Tag: 127.1842

Fluoro and pentafluorothio analogs of the antitumoral curcuminoid EF24 with superior antiangiogenic and vascular-disruptive effects was written by Schmitt, Florian;Gold, Madeleine;Begemann, Gerrit;Andronache, Ion;Biersack, Bernhard;Schobert, Rainer. And the article was included in Bioorganic & Medicinal Chemistry in 2017.Formula: C7H13NO This article mentions the following:

A series of 14 analogs of the curcuminoid EF24, (3E,5E)-3,5-bis[(2-fluorophenyl)methylene]-4-piperidinone, bearing fluorine or pentafluorothio substituents, were prepared and tested for antiproliferative, vascular-disruptive, and antiangiogenic activity, as well as for their influence on other cancer-relevant targets. They proved antiproliferative against eight cancer cell lines with IC₅₀ values in the low single-digit micromolar to triple-digit nanomolar range. Like EF24, the hexafluoro I and II and bis(pentafluorothio) III derivatives arrested HT-29 colon carcinoma cells in G2/M phase of the cell cycle, yet inhibited angiogenesis, e.g. in zebrafish larvae, to a much greater extent. The antimigratory effects in 518A2 melanoma cells of I, its regioisomer II, and of III, originate from an inhibition of NF-魏B translocation. Moreover, I and II showed potential as vascular-disruptive agents in chorioallantoic/vitelline membrane (CA/VM) assays. In the experiment, the researchers used many compounds, for example, 1-Ethylpiperidin-4-one (cas: 3612-18-8Formula: C7H13NO).

1-Ethylpiperidin-4-one (cas: 3612-18-8) 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. 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: C7H13NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Identification of a Novel 1,2,3,4-Tetrahydrobenzo[b][1,6]naphthyridine Analogue as a Potent Phosphodiesterase 5 Inhibitor with Improved Aqueous Solubility for the Treatment of Alzheimer’s Disease was written by Fiorito, Jole;Vendome, Jeremie;Saeed, Faisal;Staniszewski, Agnieszka;Zhang, Hong;Yan, Shijun;Deng, Shi-Xian;Arancio, Ottavio;Landry, Donald W.. And the article was included in Journal of Medicinal Chemistry in 2017.COA of Formula: C7H13NO This article mentions the following:

Phosphodiesterase 5 (PDE5) hydrolyzes cGMP leading to increased levels of the cAMP response element binding protein (CREB), a transcriptional factor involved with learning and memory processes. The authors previously reported potent quinoline-based PDE5 inhibitors (PDE5Is) for the treatment of Alzheimer’s disease (AD). However, the low aqueous solubility rendered them undesirable drug candidates. Here the authors report a series of novel PDE5Is with two new scaffolds, 1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridine and 2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-one. Among them, compound I, the most potent compound, has an excellent in vitro IC₅₀ (0.056 nM) and improved aqueous solubility as well as good efficacy in a mouse model of AD. Furthermore, the authors are proposing two plausible binding modes obtained through in silico docking, which provide insights into the structural basis of the activity of the two series of compounds reported herein. In the experiment, the researchers used many compounds, for example, 1-Ethylpiperidin-4-one (cas: 3612-18-8COA of Formula: C7H13NO).

1-Ethylpiperidin-4-one (cas: 3612-18-8) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. 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.COA of Formula: C7H13NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Gram-Scale Synthesis of 1,8-Naphthyridines in Water: The Friedlander Reaction Revisited was written by Choudhury, Shubhranshu Shekhar;Jena, Subhrakant;Sahoo, Dipak Kumar;Shekh, Shamasoddin;Kar, Rajiv K.;Dhakad, Ambuj;Gowd, Konkallu Hanumae;Biswal, Himansu S.. And the article was included in ACS Omega in 2021.Reference of 3612-18-8 This article mentions the following:

Here, gram-scale synthesis of 1,8-naphthyridines I [R¹ = H, Me, Ph, etc.; R² = H, CO₂Me, Ph, etc.; R¹R² = (CH₂)₃, (CH₂)₄, (CH₂)₅, etc.] in water using an inexpensive and biocompatible ionic liquid (IL) as a catalyst was introduced. This was the first-ever report on the synthesis of naphthyridines I in water. This was a one-step reaction, and the product separation was relatively easy. The choline hydroxide (ChOH) was used as a metal-free, nontoxic and water-soluble catalyst. In comparison to other catalysts reported in the literature, ChOH had the advantage of forming an addnl. hydrogen bond with the reactants, which was the vital step for the reaction to happen in water. D. functional theory (DFT) and noncovalent interaction (NCI) plot index anal. provided the plausible reaction mechanism for the catalytic cycle and confirmed that hydrogen bonds with the IL catalyst were pivotal to facilitate the reaction. Mol. docking and mol. dynamics (MD) simulations were also performed to demonstrate the potentialities of the newly synthesized products as drugs. Through MD simulations, it was established that the tetrahydropyrido derivative of naphthyridine I [R¹R² = CH₂CH₂N(Et)CH₂] bound to the active sites of the ts3 human serotonin transporter (hSERT) (PDB ID: 6AWO) without perturbing the secondary structure, suggesting that compound I [R¹R² = CH₂CH₂N(Et)CH₂] could be a potential preclin. drug candidate for hSERT inhibition and depression treatment. In the experiment, the researchers used many compounds, for example, 1-Ethylpiperidin-4-one (cas: 3612-18-8Reference of 3612-18-8).

1-Ethylpiperidin-4-one (cas: 3612-18-8) 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.Reference of 3612-18-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of substituted 1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridines was written by Wolinska, Ewa;Paliakov, Ekaterina;Strekowski, Lucjan. And the article was included in Heterocyclic Communications in 2006.Computed Properties of C7H13NO This article mentions the following:

Synthesis of the substituted compounds I (2-Me or 2-Et; 6-H, 6-OMe or 6-OH; 10-NHR) is reported. This report pertains to the synthesis of 1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridines as potential immunosuppressive agents. As can be seen, the mols. I are substituted quinolin-4-amines, the N1 atom of which is basic (pK_a > 7) due to conjugation of the N atom with the quinoline. Addnl. basic centers are parts of the side chain and the fused aliphatic ring. Derivatives of I contain a polar methoxy or hydroxy group. In the experiment, the researchers used many compounds, for example, 1-Ethylpiperidin-4-one (cas: 3612-18-8Computed Properties of C7H13NO).

1-Ethylpiperidin-4-one (cas: 3612-18-8) 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.Computed Properties of C7H13NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis and aminomethylation of 9-aza-3-azoniaspiro[5,5]undeca-7,10-diene-8-selenolates was written by Frolov, K. A.;Dotsenko, V. V.;Krivokolysko, S. G.;Zubatyuk, R. I.;Shishkin, O. V.. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2013.COA of Formula: C7H13NO This article mentions the following:

0-Amino-7,11-dicyano-9-aza-3-azoniaspiro[5,5]undeca-7,10-diene-8-selenolates I (R = Me, Et, PhCH₂) were obtained by interaction of N-alkylpiperidin-4-ones with 2 equivalent cyanoselenoacetamide or with malononitrile and cyanoselenoacetamide. Subsequent aminomethylation proceeded under mild conditions and led to the formation of 8′-selenoxo-3′,5′,7′,11′-tetraazaspiro[piperidine-4,13′-tricyclo[7.3.1.0^2,7]tridec[2]ene]-1′,9′-dicarbonitriles II (R = Me, Et, PhCH₂; R¹ = Me, Ph, 4-MeC₆H₄). The mol. and crystal structure of II (R = Me, R¹ = 4-MeC₆H₄) was determined by x-ray structural anal. [triclinic, space group P1虆, a 8.6727(5), b 11.4177(5), c 13.8108(9) 脜, 伪 89.674(5), 尾 83.235(5), 纬 83.898(5)掳, V 1350.34(13) 脜³, Z 2]. In the experiment, the researchers used many compounds, for example, 1-Ethylpiperidin-4-one (cas: 3612-18-8COA of Formula: C7H13NO).

1-Ethylpiperidin-4-one (cas: 3612-18-8) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. 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.COA of Formula: C7H13NO

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Novel 3-(4-piperidinylthio)-1H-indoles as potent nonopioid orally active central analgesics was written by Potin, Dominique;Parnet, Veronique;Teulon, Jean-Marie;Camborde, Francoise;Caussade, Francois;Meignen, Joelle;Provost, Daniel;Cloarec, Alix. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2000.Reference of 3612-18-8 This article mentions the following:

A series of 3-(4-piperidinylthio)-1H-indoles was synthesized and evaluated in mice in the phenylbenzoquinone (PBQ)-induced writhing and hot plate tests. Most of these compounds are good analgesics with activities comparable to that of morphine. Among them UP 237-61, which has a strong serotonin binding profile, has an interesting antinociceptive activity which is not reversed by naloxone. In the experiment, the researchers used many compounds, for example, 1-Ethylpiperidin-4-one (cas: 3612-18-8Reference of 3612-18-8).

1-Ethylpiperidin-4-one (cas: 3612-18-8) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising 伪-glucosidase inhibitors. The former are analogs of DNJ with an improved 伪-glucosidase inhibitory profile than that of DNJ. Boisson et al.Reference of 3612-18-8

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem