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Journal articles on the topic 'Piperazines'

Author: Grafiati

Published: 4 June 2021

Last updated: 26 July 2025

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1

Kmoníček, Vojtěch, Martin Valchář, and Zdeněk Polívka. "Some 4-Substituted 1-(3-Pyridylmethyl)piperazines with Antihistamine Activity." Collection of Czechoslovak Chemical Communications 59, no. 10 (1994): 2343–50. http://dx.doi.org/10.1135/cccc19942343.

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Several compounds derived from nicotinic acid were prepared within a more extensive programme aiming at the synthesis of new substances with expected antihistamine and antidepressant activity. Some of these compounds display certain structural resemblance with the antidepressant agent piberaline (EGYT 475, Trelibet®, I) and its analogues. The products were used as intermediates for the synthesis of further compounds and most of them were subjected to pharmacological testing. Substituted nicotinic acid piperazides IIa - IId and IVa - IVe were obtained by reactions of nicotinoyl chloride (prepar

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2

Gettys, Kristen, Zhishi Ye, and Mingji Dai. "Recent Advances in Piperazine Synthesis." Synthesis 49, no. 12 (2017): 2589–604. http://dx.doi.org/10.1055/s-0036-1589491.

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Piperazine ranks as the third most common N-heterocycle appearing in small-molecule pharmaceuticals. This review highlights recent advances in methods development for the construction of the piperazine ring system with particular emphasis on preparing carbon-substituted piperazines.1 Introduction2 Reduction of (Di)ketopiperazine3 N-Alkylation4 Transition-Metal-Catalyzed/Mediated Piperazine Synthesis4.1 The SnAP and SLAP Methods4.2 Palladium-Catalyzed Cyclization4.3 Gold-Catalyzed Cyclization4.4 Other Metal-Catalyzed/Mediated Cyclization4.5 Borrowing Hydrogen Strategy4.6 Imine Reductive Cycliz

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3

Hafeez, Freeha, Ameer Fawad Zahoor, Azhar Rasul, et al. "Ultrasound-Assisted Synthesis and In Silico Modeling of Methanesulfonyl-Piperazine-Based Dithiocarbamates as Potential Anticancer, Thrombolytic, and Hemolytic Structural Motifs." Molecules 27, no. 15 (2022): 4776. http://dx.doi.org/10.3390/molecules27154776.

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Piperazine-based dithiocarbamates serve as important scaffolds for numerous pharmacologically active drugs. The current study investigates the design and synthesis of a series of dithiocarbamates with a piperazine unit as well as their biological activities. Under ultrasound conditions, the corresponding piperazine-1-carbodithioates 5a–5j were synthesized from monosubstituted piperazine 2 and N-phenylacetamides 4a–4j in the presence of sodium acetate and carbon disulfide in methanol. The structures of the newly synthesized piperazines were confirmed, and their anti-lung carcinoma effects were

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4

Little, Vanessa Renee, and Keith Vaughan. "Synthesis and characterization of several series of 4-acyl-1-[2-aryl-1-diazenyl]piperazines." Canadian Journal of Chemistry 92, no. 9 (2014): 838–48. http://dx.doi.org/10.1139/cjc-2014-0242.

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Five series of a novel class of 4-acyl-1-[2-aryl-1-diazenyl]piperazines have been synthesized and characterized: the 4-acetyl-1-[2-aryl-1-diazenyl]piperazines [series 1]; the 4-cyclohexylcarbonyl-1-[2-aryl-1-diazenyl]piperazines [series 2]; the 4-benzoyl-1-[2-aryl-1-diazenyl]piperazines [series 3]; the benzyl 4-[2-aryl-1-diazenyl]-1-piperazinecarboxylates [series 4]; and the t-butyl 4-[2-aryl-1-diazenyl]-1-piperazinecarboxylates [series 5]. The compounds were synthesized by diazotization of a primary aromatic amine and subsequent coupling to an appropriate secondary amine: 1-acetylpiperazine [

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5

Durand, Carolina, and Michal Szostak. "Recent Advances in the Synthesis of Piperazines: Focus on C–H Functionalization." Organics 2, no. 4 (2021): 337–47. http://dx.doi.org/10.3390/org2040018.

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Piperazine ranks as the third most common nitrogen heterocycle in drug discovery, and it is the key component of several blockbuster drugs, such as Imatinib (also marketed as Gleevec) or Sildenafil, sold as Viagra. Despite its wide use in medicinal chemistry, the structural diversity of piperazines is limited, with about 80% of piperazine-containing drugs containing substituents only at the nitrogen positions. Recently, major advances have been made in the C–H functionalization of the carbon atoms of the piperazine ring. Herein, we present an overview of the recent synthetic methods to afford

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6

Mosca, Alessio, Stefania Chiappini, Andrea Miuli, et al. "Piperazine Abuse and Psychosis: A Systematic Review of the Literature." Psychiatry International 5, no. 3 (2024): 552–63. http://dx.doi.org/10.3390/psychiatryint5030040.

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Background: Piperazines, synthetic compounds known for their stimulant and hallucinogenic effects, have gained prominence among novel psychoactive substances (NPS) and are frequently associated with adverse psychiatric outcomes, including psychosis. Methods: A systematic review of the literature available up to 23 May 2024 was conducted, using the PubMed, Scopus, and Web of Science databases, in addition to the related gray literature, utilizing the following search strategy: “piperazines” AND (“psychosis” OR “hallucination” OR “delusion” OR “schizophrenia” OR “delusional” OR “schizoaffective”

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7

Magriotis, Plato A. "Recent progress toward the asymmetric synthesis of carbon-substituted piperazine pharmacophores and oxidative related heterocycles." RSC Medicinal Chemistry 11, no. 7 (2020): 745–59. http://dx.doi.org/10.1039/d0md00053a.

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The piperazine drugs are mostly N-substituted compared to only a few C-substituted drugs. To explore this unknown chemical space, asymmetric syntheses of C-substituted piperazines is the subject of this review.

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8

Verma, Arvind Kumar, Arun Kumar, and Kunwar Abhishek Singh. "Synthesis and molecular docking for anticonvulsant activity of some new benzoxazole derivatives." INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 35, no. 02 (2025): 551. https://doi.org/10.59467/ijhc.2025.35.551.

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To explore the anticonvulsant action related to the benzoxazole framework, a series of benzoxazole-piperazine derivatives, namely N-(4-(benzo[d]oxazol-2-yl)phenyl)-2-(piperazin-1-yl) acetamides (3a-e) (3), was synthesized by reacting N-(4-(benzo[d]oxazol-2-yl)phenyl)-2-chloroacetamide (2) with various substituted piperazines. Molecular docking studies were conducted using Auto Dock Vina 1.5.7 to evaluate the compounds' binding affinities with anticonvulsant-related targets protein data bank ID: 3PO7, 7WLJ, using zonisamide as a standard drug to ensure their potential. Several compounds exhibit

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9

Penjisevic, Jelena, Vladimir Sukalovic, Deana Andric, et al. "Synthesis, biological evaluation and docking analysis of substituted piperidines and (2-methoxyphenyl)piperazines." Journal of the Serbian Chemical Society 81, no. 4 (2016): 347–56. http://dx.doi.org/10.2298/jsc151021097p.

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A series of sixteen novel substituted piperidines and (2-methoxyphenyl)piperazines were synthesized, starting from the key intermediates 1-(2-methoxyphenyl)-4-(piperidin-4-yl)piperazine and 1-(2-methoxyphenyl)-4-(piperidin-4-ylmethyl)piperazine. Biological evaluation of the synthesized compounds was pointed out for seven compounds, of which 1-(2-methoxyphenyl)-4-{[1-(2-nitrobenzyl)piperidin-4-yl]methyl}piperazine had the highest affinity for the dopamine D2 receptor. For all seven selected compounds docking analysis was performed in order to establish their structure-to-activity relationship.

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10

Kafka, Stanislav, Jan Čermák, Tomáš Novák, František Pudil, Ivan Víden, and Miloslav Ferles. "Syntheses of piperazines substituted on the nitrogen atoms with allyl, propyl, 2-hydroxypropyl and 3-hydroxypropyl groups." Collection of Czechoslovak Chemical Communications 50, no. 5 (1985): 1201–11. http://dx.doi.org/10.1135/cccc19851201.

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The paper describes synthesis of 1,4-diallylpiperazine (I), 1-allylpiperazine (III), 1-propylpiperazine (IV), 1-(1-piperazinyl)-2-propanol (V), 3-(1-piperazinyl)-1-propanol (VI), 1-allyl-4-propylpiperazine (VII), 1-(4-allyl-1-piperazinyl)-2-propanol (VIII), 3-(4-allyl-1-piperazinyl)-1-propanol (IX), 1,4-dipropylpiperazine (X), 1-(4-propyl-1-piperazinyl)-2-propanol (XI), 3-(4-propyl-1-piperazinyl)-1-propanol (XII), 1,4-bis(2-hydroxypropyl)piperazine (XIII), 3-[4-(2-hydroxypropyl)-1-piperazinyl]-1-propanol (XIV) and 1,4-bis(3-hydroxypropyl)piperazine (XV). Retention indices of I-XV reported and

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11

Chamakuri, Srinivas, Sunny Ann Tang, Kevin A. Tran, et al. "A Concise Synthetic Method for Constructing 3-Substituted Piperazine-2-Acetic Acid Esters from 1,2-Diamines." Molecules 27, no. 11 (2022): 3419. http://dx.doi.org/10.3390/molecules27113419.

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We report a short synthetic route for synthesizing 2,3-substituted piperazine acetic acid esters. Optically pure amino acids were efficiently converted into 1,2-diamines that could be utilized to deliver the title 2,3-substituted piperazines in five steps with a high enantiomeric purity. The novel route facilitated, for the first time, the synthesis of 3-phenyl substituted-2-piperazine acetic acid esters that were difficult to achieve using other methods; however, in this case, the products underwent racemization.

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12

O’Malley, Karen, and Keith Vaughan. "Synthesis and Characterization of a Series of 1-Aryl-4-[Aryldiazenyl]-piperazines. Part II1. 1-Aryl-4-(2-Aryl-1-Diazenyl)-piperazines with Fluoro-, chloro-, Methyl-, Cyano- and Acetyl Substituents in The 1-Aryl Group." Open Chemistry Journal 3, no. 1 (2016): 42–55. http://dx.doi.org/10.2174/1874842201603010042.

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This paper reports the synthesis and characterization of eight series of 1-aryl-4-(2-aryl-1-diazenyl)-piperazines (12 to 19). Several series of these triazenes have been synthesized by the diazotization of a primary arylamine followed by diazonium coupling with a secondary arylpiperazine . The arylpiperazines used in this study are: 1-phenylpiperazine, 1-(4-fluorophenyl-)piperazine, 1-(4-chlorophenyl-)piperazine, 1-(3,4-dichlorophenyl-)piperazine, 1-(2-methylphenyl-)-piperazine, 1-(4-acetophenyl-)-piperazine, 1-(2-pyridyl-)piperazine and 2-cyanophenylpiperazine. These new triazenes (series 12-

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13

Ye, Zhishi, Kristen E. Gettys, and Mingji Dai. "Opportunities and challenges for direct C–H functionalization of piperazines." Beilstein Journal of Organic Chemistry 12 (April 13, 2016): 702–15. http://dx.doi.org/10.3762/bjoc.12.70.

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Piperazine ranks within the top three most utilized N-heterocyclic moieties in FDA-approved small-molecule pharmaceuticals. Herein we summarize the current synthetic methods available to perform C–H functionalization on piperazines in order to lend structural diversity to this privileged drug scaffold. Multiple approaches such as those involving α-lithiation trapping, transition-metal-catalyzed α-C–H functionalizations, and photoredox catalysis are discussed. We also highlight the difficulties experienced when successful methods for α-C–H functionalization of acyclic amines and saturated mono-

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14

Wierschem, Frank, and Karola Rück-Braun. "Introduction of Substituents on the 2-Oxo-piperazine Skeleton by [3+2] Cycloaddition and Subsequent Transformation." Zeitschrift für Naturforschung B 61, no. 4 (2006): 431–36. http://dx.doi.org/10.1515/znb-2006-0410.

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The 3,4-substituted 2-oxo-piperazines 5 - 9 are obtained by [3+2] cycloaddition from nitrone 1 and a variety of alkenes. Subsequent functionalization of the bicyclic adducts involves reductive N-O bond cleavage. A route towards libraries of immobilized 1,3-aminoalcohols with a 3,4-substituted 2-oxo-piperazine scaffold is briefly discussed for adducts derived from N-substituted maleic imides

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15

Mishra, Vaibhav, Anju Arya, and Tejpal Singh Chundawat. "High Catalytic Activity of Pd Nanoparticles Synthesized from Green Alga Chlorella vulgaris in Buchwald-hartwig Synthesis of N-Aryl Piperazines." Current Organocatalysis 7, no. 1 (2019): 23–33. http://dx.doi.org/10.2174/2213337206666190515091945.

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Background: The N-aryl piperazines are an important component of many drug products used for the treatment of malaria, depression, anxiety and Parkinson diseases. Buchwald-Hartwig amination is the latest and well-known reaction for Pd catalyzed direct synthesis of N-aryl piperazine from aryl halides. Although several Pd-ligand systems have already been discovered for this conversion, Pd nanoparticles are recently being used for this useful coupling reaction due to their recyclability and durability. Metal nanoparticles show enhanced catalytic activity compared to their bulk counterparts due to

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16

Möhrle, Hans, and Katja Azodi. "Reaktionen Von Acetylencarbonsäureestern Mit Piperazinderivaten." Zeitschrift für Naturforschung B 61, no. 8 (2006): 1021–34. http://dx.doi.org/10.1515/znb-2006-0815.

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Hg(II)-EDTA-dehydrogenation of benzylpiperazine (5) in 50% ethanol with addition of diethyl acetylenedicarboxylate (2) to a minor extent gives rise to (piperazine-1,4-diyl)-bis(maleate) (9), which is inert to Hg(II)-EDTA and results in quantitative yield when Hg(II)-EDTA is omitted. 4- Benzylpiperazin-1-yl)-monomaleate (8) reacts with 2 in various solvents by addition of water with dealkylation and formation of 9. CH-acidic compounds may also be used as proton donors. Analogous reactions, although with minor yields, occur with the propiolates 11 and 12. 1-Substituted piperazines with benzyl, m

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17

Thamban Chandrika, Nishad, Sanjib K. Shrestha, Huy X. Ngo, Oleg V. Tsodikov, Kaitlind C. Howard, and Sylvie Garneau-Tsodikova. "Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents." Journal of Medicinal Chemistry 61, no. 1 (2017): 158–73. http://dx.doi.org/10.1021/acs.jmedchem.7b01138.

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18

Pospelov, Evgeny V., and Alexey Yu Sukhorukov. "Building Up a Piperazine Ring from a Primary Amino Group via Catalytic Reductive Cyclization of Dioximes." International Journal of Molecular Sciences 24, no. 14 (2023): 11794. http://dx.doi.org/10.3390/ijms241411794.

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Piperazine is one of the most frequently found scaffolds in small-molecule FDA-approved drugs. In this study, a general approach to the synthesis of piperazines bearing substituents at carbon and nitrogen atoms utilizing primary amines and nitrosoalkenes as synthons was developed. The method relies on sequential double Michael addition of nitrosoalkenes to amines to give bis(oximinoalkyl)amines, followed by stereoselective catalytic reductive cyclization of the oxime groups. The method that we developed allows a straightforward structural modification of bioactive molecules (e.g., α-amino acid

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19

Ullah, Nisar. "Synthesis of New 1-Aryl-4-(biarylmethylene)piperazine Ligands, Structurally Related to Adoprazine (SLV313)." Zeitschrift für Naturforschung B 67, no. 1 (2012): 75–84. http://dx.doi.org/10.1515/znb-2012-0113.

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A series of new 1-aryl-4-(biarylmethylene)piperazines has been synthesized. These ligands are structurally related to SLV-313, a potential atypical antipsychotic having potent D2 receptor antagonist and 5-HT1A receptor agonist properties. Buchwald-Hartwig coupling reactions of 1-boc-piperazine with appropriate aryl halides and subsequent removal of the boc group rendered arylpiperazines. The reductive amination of the latter with suitable biarylaldehydes accomplished the synthesis of these ligands.

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20

Kiran Kumar, Haruvegowda, Hemmige S. Yathirajan, Belakavadi K. Sagar, Sabine Foro, and Christopher Glidewell. "Six 1-aroyl-4-(4-methoxyphenyl)piperazines: similar molecular structures but different patterns of supramolecular assembly." Acta Crystallographica Section E Crystallographic Communications 75, no. 8 (2019): 1253–60. http://dx.doi.org/10.1107/s2056989019010491.

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Six new 1-aroyl-4-(4-methoxyphenyl)piperazines have been prepared, using coupling reactions between benzoic acids and N-(4-methoxyphenyl)piperazine. There are no significant hydrogen bonds in the structure of 1-benzoyl-4-(4-methoxyphenyl)piperazine, C18H20N2O2, (I). The molecules of 1-(2-fluorobenzoyl)-4-(4-methoxyphenyl)piperazine, C18H19FN2O2, (II), are linked by two C—H...O hydrogen bonds to form chains of rings, which are linked into sheets by an aromatic π–π stacking interaction. 1-(2-Chlorobenzoyl)-4-(4-methoxyphenyl)piperazine, C18H19ClN2O2, (III), 1-(2-bromobenzoyl)-4-(4-methoxyphenyl)

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21

Němečková, Dana, Eva Havránková, Jan Šimbera, Richard Ševčík, and Pavel Pazdera. "Simplified Procedure for General Synthesis of Monosubstituted Piperazines—From a Batch Reaction Vessel to a Flow (Microwave) Reactor." Molecules 25, no. 9 (2020): 2168. http://dx.doi.org/10.3390/molecules25092168.

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We reported a novel simplified synthetic procedure for the preparation of monosubstituted piperazine derivatives which can now be easily prepared in a one-pot-one-step way from a protonated piperazine with no need of introduction of a protecting group. Reactions, proceeding either at room or higher temperatures in common solvents, involve heterogeneous catalysis by metal ions supported on commercial polymeric resins. A general synthetic scheme was successfully applied to afford a wide range of monosubstituted piperazines. Furthermore, we picked up a set of piperazine derivatives and studied th

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22

Clifford, Sarah E., Vanny Tiwow, Aleasia Gendron, et al. "Complexation of Constrained Ligands Piperazine, N-substituted Piperazines, and Thiomorpholine." Australian Journal of Chemistry 62, no. 10 (2009): 1196. http://dx.doi.org/10.1071/ch09313.

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Complexation of the symmetric cyclic diamine piperazine (1,4-diazacyclohexane) has been examined in dry dimethyl formamide by spectrophotometric titrations (with Cu2+, Ni2+) to define formation constants, and by stopped-flow kinetics to define the complexation rates and reaction pathway. Initial formation of a rarely observed η1-piperazine intermediate occurs in a rapid second-order reactions. This intermediate then undergoes two competing reactions: formation of (chelated) η2-piperazine (ML) or the formation of (bridging) μ-piperazine (in M2L and M2L3, speciation depending on relative concent

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23

Little, Vanessa Renée, Reid Tingley, and Keith Vaughan. "Triazene derivatives of (1,x)-diazacycloalkanes. Part III. Synthesis and characterization of a series of 1,4-di[2-aryl-1-diazenyl]piperazines." Canadian Journal of Chemistry 83, no. 5 (2005): 471–76. http://dx.doi.org/10.1139/v05-064.

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Reaction of a series of diazonium salts with piperazine in a 2:1 molar ratio affords excellent yields of the 1,4-di-[2-aryl-1-diazenyl]piperazines (3), which have been characterized by IR and NMR spectroscopy. Structural characterization is supported by elemental analysis or by mass spectrometry with accurate mass measurement of the molecular ion. The protons of the piperazine ring hydrogens give rise to a sharp singlet at ca. 4 ppm in the NMR spectra, indicating that the conformational equilibrium in the piperazine ring is rapid on the NMR timescale. The four equivalent carbon atoms of the pi

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24

Abdel-Jalil, Raid J., Muhammad Saeed, Peter Heeg, and Wolfgang Voelter. "Synthesis and Properties of Selected 4-Substituted Anhydro Sugars." Zeitschrift für Naturforschung B 55, no. 7 (2000): 661–66. http://dx.doi.org/10.1515/znb-2000-0714.

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A new class of 4-deoxy-4-([4-substituted-1-piperazinyl], [4-morpholinyl] and [4-(perhydrol, 4-thiazin-4-yl)])-2,3-anhydrolyxopyranosides (3a-g and 6a-g) were synthesized from epoxy triflate moities 2 and 5 and 4-substituted piperazines, morpholines and perhydro-1,4- thiazines, respectively, to test their antibacterial activity. The characterized series of new compounds was tested in vitro against E. coli ATCC11229, S. aureus ATCC6538 and C. albicans SATCC10231.

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25

Sati, Nitin, Sushil Kumar, and Sushil Sati. "Synthesis and Pharmacological Evaluation of 7-{2-[4-(Substituted phenyl)-piperazin-1-yl]-2-Oxo-Ethoxy}-4-Methyl-Chromen-2-Ones as Serotonin 5-HT2 Receptors Antagonist." International Journal of Drug Design and Discovery 2, no. 1 (2024): 419–24. https://doi.org/10.37285/ijddd.2.1.9.

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Substitutedphenyl piperazines were treated with chloroacetylchloride to give respective 2-chloro-1-[4-(substitutedphenyl)-piperazin-1-yl]-ethanones which were subsequently coupled to 7-hydroxy-4-methyl-chromen-2-one to afford the target compounds 7-{2-[4-(substituted phenyl)-piperazin-1-yl]-2-oxo-ethoxy}-4-methyl-chromen-2-ones. The novel compounds were evaluated in-vivo for antagonism at serotonin 5-HT2 receptor. Some of the compounds synthesized showed high antagonistic activity for the target receptor. The binding affinity to these receptors depended greatly on the nature and position of su

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26

Abadleh, Mohammed M., Mustafa M. El-Abadelah, Salim S. Sabri, Hanan H. Mohammed, Malek A. Zihlif, and Wolfgang Voelter. "Synthesis and Antitumor Activity of Some N2-(Thien-3-yl)amidrazones." Zeitschrift für Naturforschung B 69, no. 7 (2014): 811–16. http://dx.doi.org/10.5560/znb.2014-4062.

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6aA set of new N2-(thien-3-yl)amidrazones (-h) incorporating N-piperazines and related congeners has been synthesized by reacting the hydrazonoyl chloride 4(derived from 3-aminothiophene- 2-carboxylate) with the appropriate sec-cyclic amine. The antitumor activity of these compounds was evaluated on breast cancer (MCF-7) and leukemic (K562) cell lines by a cell viability assay utilizing the tetrazolium dye (MTT). The amidrazone 6d encompassing the N-piperazine moiety, was the most active against MCF-7 and K562 with IC50 of 7.28 and 9:91 μM, respectively.

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27

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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28

Valenta, Vladimír, Karel Šindelář, Jiří Holubek, et al. "Potential nootropic agents: Synthesis of a series of (2-oxo-1-pyrrolidinyl)acetic acid piperazides." Collection of Czechoslovak Chemical Communications 55, no. 6 (1990): 1613–29. http://dx.doi.org/10.1135/cccc19901613.

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The title compounds VI-XXIII were prepared by heating ethyl (2-oxo-1-pyrrolidinyl)acetate (II) with a series of N-monosubstituted piperazines. The propionamides XXVI and XXX were obtained by reactions of the acid chlorides IV and XXXIII with 3-(1-piperazinyl)propionamide. Compounds VI (V⁄FB-13 763) and VIII (V⁄FB-14 745) proved more active than piracetam (I) by their antiamnesic effects in rats, by antagonizing the brain-damaging effects of cycloheximide in infantile rats, and by their potentiation of the effects of anticonvulsant agents.

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29

Welz, Anna, Marcin Koba, Piotr Kośliński, and Joanna Siódmiak. "Rapid Targeted Method of Detecting Abused Piperazine Designer Drugs." Journal of Clinical Medicine 10, no. 24 (2021): 5813. http://dx.doi.org/10.3390/jcm10245813.

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Piperazine derivatives belong to the popular psychostimulating compounds from the group of designer drugs. They are an alternative to illegal drugs such as ecstasy and amphetamines. They are being searched by consumers for recreational use due to their stimulating and hallucinogenic effects. Many NPS-related poisonings and deaths have been reported where piperazines have been found. However, a major problem is the potential lack of laboratory confirmation of the involvement of piperazine derivatives in the occurrence of poisoning. Although many methods have been published, piperazine derivativ

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30

Patel, Nalini, Vaishali Karkhanis, and Pinkal Patel. "Synthesis and Biological Evaluation of Some Piperazine Derivatives as Anti-Inflammatory Agents." Journal of Drug Delivery and Therapeutics 9, no. 4-s (2019): 353–58. http://dx.doi.org/10.22270/jddt.v9i4-s.3327.

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Some 1-((4-methylpiperazin-1yl)methyl)-1H-benzo[d]imidazole & 1-((4-phenylpiperazin-1yl)methyl)-1H-benzo[d]imidazole derivatives were synthesized through reaction of 1-substituted piperazines with different benzimidazole derivatives in methanol yielded the corresponding mannich bases (42-a to 42-i). All the synthesized compounds were elucidated by IR, 1H NMR and MASS spectroscopy. They were tested for anti-inflammatory activity using in-vivo (Carrageenan- induced rat paw edema model) method at a dose of 50mg/kg. result showed that compounds 42-c, 42-d and 42-h were found to be most potent

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31

Vejdělek, Zdeněk, and Miroslav Protiva. "1-(4-Cyclopentylphenyl)piperazine and its 4-substituted derivatives; Synthesis and biological screening." Collection of Czechoslovak Chemical Communications 52, no. 7 (1987): 1834–40. http://dx.doi.org/10.1135/cccc19871834.

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Heating the hydrochlorides of 4-cyclopentylaniline and diethanolamine to 250 °C gave 1-(4-cyclopentylphenyl)piperazine (I). Acylation of I with ethyl formate and the corresponding acyl chlorides gave the amides II, VI, and VII which were reduced with lithium aluminium hydride to the piperazines III, VIII, and IX. Treatment of I with benzyl chloride and with 4-chloro-1-(4-fluorophenyl)butan-1-one under different conditions led to compounds IX and XI. Addition reaction of I to 1,2-epoxybutane resulted in the amino alcohol V. The products showed marginal tranquillizing activity (especially compou

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32

Khusainova, N. G., E. P. Pogodina, E. A. Berdnikov, I. V. Galkina, and V. I. Galkin. "Synthesis of Phosphorylated Piperazines." Phosphorus, Sulfur, and Silicon and the Related Elements 188, no. 1-3 (2013): 61–62. http://dx.doi.org/10.1080/10426507.2012.741158.

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Walash, Mohamed I., Mohamed S. Rizk, and Fawzia A. Ibrahim. "Dc Polarographic Assay Of Piperazines." Journal of AOAC INTERNATIONAL 68, no. 3 (1985): 532–34. http://dx.doi.org/10.1093/jaoac/68.3.532.

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Abstract Piperazine, piperazine salts, and piperazine-containing compounds, e.g., diethylcarbamazine and piperazine theophylline, are determined by direct current polarography of the corresponding nitroso-derivative. The nitroso-derivative exhibits a well defined cathodic wave at — 0.8 V vs SCE. The plot of peak height vs concentration is rectilinear between 1.6 x 10"s and 19.2 x 10-5M. Recoveries from bulk drugs were 97.7-101.12% with a standard deviation of 2.14-3.44. The procedure was successfully applied to analysis of drug content in representative dosage forms with good accuracy.

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34

Andric, Deana, Gordana Tovilovic, Goran Roglic, et al. "Synthesis and pharmacological evaluation of several N-(2-nitrophenyl) piperazine derivatives." Journal of the Serbian Chemical Society 72, no. 5 (2007): 429–35. http://dx.doi.org/10.2298/jsc0705429a.

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Six newly synthesized heterocyclic (2-nitrophenyl)piperazines, with a specific structure of the heteroaryl group, whichmimics the catechol moiety of dopamine (benzimidazoles and substituted benzimidazoles), were evaluated for their binding affinity to rat dopamine (DA), serotonin (5-HT) and _1 receptors. All compounds with a benzimidazole group had a 5-HT2A/D2 receptors binding ratio characteristic for atypical neuroleptics (>1, pK i values). Compound 7c, 4-bromo-6-{2-_4-(2-nitrophenyl)piperazin- 1-yl_ethyl}-1H-benzimidazole, expressed higher affinities for all receptor classes than clozapi

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35

Sweidan, Kamal, Hiba Zalloum, Dima A. Sabbah, Ghada Idris, Khadija Abudosh, and Mohammad S. Mubarak. "Synthesis, characterization, and anticancer evaluation of some new N1-(anthraquinon-2-yl) amidrazone derivatives." Canadian Journal of Chemistry 96, no. 12 (2018): 1123–28. http://dx.doi.org/10.1139/cjc-2018-0145.

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A new series of novel N1-anthraquinon-2-yl amidrazones incorporating N-piperazines and related congeners were synthesized via reaction of the hydrazonoyl chloride derived from 2-qaminoanthraquinone with the appropriate piperazine (secondary amine). Structures of the new compounds were confirmed by a panel of spectroscopic methods including IR, NMR, and MS and by elemental analysis. The antitumor activity of the newly prepared compounds was evaluated in vitro against MCF-7 breast cancer, K562 chronic myelogenous leukemia, and dermal fibroblasts cell lines by means of a cell viability assay usin

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36

Harish Chinthal, Chayanna, Channappa N. Kavitha, Hemmige S. Yathirajan, Sabine Foro, and Christopher Glidewell. "Six 1-halobenzoyl-4-(2-methoxyphenyl)piperazines having Z′ values of one, two or four; disorder, pseudosymmetry, twinning and supramolecular assembly in one, two or three dimensions." Acta Crystallographica Section E Crystallographic Communications 77, no. 1 (2021): 5–13. http://dx.doi.org/10.1107/s2056989020015649.

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Six 1-halobenzoyl-4-(2-methoxyphenyl)piperazines have been prepared using carbodiimide-mediated coupling reactions between halobenzoic acids and N-(2-methoxyphenyl)piperazine. The molecules of 1-(4-fluorobenzoyl)-4-(2-methoxyphenyl)piperazine, C18H19FN2O2 (I), are linked into a chain of rings by a combination of C—H...O and C—H...π(arene) hydrogen bonds. 1-(4-Chlorobenzoyl)-4-(2-methoxyphenyl)piperazine, C18H19ClN2O2 (II), crystallizes in the space group Pca21 with Z′ = 4 and it exhibits both pseudosymmetry and inversion twinning: a combination of six C—H...O and two C—H...π(arene) hydrogen bo

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37

Li, Run-Tao, and Wen-Yu Ye. "Synthesis of 1,4-Dithiocarbonyl Piperazines." Synthetic Communications 25, no. 6 (1995): 921–25. http://dx.doi.org/10.1080/00397919508013430.

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Khusainova, N. G., D. I. Samigullin, and I. V. Galkina. "Reactions of vinylphosphonates with piperazines." Russian Journal of General Chemistry 87, no. 9 (2017): 2087–88. http://dx.doi.org/10.1134/s1070363217090262.

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39

Wang, Tao, Zhongxing Zhang, and Nicholas A. Meanwell. "Regioselective Monobenzoylation of Unsymmetrical Piperazines." Journal of Organic Chemistry 65, no. 15 (2000): 4740–42. http://dx.doi.org/10.1021/jo000005e.

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40

Jenner, G., and G. Bitsi. "Ruthenium-catalyzed synthesis of piperazines." Journal of Molecular Catalysis 45, no. 2 (1988): 165–68. http://dx.doi.org/10.1016/0304-5102(88)80005-1.

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41

Chamakuri, Srinivas, Manuj M. Shah, David C. H. Yang, Conrad Santini, and Damian W. Young. "Practical and scalable synthesis of orthogonally protected-2-substituted chiral piperazines." Organic & Biomolecular Chemistry 18, no. 43 (2020): 8844–49. http://dx.doi.org/10.1039/d0ob01713b.

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42

Little, Vanessa Renée, and Keith Vaughan. "Synthesis and characterization of a series of 1-methyl-4-[2-aryl-1-diazenyl]piperazines and a series of ethyl 4-[2-aryl-1-diazenyl]-1-piperazinecarboxylates." Canadian Journal of Chemistry 82, no. 8 (2004): 1294–303. http://dx.doi.org/10.1139/v04-081.

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1-Methylpiperazine was coupled with a series of diazonium salts to afford the 1-methyl-4-[2-aryl-1-diazenyl]piperazines (2), a new series of triazenes, which have been characterized by 1H and 13C NMR spectroscopy, IR spectroscopy, and elemental analysis. Assignment of the chemical shifts to specific protons and carbons in the piperazine ring was facilitated by comparison with the chemical shifts in the model compounds piperazine and 1-methylpiperazine and by a HETCOR experiment with the p-tolyl derivative (2i). A DEPT experiment with 1-methylpiperazine (6) was necessary to distinguish the meth

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43

Murugesh, V., Christian Bruneau, Mathieu Achard, Apurba Ranjan Sahoo, Gangavaram V. M. Sharma та Surisetti Suresh. "Ruthenium catalyzed β-C(sp3)–H functionalization on the ‘privileged’ piperazine nucleus". Chemical Communications 53, № 75 (2017): 10448–51. http://dx.doi.org/10.1039/c7cc05604d.

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44

Valenta, Vladimír, Hana Hulinská, Jiří Holubek, et al. "N-substituted derivatives of 6,11-dihydrodibenzo[b,e]thiepin-11-amine and related compounds; Synthesis and pharmacological screening." Collection of Czechoslovak Chemical Communications 53, no. 4 (1988): 860–69. http://dx.doi.org/10.1135/cccc19880860.

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Reactions of N-(6,11-dihydrodibenzo[b,e]thiepin-11-yl)chloroacetamide (II) with dimethylamine, morpholine, and 2-(1-piperazinyl)ethanol afforded the amino amides III-V. Substitution reactions of 11-chloro-6,11-dihydrodibenzo[b,e]thiepin with ethylenediamine and N,N-dimethylethylenediamine gave the diamines VI and VII. 6,11-Dihydrodibenzo[b,e]thiepin-11-amine (I) was treated with ethyl chloroacetate and ethyl 2-bromopropionate to give the amino esters X and XI which were transformed on the one hand to the acids VIII and IX, and to the amides XII and XIII on the other. (6,11-Dihydrodibenzo[b,e]t

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Muñoz-Osses, Michelle, Fernando Godoy, Angélica Fierro, Alejandra Gómez та Nils Metzler-Nolte. "New organometallic imines of rhenium(i) as potential ligands of GSK-3β: synthesis, characterization and biological studies". Dalton Transactions 47, № 4 (2018): 1233–42. http://dx.doi.org/10.1039/c7dt04344a.

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46

Sandoval, Jose A., Alexey Tomilov, Sandipan Datta, et al. "Novel mTORC1 Inhibitors Kill Glioblastoma Stem Cells." Pharmaceuticals 13, no. 12 (2020): 419. http://dx.doi.org/10.3390/ph13120419.

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Glioblastoma (GBM) is an aggressive tumor of the brain, with an average post-diagnosis survival of 15 months. GBM stem cells (GBMSC) resist the standard-of-care therapy, temozolomide, and are considered a major contributor to tumor resistance. Mammalian target of rapamycin Complex 1 (mTORC1) regulates cell proliferation and has been shown by others to have reduced activity in GBMSC. We recently identified a novel chemical series of human-safe piperazine-based brain-penetrant mTORC1-specific inhibitors. We assayed the piperazine-mTOR binding strength by two biophysical measurements, biolayer in

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47

Mickelson, John W., Kenneth L. Belonga, and E. Jon Jacobsen. "Asymmetric Synthesis of 2,6-Methylated Piperazines." Journal of Organic Chemistry 60, no. 13 (1995): 4177–83. http://dx.doi.org/10.1021/jo00118a039.

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Favor, David A., Douglas S. Johnson, James J. Powers, Tingsheng Li, and Rambabu Madabattula. "Synthesis of chromanyl and dihydrobenzofuranyl piperazines." Tetrahedron Letters 48, no. 17 (2007): 3039–41. http://dx.doi.org/10.1016/j.tetlet.2007.02.121.

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Kallel, E. Adam, Colin Vangel, and Daniel Elbaum. "Conformational analysis of 2-substituted piperazines." Bioorganic & Medicinal Chemistry Letters 26, no. 13 (2016): 3010–13. http://dx.doi.org/10.1016/j.bmcl.2016.05.022.

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Asadov, Kh A., F. I. Guseinov, B. P. Strunin, D. V. Beskrovny, and I. A. Litvinov. "C-phosphorylated furazano-[3,4-b]piperazines." Chemistry of Heterocyclic Compounds 42, no. 8 (2006): 1059–67. http://dx.doi.org/10.1007/s10593-006-0204-1.

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