Tag: 100-200

Sulfamylurea hypoglycemic agents. I. Synthesis and screening was written by McManus, J. M.;McFarland, J. W.;Gerber, C. F.;McLamore, W. M.;Laubach, G. D.. And the article was included in Journal of Medicinal Chemistry in 1965.Formula: C7H13NO2 This article mentions the following:

A number of sulfamylureas of general structure R¹R²NSO₂NHCONHR have been prepared and screened for hypoglycemic activity in the rat. The more promising variations in the R¹R²N portion of the mol. were those derived from heterocyclic amines, especially piperidines and morpholines. In these series, activity was maximal when R was cyclohexyl, cycloheptyl, or bicycloalkyl. Several analogs, notably certain 4,4-disubstituted piperidine derivatives, were comparable in hypoglycemic potency to chloropropamide. Structure-activity relationships are discussed, and a brief discussion is given of the use in synthetic planning of certain phys. and chem. parameters that appear to be important determinants of drug dynamics in this class of compounds 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. 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.Formula: C7H13NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Design, Synthesis, and Pharmacological Characterization of Heterobivalent Ligands for the Putative 5-HT_2A/mGlu₂ Receptor Complex was written by Poulie, Christian B. M.;Liu, Na;Jensen, Anders A.;Bunch, Lennart. And the article was included in Journal of Medicinal Chemistry in 2020.Reference of 58333-75-8 This article mentions the following:

Herein, the synthesis of the first series of heterobivalent ligands targeting the putative heteromeric 5-HT_2A/mGlu₂ receptor complex, based on the 5-HT_2A antagonist MDL-100,907 and the mGlu₂ ago-PAM JNJ-42491293, are reported. The functional properties of monovalent and heterobivalent ligands were characterized in 5-HT_2A-, mGlu₂/Gqo5-, 5-HT_2A/mGlu₂-, and 5-HT_2A/mGlu₂/Gqo5-expressing HEK293 cells using a Ca²⁺ imaging assay and a [³H]ketanserin binding assay. Pronounced functional crosstalk was observed between the two receptors in 5-HT_2A/mGlu₂ and 5-HT_2A/mGlu₂/Gqo5 cells. While the synthesized monovalent ligands retained the 5-HT_2A antagonist and mGlu₂ ago-PAM functionalities, the seven bivalent ligands inhibited 5-HT-induced responses in 5-HT_2A/mGlu₂ cells and both 5-HT- and Glu-induced responses in 5-HT_2A/mGlu₂/Gqo5 cells. However, no definitive correlation between the functional potency and spacer length of the ligands was observed, an observation substantiated by the binding affinities exhibited by the compounds in 5-HT_2A, 5-HT_2A/mGlu₂, and 5-HT_2A/mGlu₂/Gqo5 cells. In conclusion, while functional crosstalk between 5-HT2A and mGlu2 was demonstrated, it remains unclear how these heterobivalent ligands interact with the putative receptor complex. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Reference of 58333-75-8).

4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8) 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 钄?position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Reference of 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Direct access to the optically active VAChT inhibitor vesamicol and its analogues via the asymmetric aminolysis of meso-epoxides with secondary aliphatic amines was written by Sharma, Arun;Agarwal, Jyoti;Peddinti, Rama Krishna. And the article was included in Organic & Biomolecular Chemistry in 2017.Electric Literature of C12H17NO This article mentions the following:

First highly of biol. important vesamicol, benzovesamicol, and their derivatives was achieved via the desymmetrization of meso-epoxides with secondary aliphatic amines (4-phenylpiperidine derivatives) using a chiral [salenCo(III)-BF₄] catalyst at room temperature All products were obtained in good yield and with excellent optical induction. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Electric Literature of C12H17NO).

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 derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Electric Literature of C12H17NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis, pharmacological evaluation and QSAR modeling of mono-substituted 4-phenylpiperidines and 4-phenylpiperazines was written by Pettersson, Fredrik;Svensson, Peder;Waters, Susanna;Waters, Nicholas;Sonesson, Clas. And the article was included in European Journal of Medicinal Chemistry in 2013.Recommanded Product: 4-(2-Methoxyphenyl)piperidine This article mentions the following:

A series of mono-substituted 4-phenylpiperidines and -piperazines have been synthesized and their effects on the dopaminergic system tested in vivo. The structure activity relationship (SAR) revealed that the position and physicochem. character of the aromatic substituent proved to be critical for the levels of 3,4-dihydroxyphenylacetic acid (DOPAC) in the brain of freely moving rats. In order to investigate how the structural properties of these compounds affect the response, a set of tabulated and calculated physicochem. descriptors were modeled against the in vivo effects using partial least square (PLS) regression. Furthermore, the binding affinities to the dopamine D₂ (DA D₂) receptor and monoamine oxidase A (MAO A) enzyme were determined for a chosen subset and QSAR models using the same descriptors as in the in vivo model were produced to investigate the mechanisms leading to the observed DOPAC response. These models, in combination with a strong correlation between the levels of striatal DOPAC and the affinities to DA D₂ and MAO A, provide a comprehensive understanding of the biol. response for compounds in this class. 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. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. 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.Recommanded Product: 4-(2-Methoxyphenyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

New xanthine derivatives with potent and long lasting anti-bronchoconstrictive activity was written by Regnier, Gilbert L.;Guillonneau, Claude G.;Duhault, Jacques L.;Tisserand, Francoise P.;Saint-Romas, Guy;Holstorp, Sophie M.. And the article was included in European Journal of Medicinal Chemistry in 1987.Synthetic Route of C7H13NO2 This article mentions the following:

Twenty-nine new derivatives of 8-aminoalkyl-substituted xanthine [e.g. I, R¹ = H, Me, Et; R² = Me, iso-Pr, Ph, etc.; R³ = H, Me, 2,3-dihydroxypropyl, etc.; R⁴ = H or F; and X = CH(OH)CH₂, (CH₂)_n; n = 1-3] were synthesized. All I demonstrated a potent anti-bronochoconstrictive effect in the guinea pig and some had a very long duration of action (> 48h). II was selected for clin. trials in asthmatic patients because of its long duration of action, its lack of central nervous system-stimulating effects and its inhibiting action on mast cell degranulation and phosphodiesterse activity. Structure-activity relationships are discussed. 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. 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.Synthetic Route of C7H13NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Discovery of Novel Spiroindoline Derivatives as Selective Tankyrase Inhibitors was written by Shirai, Fumiyuki;Tsumura, Takeshi;Yashiroda, Yoko;Yuki, Hitomi;Niwa, Hideaki;Sato, Shin;Chikada, Tsubasa;Koda, Yasuko;Washizuka, Kenichi;Yoshimoto, Nobuko;Abe, Masako;Onuki, Tetsuo;Mazaki, Yui;Hirama, Chizuko;Fukami, Takehiro;Watanabe, Hirofumi;Honma, Teruki;Umehara, Takashi;Shirouzu, Mikako;Okue, Masayuki;Kano, Yuko;Watanabe, Takashi;Kitamura, Kouichi;Shitara, Eiki;Muramatsu, Yukiko;Yoshida, Haruka;Mizutani, Anna;Seimiya, Hiroyuki;Yoshida, Minoru;Koyama, Hiroo. And the article was included in Journal of Medicinal Chemistry in 2019.Related Products of 58333-75-8 This article mentions the following:

The canonical WNT pathway plays an important role in cancer pathogenesis. Inhibition of poly(ADP-ribose) polymerase catalytic activity of the tankyrases (TNKS/TNKS2) has been reported to reduce the Wnt/β-catenin signal by preventing poly ADP-ribosylation dependent degradation of AXIN, a neg. regulator of Wnt/β-catenin signaling. With the goal of investigating the effects of tankyrase and Wnt pathway inhibition on tumor growth, we set out to find small mol. inhibitors of TNKS/TNKS2 with suitable drug-like properties. Starting from 1a(I), a high-throughput screening hit, the spiroindoline derivative 40c(II) (RK-287107) was discovered as a potent TNKS/TNKS2 inhibitor with >7,000-fold selectivity against the PARP1 enzyme, which inhibits WNT-responsive TCF reporter activity and proliferation of human colorectal cancer cell line COLO-320DM. II also demonstrated dose-dependent tumor growth inhibition in a mouse xenograft model. These observations suggest that II is a promising lead compound for the development of novel tankyrase inhibitors as anticancer agents. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Related Products of 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. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Related Products of 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Discovery of GS-9973, a Selective and Orally Efficacious Inhibitor of Spleen Tyrosine Kinase was written by Currie, Kevin S.;Kropf, Jeffrey E.;Lee, Tony;Blomgren, Peter;Xu, Jianjun;Zhao, Zhongdong;Gallion, Steve;Whitney, J. Andrew;Maclin, Deborah;Lansdon, Eric B.;Maciejewski, Patricia;Rossi, Ann Marie;Rong, Hong;Macaluso, Jennifer;Barbosa, James;Di Paolo, Julie A.;Mitchell, Scott A.. And the article was included in Journal of Medicinal Chemistry in 2014.Safety of 4-Methylpiperidin-4-ol hydrochloride This article mentions the following:

Spleen tyrosine kinase (Syk) is an attractive drug target in autoimmune, inflammatory, and oncol. disease indications. The most advanced Syk inhibitor, R406, (or its prodrug form fostamatinib), has shown efficacy in multiple therapeutic indications, but its clin. progress has been hampered by dose-limiting adverse effects that have been attributed, at least in part, to the off-target activities of R406. It is expected that a more selective Syk inhibitor would provide a greater therapeutic window. Herein the authors report the discovery and optimization of a novel series of imidazo[1,2-a]pyrazine Syk inhibitors. This work culminated in the identification of GS-9973, a highly selective and orally efficacious Syk inhibitor which is currently undergoing clin. evaluation for autoimmune and oncol. indications. In the experiment, the researchers used many compounds, for example, 4-Methylpiperidin-4-ol hydrochloride (cas: 586375-35-1Safety of 4-Methylpiperidin-4-ol hydrochloride).

4-Methylpiperidin-4-ol hydrochloride (cas: 586375-35-1) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Safety of 4-Methylpiperidin-4-ol hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Design and synthesis of 4-arylpiperidinyl amide and N-arylpiperidin-3-yl-cyclopropanecarboxamide derivatives as novel melatonin receptor ligands was written by Li, Guiying;Zhou, Hao;Jiang, Yu;Keim, Holger;Topiol, Sidney W.;Poda, Suresh B.;Ren, Yong;Chandrasena, Gamini;Doller, Dario. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.HPLC of Formula: 58333-75-8 This article mentions the following:

Two series of 4-aryl-1-cyclopropanecarbonylpiperidines (I) and 1-arylpiperidin-3-ylcyclopropanecarboxamides (II), exhibiting diverse functionality at rat MT₁ and MT₂ receptors, are reported. I and (S)-II [aryl = 3-MeOC₆H₄] (MT₁/MT₂ agonist) have human microsomal intrinsic clearance comparable to ramelteon. 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. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. 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.HPLC of Formula: 58333-75-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

1-, 3- And 8-substituted-9-deazaxanthines as potent and selective antagonists at the human A_2B adenosine receptor was written by Stefanachi, Angela;Brea, Jose Manuel;Cadavid, Maria Isabel;Centeno, Nuria B.;Esteve, Cristina;Loza, Maria Isabel;Martinez, Ana;Nieto, Rosa;Ravina, Enrique;Sanz, Ferran;Segarra, Victor;Sotelo, Eddy;Vidal, Bernat;Carotti, Angelo. And the article was included in Bioorganic & Medicinal Chemistry in 2008.Recommanded Product: 4-(2-Methoxyphenyl)piperidine This article mentions the following:

A large series of piperazin-, piperidin- and tetrahydroisoquinolinamides of 4-(1,3-dialkyl-9-deazaxanthin-8-yl)phenoxyacetic acid were prepared through conventional or multiple parallel syntheses and evaluated for their binding affinity at the recombinant human adenosine receptors, chiefly at the hA_2B and hA_2A receptor subtypes. Several ligands endowed with high binding affinity at hA_2B receptors, excellent selectivity over hA_2A and hA₃ and a significant, but lower, selectivity over hA₁ were identified. Among them, piperazinamide derivatives (I and II), and piperidinamide derivative (III) proved highly potent at hA_2B (K_i = 11, 2 and 5.5 nM, resp.) and selective towards hA_2A (hA_2A/hA_2B SI = 912, 159 and 630, resp.), hA₃ (hA₃/hA_2B SI = > 100, 3090 and >180, resp.) and hA₁ (hA₁/hA_2B SI = > 100, 44 and 120, resp.), SI being the selectivity index. A number of selected ligands tested in functional assays in vitro showed very interesting antagonist activities and efficacies at both A_2A and A_2B receptor subtypes, with pA₂ values close to the corresponding pK_is. Structure-affinity and structure-selectivity relationships suggested that the binding potency at the hA_2B receptor may be increased by lipophilic substituents at the N4-position of piperazinamides and that an ortho-methoxy substituent at the 8-Ph ring and alkyl groups at N1 larger than the ones at N3, in the 9-deazaxanthine ring, may strongly enhance the hA_2A/hA_2B SI. 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. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Recommanded Product: 4-(2-Methoxyphenyl)piperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Orally bioavailable dual MMP-1/MMP-14 sparing, MMP-13 selective α-sulfone hydroxamates was written by Kolodziej, Stephen A.;Hockerman, Susan L.;Boehm, Terri L.;Carroll, Jeffery N.;DeCrescenzo, Gary A.;McDonald, Joseph J.;Mischke, Debbie A.;Munie, Grace E.;Fletcher, Theresa R.;Rico, Joseph G.;Stehle, Nathan W.;Swearingen, Craig;Becker, Daniel P.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.Electric Literature of C12H17NO This article mentions the following:

A series of Ph piperidine α-sulfone hydroxamate derivatives, e.g., I, has been prepared utilizing a combination of solution-phase and resin-bound library technologies to afford compounds that are potent and highly selective for MMP-13, are dual-sparing of MMP-1 and MMP-14 (MT1-MMP) and exhibit oral bioavailability in rats. In the experiment, the researchers used many compounds, for example, 4-(2-Methoxyphenyl)piperidine (cas: 58333-75-8Electric Literature of C12H17NO).

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 derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Electric Literature of C12H17NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem