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Journal articles on the topic 'Hydrazino pyrimidine'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Hossain, M. I., and M. M. H. Bhuiyan. "Synthesis and Antimicrobial Activities of Some New Thieno and Furopyrimidine Derivatives." Journal of Scientific Research 1, no. 2 (2009): 317–25. http://dx.doi.org/10.3329/jsr.v1i2.2299.

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Fused pyrimidines, 8,9-dimethyl[1,2,4]triazolo[4,3-c]thieno[3,2-e]pyrimidine 5, 3,8,9-trimethyl[1,2,4]triazolo[4,3-c]thieno[3,2-e]pyrimidine 6, 4-benzylidinehydrazono-5,6 dimethylthieno[2,3-d]pyrimidine 7, 4-[4/-hydroxybenzylidine]hydrazono-5,6-dimethylthi-eno[2,3-d]pyrimidine 8, 4-[4/-tolylidin]hydrazono-5,6-dimethylthieno[2,3-d]pyrimidine 9, 4-[4/-nitrobenzylidine]hydrazono-5-ethyl-6-methylthieno[2,3-d]pyrimidine 10 and 4-[4/-chlorobenzylidine]hydrazono-5-ethyl-6-methylthieno[2,3-d]pyrimidine 11 are prepared in good yield by an initial treatment of 2-amino-4,5-dimethylthiophene-3-carbonitril

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2

Edrees, Mastoura M. "Synthesis of 4-hydrazinopyrazolo[3,4-d]pyrimidines and their Reactions with Carbonyl Compounds." Journal of Chemical Research 37, no. 1 (2013): 6–10. http://dx.doi.org/10.3184/174751912x13543818811749.

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Synthesis of a new 4-hydrazinopyrazolo[3,4- d]pyrimidine was achieved via heating (4,6-dithioxo-1 H-pyrazolo[3,4- d] pyrimidin-3-yl)acetonitrile with hydrazine hydrate. Reactions of the latter product with thiophene-2-carbaldehyde and ethyl hydrazonoacetoacetate analogues afforded the corresponding hydrazone and pyrazole derivatives, respectively. Similarly, condensation of 2-[6-(benzylsulfanyl)-4-hydrazino-1 H-pyrazolo[3,4- d]pyrimidin-3-yl]acetonitrile with thiophene-2-carbaldehyde and ethyl hydrazonoacetoacetate analogues gave the respective hydrazone and pyrazolone derivatives. Alkylation

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3

Journal, Baghdad Science. "Synthesis of Some Heterocyclic Compounds derived from 2-mercapto pyrimidine." Baghdad Science Journal 7, no. 2 (2010): 1014–22. http://dx.doi.org/10.21123/bsj.7.2.1014-1022.

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In this work 2-hydrazino pyrimidine (1) was prepared from 2-mercapto pyrimidine with hydrazine hydrate. Treatment of (1) with active methylene compounds gave 2-(3,5-dimethyl -1 H – Pyrazole-1-yl) pyrimidine , whereas the reaction of (1) with carboxylic anhydride namely maleic anhydride or 1,2,3,6-tetra hydro phthalic anhydride yielded 1-Pyrimidine-2-yl-1,2-dihydro pyridazine-3,6-dione (3) and 2 – Pyrimidin -2-yl -2,3,4 a ,5,8 a – hexahydro phthalazine 1,4 – dione (4) . Reaction of (1) with phenyl isothiocyanate and ethyl chloro acetate afforded 3-Phenyl-1,3-thiazolidine-2,4-dione-2( pyrimidine

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4

Askar, Firyal w., Huda A. Hassan, and Nahida A. Jinzeel. "Synthesis of Some Heterocyclic Compounds derived from 2-mercapto pyrimidine." Baghdad Science Journal 7, no. 2 (2010): 1014–22. http://dx.doi.org/10.21123/bsj.2010.7.2.1014-1022.

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In this work 2-hydrazino pyrimidine (1) was prepared from 2-mercapto pyrimidine with hydrazine hydrate. Treatment of (1) with active methylene compounds gave 2-(3,5-dimethyl -1 H – Pyrazole-1-yl) pyrimidine , whereas the reaction of (1) with carboxylic anhydride namely maleic anhydride or 1,2,3,6-tetra hydro phthalic anhydride yielded 1-Pyrimidine-2-yl-1,2-dihydro pyridazine-3,6-dione (3) and 2 – Pyrimidin -2-yl -2,3,4 a ,5,8 a – hexahydro phthalazine 1,4 – dione (4) . Reaction of (1) with phenyl isothiocyanate and ethyl chloro acetate afforded 3-Phenyl-1,3-thiazolidine-2,4-dione-2( pyrimidine

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5

Mahmoud, M. R., A. A. Shalaby, T. A. Gad, and A. A. El-Khamry. "A facile synthesis and heteroannulation of pyrido[2,3-d]pyrimidine and related heterocyclic systems." Journal of Chemical Research 2009, no. 10 (2009): 612–15. http://dx.doi.org/10.3184/030823409x12523324765777.

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7-Amino-1,2,3,4-tetrahydro-4-oxo-2-thioxo-5-(3,4,5-trimethoxyphenyl)pyrido[2,3- d]pyrimidine (1) was prepared and reacted with methyl iodide and ethyl chloroacetate to give the S-alkylated products 2 and 3, respectively. The reaction of 1 or 3 with hydrazine hydrate yielded the same 2-hydrazino derivative 4. Treatment of 4 with 2,4-pentanedione, 2-acetylcyclohexanone and ethyl acetoacetate afforded the corresponding pyrazolylpyrido[2,3- d]pyrimidine derivatives (5–7), while phthalic anhydride gave the phthalazinyl compound 8. Ethoxymethylenemalononitrile with the hydrazine 4 formed the fused 1

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6

Hassaneen, Hamdi M., Fatma M. Saleh, Tayseer A. Abdallah, et al. "Synthesis, Cytotoxicity, Antimicrobial and Docking Simulation of Novel Pyrazolo[3,4-d]pyrimidine and pyrazolo[4,3-e][1,2,4]triazolo[3,4-c] pyrimidine Derivatives." Mini-Reviews in Medicinal Chemistry 19, no. 8 (2019): 657–70. http://dx.doi.org/10.2174/1389557518666181017162459.

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Background:Isobutyrohydrazonoyl bromide 1 was used as a precursor for the synthesis of 4-imino-3-isopropyl-1-(4-nitrophenyl)-1,4-dihydro-5H-pyrazolo[3,4-d]pyrimidin-5-amine 4, which was converted into hydrazino derivative 5 by heating with hydrazine hydrate at reflux. Hydrazino, as well as imino-amino derivatives, underwent condensation and cyclization reactions to give pyrazolo[ 3,4-d]pyrimidine and pyrazolo[4,3-e][1,2,4]triazolo[3,4-c]pyrimidine derivatives, respectively.Method:Antimicrobial studies are performed using two-gram positive bacteria and two-gram negative bacteria.Results:Data re

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7

Dabaeva, V. V., E. G. Paronikyan, I. M. Barkhudaryants, Sh Sh Dashyan, and M. R. Baghdasaryana. "Synthesis and Transformations of Hydrazine-Substituted Pyrano[3″,4″:5′,6′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine." Журнал общей химии 94, no. 3 (2024): 370–75. http://dx.doi.org/10.31857/s0044460x24030079.

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A method was developed for the synthesis of 11-(2-furyl)-4-hydrazino-8,8-dimethyl-7,10-dihydro-8H-pyrano[3″,4″:5′,6′]pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine on the basis of which new heterocyclic systems were synthesized. The conditions for the azido/tetrazole transformation of the resulting condensed tetrazolo[1,5-c]pyrimidine were studied. Isomeric triazolo[4,3-c]- and -[1,5-c]pyrimidines were synthesized and the conditions for the transformation of the first isomer into the second in accordance with the Dimroth rearrangement were established.

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8

Fun, Hoong-Kun, Ibrahim Abdul Razak, Adithya Adhikari, and Balakrishna Kalluraya. "4-Hydrazino-2-(methylsulfanyl)pyrimidine." Acta Crystallographica Section E Structure Reports Online 65, no. 2 (2009): o422. http://dx.doi.org/10.1107/s1600536809003286.

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9

El Ashry, E. S. H., Y. El Kilany, N. Rashed, A. Mousaad, and H. Assafir. "Synthesis and Dimroth Rearrangement of 6-Cyano-l,2,4-triazolo- [4,3-a]pyrimidin-5- and 7-ones. A Novel Alkylation with Orthoesters and a New Participation of the Cyano Group in the Rearrangement." Zeitschrift für Naturforschung B 53, no. 10 (1998): 1203–12. http://dx.doi.org/10.1515/znb-1998-1017.

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AbstractThe cyclization products of 5-cyano-2-hydrazino-6-phenyl-3,4-dihydropyrimidin-4-one (6) with one carbon inserting agents have been confirmed to be of the 1,2,4-triazolo[4,3-a]pyrimidin- 5(8H)-ones type and not the respective 7-ones, by comparing their alkylated derivatives 10a, 11a, 27 and 28 with the product from the cyclization of the 3-methyl and 3-benzyl derivatives of 6. A novel alkylation process was found when triethyl orthoformate was used as a cyclizing agent. Dimroth rearrangement of 8, 14, 15, 24, 34 and 36 with 2% ethanolic KOH gave the respective triazolo[1,5-a]pyrimidinon

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10

Gad, Emad M., Mohamed S. Nafie, Elsayed H. Eltamany, Magdy S. A. G. Hammad, Assem Barakat, and Ahmed T. A. Boraei. "Discovery of New Apoptosis-Inducing Agents for Breast Cancer Based on Ethyl 2-Amino-4,5,6,7-Tetra Hydrobenzo[b]Thiophene-3-Carboxylate: Synthesis, In Vitro, and In Vivo Activity Evaluation." Molecules 25, no. 11 (2020): 2523. http://dx.doi.org/10.3390/molecules25112523.

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A multicomponent synthesis was empolyed for the synthesis of ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 1. An interesting cyclization was obtained when the amino-ester 1 reacted with ethyl isothiocyanate to give the benzo[4,5]thieno[2,3-d][1,3]thiazin-4-one 3. Acylation of the amino-ester 1 with chloroacetyl chloride in DCM and Et3N afforded the acylated ester 4. The amino-ester 1 was cyclized to benzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one 8, which was reacted with some alkylating agents leading to alkylation at nitrogen 9–13. Hydrazide 14 was utilized as a synthon for the

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11

Shurrab, Nabil Kh, Hussein Alhendawi, and Manar A. Kerrit. "Synthesis of New 3,7,9-Trisubstituted Pyrazolo[4,3-e][1,2,4]Triazolo[4,3-c] Pyrimidines Acyclo C-Nucleosides via Oxidative Cyclisation." Journal of Chemical Research 42, no. 12 (2018): 601–3. http://dx.doi.org/10.3184/174751918x15414291150879.

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Condensation of 4-hydrazino-1,3-diphenylpyrazolo[3,4-d]-pyrimidine with the aldohexoses, namely, D-glucose, D-galactose, D-mannose and the aldopentoses, D-arabinose, D-xylose and D-ribose, by heating in an aqueous ethanol in the presence of a catalytic amount of HCl, gave the respective aldehydo-sugar hydrazones. Oxidative cyclisation of such hydrazones by stirring with iron(III) chloride in ethanol at room temperature afforded the expected acyclo C-nucleosides 3-substituted-7,9-diphenylpyrazolo[4,3-e][1,2,4]triazolo[4,3-c]-pyrimidines. The structures of the cyclised sugar hydrazones were conf

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12

Dolzhenko, Anton V., Giorgia Pastorin, Anna V. Dolzhenko, Geok Kheng Tan, and Lip Lin Koh. "4-Hydrazino-1-methylpyrazolo[3,4-d]pyrimidine." Acta Crystallographica Section E Structure Reports Online 65, no. 8 (2009): o1720—o1721. http://dx.doi.org/10.1107/s1600536809023952.

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13

Mittapalli, Sathish Kumar, Iffath Rizwana, Ch Hari Prasad Murthy, Nimisha Jain, Sagar Pamu, and Pawan Kumar Gupta. "Design, Synthesis and Anticancer Properties of Novel Hydrazino-Fused Pyrimidines." Oriental Journal Of Chemistry 39, no. 5 (2023): 1101–12. http://dx.doi.org/10.13005/ojc/390503.

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The Pyrimidine system has received great attention and a vital component of genetic material emerged has fundamental source to fight against cancer. The pyrazolo(1,5-a) pyrimidines (5a-5j) were designed based on the structural features of antitumor antimetabolites, synthesized and chemical structures were confirmed using spectroscopic methods such as IR, 1H NMR, 13C NMR, Mass Spectral and elemental analysis. The cytotoxic activity was evaluated by DPPH free radical scavenging assay against standard ascorbic acid and MTT assay against MCF-7, HepG-2, and imatinib as standard. The DPPH assay indi

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14

Attaby, Fawzy A., and Sanaa M. Eldin. "Synthesis of Pyrimidine, Thiazolopyrimidine, Pyrimidotriazine and Triazolopyrimidine Derivatives and their Biological Evaluation." Zeitschrift für Naturforschung B 54, no. 6 (1999): 788–98. http://dx.doi.org/10.1515/znb-1999-0614.

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Pyrimidin-4-one-2-thione (3) was synthesized via the reaction of thiourea (1) with ethyl benzoylacetate (2) and was taken as a starting material for the present study via its reactions with the halogen-containing reagents 6a-d and lOa-c to give the corresponding thiazolopyrimidines 8, 9 and 12a-c. The 2-hydrazino derivatives 5 were synthesized either via the reaction of 3 or 4 with hydrazine hydrate. Compound 5 reacted with 6a-c and lOa-c to give the corresponding pyrimidotriazines 17a-c and 19 respectively. Also, compound 5 reacted with the active methylene-containing reagents 13 and 2a,b to

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15

VASUDEVA, A. ADHIKARI, and V. BADIGER VIRUPAX. "Synthesis and Antimicrobial Activities of some lsoxazolo-[5',4' : 4,5]pyrimido[6,1-c]1,2,4-triazine Derivatives." Journal of Indian Chemical Society Vol. 65, Jul 1988 (1988): 500–503. https://doi.org/10.5281/zenodo.6296393.

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Department of Chemistry, Karnatak University, Dharwad-580 003 <em>Manuscript received 25 November 1987, revised 23 March 1988, accepted 6 April 1988</em> 4-Hydrazino-3,6-disubstituted isoxazolo[5,4-<em>d</em>]pyrimidines (3a- i), when treated with 1-chloro-2-propanone yielded (3,6-disubstituted-isoxazolo[5,4-<em>d</em>]pyrimidine-4-yl)hydrazones of 1-chloro-2-propanone ( 4a- i), which on cyclisation produced the title compounds, viz 6,10-disubstituted-3-methyl-4<em>H</em>-isoxazolo[5',4': 4, 5]pyrimido[6,1-c) 1,2,4-triazines (5a- i). Structures of new compounds have been established by

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16

Khattab, Ahmed F., and Farag A. El-Essawy. "Formation of Novel Pyrido[3′,2′:4,5]Thieno [2,3-e][1,2,4]Triazolo[4,3-c] Pyrimidines and their Acyclic C-Nucleosides Analogues: Synthesis of 3-(Alditol-1-yl)Pyridothienotriazolopyrimidines." Journal of Chemical Research 2005, no. 11 (2005): 736–40. http://dx.doi.org/10.3184/030823405774909298.

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A series of the hydrazones were prepared by the reaction of 4-hydrazino-7,9-dimethylpyrido[3′,2′:4,5]thieno [2,3-d]pyrimidine (1) with monosaccharides, and their acetylation was studied. The oxidative cyclisation of the hydrazones 3a–c gave 3-(Alditol-1-yl)-pyridothienotriazolopyrimidenes 5a–c, whose acetylation was carried out. Also, oxidative cyclisation of arylidenes 7a,b gave the pyridothienotriazolopyrimidines 8a,b.

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17

Fernandez, María Alejandra, Juan Camilo Barona, Dorian Polo-Cerón, and Manuel N. Chaur. "Estudios fotoquímicos y electroquímicos de complejos lantánidos de 6-(hidroximetil)piridin- 2-carboxaldehído[2- metilpirimidina-4,6-diil] bishidrazona." Revista Colombiana de Química 43, no. 1 (2015): 5–11. http://dx.doi.org/10.15446/rev.colomb.quim.v43n1.50540.

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<p>Herein we report the synthesis of the 6-(hydroxymethyl)pyridine-2- carboxaldehyde[2-methyl-pyrimidine- 4,6-diyl]bis-hydrazone by a condensation reaction between 6-(hydroxymethyl) picolinaldehyde with 4,6-(bis-hydrazino)-2- methylpyrimidine. This bis-hydrazone can be visualized as a two-arm system which exhibits photochemical induced [E,E]/[E,Z]/[Z,Z’] isomerizations and double coordination to metal centers. Configurational changes, upon UV light irradiation, were followed over time by 1 H NMR, establishing that isomerization, in both arms, is a consecutive reaction that follows first-

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18

Rai, Priyanka, Shalini Upadhyay, M. Nethaji, and K. K. Upadhyay. "4-[2-(1-Acetyl-2-oxopropylidene)hydrazino]-N-(pyrimidin-2-yl)benzenesulfonamide." Acta Crystallographica Section E Structure Reports Online 65, no. 6 (2009): o1397. http://dx.doi.org/10.1107/s1600536809018765.

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In the title compound, C15H15N5O4S, the dihedral angle between the pyrimidine and benzene rings is 84.56 (2)°. Intramolecular hydrazine–carbonyl N—H...O and intermolecular sulfonamide–pyridimine N—H...N hydrogen bonds stabilize the molecular and crystal structures, respectively.

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19

Thanki, Pragna H., Dhaval V. Hingrajiya, Jayesh J. Modha, and Jalpa H. Vadgama. "Synthesis, characterization and antibiotic evaluation of various biologically active derivatives of 4-Alkylpyrimidine-5-carbonitrile." Current Chemistry Letters 12, no. 3 (2023): 537–44. http://dx.doi.org/10.5267/j.ccl.2023.3.002.

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Extensive research work has been published on Tetrahydro and Dihydropyrimidine derivatives. Pyrimidine-5-Carbonitrile and its analogs have demonstrated a large number of activities. Some 6-Halogenosubstituted pyrimidine analogs have also been reported to be biologically active to a certain extent, but the literature survey reveals not much report on 6-alkylated pyrimidine derivatives. Targeting enhancement in biologically useful properties of a lead molecule through the association of it with active pharmacophoric groups or molecules is a conventional method in pharmaceutical research. With an

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20

Díaz, Isabel, Vicente Fernández, José Luis Martínez, Lothar Beyer, Astrid Pilz, and Ulrich Müller. "Thermochrome Chloro- und Bromocuprate: [C(NH2)3]2[CuBr4], (H3CC2N2SNH3)2[Cu2Br6], (C7N3H14)2[CuCl4], (C7N3H14)2[CuBr4], [(Cl, Br)C3N2H6][CuCl3OH2] und (BrC3N2H6)2[CuBr4] / Thermochromic Chloro- and Bromocuprates: [C(NH2)3]2[CuBr4], (H3CC2N2SNH3)2[Cu2Br6], (C7N3H14)2[CuCl4], (C7N3H14)2[CuBr4], [(Cl, Br)C3N2H6][CuCl3OH2] und (BrC3N2H6)2[CuBr4]." Zeitschrift für Naturforschung B 53, no. 9 (1998): 933–38. http://dx.doi.org/10.1515/znb-1998-0901.

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CuCl2 and CuBr2 were reacted in water-ethanol solutions containing HCl or HBr, respectively, with the following organic bases or their chlorides or bromides: guanidine (1), 2-amino-5-methyl-1,3,4-thiadiazol (2), hexahydro-2H-pyrimidine-(1,2A)-pyrimidine (3), and 2-hydrazino-2-imidazoline (4). With 1 and 3 the tetrahalocuprates (1H)2[CuBr4], (3H)2[CuCl4] and (3H)2[CuBr4] were obtained having flattened tetrahedral anions. 2 and CuBr2 form (2H)2[Cu2Br6], with nearly planar [Cu2Br6]2- ions that are associated to chains with squarepyramidal coordination of Cu. 2 and CuCl2 yield the hydrate (2H)Cl·H

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21

Yadav, Bodke, and S. Sangapure S. "Synthesis and biological activity of some benzofuro[3,2-d]pyrimidines." Journal of Indian Chemical Society Vol. 80, Mar 2003 (2003): 187–89. https://doi.org/10.5281/zenodo.5839259.

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Department of Studies and Research in Chemistry. Gulbarga University, Gulbarga-585 106, India <em>E-mail :</em> bodke___yd@rediffmail.com <em>Manuscript received 21 December 2001 .revised 18 April 2002, accepted 12 December 2002</em> The condensation of ethyl 3-amino-2-benzofuran carboxylate (1) with phenyl isocyanate gave 3-phenylureido-2-benzofuran carboxylate (2), which upon treatment with phosphorus oxychloride gave 2-chloro-3-phenyl-3,4-dihydro-4-oxohenzofnro[3,2-<em>d</em>]pyrimidine (4). The reaction of 4 with alicyclic amines like piperidine and morpholine yielded 2-piperidino/mor

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22

N., Jeelan Basba, Upendar Reddy CH, and M. Goudgaon N. "Synthesis of novel 5-phenylselenenyl pyrimidine analogs." Journal of Indian Chemical Society Vol. 86, Jul 2009 (2009): 728–33. https://doi.org/10.5281/zenodo.5814240.

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Department of Studies and Research in Chemistry, Gulbarga University, Gulbarga-585 106, Karnataka, India <em>E-mail </em>: naganna_g@yahoo.com <em>Manuscript received 25 January 2008, revised 9 January 2009, accepted 26 February 2009</em> 5-Phenylselenenyl-4-substituted-2-benzylthiopyrimidine analogs were prepared efficiently in four steps. Reaction of 2-thiouracil with benzyl chloride In presence of base furnishes 2-benzylthio uracil, which on reaction with phenylselenenyl chloride in pyridine under anhydrous conditions yielded 5-phenylselenenyl-2-beozylthio uracil. Chlorination of 5-phenylse

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23

Hempel, Ute, Eberhard Lippmann, and Ernst Tenor. "1,2,4-Triazolo [1,5-a] pyrimidine: Reaktionen von Amino-und Hydrazino-1,2,4-triazolo[1,5-a]pyrimidine mit Dimethylformamid-dimethylacetal." Zeitschrift für Chemie 30, no. 9 (2010): 320–21. http://dx.doi.org/10.1002/zfch.19900300905.

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LIPPMANN, E., P. STRAUCH, and E. TENOR. "ChemInform Abstract: Syntheses with 5-Hydrazino-1,2,4-triazolo(1,5-a)pyrimidine Derivatives." ChemInform 22, no. 31 (2010): no. http://dx.doi.org/10.1002/chin.199131208.

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Komkov, A. V., I. V. Zavarzin, and A. S. Shashkov. "Reaction of 6-hydrazino-3,4-dimethyl-1H-pyrazolo[3,4-d]pyrimidine with pregnenolone derivatives." Russian Chemical Bulletin 63, no. 2 (2014): 462–68. http://dx.doi.org/10.1007/s11172-014-0453-6.

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Atiya, Rana N., Zahraa L. Razzaq, Widad I. Yahya, and Helen M. Neamah. "Synthesis, Characterization and Studying Biological Activity of Heterocyclic Compounds." INTERNATIONAL JOURNAL OF DRUG DELIVERY TECHNOLOGY 13, no. 01 (2023): 205–11. http://dx.doi.org/10.25258/ijddt.13.1.31.

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Heterocyclic moiety was mentioned to present diverse biological activities such as inhibitors of protein glycation, antibacterial, antifungal, anticancer, antidepressant, anti-inflammatory, antituberculosis, antioxidant, and as antiviral agents, in addition to other biological activities; therefore, many medicines containing heterocyclic moiety have been observed. Due to the pharmacological importance of heterocyclic derivatives, the present work comes as attempt to synthesis of heterocyclic compound involved (tetrazole and pyrazole rings) by series of steps starting from pyrimidin-2-amine, wh

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Seleem, H. S., B. A. El-Shetary, S. M. E. Khalil, and M. Shebl. "Potentiometric and spectrophotometric studies of the complexation of Schiff-base hydrazones containing the pyrimidine moiety." Journal of the Serbian Chemical Society 68, no. 10 (2003): 729–49. http://dx.doi.org/10.2298/jsc0310729s.

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Three Schiff-base hydrazones (ONN ? donors) were prepared by condensation of 2-amino-4-hydrazino-6-methylpyrimidine with 2-hydroxyacetophenone 2-methoxybenzaldehyde and diacetyl to yield 2-OHAHP, 2-OMeBHPand DHP respectively. The structures of these ligands were elucidated by elemental analysis, UV, IR, 1H-NMR and mass spectra. The metal?ligand stability constants of Mn2+, Fe3+,Co2+,Ni2+,Cu2+, Zn2+,Cd2+,UO22+ and Th4+ chelates were determined potentiometrically in two different media (75%(v/v) dioxane?water and ethanol?water) at 283, 293, 303 and 313 K at an ionic strength of 0.05 M (KNO3). Th

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HEMPEL, U., E. LIPPMANN, and E. TENOR. "ChemInform Abstract: 1,2,4-Triazolo(1,5-a)pyrimidines. Part 8. Reactions of Amino- and Hydrazino-1,2,4-triazolo(1,5-a)pyrimidine with Dimethylformamide Dimethylacetal." ChemInform 22, no. 3 (2010): no. http://dx.doi.org/10.1002/chin.199103212.

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Pinheiro, Alessandra C., Thaís C. M. Nogueira, Cristiane França da Costa, et al. "A study of antituberculosis activities and crystal structures of (E)-2-[2-(arylidene)hydrazinyl]pyrimidine and (E)-N1-(arylidene)pyrimidine-2-carbohydrazide derivatives." Zeitschrift für Naturforschung B 75, no. 12 (2020): 1011–28. http://dx.doi.org/10.1515/znb-2020-0108.

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AbstractA study of the anti-tuberculosis activity against Mycobacterium tuberculosis ATTC 27294 and an X-ray structural determination of (E)-2-[2-(arylidene)hydrazinyl]pyrimidine, 1, and (E)-N1-(arylidene)pyrimidine-2-carbohydazide, 2, derivatives are presented. The effect of the substituents in the aryl moiety on the antituberculosis (anti-TB) activities of 1 and 2 is compared with that of other heteroaryl hydrazonyl and acylhydrazonyl derivatives. The biological activities of 1 do not depend on the coordinating ability of the substituted aryl group: in 2, the most effective aryl group is 5-n

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30

Ahmed, H. Shamroukh, E. Rashad Aymn, T. Gaballah Samir, A. A. Osman Dalia, I. Hashem Ahmed, and M. E. Abdel-Megeid Farouk. "Synthesis of some N-Acyclic Pyrazolopyrimidine Nucleosides and Pyrazolotriazolopyrimidines." Chemistry Research Journal 5, no. 5 (2020): 89–96. https://doi.org/10.5281/zenodo.13144550.

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<strong>Abstract </strong>Pyrazolo[3,4-<em>d</em>]pyrimidin-4-one derivative <strong>1</strong> was used as a key compound for the preparation of some <em>N</em>-acyclic nucleosides of pyrazolo[3,4-<em>d</em>]pyrimidines <strong>2-5</strong>. Also, the synthesis and structure characterization of pyrazolo[3,4-<em>d</em>]pyrimidin-6-yl-hydrazine derivative <strong>6 </strong>was reported as a key compound for the preparation of pyrazolotriazolopyrimidine derivatives <strong>7</strong>-<strong>9 </strong>under different suitable reaction conditions. Cyclization of the hydrazone derivatives <stron

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31

Phillips, Oludotun A., KS Keshava Murthy, Charles Y. Fiakpui, and Edward E. Knaus. "Synthesis of 5-phenyl-10-methyl-7H- pyrimido[4,5-f][1,2,4]triazolo[4,3-a][1,4]diazepine and its evaluation as an anticonvulsant agent." Canadian Journal of Chemistry 77, no. 2 (1999): 216–22. http://dx.doi.org/10.1139/v98-221.

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The homolytic benzoylation (benzoyl radical) of 5-tert-butylcarbonylaminopyrimidine (6, 1 equiv.) in the presence of benzaldehyde (3 equiv.), water, sulfuric acid, and acetic acid, upon treatment with FeSO4·7H2O (3 equiv.) and 70% t-BuOOH (3 equiv.) at 5-10°C for 10 min afforded a mixture of 4-benzoyl-5-tert-butylcarbonylaminopyrimidine (7, 23%), 4,6-dibenzoyl-5-tert-butylcarbonylaminopyrimidine (8, 44%), and 4-benzoyl-5-tert-butylcarbonylamino-6- methyl pyrimidine (9, 10%). When a similar reaction was performed using 1 equiv. each of PhCHO, FeSO4·7H2O, and t-BuOOH, to prevent formation of the

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32

Abdelmohsen, Shawkat A., and Talaat I. El Emary. "SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL ACTIVITY OF NOVEL PYRAZOLO[3,4-b]PYRIDINES AND THEIR SPIRO-HETEROCYCLIC DERIVATIVES." JOURNAL OF ADVANCES IN CHEMISTRY 10, no. 7 (2014): 2901–15. http://dx.doi.org/10.24297/jac.v10i7.6802.

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The present work describes the synthesis of a novel series of heterocyclic moieties derived from 5-acetylpyrazolo[3,4-b]pyridine (1). The formation of chalcones (2a-d) was utilized to synthesize pyrazoline, isoxazoline and pyrimidine derivatives (3-10). Thiosemicarbazone and semicarbazone (11, 17) were utilized to synthesize other new triazolethiones, thiadiazole and selenadiazole derivatives (11-19). Some new spiro derivatives (22-25) were synthesized by the reaction of chalcone (21) of 1 and isatine with hydrazines, hydroxyl amines and thiourea. Also, The reaction of 1 with cyanoacetyl hydra

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33

Khalil, Saied M. E., H. S. Seleem, B. A. El-Shetary, and M. Shebl. "Mono- and Bi-Nuclear Metal Complexes of Schiff-Base Hydrazone (ONN) Derived from o-Hydroxyacetophenone and 2-Amino-4-Hydrazino-6-Methyl Pyrimidine." Journal of Coordination Chemistry 55, no. 8 (2002): 883–99. http://dx.doi.org/10.1080/0095897022000002213.

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34

TAJANE, SANJAY P., GANAPAVARAPU VEERA RAGHAVA SHARMA, SUSHILKUMAR DHANMANE, and GANGA GORE. "Synthesis, Characterization and Biological Evaluation of Some Novel Pyrrolopyrimidine Analogues." Asian Journal of Chemistry 35, no. 10 (2023): 2549–53. http://dx.doi.org/10.14233/ajchem.2023.28105.

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The evidences over drug resistance, narrow spectrum and side effects of commercially available antimicrobials intended present study to carry out synthesis and antimicrobial evaluation of some novel pyrrolopyrimidine analogues. Current study involved synthesis of some novel 4-[2-(substituted benzylidene)hydrazinyl]-7H-pyrrolo[2,3-d]pyrimidines (2a-j) followed by evaluation of their antimicrobial potential against bacterial and fungal strains. The synthesis of new pyrrolopyrimidine analogues 2a-j, was carried out in two distinct stages. In first step, azo compound 4-hydrazinyl-7H-pyrrolo[2,3-d]

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35

Behera, Manoranjan, M. Sambaiah, Poosa Mallesham, et al. "Tandem Schiff-Base Formation/Heterocyclization: An Approach to the Synthesis of Fused Pyrazolo–Pyrimidine/Isoxazolo-Pyrimidine Hybrids." Synlett 30, no. 05 (2019): 586–92. http://dx.doi.org/10.1055/s-0037-1612081.

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A new synthesis of pyrazolo[4,3-d]pyrimidines and isoxazolo[4,5-d]pyrimidines is described. Key steps in the synthesis involve Stille coupling of 4,6-dichloro-2-phenyl-pyrimidine with tributyl(1-ethoxyvinyl)stannane and tandem Schiff-base formation/heterocyclization of 2,6-di-aryl-5-fluoro-4-acetylpyrimidine with hydrazines or hydroxylamine to give pyrazolo[4,3-d]pyrimidines and isoxazolo[4,5-d]pyrimidines, respectively. The position of the fluoro group in the pyrimidine ring is important for the success of heterocylization reaction.

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36

El-Sawy, Eslam, Adel Mandour, Khaled Mahmoud, Inas Islam, and Heba Abo-Salem. "Synthesis, antimicrobial and anti-cancer activities of some new N-ethyl, N-benzyl and N-benzoyl-3-indolyl heterocycles." Acta Pharmaceutica 62, no. 2 (2012): 157–79. http://dx.doi.org/10.2478/v10007-012-0020-3.

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Synthesis, antimicrobial and anti-cancer activities of some newN-ethyl,N-benzyl andN-benzoyl-3-indolyl heterocyclesA series of 1-(N-substituted-1H-indol-3-yl)-3-arylprop-2-ene-1-ones (2a, b-4a, b) were prepared and allowed to react with urea, thiourea or guanidine to give pyrimidine derivatives5a, b-13a, b. Reaction of2a, b-4a, bwith ethyl acetoacetate in the presence of a base gave cyclohexanone derivatives14a, b-16a, b. Reaction of the latter compounds with hydrazine hydrate afforded indazole derivatives17a, b-19a, b. On the other hand, reaction of2a, b-4a, bwith some hydrazine derivatives,

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37

Anamika, Dhara, Guchhait Nikhil, and Chandra Bhattacharya Subash. "An efficient pyrimidine-based colorimetric chemosensor for naked-eye recognition of copper in aqueous medium." Journal of Indian Chemical Society Vol. 94, Jul 2017 (2017): 781–90. https://doi.org/10.5281/zenodo.5606430.

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Department of Chemistry, Jadavpur University, Kolkata-700 032, India Department of Chemistry, University of Calcutta, 92, Acharya Prafulla Chandra Road, Kolkata-700 009, India <em>E-mail</em> : nguchhait@yahoo.com <em>Manuscript received 19 April 2017, accepted 08 May 2017</em> A pyrimidine-based receptor 1-(9<em>H</em>-fluoren-9-ylidene)-2-(4,6-dimethylpyrimidin-2-yl)hydrazine (HPF) was designed for naked-eye detection of Cu<sup>2+</sup> with high selectivity in the presence of other competitive metal ions. In aqueous solution, upon addition of Cu<sup>2+</sup> to HPF a color change from yello

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38

Awad, Ibrahim M. A., Abdu E. Abdel-rahman, and Etify A. Bakhite. "SYNTHESIS OF THIENOQUINOLINES: PART III. SYNTHESIS OF NOVEL 4-HYDRAZINO-TETRAHYDROQUINOLINO[3′,2′ :4,5]THIENO-[3,2=D]PYRIMIDINE DERIVATIVES." Phosphorus, Sulfur, and Silicon and the Related Elements 69, no. 3-4 (1992): 213–18. http://dx.doi.org/10.1080/10426509208040639.

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39

Komkov, A. V., A. S. Shashkov, S. V. Baranin, and V. A. Dorokhov. "Synthesis of 6-hydrazino-3,4-dimethyl-1H-pyrazolo[3,4-d]pyrimidine and its application for the construction of a pyrazolo[4,3-e][1,2,4]triazolo[4,3-a]pyrimidine system." Russian Chemical Bulletin 62, no. 5 (2013): 1248–54. http://dx.doi.org/10.1007/s11172-013-0172-4.

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40

Zamani, Hassan Ali, Mohammad Reza Ganjali, and Nasim Seifi. "Dysprosium(III) Ion-Selective Electrochemical Sensor Based on 6-Hydrazino-1,5-diphenyl-6,7-dihydropyrazolo[3,4-d]pyrimidine-4(5H)-imine." Collection of Czechoslovak Chemical Communications 72, no. 9 (2007): 1189–206. http://dx.doi.org/10.1135/cccc20071189.

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A Dy(III) ion-selective electrode based on 6-hydrazino-1,5-diphenyl-6,7-dihydropyrazolo[3,4-d]pyrimidine-4(5H)-imine (HDDPI) as an excellent sensing material was developed. The sensor exhibits a Nernstian behavior (a slope of 19.6 ± 0.3 mV per decade) over a wide concentration range (from 1.0 × 10-1 to 8.0 × 10-7 M Dy) with a detection limit of 4.2 × 10-7 M. The sensor response is independent of pH of the solution in the pH range 3.5-8.3. The sensor possesses the advantages of short conditioning time, fast response time (<10 s) and in particular, good selectivity and sensitivity to the dysp

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41

Soni, Hetal I., and Navin B. Patel. "PYRIMIDINE INCORPORATED SCHIFF BASE OF ISONIAZID WITH THEIR SYNTHESIS, CHARACTERIZATION AND IN VITRO BIOLOGICAL EVALUATION." Asian Journal of Pharmaceutical and Clinical Research 10, no. 10 (2017): 209. http://dx.doi.org/10.22159/ajpcr.2017.v10i10.19302.

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Objective: Versatile biological activities of nitrogen containing heterocycles in medicinal chemistry, mainly pyrimidine and pyridine ring based heterocyclic moieties are very important. Pharmaceutical important of pyrimidine and isoniazid moiety prompted us to synthesize isoniazid clubbed pyrimidine derivatives and evaluated for antimicrobial and antituberculosis activity.Method: 2-(2-(3-bromo benzylidene)-1-isonicotinoyl hydrazinyl)-N-(4-(substituted phenyl)-6-(substituted aryl) pyrimidin-2-yl) acetamide 2(A-J) have been synthesized by condensation reaction of 2-chloro-N-[4-(substituted phen

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42

Gupta, Sunil V., Kamalkishor Baheti, Rajesh Bora, et al. "Synthesis of novel bioactive derivatives of 3-(4-chlorophenyl)-2-hydrazino-5,6,7,8-tetrahydrobenzo(b)thieno[2,3-d]pyrimidine-4(3H)-ones." European Journal of Medicinal Chemistry 44, no. 11 (2009): 4721–25. http://dx.doi.org/10.1016/j.ejmech.2009.05.027.

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43

El-Hashash, M. A., A. F. El-Kafrawy, and S. A. Shiba. "Behaviour of 4-(4-chlorophenyl)-6-(4-tolyl)-4,5-dihydro pyrimidine-2(1H) thione and 2-hydrazino derivative toward carbon electrophiles." Chinese Journal of Chemistry 9, no. 2 (2010): 189–92. http://dx.doi.org/10.1002/cjoc.19910090215.

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44

S. AL-Rawi, Muna, Huda A. Hassan, Dheefaf F. Hassan та Ismaeel Y. Majeed. "New Series of Substituted Heterocyclics Derived from α , β – Unsaturated Ketone and Their Cytotoxic Activity Tumor Cell Lines". Oriental Journal of Chemistry 34, № 6 (2018): 2826–31. http://dx.doi.org/10.13005/ojc/340620.

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The aldol condensation of 2-acetylnaphthalene with 9-anthracene carboxaldehyde afforded α, β-unsaturated keton (1) . New heterocyclic compounds containing: cyclohexenone[2], indazole[3], pyrimidinethion [4], thiazolo fused pyrimidine[5], isoxazoline[6], substituted pyrazoline[7]a-d and pyrimidinone[8] rings system were synthesized from α, β-unsaturated keton[1]. Cyclization of [1] with ethylacetoacetate gave the mentioned heterocycle cyclohexanone [2]. The cyclo condensation of [2] with hydrazine gave the new indazole derivative [3]. furthermore, the reation of [1]with thiourea gives thiopyrmi

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45

Abu-Hashem, Ameen Ali, and Sami A. Al-Hussain. "Design, Synthesis of New 1,2,4-Triazole/1,3,4-Thiadiazole with Spiroindoline, Imidazo[4,5-b]quinoxaline and Thieno[2,3-d]pyrimidine from Isatin Derivatives as Anticancer Agents." Molecules 27, no. 3 (2022): 835. http://dx.doi.org/10.3390/molecules27030835.

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The current work aims to design and synthesis a new series of isatin derivatives and greatly enhances their cytotoxic activity. The derivatives 3-((bromophenyl) imino)-1-(morpholino (pyridine) methyl) indolin-2-one, 2-((oxoindoline) amino) benzoic acid, 3-(thiazolo-imino) indolinone, ethyl-2-((oxoindolin-3-ylidene)amino)-benzothiophene-3-carboxylate, 1-(oxoindoline)-benzo[4,5] thieno [2,3-d]pyrimidin-4(1H)-one, ethyl-2-(2-oxoindoline) hydrazine-1-carboxylate, N-(mercapto-oxo-pyrimidine)-2-(oxoindoline) hydrazine-1-carboxamide, N-(oxo-thiazolo[3,2-a] pyrimidine)-2-(oxoindolin-ylidene) hydrazine

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46

Hamed, Atef A., Hesham F. Bader, and El-Sayed H. El-Ashry. "4′, x-Seco And 4′,x-4′,5′-Diseco C-Nucleosides From 2-Hydrazino-(3H)- Thieno [2,3-D] Pyrimidin-4-Ones." Zeitschrift für Naturforschung B 56, no. 8 (2001): 826–36. http://dx.doi.org/10.1515/znb-2001-0817.

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Cyclization of 2-hydrazino-5,6-dimethyl-3H-thieno[2,3-d]pyrimidin-4-one (1) with acetic acid gave 3,6,7-trimethyl-l,2,4-triazolo[3,4-a]thieno[2,3-d] pyrimidin-5-one (5) whose Dimroth rearrangement gave 2,6,7-trimethyl-l,2,4-triazolo[3,4-a]thieno[2,3-d]pyrimidin-5-one (11). Alternatively, 5 was obtained from the dehydrogenative cyclization of acetaldehyde 5,6- dimethyl-4-3H-oxo-thieno[2,3-d]pyrimidin-2-yl hydrazone (7). Reaction of 1 and 2 with a number of sugars gave the respective hydrazones 19 and 20. Those of the D-glucose exist in the cyclic pyranosyl structure in addition to minor amounts

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47

Zanatta, Nilo, Mateus Mittersteiner, Estefania C. Aquino, et al. "Synthesis of Methylene-Bridged Trifluoromethyl Azoles Using 5-(1,2,3-Triazol-1-yl)enones." Synthesis 54, no. 02 (2021): 439–50. http://dx.doi.org/10.1055/s-0040-1719837.

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AbstractA protocol for synthesizing triazole-containing pyrazolines and pyrazoles selectively using trifluoromethylated 5-(1,2,3-triazol-1-yl)enones as starting materials, is reported. The selectivity of the reaction was controlled by the nature of the hydrazine or derivative used: free hydrazines furnished the 1,5-regiosiomer exclusively in yields up to 98%, whereas protected hydrazines provided the 1,3-regioisomer in yields up to 77%. To demonstrate the synthetic versatility of the triazole-based enone, reactions with other unsymmetrical dinucleophiles (hydroxylamine hydrochloride and S-meth

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48

Horchani, Mabrouk, Gerardo Della Sala, Alessia Caso, et al. "Molecular Docking and Biophysical Studies for Antiproliferative Assessment of Synthetic Pyrazolo-Pyrimidinones Tethered with Hydrazide-Hydrazones." International Journal of Molecular Sciences 22, no. 5 (2021): 2742. http://dx.doi.org/10.3390/ijms22052742.

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Chemotherapy represents the most applied approach to cancer treatment. Owing to the frequent onset of chemoresistance and tumor relapses, there is an urgent need to discover novel and more effective anticancer drugs. In the search for therapeutic alternatives to treat the cancer disease, a series of hybrid pyrazolo[3,4-d]pyrimidin-4(5H)-ones tethered with hydrazide-hydrazones, 5a–h, was synthesized from condensation reaction of pyrazolopyrimidinone-hydrazide 4 with a series of arylaldehydes in ethanol, in acid catalysis. In vitro assessment of antiproliferative effects against MCF-7 breast can

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49

Said, Mohamed A., Wagdy M. Eldehna, Hazem A. Ghabbour, Maha M. Kabil, Nasser S. Al-shakliah, and Hatem A. Abdel-Aziz. "Solvent-Free Ring Cleavage Hydrazinolysis of Certain Biginelli Pyrimidines." Journal of Chemistry 2018 (2018): 1–6. http://dx.doi.org/10.1155/2018/6354742.

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Certain Biginelli pyrimidines with ester substitution in C5 were subjected to unexpected ring opening upon solvent-free reaction with hydrazine hydrate to give three products: pyrazole, arylidenehydrazines, and urea/thiourea, respectively. The nonisolable carbohydrazide intermediates are formed firstly followed by the intermolecular nucleophilic attack of terminal amino group of hydrazide function on sp2 C6 rather than the sp3 C4 to give the ring adduct which was produced as a final product.

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50

Gorneva, Galina, Rada Mateva, Roumyana Gugova, and Evgeny Golovinsky. "The study of the apoptogenic effect of pyrimidine derivatives on murine leukemia cells." Archive of Oncology 13, no. 2 (2005): 62–64. http://dx.doi.org/10.2298/aoo0502062g.

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BACKGROUND: In the light of the recent findings concerning the role of apoptosis and of tumor cell enzymes in cancer chemotherapy, the interest in pyrimidine derivatives has greatly increased. Thio- and hydrazine- pyrimidines were synthesized as potential antimetabolites inhibiting the biosynthesis of nucleic acids. Some of them demonstrated biological activity, including antibacterial and antitumor action. The aim of this study was to analyze the cytotoxic activity and the ability of some derivatives to induce apoptosis in murine leukemia cells. METHODS: Exponentially growing cells were incub

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