Tag: 100-200

Discovery of 1-Butyl-3-chloro-4-(4-phenyl-1-piperidinyl)-(1H)-pyridone (JNJ-40411813): A Novel Positive Allosteric Modulator of the Metabotropic Glutamate 2 Receptor was written by Cid, Jose Maria;Tresadern, Gary;Duvey, Guillaume;Lutjens, Robert;Finn, Terry;Rocher, Jean-Philippe;Poli, Sonia;Vega, Juan Antonio;de Lucas, Ana Isabel;Matesanz, Encarnacion;Linares, Maria Lourdes;Andres, Jose Ignacio;Alcazar, Jesus;Alonso, Jose Manuel;Macdonald, Gregor J.;Oehlrich, Daniel;Lavreysen, Hilde;Ahnaou, Abdelah;Drinkenburg, Wilhelmus;Mackie, Claire;Pype, Stefan;Gallacher, David;Trabanco, Andres A.. And the article was included in Journal of Medicinal Chemistry in 2014.Recommanded Product: 4-(2-Methoxyphenyl)piperidine This article mentions the following:

The authors previously reported the discovery of 4-aryl-substituted pyridones with mGlu2 PAM activity starting from the HTS hit I. In this article, the authors describe a different exploration I from that led to the discovery of a novel subseries of phenylpiperidine-substituted pyridones. The optimization strategy involved the introduction of different spacers between the pyridone core and the Ph ring of I. The fine tuning of metabolism and hERG followed by differentiation of advanced leads that were identified on the basis of PK profiles and in vivo potency converged on lead compound II (JNJ-40411813). Full in vitro and in vivo profiles indicate that II displayed an optimal interplay between potency, selectivity, favorable ADMET/PK and cardiovascular safety profile, and central EEG activity. Compound II has been investigated in the clinic for schizophrenia and anxious depression disorders. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Recommanded Product: 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. 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: 4-(2-Methoxyphenyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

2-Phenylpyrroles as conformationally restricted benzamide analogs. A new class of potential antipsychotics. 2 was written by Van Wijngaarden, Ineke;Kruse, Chris G.;Van der Heyden, Jan A. M.;Tulp, Martin T. M.. And the article was included in Journal of Medicinal Chemistry in 1988.Synthetic Route of C12H17NO This article mentions the following:

A series of 2-phenylpyrrole Mannich bases I (R = H, 4-F, 4-CF₃, 4-CHMe₂, 3-Cl, 2-OMe, 2,6-F₂; R¹ = H, Me, Ph, CF₂CF₂CF₃, CH₂CH₂OH) and II (R² = H, F; X = NC₆H₄CF₃-3, NC₆H₄F-4, CHPh, CHC₆H₄OMe-2, etc.) was synthesized and screened in pharmacol. models for antipsychotic activity and extrapyramidal effects. Structure modifications of I (R¹ = 4-F, R² = H), the prototype of a new class of sodium-independent atypical dopamine D-2 antagonists, resultes in II (R² = F, X = imino-7-benzofuranyl) (III), which was an even more potent and selective D-2 antagonist than the parent compound The excellent oral activity in the apomorphine-induced climbing behavior and the conditioned avoidance response tests and the absence of catalepsy make III particularly promising as a potential antipsychotic with a low propensity to induce acute extrapyramidal side effects. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Synthetic Route of C12H17NO).

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. 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 C12H17NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Indoline derivatives. Synthesis and factor Xa (FXa) inhibitory activities was written by Noguchi, Tetsuji;Tanaka, Naoki;Nishimata, Toyoki;Goto, Riki;Hayakawa, Miho;Sugidachi, Atsuhiro;Ogawa, Taketoshi;Asai, Fumitoshi;Matsui, Yumi;Fujimoto, Koichi. And the article was included in Chemical & Pharmaceutical Bulletin in 2006.Formula: C7H13NO2 This article mentions the following:

A series of bisamidine derivatives each having a ring structure in the center of the mol. was synthesized and their Factor Xa (FXa) inhibitory activities were evaluated. Among them, some indoline derivatives showed potent inhibitory activities in vitro. In particular, compound (I) having an (R)-configuration at the 2-position of the indoline ring exhibited the most potent FXa inhibitory activity in vitro, more potent than DX-9065a. Furthermore, I exhibited more potent anticoagulant activity than DX-9065a. The authors also succeeded in obtaining an x-ray crystal structure of FXa bound with I. In the experiment, the researchers used many compounds, for example, 1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1Formula: C7H13NO2).

1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1) 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. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Formula: C7H13NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Microwave-promoted amination of 3-bromoisoxazoles was written by Moore, Jane E.;Spinks, Daniel;Harrity, Joseph P. A.. And the article was included in Tetrahedron Letters in 2004.Recommanded Product: 58333-75-8 This article mentions the following:

Amination of 3-bromoisoxazoles, by a nucleophilic aromatic substitution reaction, is described. 3-Bromoisoxazoles were found to be inert to substitution under thermal conditions, however, the employment of phosphazene bases under microwave irradiation facilitated the amination process and allowed 3-aminoisoxazoles, e.g., I, to be isolated in moderate yields. 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. 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. 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

Substitution of α-azido ethers with Grignard reagents and its use in combinatorial chemistry was written by Baruah, Mukulesh;Bols, Mikael. And the article was included in Journal of the Chemical Society, Perkin Transactions 1 in 2002.COA of Formula: C7H13NO2 This article mentions the following:

α-Azidobenzyl ethers reacted with alkyl or aryl Grignard reagents in toluene to produce α-alkylbenzyl or diarylmethyl ethers in 82-94% yield. α-Azidobenzyl ethers also reacted with multicomponent Grignard reagents to produce libraries of α-alkylbenzyl ethers. In the experiment, the researchers used many compounds, for example, 1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1COA of Formula: C7H13NO2).

1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1) 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. 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.COA of Formula: C7H13NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Design, synthesis and biological evaluation of novel thiazole-based derivatives as human Pin1 inhibitors was written by Du, Lifei;Wang, Xiaoyu;Cui, Guonan;Xu, Bailing. And the article was included in Bioorganic & Medicinal Chemistry in 2021.Recommanded Product: 4-Methylpiperidin-4-ol hydrochloride This article mentions the following:

Pin1 is a peptidyl prolyl cis-trans isomerase (PPIase) and inhibiting Pin1 is a potential way for discovering anti-tumor agents. With an aim to find potent Pin1 inhibitors with a novel scaffold, a series of thiazole derivatives with an alicyclic heterocycles on the 2-position were designed, synthesized and tested against human Pin1. Compound 9p bearing a 2-oxa-6-azaspiro [3,3] heptane moiety on the thiazole scaffold was identified as the most potent Pin1 inhibitor of this series with an IC50 value of 0.95μM. The structure-activity relationship (SAR) and mol. modeling study indicated that introducing an alicyclic ring with an H-bond acceptor would be a viable way to improve the binding affinity. In the experiment, the researchers used many compounds, for example, 4-Methylpiperidin-4-ol hydrochloride (cas: 586375-35-1Recommanded Product: 4-Methylpiperidin-4-ol hydrochloride).

4-Methylpiperidin-4-ol hydrochloride (cas: 586375-35-1) 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. 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.Recommanded Product: 4-Methylpiperidin-4-ol hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Discovery of CDZ173 (Leniolisib), Representing a Structurally Novel Class of PI3K Delta-Selective Inhibitors was written by Hoegenauer, Klemens;Soldermann, Nicolas;Zecri, Frederic;Strang, Ross S.;Graveleau, Nadege;Wolf, Romain M.;Cooke, Nigel G.;Smith, Alexander B.;Hollingworth, Gregory J.;Blanz, Joachim;Gutmann, Sascha;Rummel, Gabriele;Littlewood-Evans, Amanda;Burkhart, Christoph. And the article was included in ACS Medicinal Chemistry Letters in 2017.Related Products of 4045-22-1 This article mentions the following:

The predominant expression of phosphoinositide 3-kinase δ (PI3Kδ) in leukocytes and its critical role in B and T cell functions led to the hypothesis that selective inhibitors of this isoform would have potential as therapeutics for the treatment of allergic and inflammatory disease. Targeting specifically PI3Kδ should avoid potential side effects associated with the ubiquitously expressed PI3Kα and β isoforms. We disclose how morphing the heterocyclic core of previously discovered 4,6-diaryl quinazolines to a significantly less lipophilic 5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine, followed by replacement of one of the Ph groups with a pyrrolidine-3-amine, led to a compound series with an optimal on-target profile and good ADME properties. A final lipophilicity adjustment led to the discovery of CDZ173 (leniolisib), a potent PI3Kδ selective inhibitor with suitable properties and efficacy for clin. development as an anti-inflammatory therapeutic. In vitro, CDZ173 inhibits a large spectrum of immune cell functions, as demonstrated in B and T cells, neutrophils, monocytes, basophils, plasmocytoid dendritic cells, and mast cells. In vivo, CDZ173 inhibits B cell activation in rats and monkeys in a concentration- and time-dependent manner. After prophylactic or therapeutic dosing, CDZ173 potently inhibited antigen-specific antibody production and reduced disease symptoms in a rat collagen-induced arthritis model. Structurally, CDZ173 differs significantly from the first generation of PI3Kδ and PI3Kγδ-selective clin. compounds Therefore, CDZ173 could differentiate by a more favorable safety profile. CDZ173 is currently in clin. studies in patients suffering from primary Sjogren’s syndrome and in APDS/PASLI, a disease caused by gain-of-function mutations of PI3Kδ. In the experiment, the researchers used many compounds, for example, 1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1Related Products of 4045-22-1).

1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1) 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. 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.Related Products of 4045-22-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Improved synthesis and radiolabeling of [¹¹C]MP4A, a suitable ligand for the investigation of the cholinergic system using PET was written by Carpinelli, A.;Magni, F.;Cattaneo, A.;Matarrese, M.;Turolla, E.;Todde, S.;Bosso, N.;Galli Kienle, M.;Fazio, F.. And the article was included in Applied Radiation and Isotopes in 2006.Category: piperidines This article mentions the following:

An improved synthesis of the precursor acetic acid-piperidine-4-yl ester by acetylation of 4-hydroxypiperidine hydrochloride in anhydrous chloroform was developed. A procedure for fast evaluation and characterization of products originated by acetylation of the 4-piperidinol using LC-APCI/MS with an acetonitrile-water gradient method on a Merck Purosphere RP-18 column was also developed. The highly purified precursor allowed the production of [¹¹C]MP4A for PET studies of acetylcholine neurotransmission system. The tracer was produced with >98% radiochem. purity, with yields ranging 20-60% (decay-corrected) from EOB. In the experiment, the researchers used many compounds, for example, 1-(4-Hydroxypiperidin-1-yl)ethanone (cas: 4045-22-1Category: piperidines).

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. 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.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem