Category: piperidines

Oxindole N-methyl-D-aspartate (NMDA) antagonists was written by Chenard, B. L.;Butler, T. W.;Shalaby, I. A.;Prochniak, M. A.;Koe, B. K.;Fox, C. B.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 1993.Recommanded Product: 1-(4-Chlorophenyl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethan-1-ol This article mentions the following:

Replacement of the phenol group in the noncompetitive NMDA antagonist ifenprodil with oxindole results in a new series of nontraditional NMDA antagonists. Thus, (hydroxypiperdinylethyl)oxindoles I were prepared by Friedel-Crafts acylation of oxindole II with MeCHClCOCl, nucleophilic substitution with 4-benzylpiperidine, and reduction with NaBH₄ in EtOH. In combination with threo relative stereochem., improved NMDA antagonist potency and selectivity may be achieved. In the experiment, the researchers used many compounds, for example, 1-(4-Chlorophenyl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethan-1-ol (cas: 119431-25-3Recommanded Product: 1-(4-Chlorophenyl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethan-1-ol).

1-(4-Chlorophenyl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethan-1-ol (cas: 119431-25-3) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Recommanded Product: 1-(4-Chlorophenyl)-2-(4-(4-fluorobenzyl)piperidin-1-yl)ethan-1-ol

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Crystal structure determination, hirshfeld surface analysis and quantum computational studies of (3E,5E)-1-ethyl-3,5-bis(naphthalen-1-yl-methylidene)piperidin-4-one: A novel RORc inhibitor was written by V, Rajni Swamy;C, Ravikumar. And the article was included in Journal of Molecular Structure in 2021.HPLC of Formula: 3612-18-8 This article mentions the following:

The title compound (3E,5E)-1-ethyl-3,5-bis (naphthalen-1-yl-methylidene) piperidin-4-one (C₂₉H₂₅NO), belongs to a class of polysubstituted piperidones with the olefinic double bonds being in an E configuration. It crystallizes in the monoclinic space group with one mol. in the asym. unit. The crystal packing in the 伪, 尾-unsaturated ketone is a consequence of dominant intra and intermol. C-H路路路O interactions. The crystal structure is further stabilized by four C-H路路路蟺 interactions. Hirshfeld surface anal. was carried out to quantify the interactions and an interaction energy anal. was done to study the interactions between pairs of mols. The optimized structure calculated was calculated using d. functional theory at the B3LYP/ 6-31G(d,p) level and was compared with the exptl. determined solid state structure. Mol. docking studies was carried out in silico to investigate the biol. activity of the title compound with the human RORc protein (PDB ID: 4WLB). In the experiment, the researchers used many compounds, for example, 1-Ethylpiperidin-4-one (cas: 3612-18-8HPLC of Formula: 3612-18-8).

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

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Trisubstituted thiazoles as potent and selective inhibitors of Plasmodium falciparum protein kinase G (PfPKG) was written by Tsagris, Denise J.;Birchall, Kristian;Bouloc, Nathalie;Large, Jonathan M.;Merritt, Andy;Smiljanic-Hurley, Ela;Wheldon, Mary;Ansell, Keith H.;Kettleborough, Catherine;Whalley, David;Stewart, Lindsay B.;Bowyer, Paul W.;Baker, David A.;Osborne, Simon A.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2018.COA of Formula: C6H14N2 This article mentions the following:

A series of trisubstituted thiazoles have been identified as potent inhibitors of Plasmodium falciparum (Pf) cGMP-dependent protein kinase (PfPKG) through template hopping from known Eimeria PKG (EtPKG) inhibitors. The thiazole series has yielded compounds with improved potency, kinase selectivity and good in vitro ADME properties. These compounds could be useful tools in the development of new anti-malarial drugs in the fight against drug resistant malaria. In the experiment, the researchers used many compounds, for example, 4-Amino-1-methylpiperidine (cas: 41838-46-4COA of Formula: C6H14N2).

4-Amino-1-methylpiperidine (cas: 41838-46-4) 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. 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.COA of Formula: C6H14N2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The Aryl Sulfide Synthesis via Sulfide Transfer was written by Liang, Xinyu;Wen, Kaikai;Shi, Qinqin;Zhang, Bei-Bei;Pei, Shurui;Lin, Qijie;Ma, Bowei;Wang, Song;Zhang, Meng;Li, Xiang;Wang, Zhi-Xiang;Huang, Hui. And the article was included in Chemistry – A European Journal in 2022.Quality Control of 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine This article mentions the following:

Aryl sulfides are in great demands in drugs and materials sciences. To avoid using nucleophilic and noxious thiols, many efforts have been focused on exploring novel sulfide resources. Herein, a reductive Pd-catalyzed, Ni-mediated method to synthesize aryl sulfides via a sulfide transfer reaction is developed. The utility and scope of this reaction is exemplified by various aryl electrophiles and aryl sulfides. Mechanistic studies reveal two competing catalytic cycles of sulfide transfer and aryl transfer in this reaction, where the former one is favored over the later one because of the large energy barrier difference during the transmetalation. Moreover, two important chems. are late-stage functionalized by this method, exhibiting the potential applications in drugs and materials science. In the experiment, the researchers used many compounds, for example, 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2Quality Control of 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine).

10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2) 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 bearing a masked aldehyde function in the 蔚-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Quality Control of 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Development of analytical method and its validation in bilayer tablet containing fexofenadine hydrochloride (immediate release layer) and montelukast sodium (sustained release layer) was written by Thakur, Sourav;Singh, Bhupendra;Vyas, Manish;Saini, Geetanjali;Yadav, Ravi Shankar;Khatik, Gopal;Chaudhary, Amit;Sharma, Neha. And the article was included in Asian Journal of Pharmaceutics in 2019.COA of Formula: C32H40ClNO4 This article mentions the following:

Aim: The aim of the present study was to develop and validate the anal. method for bilayer tablets. Materials and Methods: Simultaneous estimation of fexofenadine hydrochloride (HCl) and montelukast sodium in bilayer tablets by UV spectrophotometric method. Results and Discussion: The absorption maxima of fexofenadine HCl and montelukast sodium were found to be 259 nm and 285 nm, resp., using phosphate buffer pH 6.8. The method obeys Beer’s law in the concentration range of 24-84渭g/mL and 2-14渭g/mL for fexofenadine HCl and montelukast sodium, resp. Different anal. parameters such as limit of detection, limit of quantitation, accuracy, and precision were determined as per International Council for Harmonisation guidelines Q2 (R1). Conclusion: The accuracy of the method was found to be 99.71% and 99.13% for fexofenadine HCl and montelukast sodium, resp. There is no interference shown by the excipients of the formulation in the method and the method can be used for routine quality control. 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: 153439-40-8COA of Formula: C32H40ClNO4).

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 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.COA of Formula: C32H40ClNO4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Ultra-trace level voltammetric sensor for MB in human plasma based on a carboxylic derivative of Calix[4]resorcinarene capped silver nanoparticles was written by Rehman Umar, Abdul;Hussain, Kashif;Aslam, Zara;Anwar Ul Haq, Muhammad;Muhammad, Haji;Sirajuddin;Raza Shah, Muhammad. And the article was included in Journal of Industrial and Engineering Chemistry (Amsterdam, Netherlands) in 2022.Quality Control of 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine This article mentions the following:

This work was initiated by synthesizing a carboxylic derivative of Calix[4]resorcinarene through a three step protocol confirmed by proton NMR (¹H NMR) spectroscopy and Electrospray ionization mass spectroscopy (ESI-MS). As synthesized derivative, was used as reducing and capping material for the fabrication of small and stable silver nanoparticles (AgNPs) in aqueous medium under the combined influence of dilute alkali and heat at 90掳 C. These nanoparticles were referred as KM20-AgNPs. Techniques used for characterization of AgNPs include UV-Visible (UV-Vis) spectroscopy, Fourier transform infra-red (FTIR) spectroscopy, at. force microscopy (AFM), dynamic light scattering (DLS) and zeta potential analyzer (ZPA). The finally produced KM20-AgNPs were recognized as highly sensitive and extremely selective voltammetric sensor for low level detection of methylene blue drug in the linear working range of 1-30 nM with limit of detection (LOD) and limit of quantification (LOQ) as 0.16 nM and 0.53 nM resp. The developed sensor was successfully used for sensing of MB in human blood plasma. In the experiment, the researchers used many compounds, for example, 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2Quality Control of 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine).

10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine (cas: 50-52-2) 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 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.Quality Control of 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Modulation of a fluorescence switch of nanofiber mats containing photochromic spironaphthoxazine and D-蟺-A charge transfer dye was written by Lee, Eun-Mi;Gwon, Seon-Young;Son, Young-A.;Kim, Sung-Hoon. And the article was included in Journal of Luminescence in 2012.COA of Formula: C27H29N3O This article mentions the following:

Photoswitchable poly(Me methacrylate) (PMMA) nanofiber mats containing spironaphthoxazine (SPO)/electron donor-蟺-acceptor (D-蟺-A) type fluorescent dye (TCF) were prepared by electrospinning. The photoregulated fluorescence switching behaviors of SPO/TCF blended solution and PMMA nanofiber mats containing SPO/TCF were also studied. Not only SPO/TCF blended solution but also PMMA nanofiber mats containing SPO/TCF showed reversible modulation of fluorescence intensity using alternating irradiation with UV and visible light. 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: 114747-45-4COA of Formula: C27H29N3O).

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. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.COA of Formula: C27H29N3O

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Scaffold and Parasite Hopping: Discovery of New Protozoal Proliferation Inhibitors was written by Singh, Baljinder;Bernatchez, Jean A.;McCall, Laura-Isobel;Calvet, Claudia M.;Ackermann, Jasmin;Souza, Julia M.;Thomas, Diane;Silva, Everton M.;Bachovchin, Kelly A.;Klug, Dana M.;Jalani, Hitesh B.;Bag, Seema;Buskes, Melissa J.;Leed, Susan E.;Roncal, Norma E.;Penn, Erica C.;Erath, Jessey;Rodriguez, Ana;Sciotti, Richard J.;Campbell, Robert F.;McKerrow, James;Siqueira-Neto, Jair L.;Ferrins, Lori;Pollastri, Michael P.. And the article was included in ACS Medicinal Chemistry Letters in 2020.Application of 41838-46-4 This article mentions the following:

Utilizing a target repurposing and parasite-hopping approach, we tested a previously reported library of compounds that were active against Trypanosoma brucei, plus 31 new compounds, against a variety of protozoan parasites including Trypanosoma cruzi, Leishmania major, Leishmania donovani, and Plasmodium falciparum. This led to the discovery of several compounds with submicromolar activities and improved physicochem. properties that are early leads toward the development of chemotherapeutic agents against kinetoplastid diseases and malaria. In the experiment, the researchers used many compounds, for example, 4-Amino-1-methylpiperidine (cas: 41838-46-4Application of 41838-46-4).

4-Amino-1-methylpiperidine (cas: 41838-46-4) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. 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.Application of 41838-46-4

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Total synthesis of tubulysin U and N¹⁴-desacetoxytubulysin H was written by Long, Bohua;Tao, Cheng;Li, Yinghong;Zeng, Xiaobin;Cao, Meiqun;Wu, Zhengzhi. And the article was included in Organic & Biomolecular Chemistry in 2020.Electric Literature of C7H13NO2 This article mentions the following:

A concise and efficient procedure for the total synthesis of tubulysin U and N¹⁴-desacetoxytubulysin H has been developed with high stereoselectivity on a gram scale. This synthesis features an elegant cascade one-pot process to install the challenging thiazole moiety and the employment of stereoselective reductions and a series of high-yield mild reactions to ensure the requisite stereochem., reaction scale, and yield and to avoid the vexing epimerization occurring during peptide formation. In the experiment, the researchers used many compounds, for example, (R)-1-Methylpiperidine-2-carboxylic acid (cas: 41447-17-0Electric Literature of C7H13NO2).

(R)-1-Methylpiperidine-2-carboxylic acid (cas: 41447-17-0) 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 C7H13NO2

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

A photochemical dehydrogenative strategy for aniline synthesis was written by U. Dighe, Shashikant;Julia, Fabio;Luridiana, Alberto;Douglas, James J.;Leonori, Daniele. And the article was included in Nature (London, United Kingdom) in 2020.Application In Synthesis of 5,6-Dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one This article mentions the following:

Chem. reactions that reliably join two mol. fragments together (cross-couplings) are essential to the discovery and manufacture of pharmaceuticals and agrochems.^1,2. The introduction of amines onto functionalized aromatics at specific and pre-determined positions (ortho vs. meta vs. para) is currently achievable only in transition-metal-catalyzed processes and requires halogen- or boron-containing substrates^3-6. The introduction of these groups around the aromatic unit is dictated by the intrinsic reactivity profile of the method (electrophilic halogenation or C-H borylation) so selective targeting of all positions is often not possible. Here we report a non-canonical cross-coupling approach for the construction of anilines, exploiting saturated cyclohexanones as aryl electrophile surrogates. Condensation between amines and carbonyls, a process that frequently occurs in nature and is often used by (bio-)organic chemists⁷, enables a predetermined and site-selective carbon-nitrogen (C-N) bond formation, while a photoredox- and cobalt-based catalytic system progressively desaturates the cyclohexene ring en route to the aniline. Given that functionalized cyclohexanones are readily accessible with complete regiocontrol using the well established carbonyl reactivity, this approach bypasses some of the frequent selectivity issues of aromatic chem. We demonstrate the utility of this C-N coupling protocol by preparing com. medicines and by the late-stage amination-aromatization of natural products, steroids and terpene feedstocks. In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one (cas: 120014-30-4Application In Synthesis of 5,6-Dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one).

5,6-Dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one (cas: 120014-30-4) 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.Application In Synthesis of 5,6-Dimethoxy-2-(piperidin-4-ylmethyl)-2,3-dihydro-1H-inden-1-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem