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Journal articles on the topic 'Piperazine'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 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

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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5

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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6

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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7

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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8

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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9

Nivedita Desai, R., S. Sreenivasa, S. Naveen, N. K. Lokanath, P. A. Suchetan, and D. B. Aruna Kumar. "Crystal structure of 2-(4-methylpiperazin-1-yl)quinoline-3-carbaldehyde." Acta Crystallographica Section E Crystallographic Communications 71, no. 11 (2015): o900—o901. http://dx.doi.org/10.1107/s2056989015020186.

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In the title compound, C15H17N3O, the aldehyde group is twisted relative to the quinoline group by17.6 (2)° due to the presence of a bulky piperazinyl group in theorthoposition. The piperazine N atom attached to the aromatic ring issp3-hybridized and the dihedral angle between the mean planes through the the six piperazine ring atoms and through the quinoline ring system is 40.59 (7)°. Both piperazine substituents are in equatorial positions.

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10

Jílek, Jiří, Martin Valchář, Jiří Holubek, et al. "Noncataleptic neuroleptic agents: 2-(4-(2-(2-Chloro-10,11-dihydrodibenzo[b,f]thiepin-10-yloxy)ethyl)piperazine-1-yl)ethanol and some related compounds." Collection of Czechoslovak Chemical Communications 53, no. 11 (1988): 2731–41. http://dx.doi.org/10.1135/cccc19882731.

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10-(2-Bromoethoxy)-2-chloro-10,11-dihydrodibenzo[b,f]thiepin (X), prepared by two methods, was subjected to substitution reactions with 2-(1-piperazinyl)ethanol, 3-(1-piperazinyl)propanol, 1-methylpiperazine, 3-(1-piperazinyl)propionamide, piperazine, and 1-(ethoxycarbonyl)piperazine and gave the title compounds II-VII. The alcohol II was esterified by treatment with acid chlorides to compounds VIII and IX. Compounds II, V, and VIII proved to be noncataleptic neuroleptic agents and II (clopithepin, VÚFB-17 076) was selected for preclinical studies.

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11

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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12

Song, Yanxi, C. S. Chidan Kumar, G. B. Nethravathi, S. Naveen, and Hongqi Li. "Cinnarizinium picrate." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1747. http://dx.doi.org/10.1107/s1600536812020764.

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In the title salt {systematic name: 4-diphenylmethyl-1-[(E)-3-phenylprop-2-en-1-yl]piperazin-1-ium 2,4,6-trinitrophenolate), C26H29N2 +·C6H2N3O7 −, the cinnarizinium cation is protonated at the piperazine N atom connected to the styrenylmethyl group; the piperazine ring adopts a distorted chair conformaiton. In the crystal, bifurcated N—H...(O,O) hydrogen bonds link the components into two-ion aggregates.

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13

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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14

Yadav, Pradeep, and Y. C. Joshi. "Synthesis and Spectral Study of Novel Norfloxacin Derivatives." E-Journal of Chemistry 5, s2 (2008): 1154–58. http://dx.doi.org/10.1155/2008/357073.

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Reaction of [1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-quinolone-3-carboxylic acid (norfloxacin) with thiazole / benzothiazole diazonium chloride to get new piperazine substituted norfloxacin derivative. These norfloxacin derivatives were further condensed with variousβ-diketone to get novel acid derivatives of 1-Ethyl-6-fluoro-4-oxo-7- [4 (thiazol-2-yldiazenyl)-piperzin-1-yl]-1,4-dihydro-quinoline-3-carboxylic acid (6a-e) and 7-(4-(benzo[d]thiazol-2-yldiazenyl)piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1, 4-dihydroquinoline-3-carboxylic acid (6 f-j). Structures of these compounds were

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15

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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16

Periasamy, Mariappan, Boda Venkanna, Miriyala Nagaraju, and Lakavathu Mohan. "Methods for the Synthesis of Piperazine Derivatives Containing a Chiral Bi-2-naphthyl Moiety." Synthesis 52, no. 01 (2019): 127–34. http://dx.doi.org/10.1055/s-0037-1610731.

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Piperazine derivatives containing 1,1′-bi-2-naphthyl moiety were synthesized starting from 2,2′-dimethoxy-1,1′-bi-naphthalene via acylation using ethyl chlorooxoacetate and subsequent condensation with 1,2-diamines followed by reduction of the corresponding dihydro-2-piperazinone intermediate using the NaBH4/I2 reagent system. The corresponding chiral piperazine derivatives containing bi-2-napthyl moiety was synthesized by asymmetric reduction of ethyl dimethoxy-bi-2-naphthyloxoacetate by chiral oxazoborolidine catalyst prepared in situ using S-diphenylprolinol (S-DPP), B(OCH3)3 and H3B·THF. T

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17

Rayala, Ramanjaneyulu, Prakash Chaudhari, Ashley Bunnell, Bracken Roberts, Debopam Chakrabarti, and Adel Nefzi. "Parallel Synthesis of Piperazine Tethered Thiazole Compounds with Antiplasmodial Activity." International Journal of Molecular Sciences 24, no. 24 (2023): 17414. http://dx.doi.org/10.3390/ijms242417414.

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Thiazole and piperazine are two important heterocyclic rings that play a prominent role in nature and have a broad range of applications in agricultural and medicinal chemistry. Herein, we report the parallel synthesis of a library of diverse piperazine-tethered thiazole compounds. The reaction of piperazine with newly generated 4-chloromethyl-2-amino thiazoles led to the desired piperazine thiazole compounds with high purities and good overall yields. Using a variety of commercially available carboxylic acids, the parallel synthesis of a variety of disubstituted 4-(piperazin-1-ylmethyl)thiazo

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18

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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19

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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20

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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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

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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23

Prabawati, Susy Yunita. "SYNTHESIS OF 1,4-BIS [(1-HYDROXY-4-T-BUTYL-PHENYL) METHYL]PIPERAZINE AS ANTIOXIDANTS." Molekul 11, no. 2 (2016): 220. http://dx.doi.org/10.20884/1.jm.2016.11.2.244.

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A study has been conducted to synthesize 1,4-bis [(1-hydroxy-4-t-butyl-phenyl)-methyl]piperazin using phenol derivate and investigate the capability of that compound, as an antioxidant. The synthesis was carried out through Mannich reaction using p-t-butylphenol, paraformaldehyde, and piperazine. The product was characterized by IR and 1H NMR spectroscopic. Testing of antioxidant activity was done with the immersion of DPPH (1,1-diphenyl-2 picrylhydrazyl) free radical method. The product was obtained as a white solid, with a point of 252,7-254,7 ºC and a yield of 65.76%. The test of antioxidan

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24

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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25

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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26

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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27

Erdag, Emine. "A New Tick on the Clock: Indole-Based Optimization of Melatonin Receptor Modulators." Chronobiology in Medicine 7, no. 2 (2025): 88–94. https://doi.org/10.33069/cim.2025.0014.

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Objective: Melatonin is a key regulator of circadian rhythms and sleep-wake cycles, exerting its effects through MT1 and MT2 receptors. Despite the clinical use of selective MT1/MT2 agonists, their short half-lives, low bioavailabilities, and rapid first-pass metabolism limit their efficacy in sleep and circadian rhythm disorders. This study aimed to identify and evaluate novel piperazine-substituted indole derivatives with enhanced receptor binding, prolonged systemic circulation, and improved pharmacokinetic properties as potential next-generation melatonin receptor modulators.Methods: Seven

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28

Ogurtsov, Vladimir A., and Oleg A. Rakitin. "5,5′-(Piperazine-1,4-diyl)bis(4-chloro-3H-1,2-dithiol-3-one)." Molbank 2022, no. 3 (2022): M1411. http://dx.doi.org/10.3390/m1411.

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Conjugates of 3H-1,2-dithiol-3-ones with various biologically active compounds are intensively investigated. Although many derivatives of this class have been described in the literature, the compounds containing two dithiole cycles have been explored much less. In this communication, it was shown that the reaction of 4,5-dichloro-3H-1,2-dithiol-3-one with piperazine can selectively lead to the mono-product, 4-chloro-5-piperazin-1-yl-3H-1,2-dithiol-3-one and bis-product, 5,5′-(piperazine-1,4-diyl)bis(4-chloro-3H-1,2-dithiol-3-one). The structure of the synthesized compounds was established by

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29

Kavitha, Channappa N., Manpreet Kaur, Brian J. Anderson, Jerry P. Jasinski, and H. S. Yathirajan. "1-Piperonylpiperazinium 4-chlorobenzoate." Acta Crystallographica Section E Structure Reports Online 70, no. 3 (2014): o283—o284. http://dx.doi.org/10.1107/s1600536814002037.

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In the title salt {systematic name: 1-[(1,3-benzodioxol-5-yl)methyl]piperazin-1-ium 4-chlorobenzoate}, C12H17N2O2+·C7H4ClO2−, the piperazine ring adopts a slightly disordered chair conformation. The dioxole ring is in a flattened envelope conformation with the methylene C atom forming the flap. The relative orientation of the piperonyl ring system and the piperazine rings is reflected in the N—C—C...;C torsion angle of 132.3 (1)°. In the anion, the mean plane of the carboxylate group is twisted from that of the benzene ring by 14.8 (9)°. In the crystal, the components are linked by N—H...O and

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30

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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31

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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32

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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33

Zhang, Gang, and Courtney C. Aldrich. "Macozinone: revised synthesis and crystal structure of a promising new drug for treating drug-sensitive and drug-resistant tuberculosis." Acta Crystallographica Section C Structural Chemistry 75, no. 8 (2019): 1031–35. http://dx.doi.org/10.1107/s2053229619009185.

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Mycobacterium tuberculosis (Mtb), the principal etiological agent of tuberculosis (TB), infects over one-quarter of humanity and is now the leading cause of infectious disease mortality by a single pathogen. Macozinone {2-[4-(cyclohexylmethyl)piperazin-1-yl]-8-nitro-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one, C20H23F3N4O3S} is a promising new drug for treating drug-sensitive and drug-resistant TB that has successfully completed phase I clinical trials. We report the complete spectroscopic and structural characterization by 1H NMR, 13C NMR, HRMS, IR, and X-ray crystallography. The cyclohexyl

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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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35

Dileep, Kommula, and M. Murty. "Aqueous, One-Pot, Three-Component Reaction for Efficient Synthesis of 2-[4-(Arylsulfonyl)piperazin-1-yl]-1,3-benzothiazole, ‑1H-benzimidazole, or -1,3-benzoxazole Derivatives." Synlett 28, no. 17 (2017): 2295–98. http://dx.doi.org/10.1055/s-0036-1590972.

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A simple and efficient synthetic protocol has been developed involving a one-pot three-component reaction of a 2-chlorobenzazole, piperazine, and an arenesulfonyl chloride under aqueous conditions at room temperature in the absence of a catalyst, ligand, or base. By using this protocol, a variety of 2-[4-(arylsulfonyl)piperazin-1-yl]-1,3-benzothiazole, -1H-benzimidazole, and -1,3-benzoxazole derivatives were synthesized in excellent yields.

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36

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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37

&NA;. "Piperazine." Reactions Weekly &NA;, no. 1160 (2007): 26. http://dx.doi.org/10.2165/00128415-200711600-00073.

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38

&NA;. "Piperazine." Reactions Weekly &NA;, no. 548 (1995): 12. http://dx.doi.org/10.2165/00128415-199505480-00037.

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&NA;. "Piperazine." Reactions Weekly &NA;, no. 439 (1993): 12. http://dx.doi.org/10.2165/00128415-199304390-00059.

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&NA;. "Piperazine." Reactions Weekly &NA;, no. 318 (1990): 11. http://dx.doi.org/10.2165/00128415-199003180-00050.

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&NA;. "Piperazine." Reactions Weekly &NA;, no. 334 (1991): 10. http://dx.doi.org/10.2165/00128415-199103340-00063.

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&NA;. "Piperazine." Reactions Weekly &NA;, no. 514 (1994): 8. http://dx.doi.org/10.2165/00128415-199405140-00026.

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43

&NA;. "Piperazine." Reactions Weekly &NA;, no. 519 (1994): 10. http://dx.doi.org/10.2165/00128415-199405190-00037.

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44

Varadaraju, Kavitha Raj, Jajur Ramanna Kumar, Lingappa Mallesha, et al. "Virtual Screening and Biological Evaluation of Piperazine Derivatives as Human Acetylcholinesterase Inhibitors." International Journal of Alzheimer's Disease 2013 (2013): 1–13. http://dx.doi.org/10.1155/2013/653962.

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The piperazine derivatives have been shown to inhibit human acetylcholinesterase. Virtual screening by molecular docking of piperazine derivatives 1-(1,4-benzodioxane-2-carbonyl) piperazine (K), 4-(4-methyl)-benzenesulfonyl-1-(1,4-benzodioxane-2-carbonyl) piperazine (S1), and 4-(4-chloro)-benzenesulfonyl-1-(1,4-benzodioxane-2-carbonyl) piperazine (S3) has been shown to bind at peripheral anionic site and catalytic sites, whereas 4-benzenesulfonyl-1-(1,4-benzodioxane-2-carbonyl) piperazine (S4) and 4-(2,5-dichloro)-benzenesulfonyl-1-(1,4-benzodioxane-2-carbonyl) piperazine (S7) do not bind eith

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45

Prasad, H. S. Nagendra, A. P. Ananda, Amogh Mukarambi, et al. "Design, synthesis, and anti-bacterial activities of piperazine based phthalimide derivatives against superbug-Methicillin-Resistant Staphylococcus aureus." Current Chemistry Letters 12, no. 1 (2023): 65–78. http://dx.doi.org/10.5267/j.ccl.2022.9.005.

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A series of piperazine-based phthalimide derivatives 5 (a-l) were synthesized and extensively characterized using a variety of spectrum methods, including LC-MS, 1H-NMR, 13C-NMR, and FT-IR. All the derivatives were examined for their physicochemical, pharmacokinetic, bio-activity score, and PASS analysis. The 5e piperazine-based phthalimide derivative demonstrated promising antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA) in the in vitro antibacterial studies. In comparison to streptomycin and bacitracin (10 µg/mL), the minimum inhibitory concentration of 5e ag

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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

Hakimi, Mohammad, Zahra Mardani, Keyvan Moeini, Esther Schuh, and Fabian Mohr. "A Spectral and Structural Study of the New Cadmium Salt [(H2L)2][Cd2I6][(NO3)2]." Zeitschrift für Naturforschung B 68, no. 3 (2013): 272–76. http://dx.doi.org/10.5560/znb.2013-2295.

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The reaction between 2-(piperazin-1-yl)ethanol and cyclohexene oxide under microwave irradiation gave 2-(4-(2-hydroxyethyl)piperazin-1-yl)cyclohexanol (L). The new cadmium salt [(H2L)2][Cd2I6][(NO3)2] (1) was prepared from the reaction of cadmium iodide with L and identified by elemental analysis, FT-IR and Raman spectroscopy, and single-crystal X-ray diffraction. In the crystal structure of 1, there is a [Cd2I6]2- dianion with distorted tetrahedral geometry for each cadmium atom. The piperazine and cyclohexane rings in 1 have a chair conformation. In the crystal there are several intermolecul

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48

Rispiandi and Saripudin. "Optimasi Penggunaan Piperazine dalam Campuran MDEA pada Proses Absorpsi Gas Alam." Fluida 14, no. 1 (2021): 29–34. http://dx.doi.org/10.35313/fluida.v14i1.3451.

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Gas CO2 adalah gas asam dan merupakan kontaminan utama yang terkandung pada gas alam yang harus dihilangkan untuk menghindari masalah pada proses pemanfaatannya. Jika bercampur dengan air, gas CO2 akan membentuk senyawa asam yang korosif yang merusak sistem perpipaan, mengurangi kapasitas perpipaan dan akan membeku di dalam pipa pada temperatur rendah. Dewasa ini pelarut MDEA paling banyak digunakan pada absorpsi CO2 dari gas alam karena tidak korosif dan lebih ramah terhadap lingkungan. Namun begitu, untuk meningkatkan daya serap MDEA terhadap CO2 diperlukan zat aktivator yaitu Piperazine. Pi

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Subha, Veerappan, Thangaraj Seethalakshmi, Thangavelu Balakrishnan, M. Judith Percino, and Perumal Venkatesan. "Crystal structure and Hirshfeld surface analysis of the hydrated 2:1 adduct of piperazine-1,4-diium 3,5-dinitro-2-oxidobenzoate and piperazine." Acta Crystallographica Section E Crystallographic Communications 78, no. 2 (2022): 198–202. http://dx.doi.org/10.1107/s2056989022000226.

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The crystal structure of the adduct piperazine-1,4-diium 3,5-dinitro-2-oxidobenzoate–piperazine–water (2/1/2) shows the existence of a 3,5-dinitrosalicylate dianion (DNSA2−) and a protonated piperazine-1,4-diium cation (PIP2+) along with a piperazine molecule. The formula of the title adduct in the asymmetric unit is 2C4H12N2 2+·2C7H2N2O7 2−·C4H10N2·2H2O with Z = 1. The piperazine ring in the piperazine-1,4-diium cation and in the neutral piperazine molecule adopt chair conformations. All O atoms in the DNSA2− moiety and the water molecule act as hydrogen-bonding acceptors for various intermol

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Qasid, Muhammad, Ayaz Ahmad, and Talal Ahmed. "REVIEW ANALYSIS ON SYNTHESIS, ENZYME INHIBITION AND HEMOLYTIC STUDY OF NOVEL ACETAMIDE DERIVATIVES." Journal of Technology & Innovation 4, no. 1 (2024): 01–10. https://doi.org/10.26480/jtin.01.2024.01.10.

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The synthesis of 2- (2,4-dichloro-6-{[4-(2-furoyl)-1-piperazine]sulfonyl}phenoxy)-N-(aryl) acetamides was carried out under the controlled conditions as mentioned in the scheme. In the first step, the nucleophile is formed by reacting the calculated amount of N-(2-furoyl) piperazine (1) with 3,5-dichloro-2-hydroxybenzenesulfonylchloride (2) in the presence of an aqueous solution of sodium carbonate and stirred for three hours at room temperature to produce{4-[(3,5-dichloro-2-hydroxyphenyl)sulfonyl]-1-piperazinyl}(2-furoyl)methanone (3). In the parallel set of reactions, electrophile was prepar

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