Day: February 22, 2023

Visible Light-Induced Unactivated 未-C(sp³)-H Amination of Alcohols Catalyzed by Iron was written by Jue, Zhaofan;Huang, Yahao;Qian, Jiahui;Hu, Peng. And the article was included in ChemSusChem in 2022.Safety of 4-(1-Boc-4-piperidyl)-1-butanol This article mentions the following:

An iron-catalyzed remote C(sp³)-H amination of alcs. through 1,5-hydrogen atom transfer is developed. This protocol provides a method to generate 未-C(sp³)-N bonds from primary, secondary, and tertiary alcs. under mild conditions. A wide substrate scope and a good functional group tolerance are presented. Mechanistic studies show that a LMCT course of an Fe-OR species and a chlorine radical-induced hydrogen abstraction of an alc. are possible to generate the alkoxy radical intermediate. In the experiment, the researchers used many compounds, for example, 4-(1-Boc-4-piperidyl)-1-butanol (cas: 142355-83-7Safety of 4-(1-Boc-4-piperidyl)-1-butanol).

4-(1-Boc-4-piperidyl)-1-butanol (cas: 142355-83-7) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. 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-(1-Boc-4-piperidyl)-1-butanol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Radical Charge Population and Energy: Critical Role in Redox Potential and Cycling Life of Piperidine Nitroxyl Radical Cathodes in Aqueous Zinc Hybrid Flow Batteries was written by Fan, Hao;Zhang, Jiahui;Ravivarma, Mahalingam;Li, Hongbin;Hu, Bo;Lei, Jiafeng;Feng, Yangyang;Xiong, Shizhao;He, Cheng;Gong, Jianying;Gao, Tieyu;Song, Jiangxuan. And the article was included in ACS Applied Materials & Interfaces in 2020.COA of Formula: C11H21N2O2 This article mentions the following:

Redox-active 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) derivatives have recently been investigated to expand the choice of catholyte for aqueous flow batteries (AFBs). However, the effects of substituent R in 4-position on redox potential and corresponding capacity fading mechanism are still unclear. Here, we conduct comparative studies of four R-TEMPO with R = -OH, -NH₂, -COOH, and -NHCOCH₃ in zinc hybrid AFBs. Exptl. and theor. analyses reveal that low-radical head charge population sum and radical energy, depending on R in 4-position, play a critical role in enhancing redox potential and cycling life of R-TEMPO. The electronic effect brought along by N-acetyl could redistribute the charge and lower systematic energy, making the ring-opening joint sturdy and therefore suppress the side reactions. Accordingly, the 4-NHCOCH₃-TEMPO/Zn battery achieves a high capacity retention of >99.65%/day and an open-circuit voltage of 1.71 V. Our findings on the effects of substituent are greatly anticipated to boost the high-energy d., long-life, and eco-friendly TEMPO-based AFBs. In the experiment, the researchers used many compounds, for example, 4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl (cas: 14691-89-5COA of Formula: C11H21N2O2).

4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl (cas: 14691-89-5) 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.COA of Formula: C11H21N2O2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Photolysis of Tertiary Amines in the Presence of CO₂: The Paths to Formic Acid, 伪-Amino Acids, and 1,2-Diamines was written by Berton, Mateo;Mello, Rossella;Acerete, Rafael;Gonzalez Nunez, Maria Elena. And the article was included in Journal of Organic Chemistry in 2018.Formula: C7H13NO2 This article mentions the following:

The photolysis of triethylamine [I] in the presence of carbon dioxide leads to the hydrogenation of CO₂, the 伪-C-C coupling of I, and the CO₂ insertion into the 伪-C-H 蟽-bond of amine I. This reaction is proposed to proceed through the radical ion pair [R₃N^鈥?路CO₂^鈥?] generated by the photoionization of amine I and the electron capture by CO₂. The presence of lithium tetrafluoroborate in the reaction medium promotes the efficient and stereoselective 伪-C-C coupling of I by enhancing the production of 伪-dialkylamino radicals and the isomerization of N,N,N’,N’-tetraethylbutane-2,3-diamine. In the experiment, the researchers used many compounds, for example, 1-Methylpiperidine-2-carboxylic acid (cas: 7730-87-2Formula: C7H13NO2).

1-Methylpiperidine-2-carboxylic acid (cas: 7730-87-2) 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. Piperidine derivatives bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Formula: C7H13NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Novel 4-aryl-pyrido[1,2-c]pyrimidines with dual SSRI and 5-HT_1A activity. part 3 was written by Herold, Franciszek;Chodkowski, Andrzej;Izbicki, Lukasz;Turlo, Jadwiga;Dawidowski, Maciej;Kleps, Jerzy;Nowak, Gabriel;Stachowicz, Katarzyna;Dybala, Malgorzata;Siwek, Agata;Mazurek, Aleksander P.;Mazurek, Andrzej;Plucinski, Franciszek. And the article was included in European Journal of Medicinal Chemistry in 2010.Application In Synthesis of 3-(Piperidin-4-yl)-1H-indole This article mentions the following:

A number of 4-aryl-5,6,7,8-tetrahydropyrido[1,2-c]pyrimidines with 3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole or 2-methyl-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole residues were synthesized for further investigation of SAR in a group of pyrido[1,2-c]pyrimidine derivatives with dual 5-HT_1A/SERT activity. Synthesized compounds were found to be potent ligands for both 5-HT_1A and SERT with K_i ranging from 28.3 to 642 nM and 42.4 nM to 1.8 渭M, resp. Moreover some compounds were found to be selective agonists, while compound I as an antagonist of 5-HT_1A presynaptic receptors in the inducible hypothermia test in mice. In the experiment, the researchers used many compounds, for example, 3-(Piperidin-4-yl)-1H-indole (cas: 17403-09-7Application In Synthesis of 3-(Piperidin-4-yl)-1H-indole).

3-(Piperidin-4-yl)-1H-indole (cas: 17403-09-7) 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 伪-glucosidase inhibitors. The former are analogs of DNJ with an improved 伪-glucosidase inhibitory profile than that of DNJ. Boisson et al.Application In Synthesis of 3-(Piperidin-4-yl)-1H-indole

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Photochromism of spironaphthooxazines having electron-donor substituents was written by Luchina, V. G.;Sychev, I. Yu.;Shienok, A. I.;Zaichenko, N. L.;Marevtsev, V. S.. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 1996.Related Products of 114747-45-4 This article mentions the following:

Spectral and photochromic properties of spironaphthooxazines (SNOs) with piperidine and morpholine substituents have been studied at different temperatures in various solvents. It has been recognized that introduction of these substituents in naphthooxazine fragment leads to fluorescence of the initial form of SNO mols. at low temperatures, which disappears with temperature rise. The dependences of the photoinduced form of spectral characteristics on temperature and concentration make it possible to assume the aggregation of the mols. of photoinduced form in non-polar solvents. It is proposed that the colored form of substituted SNOs has a bipolar structure with a pos. charge on piperidine or morpholine nitrogen atom contrary to the quinonoic form of unsubstituted SNO. In the experiment, the researchers used many compounds, for example, 1,3,3-Trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-naphtho[2,1-b][1,4]oxazine] (cas: 114747-45-4Related Products of 114747-45-4).

1,3,3-Trimethyl-6′-(piperidin-1-yl)spiro[indoline-2,3′-naphtho[2,1-b][1,4]oxazine] (cas: 114747-45-4) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. 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 114747-45-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Structure-Cytotoxicity Relationships of Analogues of N¹⁴-Desacetoxytubulysin H was written by Toader, Dorin;Wang, Fengjiang;Gingipalli, Lakshmaiah;Vasbinder, Melissa;Roth, Mark;Mao, Shenlan;Block, Michael;Harper, Jay;Thota, Sambaiah;Su, Mei;Ma, Jianquo;Bedian, Vahe;Kamal, Adeela. And the article was included in Journal of Medicinal Chemistry in 2016.HPLC of Formula: 41447-17-0 This article mentions the following:

Herein the authors report structure-cytotoxicity relationships for analogs of N14-Desacetoxytubulyisn H (1). A novel synthetic approach towards 1 enabled the discovery of compounds with a range of activity. Calculated basicity of the N-terminus of tubulysins was shown to be a good predictor of cytotoxicity. The impact of structural modifications at the C-terminus of 1 upon cytotoxicity is also described. These findings will facilitate the development of new tubulysin analogs for the treatment of cancer. In the experiment, the researchers used many compounds, for example, (R)-1-Methylpiperidine-2-carboxylic acid (cas: 41447-17-0HPLC of Formula: 41447-17-0).

(R)-1-Methylpiperidine-2-carboxylic acid (cas: 41447-17-0) 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. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N鈥揌 bond in an axial position, and the other in an equatorial position.HPLC of Formula: 41447-17-0

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Visible-Light-Mediated Alkylation of Thiophenols via Electron Donor-Acceptor Complexes Formed between Two Reactants was written by Cai, Yi-Ping;Nie, Fang-Yuan;Song, Qin-Hua. And the article was included in Journal of Organic Chemistry in 2021.Category: piperidines This article mentions the following:

A metal-free, photocatalyst-free, photochem. system was developed for the direct alkylation of thiophenols ArSH (Ar = 4-chlorophenyl, naphthalen-2-yl, pyridin-4-yl, 1,3-benzothiazol-2-yl, etc.) via electron donor-acceptor (EDA) complexes (KEDA = 145 M^-1) associated between two reactants, N-hydroxyphthalimide esters I [R = 3-oxobutyl, cyclohexyl, 1-[4-(2-methylpropyl)phenyl]ethyl, 1-[(tert-butoxy)carbonyl]piperidin-4-yl, etc.] as acceptors and thiophenol anions as donors, in the presence of a tertiary amine to give corresponding aryl alkyl sulfides RS(Ar). The EDA complexes in the reaction system have broad range of visible light absorption (400-650 nm) and can trigger the reaction effectively under sunlight. In the experiment, the researchers used many compounds, for example, 1-(tert-Butyl) 4-(1,3-dioxoisoindolin-2-yl) piperidine-1,4-dicarboxylate (cas: 1872262-73-1Category: piperidines).

1-(tert-Butyl) 4-(1,3-dioxoisoindolin-2-yl) piperidine-1,4-dicarboxylate (cas: 1872262-73-1) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. 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.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Interplay between spherical confinement and particle shape on the self-assembly of rounded cubes was written by Wang, Da;Hermes, Michiel;Kotni, Ramakrishna;Wu, Yaoting;Tasios, Nikos;Liu, Yang;de Nijs, Bart;van der Wee, Ernest B.;Murray, Christopher B.;Dijkstra, Marjolein;van Blaaderen, Alfons. And the article was included in Nature Communications in 2018.Quality Control of 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid hydrochloride This article mentions the following:

Self-assembly of nanoparticles (NPs) inside drying emulsion droplets provides a general strategy for hierarchical structuring of matter at different length scales. The local orientation of neighboring crystalline NPs can be crucial to optimize for instance the optical and electronic properties of the self-assembled superstructures. By integrating experiments and computer simulations, we demonstrate that the orientational correlations of cubic NPs inside drying emulsion droplets are significantly determined by their flat faces. We analyze the rich interplay of positional and orientational order as the particle shape changes from a sharp cube to a rounded cube. Sharp cubes strongly align to form simple-cubic superstructures whereas rounded cubes assemble into icosahedral clusters with addnl. strong local orientational correlations. This demonstrates that the interplay between packing, confinement and shape can be utilized to develop new materials with novel properties. In the experiment, the researchers used many compounds, for example, 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid hydrochloride (cas: 153439-40-8Quality Control of 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid hydrochloride).

2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid hydrochloride (cas: 153439-40-8) 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.Quality Control of 2-(4-(1-Hydroxy-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butyl)phenyl)-2-methylpropanoic acid hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

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

Synthesis and bioevaluation of diaryl urea derivatives as potential antitumor agents for the treatment of human colorectal cancer was written by Wu, Chun-Feng;Wang, Qing-Chen;Chen, Rui;Zhou, Hai-Ling;Wu, Ting-Ting;Du, Yao;Zhang, Na-Na;Zhang, Hui-Min;Fan, Zu-Yan;Wang, Li-Li;Hu, Chu-Jiao;Sang, Zhi-Pei;Li, Hong-Liang;Wang, Ling;Tang, Lei;Zhang, Ji-Quan. And the article was included in European Journal of Medicinal Chemistry in 2022.Quality Control of N,N-Dimethylpiperidin-4-amine This article mentions the following:

The development of inhibitors targeting the PI3K-Akt-mTOR signaling pathway has been greatly hindered by the on-target AEs, such as hyperglycemia and hepatotoxicities. In this study, a series of diaryl urea derivatives has been designed and synthesized based on clin. candidate gedatolisib, and most of the newly synthesized derivatives showed kinase inhibitory and antiproliferative activities within nanomolar and submicromolar level, resp. The terminal L-proline amide substituted derivative I showed 8.6-fold more potent PI3K伪 inhibitory activity (0.7 nM) and 4.6-fold more potent antiproliferative effect against HCT116 cell lines (0.11渭M) compared with control gedatolisib. The potential antitumor mechanism and efficacy of I in HCT116 xenograft models have also been evaluated, and found I showed comparable in vivo antitumor activity with gedatolisib. The safety investigations revealed that compound I exhibited more safer profiles in the selectivity of liver cells (selectivity index: >6.6 vs 1.85) and blood glucose regulation than gedatolisib. In addition, the in vitro stability assays also indicated that developed compound I possessed good metabolic stabilities. In the experiment, the researchers used many compounds, for example, N,N-Dimethylpiperidin-4-amine (cas: 50533-97-6Quality Control of N,N-Dimethylpiperidin-4-amine).

N,N-Dimethylpiperidin-4-amine (cas: 50533-97-6) 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.Quality Control of N,N-Dimethylpiperidin-4-amine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem