Tag: 100-200

Potent P2Y₁ urea antagonists bearing various cyclic amine scaffolds was written by Ruel, Rejean;L’Heureux, Alexandre;Thibeault, Carl;Lapointe, Philippe;Martel, Alain;Qiao, Jennifer X.;Hua, Ji;Price, Laura A.;Wu, Qimin;Chang, Ming;Zheng, Joanna;Huang, Christine S.;Wexler, Ruth R.;Rehfuss, Robert;Lam, Patrick Y. S.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.HPLC of Formula: 58333-75-8 This article mentions the following:

A number of new amine scaffolds with good inhibitory activity in the ADP-induced platelet aggregation assay have been found to be potent antagonists of the P2Y₁ receptor. SAR optimization led to the identification of isoindoline and piperidine derivatives which showed good in vitro binding and functional activities, as well as improved aqueous solubility Among them, the piperidine I showed the best overall profile with favorable PK parameters. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8HPLC of Formula: 58333-75-8).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. 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.HPLC of Formula: 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

σ Ligands with Subnanomolar Affinity and Preference for the σ₂ Binding Site. 1. 3-(ω-Aminoalkyl)-1H-indoles was written by Perregaard, Jens;Moltzen, Ejner K.;Meier, Eddi;Sanchez, Connie. And the article was included in Journal of Medicinal Chemistry in 1995.SDS of cas: 58333-75-8 This article mentions the following:

A series of 4-(1H-indol-3-yl)-1-butyl-substituted 4-phenylpiperidines, 4-phenyl-1,2,3,6-tetrahydropyridines, and 4-phenylpiperazines was synthesized. The Ph group was optionally substituted with 4-fluoro or 2-methoxy substituents. High affinity for both σ₁ and σ₂ binding sites was achieved with these compounds Addnl., these compounds had relatively high affinity for serotonin 5-HT_1A and 5-HT_2A, dopamine D₂, and adrenergic α₁ receptors. Introduction of a 4-fluorophenyl substituent at the indole nitrogen atom rendered very selective σ₂ ligands with subnanomolar affinity for the σ₂ binding site. The prototype of such a compound was I. This compound had the following binding affinities: IC₅₀ (σ₁) = 16 nM, IC₅₀ (σ₂) = 0.27 nM, IC₅₀ (5-HT_1A) = 22 000 nM, IC₅₀ (5-HT_2A) = 270 nM, IC₅₀ (D₂) = 4200 nM, IC₅₀ (α₁) = 220 nM. Spiro-joining of the Ph and the piperidine rings into a spiro[isobenzofuran-1(3H),4′-piperidine] ring system resulted in even more selective compounds Variations of the 1-substituent at the indole and of the chain length of the alkylene spacer group were studied. The optimal compound was the spiro analog of I. This compound (II) had the binding affinities: IC₅₀ (σ₁) = 17 nM, IC₅₀ (σ₂) = 0.12 nM, IC₅₀ (5-HT_1A) = 21 000 nM, IC₅₀ (5-HT_2A) = 2000 nM, IC₅₀ (D₂) = 800 nM, IC₅₀ (α₁) = 330 nM. However, the most selective σ₂ vs. σ₁ ligand was the tropane derivative (III). This compound had the following binding affinities: IC₅₀ (σ₁) = 1200 nM, IC₅₀ (σ₂) = 2.5 nM. Potent anxiolytic activity in the black/white box exploration test in rats was found with the two most prominent σ₂ ligands Lu 29-253 and Lu 28-179. Good penetration into the CNS was documented both after s.c. and peroral administration of Lu 28-179 by ex vivo binding studies. Long duration of action was demonstrated both in ex vivo binding (T_1/2 ∼ 20 h) and in the black/white box exploration test. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8SDS of cas: 58333-75-8).

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. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.SDS of cas: 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis and investigation of the nonlinear optical properties of various p-aminophenyl sulfone oligomers was written by Mitchell, Michael A.;Tomida, Masayuki;Padias, Anne Buyle;Hall, H. K. Jr.;Lackritz, Hilary S.;Robello, Douglas R.;Willand, Craig S.;Williams, David J.. And the article was included in Chemistry of Materials in 1993.Safety of 1-(4-Hydroxypiperidin-1-yl)ethanone This article mentions the following:

A series of p-aminophenyl sulfone oligomers (monomers, dimers, and trimers) was synthesized with the purpose of studying the effect of several consecutive dipolar units on their second-order nonlinear optical (NLO) characteristics. Three classes of oligomers were synthesized, namely with a hexamethylene, dimethylene, or piperidine spacer. The dipole moments of these oligomers and the μβ_z value, as measured by EFISH (elec. field induced second harmonic generation), are reported. The results show that these compounds, despite their head-to-tail arrangement, lack the structural features needed to display enhancement of the hyperpolarizability. In the experiment, the researchers used many compounds, for example, 1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1Safety of 1-(4-Hydroxypiperidin-1-yl)ethanone).

1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Safety of 1-(4-Hydroxypiperidin-1-yl)ethanone

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Development of Human Calcitonin Gene-Related Peptide (CGRP) Receptor Antagonists. Potent and Selective Small Molecule CGRP Antagonists. 1-[N²-[3,5-Dibromo-N-[[4-(3,4-dihydro-2(1H)-oxoquinazolin-3-yl)-1- piperidinyl]carbonyl]-D-tyrosyl]-L-lysyl]-4-(4-pyridinyl)piperazine: The First CGRP Antagonist for Clinical Trials in Acute Migraine was written by Rudolf, Klaus;Eberlein, Wolfgang;Engel, Wolfhard;Pieper, Helmut;Entzeroth, Michael;Hallermayer, Gerhard;Doods, Henri. And the article was included in Journal of Medicinal Chemistry in 2005.Recommanded Product: 58333-75-8 This article mentions the following:

Although the triptans have greatly improved the acute treatment of migraine headache, there are yet many shortcomings. Therefore, new strategies for the treatment of migraine are needed which offer advantages over current therapy, e.g. triptans. Our novel approach was based on the hypothesis that the release of calcitonin gene-related peptide (CGRP) could play a causative role in migraine headache. Thus the authors initiated a program aimed at the design and synthesis of small mol. CGRP receptor antagonists. High throughput screening led to the identification of (R)-Tyr-(S)-Lys dipeptide-like compounds that showed weak but unequivocal binding to the human CGRP receptor. Lead optimization afforded highly potent CGRP antagonists, the prototype being compound (I) (BIBN4096). This compound exhibiting a favorable biol. profile was selected for initial clin. trials. A proof of concept study indicated that i.v. application of I was effective in the treatment of acute migraine headache. This finding strongly supports our initial working hypothesis that CGRP plays an important role in the pathophysiol. of migraine. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Recommanded Product: 58333-75-8).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Recommanded Product: 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Discovery of 3-Methyl-N-(1-oxy-3′,4′,5′,6′-tetrahydro-2’H-[2,4′-bipyridine]-1′-ylmethyl)benzamide (ABT-670), an Orally Bioavailable Dopamine D₄ Agonist for the Treatment of Erectile Dysfunction was written by Patel, Meena V.;Kolasa, Teodozyj;Mortell, Kathleen;Matulenko, Mark A.;Hakeem, Ahmed A.;Rohde, Jeffrey J.;Nelson, Sherry L.;Cowart, Marlon D.;Nakane, Masaki;Miller, Loan N.;Uchic, Marie E.;Terranova, Marc A.;El-Kouhen, Odile F.;Donnelly-Roberts, Diana L.;Namovic, Marian T.;Hollingsworth, Peter R.;Chang, Renjie;Martino, Brenda R.;Wetter, Jill M.;Marsh, Kennan C.;Martin, Ruth;Darbyshire, John F.;Gintant, Gary;Hsieh, Gin C.;Moreland, Robert B.;Sullivan, James P.;Brioni, Jorge D.;Stewart, Andrew O.. And the article was included in Journal of Medicinal Chemistry in 2006.Category: piperidines This article mentions the following:

The goal of this study was to identify a structurally distinct D₄-selective agonist with superior oral bioavailability to our first-generation clin. candidate 1a (ABT-724) for the potential treatment of erectile dysfunction. Arylpiperazines such as (heteroarylmethyl)piperazine 1a, benzamide 2, and acetamides such as 3a,b exhibit poor oral bioavailability. Structure-activity relationship (SAR) studies with the arylpiperidine template provided potent partial agonists such as 4d and 5k that demonstrated no improvement in oral bioavailability. Further optimization with the (N-oxy-2-pyridinyl)piperidine template led to the discovery of compound 6b (ABT-670), which exhibited excellent oral bioavailability in rat, dog, and monkey (68%, 85%, and 91%, resp.) with comparable efficacy, safety, and tolerability to 1a. The N-oxy-2-pyridinyl moiety not only provided the structural motif required for agonist function but also reduced metabolism rates. The SAR study leading to the discovery of 6b is described herein. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Category: piperidines).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. 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.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Tetrahydro-isoquinoline-Based Factor Xa Inhibitors was written by Kucznierz, Ralf;Grams, Frank;Leinert, Herbert;Marzenell, Klaus;Engh, Richard A.;von Saal, Wolfgang. And the article was included in Journal of Medicinal Chemistry in 1998.Synthetic Route of C7H13NO2 This article mentions the following:

(Amidinotetrahydroisoquinolinyloxy)phenylacetic acids were prepared as inhibitors of Factor Xa (fXa). The compounds were prepared using 15 synthetic steps on average The most potent compounds I (R = H, Et) and II (R = H, Et; R¹ = Me, 4-MeOC₆H₄, Et) display inhibition constants of K_i = 21-55 nM but do not inhibit thrombin and only weakly inhibit trypsin. They bear a second basic moiety, e.g., substituted 1-(iminomethyl)piperidines, which is linked to C-4 of the Ph group via an oxygen atom. The inhibition constants of these compounds are almost independent of the size of the (iminomethyl)piperidine substituent. Due to the fact that fXa displays two cation binding sites, namely, the S1 and S4 sites, in principle two binding modes are conceivable for the novel dibasic fXa inhibitors. Mol. modeling experiments based on the X-ray structures of uninhibited fXa and the DX-9065a/fXa complex were carried out. The results, taken together with the inhibition constants, favor one binding mode: the tetrahydro-isoquinoline fills the S1 pocket even better than the naphthalene moiety of DX-9065a, and the (iminomethyl)piperidine residues occupy the S4 site. In the experiment, the researchers used many compounds, for example, 1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1Synthetic Route of C7H13NO2).

1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. 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.Synthetic Route of C7H13NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Towards metabolically stable 5-HT₇ receptor ligands: a study on 1-arylpiperazine derivatives and related isosters was written by Lacivita, Enza;De Giorgio, Paola;Patarnello, Daniela;Niso, Mauro;Colabufo, Nicola A.;Berardi, Francesco;Perrone, Roberto;Satala, Grzegorz;Duszynska, Beata;Bojarski, Andrzej J.;Leopoldo, Marcello. And the article was included in Experimental Brain Research in 2013.Safety of 4-(2-Methoxyphenyl)piperidine This article mentions the following:

Serotonin 7 (5-hydroxytryptamine7 or 5-HT₇) is the most recently identified serotonin receptor. It is involved in mood disorders and is studied as a target for antidepressants. Here, we report on the structural manipulation of the 5-HT₇ receptor ligand 4-[2-(3-methoxyphenyl)ethyl]-1-(2-methoxyphenyl)piperazine (1a) aimed at obtaining 5-HT₇ receptor ligands endowed with good in vitro metabolic stability. A set of N-[3-methoxyphenyl)ethyl-substituted] 1-arylpiperazine, 4-arylpiperidine and 1-aryl-4-aminopiperidine was synthesized and tested in radioligand binding assays at human cloned 5-HT₇ and 5-HT_1A receptors. In vitro metabolic stability of the target compounds was assessed after incubation with rat hepatic S9 microsomal fraction. Among the new compounds, 1-(2-biphenyl)-4-[2-(3-methoxyphenyl)ethyl]piperazine (1d) and 4-(2-biphenyl)-1-[2-(3-methoxyphenyl)ethyl]piperidine (2d) showed a good compromise between affinity at 5-HT₇ receptor (K_i = 7.5 nM and 13 nM, resp.) and in vitro metabolic stability (26 and 65 % recovery of parent compound, resp.) but were poorly selective over 5-HT_1A receptor. 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. 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.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

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

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