid, Jose Maria;De Angelis, Meri;Iturrino, Laura;Langlois, Xavier;Lavreysen, Hilde;Trabanco, Andres A.;Celen, Sofie;Bormans, Guy. And the article was included in Journal of Medicinal Chemistry in 2012.Quality Control of 4-(2-Methoxyphenyl)piperidine This article mentions the following:

Arylpiperidinyl triazolo[4,3-a]pyridines such as I (R = ¹¹CH₃; R¹, R², R³, R⁴ = H, F; R⁵ = Cl, F₃C) were prepared as positron emission tomog. (PET) radiotracers for in vivo imaging of the allosteric binding site of the metabotropic glutamate (mGlu) receptor subtype 2 (mGluR2). I (R = Me; R¹, R², R³, R⁴ = H, F; R⁵ = Cl, F₃C) were potent and selective pos. allosteric modulators (PAMs) of the mGlu receptor 2 (mGluR2) in a [³⁵S]GTPγS binding assay and were able to displace a previously developed mGluR2 PAM radioligand with IC₅₀ values in the low nanomolar range. The brain uptake of I (R = ¹¹CH₃; R¹, R², R³, R⁴ = H, F; R⁵ = Cl, F₃C) in normal rats was determined; the fractions of intact tracer and of polar metabolites in rat cerebrum and cerebellum for I (R = ¹¹CH₃; R¹, R², R³, R⁴ = H, F; R⁵ = Cl) were determined Preliminary small-animal PET (μPET) studies in rats indicated that I (R = ¹¹CH₃; R¹ = R⁴ = F; R² = R³ = H; R⁵ = Cl) bound specifically and reversibly to an mGluR2 allosteric site, making it a promising candidate for PET imaging of mGluR2 in the brain. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Quality Control of 4-(2-Methoxyphenyl)piperidine).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Several piperidine alkaloids isolated from natural herbs, were found to exhibit antiproliferation and antimetastatic effects on various types of cancers both in vitro and in vivo for example Piperine, Evodiamine, Matrine, Berberine and Tetrandine.Quality Control of 4-(2-Methoxyphenyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Reductive Radical Annulation Strategy toward Bicyclo[3.2.1]octanes: Synthesis of ent-Kaurane and Beyerane Diterpenoids was written by Zhuo, Junming;Zhu, Chunlin;Wu, Jinbao;Li, Zijian;Li, Chao. And the article was included in Journal of the American Chemical Society in 2022.Computed Properties of C12H15NO3S This article mentions the following:

Here, the authors report a general [3+2] radical annulation that allows the facile construction of bicyclo[3.2.1]octane motifs in ent-kaurane- and beyerane-type diterpenoids. This radical annulation is difficult to control but was realized by harnessing an unprecedented and counterintuitive effect of TEMPO. Eleven natural products with a wide array of oxidation states were easily prepared, demonstrating the powerful utility of this straightforward synthetic strategy. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Computed Properties of C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Several piperidine alkaloids isolated from natural herbs, were found to exhibit antiproliferation and antimetastatic effects on various types of cancers both in vitro and in vivo for example Piperine, Evodiamine, Matrine, Berberine and Tetrandine.Computed Properties of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Copper-Catalyzed Arylative Meyer-Schuster Rearrangement of Propargylic Alcohols to Complex Enones using Diaryliodonium Salts was written by Collins, Beatrice S. L.;Suero, Marcos G.;Gaunt, Matthew J.. And the article was included in Angewandte Chemie, International Edition in 2013.Product Details of 33439-27-9 This article mentions the following:

A new approach to transform readily accessible propargylic alcs. into α-aryl-α,β-unsaturated carbonyls, e.g., I, using diaryliodonium salts and copper catalysis has been developed. This protocol operates under mild conditions and provides a broad scope of the desired enone products in good yields and high selectivity for the E-isomer. The highly functionalized E-trisubstituted enone products are versatile synthetic intermediates and can be readily transformed into important heterocyclic motifs. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Product Details of 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.Product Details of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Combination of multicomponent KA² and Pauson-Khand reactions: short synthesis of spirocyclic pyrrolocyclopentenones was written by Innocenti, Riccardo;Lenci, Elena;Menchi, Gloria;Trabocchi, Andrea. And the article was included in Beilstein Journal of Organic Chemistry in 2020.Application In Synthesis of 1-Tosylpiperidin-4-one This article mentions the following:

The Cu-catalyzed multicomponent ketone-amine-alkyne (KA²) reaction was combined with a Pauson-Khand cycloaddition to give access of unprecedented constrained spirocyclic pyrrolocyclopentenone derivatives such as I [R¹ = 3-thienyl, Ph; R² = Ac, Bz; X = CH₂, CHMe, N-BOC] following a DOS couple-pair approach. The polyfunctional mol. scaffolds were tested on cyclopentenone reactivity to further expand skeletal diversity, demonstrating utility of this combined approach in generating novel spiro compounds as starting material for the generation of chem. libraries. The chemoinformatics characterization of newly-synthesized mols. gave evidence about structural and physicochem. properties with respect to a set of blockbuster drugs, and showed that such scaffolds are drug-like but more spherical and three-dimensional in character than the drugs. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application In Synthesis of 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.Application In Synthesis of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Gold(I)-Catalyzed Tandem Transformation with Diynes: Rapid Access to Linear Cyclopentenone-Fused Polycyclic Molecules was written by Yu, Congjun;Chen, Bin;Zhou, Tian;Tian, Qingshan;Zhang, Guozhu. And the article was included in Angewandte Chemie, International Edition in 2015.Quality Control of 1-Tosylpiperidin-4-one This article mentions the following:

An efficient and convenient synthesis of useful linear cyclopentenone-fused polycyclic compounds has been achieved through a novel gold(I)-catalyzed transformation of diynes. The method demonstrates high product yields and tolerates of a wide variety of important functional groups. Gold-vinylidene formation, methoxy group migration, and Nazarov-type cyclization are proposed to be the key steps in the reaction pathway. The synthetic utility of this method is demonstrated by converting the product to eight-membered-ring-fused compound In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Quality Control of 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Quality Control of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Eliminative Deoxofluorination Using XtalFluor-E: A One-Step Synthesis of Monofluoroalkenes from Cyclohexanone Derivatives was written by Vandamme, Mathilde;Paquin, Jean-Francois. And the article was included in Organic Letters in 2017.SDS of cas: 33439-27-9 This article mentions the following:

The eliminative deoxofluorination of cyclohexanone derivatives using XtalFluor-E is described. The corresponding monofluoroalkenes are obtained in up to 79% yield. Notably, this one-step procedure occurs at room temperature using readily accessible and cost-effective reagents. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9SDS of cas: 33439-27-9).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising α-glucosidase inhibitors. The former are analogs of DNJ with an improved α-glucosidase inhibitory profile than that of DNJ. Boisson et al.SDS of cas: 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Catalytic Oxygenative Allylic Transposition of Alkenes into Enones with an Azaadamantane-Type Oxoammonium Salt Catalyst was written by Nagasawa, Shota;Sasano, Yusuke;Iwabuchi, Yoshiharu. And the article was included in Chemistry – A European Journal in 2017.Category: piperidines This article mentions the following:

The first catalytic oxygenative allylic transposition of unactivated alkenes, e.g., Me₂C:CH₂(CH₂)₃OCOPh, into enones, e.g., H₂C:C(Me)CO(CH₂)₃OCOPh, has been developed using an oxoammonium salt, azaadamantane I, as the catalyst. This reaction converts various tri- and trans-disubstituted alkenes into their corresponding enones with transposition of their double bonds at ambient temperature in good yields. The use of a less-hindered azaadamantane-type oxoammonium salt as the catalyst and a combination of two distinct stoichiometric oxidants, namely, iodobenzene diacetate and magnesium monoperoxyphthalate hexahydrate (MMPP·6H₂O) are essential to facilitate the enone formation efficiently. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Category: piperidines).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Rapid Synthesis of Polycyclic Aromatic Compounds by Iodocyclization of Ynamides was written by Okitsu, Takashi;Itoh, Maho;Inui, Ayaka;Muta, Emiko;Nakamoto, Ryota;Adachi, Yuta;Wada, Akimori;Hatano, Manabu. And the article was included in Asian Journal of Organic Chemistry in 2022.Application In Synthesis of 1-Tosylpiperidin-4-one This article mentions the following:

The iodocyclization of ene-ynamides, e.g., N-((2-(Cyclohept-1-en-1-yl)phenyl)ethynyl)-N,4-dimethylbenzenesulfonamide leading to naphthalenes, e.g., I and phenanthrenes, e.g., II has been described. These reactions were completed within 3 s by using I(coll)₂PF₆ as an iodonium reagent, and cyclized products were obtained in good to high yields. This method is the most rapid synthesis known to date of polycyclic aromatic compounds In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application In Synthesis of 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. Several piperidine alkaloids isolated from natural herbs, were found to exhibit antiproliferation and antimetastatic effects on various types of cancers both in vitro and in vivo for example Piperine, Evodiamine, Matrine, Berberine and Tetrandine.Application In Synthesis of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Ligand and Target Discovery by Fragment-Based Screening in Human Cells was written by Parker, Christopher G.;Galmozzi, Andrea;Wang, Yujia;Correia, Bruno E.;Sasaki, Kenji;Joslyn, Christopher M.;Kim, Arthur S.;Cavallaro, Cullen L.;Lawrence, R. Michael;Johnson, Stephen R.;Narvaiza, Inigo;Saez, Enrique;Cravatt, Benjamin F.. And the article was included in Cell (Cambridge, MA, United States) in 2017.Safety of 4-(2-Methoxyphenyl)piperidine This article mentions the following:

Advances in the synthesis and screening of small-mol. libraries have accelerated the discovery of chem. probes for studying biol. processes. Still, only a small fraction of the human proteome has chem. ligands. Here, we describe a platform that marries fragment-based ligand discovery with quant. chem. proteomics to map thousands of reversible small mol.-protein interactions directly in human cells, many of which can be site-specifically determined We show that fragment hits can be advanced to furnish selective ligands that affect the activity of proteins heretofore lacking chem. probes. We further combine fragment-based chem. proteomics with phenotypic screening to identify small mols. that promote adipocyte differentiation by engaging the poorly characterized membrane protein PGRMC2. Fragment-based screening in human cells thus provides an extensive proteome-wide map of protein ligandability and facilitates the coordinated discovery of bioactive small mols. and their mol. targets. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Safety of 4-(2-Methoxyphenyl)piperidine).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Safety of 4-(2-Methoxyphenyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

6-Amino-4-(pyrimidin-4-yl)pyridones: Novel glycogen synthase kinase-3β inhibitors was written by Coffman, Karen;Brodney, Michael;Cook, James;Lanyon, Lorraine;Pandit, Jayvardhan;Sakya, Subas;Schachter, Joel;Tseng-Lovering, Elaine;Wessel, Matthew. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.Name: 4-(2-Methoxyphenyl)piperidine This article mentions the following:

The synthesis and structure-activity relationships for a novel series of 6-amino-4-(pyrimidin-4-yl)pyridones e. g., I derived from a high throughput screening hit are discussed. Optimization of lead matter afforded compounds with good potency, selectivity and central nervous system (CNS) exposure. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Name: 4-(2-Methoxyphenyl)piperidine).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Name: 4-(2-Methoxyphenyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem