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Journal articles on the topic 'Piperazine IV'

Author: Grafiati

Published: 4 June 2021

Last updated: 12 February 2022

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1

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 mass spectra of the compounds are discussed.

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2

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 (July 26, 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)piperazine, C18H19BrN2O2, (IV), and 1-(2-iodobenzoyl)-4-(4-methoxyphenyl)piperazine, C18H19IN2O2, (V), are isomorphous, but in (III) the aroyl ring is disordered over two sets of atomic sites having occupancies of 0.942 (2) and 0.058 (2). In each of (III)–(V), a combination of two C—H...π(arene) hydrogen bonds links the molecules into sheets. A single O—H...O hydrogen bond links the molecules of 1-(2-hydroxybenzoyl)-4-(4-methoxyphenyl)piperazine, C18H20N2O3, (VI), into simple chains. Comparisons are made with the structures of some related compounds.

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3

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 (January 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 bonds generate a three-dimensional assembly. In 1-(4-bromobenzoyl)-4-(2-methoxyphenyl)piperazine, C18H19BrN2O2 (III), which also crystallizes in space group Pca21 but with Z′ = 2, the bromobenzoyl unit in one of the molecules is disordered. Pseudosymmetry and inversion twinning are again present, and a combination of three C—H...O and one C—H...π(arene) hydrogen bonds generate a two-dimensional assembly. A single C—H...O hydrogen bond links the molecules of 1-(4-iodobenzoyl)-4-(2-methoxyphenyl)piperazine, C18H19IN2O2 (IV), into simple chains but in the isomeric 3-iodobenzoyl analogue (V), which crystallizes in space group P212121 with Z′ = 2, a two-dimensional assembly is generated by a combination of four C—H...O and two C—H...π(arene) hydrogen bonds; pseudosymmetry and inversion twinning are again present. A single C—H...O hydrogen bond links the molecules of 1-(2-fluorobenzoyl)-4-(2-methoxyphenyl)piperazine, C18H19FN2O2 (VI), into simple chains. Comparisons are made with the structures of some related compounds.

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4

Jílek, Jiří, Jiří Holubek, Emil Svátek, Jiřina Metyšová, Josef Pomykáček, Zdeněk Šedivý, and Miroslav Protiva. "Potential metabolites of the neuroleptic agents belonging to the 8-methylthio-10-piperazino-10,11-dihydrodibenzo[b,f]thiepin series; Synthesis of 2-hydroxy and 3-hydroxy derivatives." Collection of Czechoslovak Chemical Communications 50, no. 10 (1985): 2179–90. http://dx.doi.org/10.1135/cccc19852179.

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The acid VI, prepared by reaction of potassium salts of (2-iodo-5-methoxyphenyl)acetic acid and 4-(methylthio)thiophenol in the presence of copper, was transformed via intermediates VII-IX to 2-methoxy-8-methylthio-10-piperazino-10,11-dihydrodibenzo[b,f]thiepins X and XI. Their demethylation with boron tribromide afforded 2-hydroxy derivatives of the neuroleptic agents methiothepin and oxyprothepin I and II. 11-Chloro-7-methoxy-2-methylthio-10,11-dihydrodibenzo[b,f]thiepin was subjected to substitution reactions with 1-methylpiperazine and 1-(ethoxycarbonyl)piperazine and gave piperazine derivatives XIII and XIV, out of which the latter gave the secondary amine XV by alkaline hydrolysis. The ethers XIII and XV were also cleaved with boron tribromide and gave 3-hydroxy derivatives of methiothepin (III) and its demethyl derivative IV. The phenols I, II, and IV are potential metabolites of the mentioned neuroleptic agents; compound III, which already was identified as a metabolite, disclosed properties of a strong and cataleptic neuroleptic agent with prolonged duration of the effects. The methoxy compounds X, XI, and XIII are practically devoid of the neuroleptic activity.

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5

Zia-ur-Rahman, Saqib Ali, Niaz Muhammad, and Auke Meetsma. "Chlorodiethyl[4-(4-nitrophenyl)piperazine-1-carbodithioato]tin(IV)." Acta Crystallographica Section E Structure Reports Online 62, no. 12 (November 30, 2006): m3560—m3561. http://dx.doi.org/10.1107/s1600536806047611.

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6

Kiran Kumar, Haruvegowda, Hemmige S. Yathirajan, Chayanna Harish Chinthal, Sabine Foro, and Christopher Glidewell. "Crystal structures of the recreational drug N-(4-methoxyphenyl)piperazine (MeOPP) and three of its salts." Acta Crystallographica Section E Crystallographic Communications 76, no. 4 (March 5, 2020): 488–95. http://dx.doi.org/10.1107/s2056989020002844.

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Crystal structures are reported for N-(4-methoxyphenyl)piperazine (MeOPP), (I), and for its 3,5-dinitrobenzoate, 2,4,6-trinitrophenolate (picrate) and 4-aminobenzoate salts, (II)–(IV), the last of which crystallizes as a monohydrate. In MeOPP, C11H16N2O, (I), the 4-methoxyphenyl group is nearly planar and it occupies an equatorial site on the piperazine ring: the molecules are linked into simple C(10) chains by N—H...O hydrogen bonds. In each of the salts, i.e., C11H17N2O+·C7H3N2O6 −, (II), C11H17N2O+·C6H2N3O7 −, (III), and C11H17N2O+·C7H6NO2 −·H2O, (IV), the effectively planar 4-methoxyphenyl substituent again occupies an equatorial site on the piperazine ring. In (II), two of the nitro groups are disordered over two sets of atomic sites and the bond distances in the anion indicate considerable delocalization of the negative charge over the C atoms of the ring. The ions in (II) are linked by two N—H...O hydrogen bonds to form a cyclic, centrosymmetric four-ion aggregate; those in (III) are linked by a combination of N—H...O and C—H...π(arene) hydrogen bonds to form sheets; and the components of (IV) are linked by N—H...O, O—H...O and C—H...π(arene) hydrogen bonds to form a three-dimensional framework structure. Comparisons are made with the structures of some related compounds.

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7

Khalaf, Reema Abu, Ebtisam Alwarafi, and Dima Sabbah. "Piperazine sulfonamides as DPP-IV inhibitors: Synthesis, induced-fit docking and in vitro biological evaluation." Acta Pharmaceutica 71, no. 4 (April 3, 2021): 631–43. http://dx.doi.org/10.2478/acph-2021-0034.

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Abstract Diabetes mellitus is a chronic illness that needs persistent medical attention and continuous patient self-management to avoid acute complications. Dipeptidyl peptidase-IV (DPP-IV) inhibitors minimize glucagon and blood glucose levels by increasing the incretin levels, glucagon-like peptide (GLP-1) and glucose-dependent insulinotropic poly-peptide (GIP), leading to insulin secretion from pancreatic beta cells. In the present study, nine 1,4-bis(phenylsulfonyl) piperazine derivatives 1a-i were synthesized and identified using 1H NMR, 13C NMR, MS and IR spectroscopies. These compounds were tested in vitro and showed inhibitory activity ranging from 11.2 to 22.6 % at 100 µmol L–1 concentration. Piperazine sulfonamide derivatives were found to be promising DPP-IV inhibitors, where the presence of electron-withdrawing groups such as Cl (1a-c) improved the activity of the compounds more than electron-donating groups such as CH3 ( 1d-f) at the same position. Additionally, meta-substitution is disfavored (1b, 1e, 1g). Induced-fit docking studies suggested that the targeted compounds 1a-i occupy the binding domain of DPP-IV and form H-bonding with the backbones of R125, E205, E206, F357, K554, W629, Y631, Y662 and R669.

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8

Pandey, O. P., S. K. Sengupta, M. K. Mishra, and C. M. Tripathi. "Synthesis, Spectral and Antibacterial Studies of Binuclear Titanium(IV) / Zirconium(IV) Complexes of Piperazine Dithiosemicarbazones." Bioinorganic Chemistry and Applications 1, no. 1 (2003): 35–44. http://dx.doi.org/10.1155/s1565363303000037.

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9

Glowka, Marek, Malgorzata Szczesio, and Andrzej Olczak. "Crystallographic approach to determination of active conformations of LCAPs." Acta Crystallographica Section A Foundations and Advances 70, a1 (August 5, 2014): C1697. http://dx.doi.org/10.1107/s2053273314083028.

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Long-Chain Aryl-Piperazines (LCAPs) are well known serotonin receptor ligands used in several marketed antidepressant drugs. LCAPs consist of three structural units: a terminal group, an arylpiperazine at one N atom and an aliphatic chain (spacer) at the other N atom joining the two former units. Both the arylpiperazine and the terminal groups have rather rigid structures and thus their conformational freedom is limited. The opposite is true for the aliphatic spacer, which allows practically any orientation of the terminal group. The resulting diversity of conformations observed in the crystals of LCAPs is significant, which explains their affinity to many serotonin receptors. There is a vast literature on the subject and some qualitative observations were developed. However, due to the flexible spacer and diversity of the terminal groups, their usefulness is limited. Our X-ray (16 crystal structures) and affinity studies on almost sixty new LCAPs [1], together with the data from CSD, enable us to determine the common conformations of LCAPs and the relationships between structure, affinity and conformation. In the analysis, the following features were considered: (i) - axial/equatorial orientations of the substituents of the piperazine ring; (ii) –N1 protonation possible in the physiological environment; (iii) - a twist of the aryl ring; (iv) –the parity and the number of atoms in the spacer; (v) – the presence of heteroatoms or groups in the spacer; (vi) – the spatial position of the terminal group in relation to the piperazine ring.

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10

Hancock, Stuart L., Rachel Gati, Mary F. Mahon, Edit Y. Tshuva, and Matthew D. Jones. "Heteroleptic titanium(iv) catecholato/piperazine systems and their anti-cancer properties." Dalton Trans. 43, no. 3 (2014): 1380–85. http://dx.doi.org/10.1039/c3dt52583j.

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11

Zia-ur-Rahman, Saqib Ali, Niaz Muhammed, and Auke Meetsma. "Dibutylchloro[4-(4-nitrophenyl)piperazine-1-carbodithioato-κ2S,S′]tin(IV)." Acta Crystallographica Section E Structure Reports Online 63, no. 1 (December 8, 2006): m89—m90. http://dx.doi.org/10.1107/s160053680605207x.

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12

Harish Chinthal, Chayanna, Hemmige S. Yathirajan, Channappa N. Kavitha, Sabine Foro, and Christopher Glidewell. "The crystal structures of salts of N-(4-fluorophenyl)piperazine with four aromatic carboxylic acids and with picric acid." Acta Crystallographica Section E Crystallographic Communications 76, no. 8 (July 3, 2020): 1179–86. http://dx.doi.org/10.1107/s2056989020008749.

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The structures are reported for five salts formed by reactions between N-(4-fluorophenyl)piperazine and aromatic acids. In 4-(4-fluorophenyl)piperazin-1-ium 2-fluorobenzoate monohydrate, C10H14FN2 +·C7H4FO2 −·H2O, (I), the components are linked by a combination of N—H...O and O—H...O hydrogen bonds to form a chain of alternating R 4 6(12) and R 6 6(16) rings. The ionic components of 4-(4-fluorophenyl)piperazin-1-ium 2-bromobenzoate 0.353-hydrate, C10H14FN2 +·C7H4BrO2 −·0.353H2O, (II), are linked by N—H...O hydrogen bonds to form a centrosymmetric four-ion aggregate containing an R 4 4(12) motif, and these aggregates are linked into a molecular ladder by a single C—H...π(arene) hydrogen bond. 4-(4-Fluorophenyl)piperazin-1-ium 2-iodobenzoate, C10H14FN2 +·C7H4IO2 −, (III), crystallizes with Z′ = 2 in space group P\overline{1}: the four independent ions are linked by N—H...O hydrogen bonds to form a non-centrosymmetric aggregate again containing an R 4 4(12) motif, and aggregates of this type are linked into a ribbon by a combination of C—H...O and C—H...π(arene) hydrogen bonds. The anion in 4-(4-fluorophenyl)piperazin-1-ium 2,4,6-trinitrophenolate, C10H14FN2 +·C6H2N3O7 −, (IV), shows clear evidence of extensive electronic delocalization from the phenolate O atom into the adjacent ring. The ions are linked by a combination of two-centre N—H...O and three-centre N—H...(O)2 hydrogen bonds to form centrosymmetric four-ion aggregates containing three types of ring. The ions in 4-(4-fluorophenyl)piperazin-1-ium 3,5-dinitrobenzoate, C10H14FN2 +·C7H3N2O6 −, (V), are again linked by N—H...O hydrogen bonds to form centrosymmetric R 4 4(12) aggregates, which are themselves linked by a C—H...π(arene) hydrogen bond to form sheets, the stacking of which leads to the formation of narrow channels, containing disordered and/or mobile solvent entities. Comparisons are made with some related structures.

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13

Cyganowski, Piotr, and Dorota Jermakowicz-Bartkowiak. "Piperazine Functionalized Resins for Au(III), Pt(IV), and Pd(II) Sorption." Separation Science and Technology 49, no. 11 (July 18, 2014): 1689–99. http://dx.doi.org/10.1080/01496395.2014.906460.

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14

Wang, Nian-Nian, Chao Xu, Taike Duan, Qun Chen, and Qian-Feng Zhang. "Bis[3,3′-(piperazine-1,4-diyl)dipropanaminium] di-μ2-sulfido-bis[disulfidogermanate(IV)]." Acta Crystallographica Section E Structure Reports Online 68, no. 8 (July 10, 2012): m1046. http://dx.doi.org/10.1107/s1600536812030334.

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In the title compound, (C10H26N4)2[Ge2S6], the dimeric [Ge2S6]4−anion formed by two edge-sharing GeS4tetrahedral units lies around an inversion centre. The average terminal and bridging Ge—S bond lengths are 2.162 (7) and 2.267 (15) Å, respectively. The inorganic anions and organic cations are organized into a three-dimensional network by numerous N—H...S hydrogen bonds.

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15

Yuriadi, Yuriadi, Ida Tjahajati, Soedarmanto Indarjulianto, and Irkham Widiyono. "The Efficacy Study of Duramectin, Oxfendazole, Piperazine, and Pyrantel pamoate Against Gastrointestinal Worms In Horses In Yogyakarta Special Region*)." Jurnal Sain Veteriner 37, no. 1 (August 5, 2019): 112. http://dx.doi.org/10.22146/jsv.42969.

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ABSTRACT This research aimed at determining the efficacy of duramectin, oxfendazole, piperazine, and pyrantelpamoate against gastrointestinal worms in horses in Yogyakarta Special Region and Central Java. The object of research involved 40 horses diagnosed with gastrointestinal worm infection. Prior to the research, all of the horses were subjected to examination for clinical symptoms and parasitology laboratory checkup for signs of worm eggs in their feces, and they were pronounced positive for experiment animals with at least 150 eggs per gram of feces per horse. The research horses were weighed to determine the dose of worm medication to be used. The research horses are divided into four treatment groups, each group consists of ten horses. Group I was given duramectin with a dose of 0.2 mg/kg of body weight. Group II was given oxfendazole with a dose of 7.5 mg/kg of body weight, Group III was given 125 mg Piperazin treatment per kilogram of body weight and Group IV was given pyrantelpamoate with a dose of 20 mg/kg of body weight. After receiving themedication, the horses were observed to document the progress in terms of clinical symptoms and the amount and type of worm eggs in their feces every three days for four times in a row. The research data results were tabulated and were descriptive-comparatively analyzed.The research result showed varying efficacy level of worm medication for horses. Oxfendazole kills Strongylus and Parascaris worms. Duramectin kills Strongylus worms and reduce some of the Parascaris worms. Piperazineandpyrantelpamoate kills the Strongylus wormsand reduce some of the Parascaris. Keywords: horses, gastrointestinal worms, Duramectin, Oxfendazole, Piperazine, PyrantelPamoate.

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16

Poplaukhin, Pavel, and Edward R. T. Tiekink. "(μ-Piperazine-1,4-dicarbodithioato-κ4S,S′:S′′,S′′′)bis[triphenyltin(IV)] dichloromethane solvate." Acta Crystallographica Section E Structure Reports Online 64, no. 9 (August 16, 2008): m1177. http://dx.doi.org/10.1107/s1600536808025890.

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17

Shehata, Mohamed R., Mahmoud M. A. Mohamed, Mohamed M. Shoukry, Mohamed A. Hussein, and Fatma M. Hussein. "Synthesis, characterization, equilibria and biological activity of dimethyltin(IV) complex with 1,4-piperazine." Journal of Coordination Chemistry 68, no. 6 (February 5, 2015): 1101–14. http://dx.doi.org/10.1080/00958972.2015.1007962.

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18

Kafka, Stanislav, and Miloslav Ferles. "Hydroboration of 1,4-diallylpiperazine." Collection of Czechoslovak Chemical Communications 50, no. 10 (1985): 2275–83. http://dx.doi.org/10.1135/cccc19852275.

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Hydroboration of 1,4-diallylpiperazine (I) with triethylamine-borane afforded 5,8-diaza-1,9-diboradispiro[4,2,4,2]tetradecane (II). 1,4-Diallylpiperazine dihydrochloride reacted with sodium borohydride to give 1,4-diallylpiperazine-diborane (V). Ethanolysis of II furnished 1,4-bis(3-diethoxyborylpropyl)piperazine (IV). The products of hydroboration of I were subjected to hydrolysis with hydrochloric acid and subsequent oxidation with alkaline hydrogen peroxide and the obtained mixtures were analysed by gas-liquid chromatography and mass spectrometry.

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19

Moghzi, Faezeh, Janet Soleimannejad, Hamid Emadi, and Jan Janczak. "0D to 3D PrIII metal–organic networks crystal engineered for optimal iodine adsorption." Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials 76, no. 5 (August 19, 2020): 779–88. http://dx.doi.org/10.1107/s2052520620009336.

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Four new praseodymium(III) metal–organic compounds varying in dimensionality from 0D to 3D have been designed and synthesized based on N-heterocyclic polycarboxylic acids, including pyridine-2,6-dicarboxylic acid (H2pydc) and pyrazine-2,3-dicarboxylic acid (H2pzdc). Altering the concentration of piperazine (pip, ancillary ligand) enables control over the dimensionality of the compound by switching between the 0D [H2pip][Hpip][Pr(pydc)3]·4H2O (I) and the 1D {[Pr(pydc)(Hpydc)(H2O)2]·4H2O} n (II) coordination polymer (CP). Upon replacing H2pydc with H2pzdc, CP II is converted to the 2D CP [Pr(pzdc)(Hpzdc)(H2O)3] n (III) and using the metalloligand [Zn(Hpzdc)2(H2O)2]2−, the 3D heterometallic CP {[Pr2Zn(pzdc)4(H2O)6]·2H2O} n (IV) is formed. Compound IV shows high stability in the absence of uncoordinated solvent molecules and is stable up to 400°C, even in the presence of humidity. Therefore, IV was utilized for iodine adsorption in the vapour phase and in the presence of humidity. The results confirm the remarkable potential of IV for reversible adsorption of iodine vapour.

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20

Cież, Dariusz. "Titanium(IV)-mediated synthesis of 2,3-diisothiocyanato-succinic acid diesters and 3,6-dithioxo-piperazine derivatives." Tetrahedron 63, no. 21 (May 2007): 4510–15. http://dx.doi.org/10.1016/j.tet.2007.03.053.

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21

Chiaramonte, Niccolò, Silvia Bua, Andrea Angeli, Marta Ferraroni, Ilaria Picchioni, Gianluca Bartolucci, Laura Braconi, et al. "Sulfonamides incorporating piperazine bioisosteres as potent human carbonic anhydrase I, II, IV and IX inhibitors." Bioorganic Chemistry 91 (October 2019): 103130. http://dx.doi.org/10.1016/j.bioorg.2019.103130.

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22

Zia-ur-Rehman, Mirela M. Barsan, Ivor Wharf, Niaz Muhammad, Saqib Ali, Auke Meetsma, and Ian S. Butler. "Synthesis, spectroscopic characterization, and crystal structures of two chlorodiorganotin(IV) 4-(2-methoxyphenyl)piperazine-1-carbodithioates." Inorganica Chimica Acta 361, no. 11 (July 2008): 3322–26. http://dx.doi.org/10.1016/j.ica.2008.05.006.

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23

Shaheen, Farzana, Muhammad Sirajuddin, Saqib Ali, Zia-ur-Rehman, Paul J. Dyson, Naseer Ali Shah, and Muhammad Nawaz Tahir. "Organotin(IV) 4-(benzo[d][1,3]dioxol-5-ylmethyl)piperazine-1-carbodithioates: Synthesis, characterization and biological activities." Journal of Organometallic Chemistry 856 (February 2018): 13–22. http://dx.doi.org/10.1016/j.jorganchem.2017.12.010.

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24

Zakaria, Choudhury M., George Ferguson, Alan J. Lough, and Christopher Glidewell. "(1R,3S)-Camphoric acid as a building block in supramolecular chemistry: adducts with organic polyamines." Acta Crystallographica Section B Structural Science 59, no. 1 (January 28, 2003): 118–31. http://dx.doi.org/10.1107/s0108768102022358.

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(1R,3S)-Camphoric acid [(1R,3S)-1,2,2,-trimethylcyclopentane-1,3-dicarboxylic acid, C10H16O4] forms adducts with a range of amines in which the acid component may be the neutral molecule, the mono-anion (C10H15O4)− or the di-anion (C10H14O4)2−. The structures generated by the hard hydrogen bonds take the form of chains in the 1:1 adducts (II) and (III) formed with 4,4′-bipyridyl and 1,2-bis(4-pyridyl)ethane. There are single sheets in the hydrated 1:1 adduct (IV) formed with 1,4-diazabicyclo[2.2.2]octane, and pairwise-interwoven sheets in the 2:1 adduct (V) formed with hexamethylenetetramine. Three-dimensional frameworks are present in the salt-like 1:1 adduct (VI) formed with piperazine and in the hydrated 3:1 adduct (VII) formed with N,N′-dimethylpiperazine. This latter adduct contains both neutral C10H16O4 and anionic (C10H15O4)− units. In (II), (III) and (IV), the chain and sheet substructures are linked by C—H...O hydrogen bonds to form three-dimensional frameworks. The monoclinic polymorph of camphoric acid itself (I) has been reinvestigated.

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25

Moskalik, M. Yu, and B. A. Shainyan. "ChemInform Abstract: Formation of 2,6-Diphenyl-1,4-bis(trifluoromethylsulfonyl)piperazine (IV) in the Reaction of Styrene with Trifluoromethylsulfonylnitrene." ChemInform 42, no. 41 (September 19, 2011): no. http://dx.doi.org/10.1002/chin.201141161.

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26

Hancock, Stuart L., Mary F. Mahon, and Matthew D. Jones. "Crystallographic characterisation of Ti(iv) piperazine complexes and their exploitation for the ring opening polymerisation of rac-lactide." Dalton Transactions 40, no. 9 (2011): 2033. http://dx.doi.org/10.1039/c0dt01542c.

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27

Farrell, Dorcas M. M., George Ferguson, Alan J. Lough, and Christopher Glidewell. "Chiral versus racemic building blocks in supramolecular chemistry: tartrate salts of organic diamines." Acta Crystallographica Section B Structural Science 58, no. 2 (March 25, 2002): 272–88. http://dx.doi.org/10.1107/s0108768101019632.

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In the 1:1 adducts C12H10N2·C4H6O6 formed between 1,2-bis(4′-pyridyl)ethene and racemic tartaric acid [(I), triclinic P\bar 1, Z′ = 1] and (2R,3R)-tartaric acid [(II), triclinic P1, Z′ = 2], the ionic components are linked by hard hydrogen bonds into single sheets, which are further linked by C—H...O hydrogen bonds. In the analogous adducts C10H18N2·C4H6O6 formed by 4,4′-bipyridyl with racemic tartaric acid [(III), triclinic P\bar 1, Z′ = 1] and the chiral acid [(IV), monoclinic P21, Z′ = 1], the hard hydrogen bonds generate bilayers which are again linked by C—H...O hydrogen bonds. Piperazine forms a 1:1 salt [{(C4H10N2)H2}2+]·[(C4H4O6)2−] with (2R,3R)-tartaric acid [(V), monoclinic P21] sheets, which are linked by the cations to form a pillared-layer framework. In each of the 1:2 salts formed by racemic tartaric acid with piperazine [(VI), monoclinic P21/n, Z′ = 0.5] and 1,4-diazabicyclo[2.2.2]octane (DABCO) [(VII), monoclinic P21/n, Z′ = 0.5], the cation lies across a centre of inversion, with the [{HN(CH2CH2)3NH}2+] cation disordered over two sets of sites: in both (VI) and (VII) the anions form a three-dimensional framework encapsulating large voids which accommodate the cations. The salt formed between DABCO and (2R,3R)-tartaric acid [(VIII), orthorhombic P212121, Z′ = 1] has 3:4 stoichiometry and contains four different types of ion, [{HN(CH2CH2)3NH}2+]2·[N(CH2CH2)3NH]+·3(C4H5O6)−·C4H4O6 2−: the hard hydrogen bonds generate a three-dimensional framework.

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28

Zia-ur-Rehman, Afzal Shah, Niaz Muhammad, Saqib Ali, Rumana Qureshi, and Ian Sydney Butler. "Synthesis, characterization and DNA binding studies of penta- and hexa-coordinated diorganotin(IV) 4-(4-nitrophenyl)piperazine-1-carbodithioates." Journal of Organometallic Chemistry 694, no. 13 (June 2009): 1998–2004. http://dx.doi.org/10.1016/j.jorganchem.2009.01.047.

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29

Salah, S. Belhaj, Pedro Sidónio Pereira da Silva, F. Lefebvre, C. Ben Nasr, S. Ammar, and M. L. Mrad. "Synthesis, crystal structure, physico-chemical characterization of a new hybrid material, (2-hydroxyethyl)piperazine-1,4-diium hexachlorostannate(IV) monohydrate." Journal of Molecular Structure 1137 (June 2017): 553–61. http://dx.doi.org/10.1016/j.molstruc.2017.02.073.

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30

El-Sherif, Ahmed A., M. R. Shehata, Mohamed M. Shoukry, and N. Mahmoud. "Potentiometric Study of Speciation and Thermodynamics of Complex Formation Equilibria of Diorganotin(IV) Dichloride with 1-(2-Aminoethyl)piperazine." Journal of Solution Chemistry 45, no. 3 (February 20, 2016): 410–30. http://dx.doi.org/10.1007/s10953-016-0450-5.

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31

Hussain, Shabbir, Saqib Ali, Saira Shahzadi, Muhammad Nawaz Tahir, and Muhammad Shahid. "Synthesis, characterization, single crystal XRD and biological screenings of organotin(IV) derivatives with 4-(2-hydroxyethyl)piperazine-1-carbodithioic acid." Journal of Coordination Chemistry 69, no. 4 (January 26, 2016): 687–703. http://dx.doi.org/10.1080/00958972.2015.1133813.

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32

Zia-ur-Rehman, Niaz Muhammad, Saqib Ali, Ian S. Butler, and Auke Meetsma. "Synthesis, spectroscopic properties, X-ray single crystal analysis and antimicrobial activities of organotin(IV) 4-(4-methoxyphenyl)piperazine-1-carbodithioates." Inorganica Chimica Acta 376, no. 1 (October 2011): 381–88. http://dx.doi.org/10.1016/j.ica.2011.06.055.

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33

Hussain, Shabbir, Saqib Ali, Saira Shahzadi, and Muhammad Shahid. "Heterobimetallic complexes containing Sn(IV) and Pd(II) with 4-(2-Hydroxyethyl)piperazine-1-carbodithioic acid: Synthesis, characterization and biological activities." Cogent Chemistry 1, no. 1 (April 2, 2015): 1029038. http://dx.doi.org/10.1080/23312009.2015.1029038.

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34

Loehlin, James H., and Elizabeth L. N. Okasako. "Analysis of structures with saturated hydrogen bonding." Acta Crystallographica Section B Structural Science 63, no. 1 (January 15, 2007): 132–41. http://dx.doi.org/10.1107/s0108768106045046.

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All simple structures with saturated hydrogen bonding (SHB) are classified into eight categories on the basis of the donor and acceptor numbers on the atoms at each end of the hydrogen bonds. Examples from the literature are included where known, along with seven structures investigated as part of this study (five have SHB). Graph-set descriptions of the hydrogen-bond patterns are given for each of these structures and for some selected literature examples. The structures presented are: piperazine (I), morpholinium chloride (II) and iodide (III) [(II) and (III) are not SHB], three 1:1 cocrystals of diols with 1,4-phenylenediamine (PDA) – PDA·1,8-octane diol (IV), PDA·1,10-decane diol (V), and PDA·1,12-dodecane diol (VI) and 6-amino-1-hexanol (VII). This study discusses some structures that show limitations of the graph-set model, along with possible suggestions to cover these limitations. The cocrystalline PDA·aliphatic diol structures may provide details applicable to the structure of self-assembled monolayers of aliphatic thiol molecules on Au(111) surfaces.

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35

Valenta, Vladimír, Karel Šindelář, Jiří Holubek, Miroslav Ryska, Ivan Krejčí, Antonín Dlabač, and Miroslav Protiva. "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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36

Ghorab, M. M., M. S. A. El Gaby, N. E. Amin, N. M. H. Taha, M. A. Shehab, and I. M. I. Faker. "Dapson in Heterocyclic Chemistry, Part IV: Synthesis of Some Novel Diphenylsulfones Containing Acetamide, Pyrrolidine, Piperazine, and Thiomorpholine Moieties as Antimicrobial and Antitumor Agents." Phosphorus, Sulfur, and Silicon and the Related Elements 183, no. 12 (November 3, 2008): 2929–42. http://dx.doi.org/10.1080/10426500802505457.

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37

Kushwaha, Ram N., Rohit Srivastava, Akansha Mishra, Arun K. Rawat, Arvind K. Srivastava, Wahajul Haq, and Seturam B. Katti. "Design, Synthesis, Biological Screening, and Molecular Docking Studies of Piperazine-Derived Constrained Inhibitors of DPP-IV for the Treatment of Type 2 Diabetes." Chemical Biology & Drug Design 85, no. 4 (October 16, 2014): 439–46. http://dx.doi.org/10.1111/cbdd.12426.

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38

Broggini, Gianluigi, and Gaetano Zecchi. "ChemInform Abstract: Synthesis of N-(5-Amino-2-pyrimidyl)-N′-[4-(p-fluorophenyl)-4-oxobutyl]piperazine (IV), a Useful Intermediate to Antipsychotic Agents." ChemInform 31, no. 3 (June 11, 2010): no. http://dx.doi.org/10.1002/chin.200003154.

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39

WASSERMAN, H. H., V. M. ROTELLO, and G. B. KRAUSE. "ChemInform Abstract: Oxidation of α-Ylido, β-Keto Amides (II) to Vicinal Tricarbonyls (III). Synthesis of a Diketo Piperazine Precursor (IV) of Bicyclomycin." ChemInform 24, no. 4 (August 21, 2010): no. http://dx.doi.org/10.1002/chin.199304197.

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40

Guerra, Denis L., Alane A. Pinto, Rúbia R. Viana, and Claudio Airoldi. "RETRACTED: Layer silicates modified with 1,4-bis(3-aminopropyl)piperazine for the removal of Th(IV), U(VI) and Eu(III) from aqueous media." Journal of Hazardous Materials 171, no. 1-3 (November 2009): 514–23. http://dx.doi.org/10.1016/j.jhazmat.2009.06.032.

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41

Prasad, V. Rajendra, and M. C. Saxena. "Characterisation and thermogravimetric analysis of mixed-ligand complexes of oxovanadium(IV) with nicotinic acid and 8-hydroxyquinoline, piperazine, α,α'-dipyridyl and β-picoline." Thermochimica Acta 99 (March 1986): 193–203. http://dx.doi.org/10.1016/0040-6031(86)85282-0.

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42

Protiva, Miroslav, Jiří Jílek, Miroslav Rajšner, Karel Šindelář, Václav Bártl, Miroslav Ryska, Ivan Koruna, et al. "Fluorinated tricyclic neuroleptics with prolonged action: derivatives and analogues of 2-(4-(7-fluoro-2-isopropyl-10,11-dihydrodibenzo[b,f]thiepin-11-yl)-piperazine-1-yl)ethanol." Collection of Czechoslovak Chemical Communications 52, no. 7 (1987): 1811–33. http://dx.doi.org/10.1135/cccc19871811.

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The preparation of 4-fluoro-2-nitrobenzonitrile (V), an intermediate in the synthesis of the title compound I, from 4-fluoro-2-nitroaniline via 5-fluoro-2-iodonitrobenzene (VII) was elaborated. Syntheses of 1,1,1,3,3,3-hexadeutero-2-propyl (XX) and 1,3,4-trideutero (XXVIII) analogues of compound I from hexadeuteroacetone, and pentadeuterobromobenzene, respectively, were carried out. Compound I was esterified with acetic anhydride, decanoic acid and 3,4,5-trimethoxybenzoyl chloride to give the esters II-IV. Acylation of compound XXX with acetyl chloride, 4-fluorophenoxyacetyl chloride and (4-fluorophenylthio)acetyl chloride and the following reduction of the amides with lithium aluminium hydride gave compounds XXXII, XXXIX and XL. Substitution reactions of 11-chloro-7-fluoro-2-isopropyl-10,11-dihydrodibenzo[b,f]thiepin with the corresponding N-monosubstituted piperazines resulted in compounds XXXIII-XXXV, XXXVII, XXXVIII, XLI and XLII. Alkylation of XXX with 2-(2-chloroethyl)-1,3-dioxolane afforded compound XXXVI. Pharmacological testing of the new compounds, derivatives and analogues of the neuroleptic agent isofloxythepin (I), for discoordinating and cataleptic activities, showed especially for compounds II, XXXIV and XXXVI very intensive and long-lasting effects. The decanoate III has properties of a depot neuroleptic agent.

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43

Renau, T. E., J. W. Gage, J. A. Dever, G. E. Roland, E. T. Joannides, M. A. Shapiro, J. P. Sanchez, et al. "Structure-activity relationships of quinolone agents against mycobacteria: effect of structural modifications at the 8 position." Antimicrobial Agents and Chemotherapy 40, no. 10 (October 1996): 2363–68. http://dx.doi.org/10.1128/aac.40.10.2363.

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A series of quinolones with substitutions at the 8 position has been prepared as part of a study to examine the relationship between structural modifications at this position and activity against mycobacteria. The compounds were prepared by procedures described in the literature and were evaluated for their activities against Mycobacterium fortuitum and Mycobacterium smegmatis. The activities of the compounds against these two organisms were used as a measure of Mycobacterium tuberculosis activity. The results demonstrate that the contribution of the 8 position to antimycobacterial activity was dependent on the substituent at N-1 and was in the order (i) COMe approximately CBr > CCI > CH approximately CF approximately COEt > N > CCF3 when N-1 was cyclopropyl; (ii) N approximately CH > CF > COMe when N-1 was 2,4-difluorophenyl; (iii) N > or = CH when N-1 was tert-butyl; and (iv) N > CH when N-1 was ethyl. In general, derivatives with piperazine substitutions at C-7 were slightly less active against mycobacteria than the analogs with pyrrolidine substitutions, regardless of the pattern of substitution at the 8 position. Several of the best compounds were evaluated for their potential side effects as well as their activities against Mycobacterium aurum, Mycobacterium avium-M. intracellulare, and M. tuberculosis. These agents exhibited biological profiles similar to or better than those of the positive controls ciprofloxacin and sparfloxacin.

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44

Bláha, Karel, Miloš Buděšínský, Ivo Frič, Jan Pospíšek, and Jindřich Symerský. "Conformation of diastereoisomeric cyclo(neopentylglycyl-prolyls): NMR, X-ray, and CD studies." Collection of Czechoslovak Chemical Communications 52, no. 9 (1987): 2295–308. http://dx.doi.org/10.1135/cccc19872295.

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Conformation of diastereoisomeric cyclo(L-neopentylglycyl-L-prolyl) (IV) and cyclo(D-neopentylglycyl-L-prolyl) (VIII) in solution was studied by 1H and 13C NMR spectroscopy. Both compounds have approximately the same conformation of the bicyclic moiety in which the 2,5-piperazinedione ring exists in the boat form with pseudoaxial proline H(α) atom, and the proline ring is in the C(γ)-exo conformation. Rotation of the neopentyl side chain is markedly hindered. In the trans-derivative VIII the side chain occupies a pseudoaxial position with staggered rotamer about the C(α)-C(β) bond, the tert-butyl group pointing from the ring in the direction of the nitrogen atom. The preferred rotamer of the cis-isomer markedly deviates from this staggered conformation in the exo-direction relative to the piperazine ring. X-Ray diffraction analysis shows that crystal conformation of the trans-isomer VIII is very similar to that in solution. According to CD measurements, steric interactions of the acyclic side chain with the dioxopiperazine ring lead to twisted boat conformations of this ring with non-planar amide groups. From comparison with other proline-containing cyclodipeptides it follows that the effect of these interactions depends on the side chain structure. The neopentyl side chain flattens the boat conformation and reduces the deviation of the amide groups from planarity.

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45

Yang, Pei-Chia, Tsunghsueh Wu, and Yang-Wei Lin. "Label-Free Colorimetric Detection of Mercury (II) Ions Based on Gold Nanocatalysis." Sensors 18, no. 9 (August 25, 2018): 2807. http://dx.doi.org/10.3390/s18092807.

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Herein, a label-free colorimetric nanosensor for Hg(II) is developed utilizing the hindering effect of Hg(II) on the kinetic aspect of gold nanoparticle (AuNPs) growth on the surface of gold nanostars (AuNSs). H-AuNS probes are synthesized and modified by 2-[4-(2-hydroxyethel) piperazine-1-yl] ethanesulfonic acid (HEPES). After the formulation of the reagents and testing conditions are optimized, HEPES-capped AuNSs (H-AuNSs) demonstrates good selectivity and sensitivity towards Hg(II) determination. A H-AuNS probe, in the presence of HCl/Au(III)/H2O2, is capable of detecting a Hg(II) concentration range of 1.0 nM–100 µM, with a detection limit of 0.7 nM, at a signal-to-noise ratio of 3.0, and a visual detection limit of 10 nM with naked eyes. For practicality, the H-AuNS probe is evaluated by measuring Hg(II) in the environmental water matrices (lake water and seawater) by a standard addition and recovery study. The detection limits for environmental samples are found to be higher than the lab samples, but they are still within the maximum allowable Hg concentration in drinking water (10 nM) set by the US Environmental Protection Agency (EPA). To create a unique nanosensor, the competitive interaction between Hg(II) and Pt(IV) toward the H-AuNSs probe is developed into a logic gate, improving the specificity in the detection of Hg(II) ions in water samples.

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46

Wang, Chih-Min, Yi-Ying Wu, Pei-Lin Chen, and Kwang-Hwa Lii. "Organically templated uranium(iv) fluorooxalates with layer structures: (H4TREN)[U2F6(C2O4)3]·4H2O (TREN = tris(2-aminoethyl)amine) and (H4APPIP)[U2F6(C2O4)3]·4H2O (APPIP = 1,4-bis(3-amino-propyl)piperazine)." Dalton Trans., no. 10 (2007): 1034–37. http://dx.doi.org/10.1039/b617333k.

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47

Debnath, Subal, and S. Y. Manjunath. "Conventional and Microwave Assisted Synthesis of 3-(Substituted)-2-phenyl quinazolin-4(3H)-one and their Antibacterial and Anthelmintic Activity." International Journal of Pharmaceutical Sciences and Nanotechnology 4, no. 2 (August 31, 2011): 1408–11. http://dx.doi.org/10.37285/ijpsn.2011.4.2.6.

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The present research work was aimed to synthesize a series of various substituted quinazolinone containing 3-(substituted)-2-phenylquinazolin-4(3H)-one. The compound 3-[(2-oxo-4-phenylazetidin-1-yl)-carbonyl]-2-phenylquinazolin-4(3H)-one, II was prepared by treating 4-oxo-2-phenyl-N-[(E)-phenylmethylidene]quinazoline-3(4H)-carboxamide, I with acetyl chloride and triethylamine (TEA) in benzene by conventional and microwave irradiation method. Synthesis of 3-[{2-oxo-3-(2,4-dichlorophenoxy)-4-phenylazetidin-carbonyl]-2-phenylquinazolin-4(3H)-one, III was carried out by reacting, I with 2,4-dichlorophenoxyacetic acid and thionyl chloride in benzene. The compound 2-phenyl-3-(5-phenyl-1H-1,2,4-triazol-3-yl)quinazolin-4(3H)-one, IV was obtained by reacting I with hydrazine hydrate in ethanol. Synthesis of 2-phenyl-3-(5-phenyl-1,2,4-oxadiazol-3-yl)-quinazolin-4(3H)-one, V was done by reacting I with hydroxylamine hydrochloride in ethanol. These derivatives were prepared by microwave as well as the conventional method. Structure of the compounds has been established by means of IR, 1H-NMR and MS. All the compounds were evaluated for antibacterial activity against Gram-positive bacteria like Staphylococcus aureus, Bacillus subtilis and Gram-negative bacteria like Pseudomonas aeroginosa, Escherichia coli. Most of the compounds showed significant antibacterial activities when compared with the standard drug ciprofloxacin at the concentration of 500 µg/ml and 250 µg/ml. In this research work, in vitro anthelmintic activity of 3-(substituted)-2-phenylquinazolin-4(3H)-one carried out in comparison with piperazine citrate. These newly synthesized quinazolinone derivatives showed paralysis and were followed by death at concentrations of 10 mg/ml for the screening of the anthelmintic activity.

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48

Guerra, Denis L., Alane A. Pinto, Rúbia R. Viana, and Claudio Airoldi. "Retraction notice to “Layer silicates modified with 1,4-bis(3-aminopropyl)piperazine for the removal of Th(IV), U(VI) and Eu(III) from aqueous media” [J. Hazard. Mater. 171 (2009) 514–523]." Journal of Hazardous Materials 194 (October 2011): 445. http://dx.doi.org/10.1016/j.jhazmat.2011.03.012.

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49

Tagat, Jayaram R., Stuart W. McCombie, Dennis Nazareno, Marc A. Labroli, Yushi Xiao, Ruo W. Steensma, Julie M. Strizki, et al. "Piperazine-Based CCR5 Antagonists as HIV-1 Inhibitors. IV. Discovery of 1-[(4,6-Dimethyl-5-pyrimidinyl)carbonyl]- 4-[4-{2-methoxy-1(R)-4-(trifluoromethyl)phenyl}ethyl-3(S)-methyl-1-piperazinyl]- 4-methylpiperidine (Sch-417690/Sch-D), a Potent, Highly Selective, and Orally Bioavailable CCR5 Antagonist." Journal of Medicinal Chemistry 47, no. 10 (May 2004): 2405–8. http://dx.doi.org/10.1021/jm0304515.

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50

Brockunier, Linda L., Jiafang He, Lawrence F. Colwell, Bahanu Habulihaz, Huaibing He, Barbara Leiting, Kathryn A. Lyons, et al. "Substituted piperazines as novel dipeptidyl peptidase IV inhibitors." Bioorganic & Medicinal Chemistry Letters 14, no. 18 (September 2004): 4763–66. http://dx.doi.org/10.1016/j.bmcl.2004.06.065.

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