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Journal articles on the topic 'Piperidine'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 July 2025

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1

Romero, Nancy, Sylvain Bernès, Luis F. Roa, Joel L. Terán, and Dino Gnecco. "Crystal structures of two chiral piperidine derivatives: 1-[(1R)-2-hydroxy-1-phenylethyl]piperidin-4-one and 8-[(1S)-1-phenylethyl]-1,4-dioxa-8-azaspiro[4.5]decane-7-thione." Acta Crystallographica Section E Crystallographic Communications 71, no. 10 (2015): 1207–11. http://dx.doi.org/10.1107/s2056989015017119.

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The crystal structures of the two title piperidine derivatives show different conformations for the six-membered heterocycle. TheN-substituted 4-piperidinone 1-[(1R)-2-hydroxy-1-phenylethyl]piperidin-4-one, C13H17NO2, (I), has a chair conformation, while the piperidine substituted in position 2 with a thiocarbonyl group, 8-[(1S)-1-phenylethyl]-1,4-dioxa-8-azaspiro[4.5]decane-7-thione, C15H19NO2S, (II), features a half-chair conformation. Comparison of the two structures, and data retrieved from the literature, suggests that the conformational flexibility is mainly related to the hybridization

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2

Šilhánková, Alexandra, Karel Šindelář, Karel Dobrovský, Ivan Krejčí, Jarmila Hodková, and Zdeněk Polívka. "Synthesis of New L-Proline Amides with Anticonvulsive Effect." Collection of Czechoslovak Chemical Communications 61, no. 7 (1996): 1085–92. http://dx.doi.org/10.1135/cccc19961085.

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Series of heterocyclic L-proline amides were prepared from BOC-L-proline and heterocyclic amines (mostly substituted piperazines and morpholines) via active ester with hydroxysuccinimide. 4-(4-Fluorobenzoyl)piperidine afforded L-proline 4-(4-(4-(4-fluorobenzoyl)piperidin-1-yl)benzoyl)piperidine (7b) simultaneously with expected L-proline 4-(4-fluorobenzoyl)piperidide (7a). D-Proline N-(3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)amide (2) was prepared starting from D-proline. The amides were tested by methods of biochemical and behavioural pharmacology.

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3

K, Manjusha R., Shaheen Begum, Arifa Begum, and Bharathi K. "ANTIOXIDANT POTENTIAL OF PIPERIDINE CONTAINING COMPOUNDS-A SHORT REVIEW." Asian Journal of Pharmaceutical and Clinical Research 11, no. 8 (2018): 66. http://dx.doi.org/10.22159/ajpcr.2018.v11i8.26536.

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Piperidine is a saturated heterocyclic ring, considered as a privileged scaffold in view of its role in wide range of biological activities. Piperidine is good candidate molecule for obtaining potent antioxidant agents. The planar nature of this heterocyclic nucleus allows the introduction of substituent groups at different positions on the ring. In the present review, the antioxidant profile of piperidine containing compounds has been focused. The compounds were classified into naturally occurring piperidines, unsaturated piperidines, N-substituted piperidines, piperamides, piperanols, piperi

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4

Klegraf, Ellen, and Horst Kunz. "Stereoselective Synthesis of 3-Substituted and 3,4-Disubstituted Piperidine und Piperidin-2-one Derivatives." Zeitschrift für Naturforschung B 67, no. 4 (2012): 389–405. http://dx.doi.org/10.1515/znb-2012-0413.

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The stereoselective synthesis of 3-substituted and 3,4-disubstituted piperidine and piperidin-2-one derivatives was achieved starting from 2-pyridone. After N-galactosylation and subsequent O-silylation, nucleophilic addition of organometallic reagents proceeded with high regio- and stereoselectivity at 4-position. Substituents at position 3 were stereoselectively introduced by reaction of electrophiles with amide enolates of the N-galactosyl-2-piperidones.

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5

Jílek, Jiří, Miroslav Rajšner, Vladimír Valenta, et al. "Synthesis of piperidine derivatives as potential analgetic agents." Collection of Czechoslovak Chemical Communications 55, no. 7 (1990): 1828–53. http://dx.doi.org/10.1135/cccc19901828.

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Reaction of N-(1-(2-phenylethyl)-4-piperidinyl)propionanilide (I) with phosphorus pentasulfide gave the thioamide VI. Acylation of N-(1-(2-phenylethyl)-4-piperidinyl)aniline with 2-(methoxy)acetic and 2-(methylthio)acetic anhydrides afforded the amides II and III. Treatment of 4-anilino-1-benzylpiperidine-4-methanol with thionyl chloride gave the spirocyclic sulfurous acid ester amide XIV. Reduction of the hydrochloride of ethyl 3-(1-ethoxycarbonyl-4-phenylimino-3-piperidinyl)propionate (XXII) with sodium cyanoborohydride gave the perhydro-1,6-naphthyridine derivative XIX, a model compound in

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6

Guzmán-Rodríguez, Sergio, Jesús Chávez-Reyes, Priscila Vázquez-León, et al. "1-Boc-Piperidine-4-Carboxaldehyde Prevents Binge-Eating Behaviour and Anxiety in Rats." Pharmacology 106, no. 5-6 (2021): 305–15. http://dx.doi.org/10.1159/000513376.

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<b><i>Background:</i></b> Piperidines are biogenic amines studied mainly in toxicology because they were initially found as alkaloids from peppers and insect venoms. Piperidines are also produced in the human body, and their actions seem to be related to wakefulness/sleep and other cognitive phenomena. Piperidines have been minimally characterized for therapeutic applications. In this context, 1-Boc-piperidine-4-carboxaldehyde (1-Boc-piperidine) is a piperidine-derivative molecule with no mechanism of action reported, although its uses include the synthesis of GPR119 se

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7

Frolov, Nikita A., and Anatoly N. Vereshchagin. "Piperidine Derivatives: Recent Advances in Synthesis and Pharmacological Applications." International Journal of Molecular Sciences 24, no. 3 (2023): 2937. http://dx.doi.org/10.3390/ijms24032937.

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Piperidines are among the most important synthetic fragments for designing drugs and play a significant role in the pharmaceutical industry. Their derivatives are present in more than twenty classes of pharmaceuticals, as well as alkaloids. The current review summarizes recent scientific literature on intra- and intermolecular reactions leading to the formation of various piperidine derivatives: substituted piperidines, spiropiperidines, condensed piperidines, and piperidinones. Moreover, the pharmaceutical applications of synthetic and natural piperidines were covered, as well as the latest s

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8

Tilve, Santosh, Sandesh Bugde, and Prajesh S.Volvoikar. "Protecting-Group-Directed Regio- and Stereoselective Oxymercuration–Demercuration: Synthesis of Piperidine Alkaloids Containing 1,2- and 1,3-Amino Alcohol Units." Synthesis 50, no. 05 (2017): 1113–22. http://dx.doi.org/10.1055/s-0036-1589523.

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An efficient synthesis of naturally occurring 1,2- and 1,3-amino alcohol unit containing 2-substituted piperidine alkaloids and their analogues has been developed from l-pipecolinic acid. The protocol describes the regio- and stereoselective oxymercuration–demercuration of 2-alkenyl piperidines based on protecting groups to give piperidine alkaloids as a key step.

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9

Gelbrich, Thomas, Denise Rossi, and Ulrich J. Griesser. "Two polymorphs and the diethylammonium salt of the barbiturate eldoral." Acta Crystallographica Section C Crystal Structure Communications 68, no. 2 (2012): o65—o70. http://dx.doi.org/10.1107/s0108270111055120.

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Polymorph (Ia) of eldoral [5-ethyl-5-(piperidin-1-yl)barbituric acid or 5-ethyl-5-(piperidin-1-yl)-1,3-diazinane-2,4,6-trione], C11H17N3O3, displays a hydrogen-bonded layer structure parallel to (100). The piperidine N atom and the barbiturate carbonyl group in the 2-position are utilized in N—H...N and N—H...O=C hydrogen bonds, respectively. The structure of polymorph (Ib) contains pseudosymmetry elements. The two independent molecules of (Ib) are connectedviaN—H...O=C(4/6-position) and N—H...N(piperidine) hydrogen bonds to give a chain structure in the [100] direction. The hydrogen-bonded la

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10

Rádl, Stanislav, Wieland Hafner, Petr Hezký, Ivan Krejčí, Jan Proška, and Jan Taimr. "Molecular Modification of Anpirtoline, a Non-Opioid Centrally Acting Analgesic." Collection of Czechoslovak Chemical Communications 64, no. 2 (1999): 363–76. http://dx.doi.org/10.1135/cccc19990363.

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Molecular modification of anpirtoline (2a) is described. Several methods of preparation of 4-[(3-chlorophenyl)sulfanyl]-1-methylpiperidine (3a) and its demethylation led to the deazaanpirtoline (3c). Nucleophilic substitution of piperidine-4-thiole with 2-chloro-4-nitropyridine, 2,4-dichloro-6-methylpyridine, and 3,6-dichloropyridazine led to 2-chloro-4-(piperidin-4-ylsulfanyl)pyridine (6), 4-chloro-6-methyl-2-(piperidin-4-ylsulfanyl)pyridine (7), and 3-chloro-6-(piperidin-4-ylsulfanyl)pyridazine (8), respectively. 2-Chloro-6-(pyridin-4-ylsulfanyl)pyridine (10) and 4-[(2-chloropyridin-6-yl)sul

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11

López-Rodríguez, Alberto, Gema Domínguez, and Javier Pérez-Castells. "Synthesis of Novel Iminosugar Derivatives Based on a 2-Azabicyclo[4.1.0]heptane Skeleton." Synthesis 49, no. 20 (2017): 4606–12. http://dx.doi.org/10.1055/s-0036-1589109.

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Iminosugars are good starting points for the development of different kinds of drugs. Many are polyhydroxylated piperidines that behave as biomimetics of their corresponding pyranoses analogues. In the interaction with carbohydrate processing enzymes, selectivity is a crucial issue and the benefits of introducing a cyclopropane bridge in a piperidine structure is demonstrated. The synthesis of novel bicyclic piperidine-based iminosugars using a sulfur ylide cyclopropanation as the key synthetic step is described.

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12

Sabancılar, İlhan, Murat Aydemir, and Seçkin Kaya. "Characteristics of the biological activities of the piperidine complex: an anticancer and antioxidant investigation." Northwestern Medical Journal 5, no. 2 (2025): 112–21. https://doi.org/10.54307/2025.nwmj.142.

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Aim: To determine the anticancer and antioxidant activity levels of the synthesized heterocyclic molecule named 1-benzyl-1-(2- methyl-3-oxo-3-(p-tolyl)propyl) piperidin-1-ium chloride. Methods: The molecule 1-benzyl-1-(2-methyl-3-oxo-3-(p-tolyl) propyl)piperidin-1-ium chloride was synthesized solvent-free via microwave synthesis. Piperidine purification involved dichloromethane extraction with 2 M HCl, followed by 5% NaHCO3 and precipitation with n-hexane. Anticancer activity on A549 lung cancer cells was assessed using the MTT assay. Antioxidant activity was evaluated by DPPH and CUPRAC metho

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13

Pelletier, Guillaume, Léa Constantineau-Forget, and André B. Charette. "Directed functionalization of 1,2-dihydropyridines: stereoselective synthesis of 2,6-disubstituted piperidines." Chem. Commun. 50, no. 52 (2014): 6883–85. http://dx.doi.org/10.1039/c4cc02220c.

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A practical and highly stereoselective approach to access 2,6-disubstituted piperidines using an amidine auxiliary is reported. These were reduced to the saturated piperidine rings with high diastereoselectivity.

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14

Méndez, Leonor, and Vladimir Kouznetsov. "Intramolecular N to N acyl migration in conformationally mobile 1′-acyl-1-benzyl-3′,4′-dihydro-1′H-spiro[piperidine-4,2′-quinoline] systems promoted by debenzylation conditions (HCOONH4/Pd/C)." Open Chemistry 9, no. 5 (2011): 877–85. http://dx.doi.org/10.2478/s11532-011-0082-y.

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AbstractWe report an efficient and useful synthesis of new attractive spiropiperdine scaffolds 4 based on an intramolecular acyl transfer process in 1′-acyl-1-benzyl-3′,4′-dihydro-1′H-spiro[piperidine-4,2′-quinolines] 3 using simple and mild debenzylation reaction conditions (HCOONH4/Pd/C). The compounds 3 were prepared by acylating 1-benzyl-4′-methyl-3′,4′-dihydro-1′H-spiro[piperidine-4,2′-quinolines] 2 that are easily available from 1-benzyl-4-piperidone 1. The intramolecular character of this process was proven primarily through a crossover experiment technique. Through an examination of al

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15

Du, Rui, Liangliang Han, Zhongqiang Zhou, and Victor Borovkov. "Efficient Synthesis of Novel Quinolinone Derivatives via Catalyst-free Multicomponent Reaction." Letters in Organic Chemistry 17, no. 5 (2020): 403–7. http://dx.doi.org/10.2174/1570178616666190828092728.

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The synthesis of 3-(aryl(piperidin-1-yl)methyl)-4-hydroxyquinolin-2(1H)-one derivatives via catalyst-free multicomponent reaction is described. The reaction of 4-hydroxyquinolin-2(1H)-one, piperidine, and 4-chlorobenzaldehyde was carried out in different solvents and under solvent-free conditions at room temperature. The best solvent in terms of the yield and reaction time was found to be dichloromethane. Most substituted benzaldehydes reacted with 4-hydroxyquinolin-2(1H)-one and piperidine to afford corresponding products in good-to-excellent yields. Aldehydes with electronwithdrawing groups

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16

Elavarasan, Thangasamy, Durairaj Peter Bhakiaraj, and Mannathusamy Gopalakrishnan. "Synthesis, Spectral Analysis, In Vitro Microbiological Evaluation, and Molecular Docking Studies of Some Novel 1-(1-Aryl-1H-tetrazol-5-yl)-2-(piperidin-1-yl)ethanone Derivatives." ISRN Organic Chemistry 2014 (May 6, 2014): 1–9. http://dx.doi.org/10.1155/2014/120173.

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A new series of novel heterocyclic compounds containing both tetrazoles and piperidine nuclei together, namely, 1-(1-aryl-1H-tetrazol-5-yl)-2-(piperidin-1-yl)ethanone (22–28), were synthesized by the treatment of the respective 2-chloro-1-(1-aryl-1H-tetrazol-5-yl)ethanone (15–21) with piperidine in acetonitrile for 6 h. A series of novel tetrazole substituted piperidine derivatives were synthesized and evaluated for their antimicrobial activity using serial dilution method. The structures of the synthesized compounds were characterized by IR, 1H NMR, 13C NMR, mass spectral data, and elemental

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17

Chakkaravarthy, Jayaraman, Inbasekaran Muthuvel, and Ganesamoorthy Thirunarayanan. "Spectral investigations of some piperidin-4-one molecular addition compounds." Ovidius University Annals of Chemistry 31, no. 1 (2020): 18–26. http://dx.doi.org/10.2478/auoc-2020-0005.

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AbstractIn the present study, some 2- and 3-substituted piperidin-4-ones (A1-A3) were chosen as proton acceptor and maleic anhydride was chosen as proton donor. Piperidin-4-ones (A1, A2 ---amp--- A3) were mixed with maleic anhydride in ether medium and the corresponding molecular adduct products (B1, B2 ---amp--- B3) thus obtained were collected and purified. The 1H and 13C NMR spectra were recorded for piperidine-4-one and their addition compounds. The 1H and 13C NMR chemical shifts of products (B1, B2 ---amp--- B3) are analyzed and compared with those of the corresponding piperidine-4-ones (

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18

Packialakshmi, Ponnusamy, Perumal Gobinath, Anis Ahamed, et al. "Aloe Vera Extract-Mediated CuO NPs as Catalysts for the Synthesis of 4-Hydroxy-3-Methoxybenzaldehyde-Connected Piperidine Derivatives and Their Antibacterial Activity." Journal of Chemistry 2023 (April 19, 2023): 1–14. http://dx.doi.org/10.1155/2023/2113151.

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We have designed an easy, affordable, and eco-friendly technique for Schiff base preparation of vanillin-coupled piperidine analogues using CuO NPs as a catalyst. Using a green chemistry strategy using copper oxide nanoparticles (CuO NPs) as a catalyst, a unique one-pot synthesis of Schiff base vanillin-linked piperidine derivatives (2, 2a-2j) may be generated, with a potential yield in a short reaction time. The CuO NPs were synthesized with the aloe vera extract. The newly synthesized piperidin-4-ylidene analogues were investigated using FT-IR, NMR (1H, 13C), mass spectra, and elemental anal

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19

Xin, Dongyue, Arjun Raghuraman, and Kevin Burgess. "Extended Piperidine–Piperidinone Protein Interface Mimics." Journal of Organic Chemistry 80, no. 9 (2015): 4450–58. http://dx.doi.org/10.1021/acs.joc.5b00300.

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20

Kalinowska-Tłuścik, Justyna, Agata Piaskowska, and Marcin Kołaczkowski. "Multifunctional arylsulfonamide derivatives with 5-HT6/5-HT7 receptor antagonistic activity: a structural study." Acta Crystallographica Section C Structural Chemistry 74, no. 11 (2018): 1477–86. http://dx.doi.org/10.1107/s2053229618013748.

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Nowadays, a search for antagonists co-acting on serotonin receptor subtypes 6 and 7 (5-HT6R and 5-HT7R, respectively) is of great interest due to the increasing number of patients suffering from dementia and related behavioural and psychological symptoms. The X-ray crystal structures of four promising multifunctional ligands in the hydrochloride forms were determined, namely 4-(6-fluoro-1,2-benzoxazol-3-yl)-1-[3-(3-methylbenzenesulfonamido)propyl]piperidin-1-ium chloride, C22H27FN3O3S+·Cl−, (I), 4-(6-fluoro-1,2-benzoxazol-3-yl)-1-[4-(5-fluoro-3-methylbenzo[b]thiophene-2-sulfonamido)butyl]piper

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21

Matulevičiūtė, Gita, Eglė Arbačiauskienė, Neringa Kleizienė, et al. "Synthesis and Characterization of Novel Methyl (3)5-(N-Boc-piperidinyl)-1H-pyrazole-4-carboxylates." Molecules 26, no. 13 (2021): 3808. http://dx.doi.org/10.3390/molecules26133808.

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Series of methyl 3- and 5-(N-Boc-piperidinyl)-1H-pyrazole-4-carboxylates were developed and regioselectively synthesized as novel heterocyclic amino acids in their N-Boc protected ester form for achiral and chiral building blocks. In the first stage of the synthesis, piperidine-4-carboxylic and (R)- and (S)-piperidine-3-carboxylic acids were converted to the corresponding β-keto esters, which were then treated with N,N-dimethylformamide dimethyl acetal. The subsequent reaction of β-enamine diketones with various N-mono-substituted hydrazines afforded the target 5-(N-Boc-piperidinyl)-1H-pyrazol

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22

Jiang, Zhen-ju, Qi He, Zhen Li, and Zhou-yu Wang. "(1S*,5R*)-9-Phenyl-9-azabicyclo[3.3.1]nonan-3-one." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1691. http://dx.doi.org/10.1107/s1600536812020065.

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23

Putri, Ayu Darma, and Icha Putri Winata. "Pengaruh Pemberian Ekstrak Spirulina terhadap Antikanker." Jurnal Penelitian Perawat Profesional 1, no. 1 (2019): 103–8. http://dx.doi.org/10.37287/jppp.v1i1.27.

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Spirulina adalah cyanobacterium mikroskopik berfilamen, mengandung bahan yang bermanfaat bagi manusia antara lain alkaloid, flavonoid, steroid, saponin, dan senyawa aktif piperidinone, piperidine, hexadecanenitrile yang merupakan zat dengan aktivitas kemopreventif kanker yang poten. Zat ini mampu menginduksi apoptosis dengan menimbulkan fragmentasi DNA dan kondensasi nucleus dan juga memiliki kemampuan untuk menurunkan regulasi protein anti apoptosis dan meningkatkan regulasi protein proapoptosi. Tujuan literature review ini untuk mengetahui efek ekstrak spirulina terhadap antikanker. Penulisa

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24

Eckhardt, Tamira, Richard Goddard, Ines Rudolph, et al. "[2-Chloro-3-nitro-5-(trifluoromethyl)phenyl](piperidin-1-yl)methanone: structural characterization of a side product in benzothiazinone synthesis." Acta Crystallographica Section E Crystallographic Communications 76, no. 9 (2020): 1442–46. http://dx.doi.org/10.1107/s2056989020010658.

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1,3-Benzothiazin-4-ones (BTZs) are a promising new class of anti-tuberculosis drug candidates, some of which have reached clinical trials. The title compound, the benzamide derivative [2-chloro-3-nitro-5-(trifluoromethyl)phenyl](piperidin-1-yl)methanone, C13H12ClF3N2O3, occurs as a side product as a result of competitive reaction pathways in the nucleophilic attack during the synthesis of the BTZ 8-nitro-2-(piperidin-1-yl)-6-(trifluoromethyl)-1,3-benzothiazin-4-one, following the original synthetic route, whereby the corresponding benzoyl isothiocyanate is reacted with piperidine as secondary

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25

Kafka, Stanislav, Jan Kytner, Alexandra Šilhánková, and Miloslav Ferles. "Hydroboration of 1-(5-hexenyl)piperidine and trans–1-(3-hexenyl)piperidine." Collection of Czechoslovak Chemical Communications 52, no. 8 (1987): 2035–46. http://dx.doi.org/10.1135/cccc19872035.

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1-(5-Hexenyl)piperidine (Ia) and trans-1-(3-hexenyl)piperidine (Ib) were hydroborated with tetrahydrofuran-borane, diborane in situ, 9-borabicyclo[3.3.1]nonane and triethylamine-borane. The hydroboration products were converted to 1-piperidinylhexanols IIa-IIe by hydrolysis with hydrochloric acid and subsequent oxidation with hydrogen peroxide in an alkaline medium. In addition to the alcohols IIa-IIe, the reaction also gave 1-hexylpiperidine (Ic). In the reactions with diborane in situ and triethylamine-borane, thermal isomerization of the hydroboration products was also studied. Hydroboratio

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26

Kantlehner, Willi, Markus Vettel, and Bernhard Eppinger. "Orthoamide und Iminiumsalze, LXXVI [1]. Ein weiterer Beitrag zur Chemie der Trialkoxyacetonitrile/ Orthoamides and Iminium Salts LXXVI [1]. A Further Contribution to the Chemistry of Trialkoxyacetonitriles." Zeitschrift für Naturforschung B 67, no. 4 (2012): 373–88. http://dx.doi.org/10.1515/znb-2012-0412.

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An improved procedure for the preparation of trimethoxyacetonitrile (3a) starting from trichloroacetonitrile and sodium methanolate is described. Carbanions, obtained by the action of sodium hydride on nitriles, ethyl acetate and methylketones, react with trialkoxyacetonitriles 3 to give α- imino-orthocarboxylic acid trialkylesters 12, 14 and 20, which form an equilibrium with the tautomeric enamines 13, 15 and 21. The enamines 21 react with N,N-dimethylformamide dimethylacetal (24) to give amidines 25 which are cyclized to pyridinium salts 28 and 29 on treatment with benzyl bromide and acetyl

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27

Shafi, S. Syed, R. Rajesh, and S. Senthilkumar. "Synthesis and Biological Properties of New Piperidine Substituted Benzothiazole Derivatives." Asian Journal of Organic & Medicinal Chemistry 6, no. 3 (2021): 181–85. http://dx.doi.org/10.14233/ajomc.2021.ajomc-p333.

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In present work, ethyl 2-aminobenzo[d]thiazole-6-carboxylate was reacted to piperidine using copper(II) bromide to get ethyl 2-(piperidin-1-yl)benzo[d]thiazole-6-carboxylate. The reaction of ethyl 2-(piperidin- 1-yl)benzo[d]thiazole-6-carboxylate with NaOH produces 2-(piperidin-1-yl)benzo[d]thiazole-6- carboxylic acid. The inter-mediate 2-(piperidin-1-yl)benzo[d]thiazole-6-carboxylic acid have been isolated as stable compounds. The chemical structures of synthesized compounds were established based on the 1H & 13C NMR and IR spectral data. The mass of the novel compounds was established wi

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28

Wang, Zhe-Qin, and Yi Ma. "1-[(3-Nitrophenyl)(piperidin-1-yl)methyl]piperidine." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1941. http://dx.doi.org/10.1107/s1600536812023525.

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29

Syafitri, Meyke Herina. "Determination of Total Phenol Content and GC-MS Analysis of Javanese Long Pepper Fruits Dried Using Two Different Methods." Journal of Research and Technology 10, no. 1 (2024): 9–15. https://doi.org/10.55732/jrt.v10i1.1032.

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Javanese long pepper (Piper retrofractum Vahl.) contain kavicin, palmatic acid, tetrahydropiperic acid, piperidine, essential oils, and sesamin and the pungent substance piperine. This study to determine the total phenol content and phytochemicals remaining in the material after the drying process which analyzed by GC-MS. The first drying method was aerated (method I), while the second was boiled for a few minutes and dried in direct sunlight (method II). Dry powder then macerated with ethanol 96 % in 24 jam then continued with twice remaceration. The total phenol concentrations obtained were

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30

Ivanović, Milovan, Ivana Jevtić, Ljiljana Došen-Mićović, Evica Ivanović, and Nina Todorović. "Synthesis of Orthogonally Protected (±)-3-Amino-4-anilidopiperidines and (±)-3-N-Carbomethoxyfentanyl." Synthesis 49, no. 14 (2017): 3126–36. http://dx.doi.org/10.1055/s-0036-1588985.

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The synthesis of orthogonally protected cis- and trans-3-amino-4-anilidopiperidine derivatives has been accomplished in six steps, starting from readily accessible 4-piperidone derivatives. The last three steps, i.e., N-acylation, Hofmann rearrangement, and carbamate cleavage, involved separated (±)-cis and (±)-trans intermediates. Complete retention of configuration was observed at position 3 of the piperidine ring. Specifically protected positions 1 and 3 at the piperidine scaffold allow for selective deprotection and introduction of diverse substituents at the respective nitrogen sites. The

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31

Jagtap, Shital, and Poonam Kaswan. "Synthesis and Antimicrobial Activity of Novel Sulfonyl Piperidine Carboxamide Derivatives Prepared from N-Boc-Piperidine-3-carboxylic Acid via Amide Coupling." Asian Journal of Chemistry 37, no. 6 (2025): 1315–21. https://doi.org/10.14233/ajchem.2025.33717.

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Piperidines serve as pivotal synthetic building blocks in the realm of drug design, with their derivatives forming essential parts of a wide range of drugs and alkaloids. This study presents a novel approach involving sulfonyl derivatives of piperidine-3-carboxylic acid, achieved through amide coupling with substituted sulphonyl chlorides. The synthesized compounds underwent characterization via IR, 1H NMR, 13C NMR and MS analyses. Specifically, a series of novel sulphonamides derived from 1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid was synthesized, given the significance of sulphonami

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32

Jothivel, S., Jibon Kotoky, and S. Kabilan. "Crystal structure of 1-(2-chloroacetyl)-3,3-dimethyl-2,6-di-p-tolylpiperidin-4-one." Acta Crystallographica Section E Crystallographic Communications 71, no. 3 (2015): o173—o174. http://dx.doi.org/10.1107/s2056989015002613.

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In the title compound, C23H26ClNO2, the piperidin-4-one ring adopts a distorted boat conformation. The twop-tolyl rings are nearly normal to each other, making a dihedral angle of 83.33 (10)°. They are inclined to the mean plane of the piperidine ring by 73.2 (1) and 87.22 (9)°. In the crystal, there are no significant intermolecular interactions present.

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33

Šilhánková, Alexandra, Michal Hoskovec, Radek Liboska, and Miloslav Ferles. "Mannich and Grignard reaction of some N-(2-propynyl)azaheterocycles." Collection of Czechoslovak Chemical Communications 54, no. 4 (1989): 1067–81. http://dx.doi.org/10.1135/cccc19891067.

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1,4-Disubstituted butynes IV-VII were prepared by Mannich reaction of N-(2-propynyl) derivatives of 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydroisoquinoline, piperidine and azacycloheptane with polyoxymethylene and another heterocyclic amines. Reaction of 3-(1-piperidinyl)-1-propynylmagnesium bromide or 3-(1-azacycloheptyl)-1-propynylmagnesium bromide afforded alcohols X-XIII.

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34

Talbot, Eric. "Synthesis of Polyfunctionalised 2-Piperidinones Catalysed by Fe(acac)3." Synlett 30, no. 07 (2019): 821–26. http://dx.doi.org/10.1055/s-0037-1610700.

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Herein is reported the synthesis of polyfunctionalised piperidines and 2-piperidinones, through hydrogen atom transfer (HAT) chemistry catalysed by Fe(acac)3. The nature and substitution around the Michael acceptor, as well as the allylic amine, allowed access to all positions of the piperidine ring. The chemistry tolerates a range of different functionalities, allowing the investigation of new and diverse scaffolds.

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35

Murthy Appala, Venkata Ramana, Kanaka Durga Bhavani Anagani, and Aparna Pasula. "Synthesis of New Piperidine based N(2)-Alkylated 1,2,3-Triazole Hybrids in Basic Medium." Asian Journal of Chemistry 35, no. 1 (2022): 212–16. http://dx.doi.org/10.14233/ajchem.2023.26906.

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The nucleophilic reaction of 1H-triazole derivatives with piperidines under basic conditions is the essential step in the synthesis of a new series of dibenzyl N(2)-C-linked triazolyl piperidines. The triazole derivative was synthesized via the CuAAc reaction of 1-phenylprop-2-yn-1-ol (1a-b) with azidomethyl pivalate. Compound 3a-b underwent dehydroxylation and deprotection reactions using TFA, triethyl silane and 1 M NaOH respectively, yielding monobenzyl 1H-1,2,3-triazole (4a-b). The N(2)-piperidinyltriazoles (6a-j) were synthesized in significant amounts by nucleophilically reacting 1H-tria

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36

Petrov, Oleg A., and Irina N. Sadovskaya. "CATALYTIC ACTION OF NITROGEN-CONTAINING BASES ON KINETICS OF ZINC AND HEXA- (m-TRIFLUOROMETHYLPHENYL)BENZOPORPHYRAZINE COMPLEX FORMATION." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENIY KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 60, no. 3 (2017): 36. http://dx.doi.org/10.6060/tcct.2017603.5543.

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A complexation reaction of hexa(m-trifluoromethylphenyl)benzoporphyrazine with zinc acetate in the system “morpholine (piperidine) – benzene” was studied. Preliminary studies have shown that at concentrations of morpholine and piperidine in benzene less than 0.95 and 0.2 mol/l respectively, the reactions between hexa(m-trifluoromethylphenyl)benzoporphyrazine and zinc acetate not observed. The reaction takes place only at the range of concentrations of morpholine of 0.95 to 8.70 mol /l in benzene and at the range of concentrations of piperidine of 0.2 to 7.74 mol /l in benzene. The changes in t

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37

Gao, Hong, Jing Sun, and Chao-Guo Yan. "Four-component reaction of cyclic amines, 2-aminobenzothiazole, aromatic aldehydes and acetylenedicarboxylate." Beilstein Journal of Organic Chemistry 9 (December 27, 2013): 2934–39. http://dx.doi.org/10.3762/bjoc.9.330.

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The four-component reaction of 2-aminobenzothiazole, aromatic aldehydes, acetylenedicarboxylate and piperidine or pyrrolidine in ethanol afforded the functionalized 2-pyrrolidinones containing both benzothiazolyl and piperidinyl (or pyrrolidinyl) units in good yields. On the other hand, the similar four-component reactions resulted in the functionalized morpholinium or piperidinium 2-pyrrolidinon-3-olates in the presence of p-toluenesulfonic acid.

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38

Modec, Barbara, Nina Podjed, and Nina Lah. "Beyond the Simple Copper(II) Coordination Chemistry with Quinaldinate and Secondary Amines." Molecules 25, no. 7 (2020): 1573. http://dx.doi.org/10.3390/molecules25071573.

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Copper(II) acetate has reacted in methanol with quinaldinic acid (quinoline-2-carboxylic acid) to form [Cu(quin)2(CH3OH)]∙CH3OH (1) (quin− = an anionic form of the acid) with quinaldinates bound in a bidentate chelating manner. In the air, complex 1 gives off methanol and binds water. The conversion was monitored by IR spectroscopy. The aqua complex has shown a facile substitution chemistry with alicyclic secondary amines, pyrrolidine (pyro), and morpholine (morph). trans-[Cu(quin)2(pyro)2] (2) and trans-[Cu(quin)2(morph)2] (4) were obtained in good yields. The morpholine system has produced a

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39

Möhrle, H., and M. Jeandrée. "Chinazolinderivate durch Cyclodehydrierung von N-(2-substituierten Aryl)-Piperidinen / Quinazoline Derivatives by Cyclodehydrogenation of N-(2-Substituted Aryl)-Piperidines." Zeitschrift für Naturforschung B 54, no. 12 (1999): 1577–88. http://dx.doi.org/10.1515/znb-1999-1217.

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Dehydrogenation of the N-[2-(aminocarbonyl)phenyl]piperidines 1 -5 using Hg(II)-EDTA, generated the quinazolinones 6 -9 . Increasing size of the 4-substituent in the piperidine decreased the oxidation rate and the product yield.N-[2-(Hydroxyiminomethyl)phenyl]piperidines 18-22 showed a different behaviour. While 18 with H g(II)-EDTA in water produced the oxime lactam 24 in quantitative yield, the 4- substituted piperidines 19-21 caused not only a lower reaction rate but also an altered product pattern. The double dehydrogenation to lactams was reduced and the cyclic nitrones, formed by two ele

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40

Armbrecht, Michael, Walter Maringgele, Anton Meller, Mathias Noltemeyer, and George M. Sheldrick. "Synthesen und Eigenschaften von Piperidin-N-oxyboranen / Synthesis and Properties of Piperidine-N-oxyboranes." Zeitschrift für Naturforschung B 40, no. 9 (1985): 1113–22. http://dx.doi.org/10.1515/znb-1985-0904.

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Piperidine-N-oxyboranes and 2,2,6,6-Tetramethylpiperidine-N-oxyboranes have been prepared starting from halogenoboranes by three methods: a) By reaction with N-hydroxypiperidine and triethylamine; b) by cleavage of the Si -O-bond in piperidine-N-oxy-trimethylsilanes and c) by reaction with metallated piperidine-N-oxy compounds. Diboryloxides and diborylamides, resp., are obtained upon reaction of piperidine-N-oxybrom oboranes with hexamethyldisiloxane and hexamethyldisilazane. Steric influences upon reactivity and spectroscopic properties are discussed. The compounds are characterized by eleme

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41

Logvinenko, Ivan G., Violetta G. Dolovanyuk та Ivan S. Kondratov. "The preparative synthetic approach to 4-(triﬂuoromethoxy)piperidine and 4-(triﬂuoromethoxymethyl)piperidine". Journal of Organic and Pharmaceutical Chemistry 19, № 1(73) (2021): 3–9. http://dx.doi.org/10.24959/ophcj.21.222669.

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Aim. To develop a convenient synthetic approach for the preparation of multigram amounts of 4-(triﬂuoromethoxy)-piperidine and 4-(triﬂuoromethoxymethyl)piperidine – promising building blocks for medicinal chemistry.Results and discussion. 4-(Triﬂuoromethoxy)piperidine (8.4 g) and 4-(triﬂuoromethoxymethyl)piperidine (12.9 g) were synthesized in 5 stages starting from 4-hydroxypiperidine (the overall yield 40 %) and 4-(hydroxymethyl)piperidine (the overall yield 13.5 %), respectively.Experimental part. The first stage of the synthetic strategy was acylation of 4-hydroxypiperidine with benzoyl ch

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42

Varenichenko, S. A., A. V. Kovtun, V. K. Farat, and O. K. Farat. "An efficient synthetic route to substituted xanthene analogues." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 3 (June 2025): 100–106. https://doi.org/10.32434/0321-4095-2025-160-3-100-106.

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The reactions of N-[(9-chloro-1,2-dihydrocyclopenta[b]chromen-3-yl)methylene]-N-methylmethanaminium and N-[(11-chloro-7,8,9,10-tetrahydrocyclohepta[b]chromen-6-yl)methylene]-N-methylmethanaminium perchlorates with (1-phenylethylidene)malononitrile were studied in boiling acetonitrile in the presence of piperidine. These reactions led to the formation of new organic dyes, [(2E)-1-phenyl-3-(9-piperidin-1-yl-1,2-dihydrocyclopenta[b]chromen-3-yl)prop-2-en-1-ylidene]malononitrile and [(2E)-1-phenyl-3-(11-piperidin-1-yl-7,8,9,10-tetrahydrocyclohepta[b]chromen-6-yl)prop-2-en-1-ylidene]malononitrile,

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43

Prisyazhnyuk, Vladimir, Matthias Jachan, Irene Brüdgam, Reinhold Zimmer та Hans-Ulrich Reissig. "Addition of lithiated methoxyallene to aziridines – a novel access to enantiopure piperidine and β-amino acid derivatives". Collection of Czechoslovak Chemical Communications 74, № 7-8 (2009): 1069–80. http://dx.doi.org/10.1135/cccc2009012.

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Addition of lithiated methoxyallene to aziridine derivatives provided the expected primary addition products. The less substituted carbon of the aziridine ring was attacked selectively. The primary adducts could be converted to enantiopure piperidine derivatives or β-amino acid derivatives. The unexpected reactions lead to a tricyclic sulfonamide and to alkynyl-substituted aminoethers. The efficient two-step conversion of a piperidone derivative to a benzomorphan demonstrates the potential of this approach to biologically active compounds.

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44

Song, Qiao, Sheng Wang, Xiangui Lei, Yan Liu, Xin Wen, and Zhouyu Wang. "One-Pot Route from Halogenated Amides to Piperidines and Pyrrolidines." Molecules 27, no. 15 (2022): 4698. http://dx.doi.org/10.3390/molecules27154698.

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Piperidine and pyrrolidine derivatives are important nitrogen heterocyclic structures with a wide range of biological activities. However, reported methods for their construction often face problems of requiring the use of expensive metal catalysts, highly toxic reaction reagents or hazardous reaction conditions. Herein, an efficient route from halogenated amides to piperidines and pyrrolidines was disclosed. In this method, amide activation, reduction of nitrile ions, and intramolecular nucleophilic substitution were integrated in a one-pot reaction. The reaction conditions were mild and no m

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45

Sartillo-Piscil, Fernando, Julio Romero-Ibañez, Silvano Cruz-Gregorio, and Leticia Quintero. "Concise and Environmentally Friendly Asymmetric Total Synthesis of the Putative Structure of a Biologically Active 3-Hydroxy-2-piperidone Alkaloid." Synthesis 50, no. 15 (2018): 2878–86. http://dx.doi.org/10.1055/s-0037-1610089.

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An asymmetric total synthesis of stereoisomers of a putative structure of 3-hydroxy-2-piperidone alkaloid derivative is described. This route is not only concise and efficient but also is achieved under an environmentally friendly approach. To this end, a direct and double C–H oxidation reaction of simple benzylated piperidine and Baker’s yeast reduction of a carbonyl group allowed the rapid access to the optically enriched (S)-1-benzyl-3-hydroxy-2-piperidone in only three steps. The NMR data agreed with those obtained in the first total synthesis (and in discrepancy with the natural product),

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46

Sapkota, Kamal Raj, Shilpi Kumari, Zeba Alam, and Md Serajul Haque Faizi. "Synthesis, and Structural Characterization of (E)-1-(4-((2-(2,4-Dinitrophenyl) hydrazono) methyl)phenyl) piperidine: A Combined Spectroscopic and Computational Study." Bhairahawa Campus Journal 7, no. 1 (2024): 41–55. https://doi.org/10.3126/bhairahawacj.v7i1.79948.

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This study Hydrazine-based piperidine derivatives are widely recognized for their significant roles in pharmaceutical development and material science research. In this context, the present study aimed to synthesize a novel hydrazone derivative to explore its structural and electronic features. This study presents the synthesis and structural characterization of (E)-1-(4-((2-(2,4-Dinitrophenyl)hydrazono)methyl)phenyl)piperidine) (DHP). The compound was obtained through a condensation reaction between 4-(piperidin-1-yl) benzaldehyde and (2,4-dinitrophenyl) hydrazine, achieving an 88% yield. Its

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47

Wu, Helen. "Tensile Properties and Fracture Toughness of Three Rubber-Modified Epoxies." Applied Mechanics and Materials 392 (September 2013): 46–50. http://dx.doi.org/10.4028/www.scientific.net/amm.392.46.

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This paper investigates the tensile properties and fracture toughness of a liquid rubber-modified highly crosslinked epoxy cured using 4,4 diaminodiphenyl sulphone (DDS/LR). The results for DDS/LR epoxy in relation to rubber and matrix properties are also compared with those of rubber-modified lowly crosslinked epoxy systems, namely, liquid rubber-modified piperidine cured epoxy (Piperidine/LR) and core-shell-rubber modified piperidine cured epoxy (Piperidine/CSR). It was found that highly crosslinked DDS/LR epoxy has a higher tensile strength than that of either Piperidine/LR or Piperidine/CS

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48

Spoerel, U., and W. Stahl. "Equatorial piperidine and the piperidine–water complex." Chemical Physics 239, no. 1-3 (1998): 97–108. http://dx.doi.org/10.1016/s0301-0104(98)00258-4.

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49

Liu, Hui Xian, Dao Wei Huang, and Yue Zhang. "Synthesis of 3-Methyl-1-[2-(1-Piperidiny) Phenyl]-butyl Amine." Advanced Materials Research 396-398 (November 2011): 1527–30. http://dx.doi.org/10.4028/www.scientific.net/amr.396-398.1527.

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3-Methyl-1-[2-(1-piperidiny) phenyl]-butyl amine (1) is an important intermediate for synthesis of Repaglinide, a well-known oral medicine for diabetes. It has been reported that 1 could be obtained from o-flurobenzaldehyde undergoing Grignard reaction, oxidition, piperidine substitution, oximation and reduction. In the process of reduction, the oximate 3-methyl-1-[2-(1-piperidiny) phenyl]-butyl oxime (6) was reduced by NiCl2-NaBH4 with many impurities, difficult workup, low yield and a lot of environmental problems. Herein the environmental friendly catalytic hydrogenation with simple work-up

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50

Akhmetova, Gulmira S., Ulzhalgas B. Issayeva, Kaldybay D. Praliyev, et al. "Search for Antiviral Preparations in Series of New Derivatives of N-Substituted Piperidines." Molecules 30, no. 12 (2025): 2540. https://doi.org/10.3390/molecules30122540.

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Cyanohydrin synthesis, as the simplest preparative method for introducing a carboxyl group into a piperidine molecule, has been used to obtain potentially biologically active piperidinecarboxylic acids, which have alkyl and arylalkyl radicals at the nitrogen atom of the piperidine ring. Hydrochlorides of cyclopropanecarboxylic acid esters based on piperidinecarboxylic acids, as well as hydrochlorides of fluorobenzoic acid esters of N-substituted piperidines, have been synthesized. The purpose of this study was to search for antiviral drugs among new piperidine derivatives. The structure of the

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