Thematische Bibliographien / TRIAZOLO-PYRIMIDINE

Inhaltsverzeichnis

  1. Zeitschriftenartikel
  2. Dissertationen
  3. Buchteile
  4. Konferenzberichte

Auswahl der wissenschaftlichen Literatur zum Thema „TRIAZOLO-PYRIMIDINE“

Autor: Grafiati
Veröffentlicht am 1. April 2023

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Zeitschriftenartikel zum Thema "TRIAZOLO-PYRIMIDINE"

1

Jakubowski, Mateusz, Iwona Łakomska, Adriana Kaszuba, Andrzej Wojtczak, Jerzy Sitkowski und Andrzej A. Jarzęcki. „Factors Affecting the Stability of Platinum(II) Complexes with 1,2,4-Triazolo[1,5-a]pyrimidine Derivatives and Tetrahydrothiophene-1-Oxide or Diphenyl Sulfoxide“. International Journal of Molecular Sciences 23, Nr. 7 (26.03.2022): 3656. http://dx.doi.org/10.3390/ijms23073656.

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The platinum(II) complexes of general formula [PtCl2(dstp)(S-donor)] were dstp 5,7-dimethyl-1,2,4-triazolo[1,5-a]-pyrimidine (dmtp), 5,7-ditertbutyl-1,2,4-triazolo[1,5-a]pyrimidine (dbtp), 5-methyl-7-isobutyl-1,2,4-triazolo[1,5-a]pyrimidine (ibmtp) or 5,7-diphenyl-1,2,4-triazolo[1,5-a]pyrimidine (dptp), whereas S-tetrahydrothio-phene-1-oxide (TMSO) or diphenyl sulfoxide (DPSO) were synthesized in a one-pot reaction. Here, we present experimental data (1H, 13C, 15N, 195Pt NMR, IR, X-ray) combined with density functional theory (DFT) computations to support and characterize structure–spectra relationships and determine the geometry of dichloride platinum(II) complexes with selected triazolopyrimidines and sulfoxides. Based on the experimental and theoretical data, factors affecting the stability of platinum(II) complexes have been determined.
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2

Shah, Tariq A., Zubair Ahmad, Niyaz A. Mir, M. Muneer, Nigam P. Rath und Musheer Ahmad. „One step synthesis of highly functionalized thiazolo[3,2-b][1,2,4]triazole, triazolo[1,5-a]pyrimidine and triazolo[3,4-b][1,3,4]thiadiazine“. RSC Advances 5, Nr. 130 (2015): 107931–37. http://dx.doi.org/10.1039/c5ra21270g.

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Badolato, Mariateresa, Fabrizio Manetti, Antonio Garofalo und Francesca Aiello. „Triazolopyrimidinium salts: discovery of a new class of agents for cancer therapy“. Future Medicinal Chemistry 12, Nr. 5 (März 2020): 387–402. http://dx.doi.org/10.4155/fmc-2019-0317.

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Aim: The [1,2,4]triazolo[1,5- a]pyrimidine core is highly privileged in medicinal chemistry due to its versatile pharmacological activity profile. Recently, the search for novel anticancer agents has focused on [1,2,4]triazolo[1,5- a]pyrimidine derivatives. Results: Our hit functionalization has led to the discovery of new [1,2,4]triazolo[1,5- a]pyrimidinium salts with potential anticancer activity. Among a small library of molecules, compound 9 significantly inhibits cancer cell growth in a panel of in vitro models. Molecular docking studies and preliminary binding assay have displayed that 9 could directly bind the Src homology 2 (SH2) domain of STAT3 protein. Conclusion: Compound 9 is a novel promising lead compound that motivates additional evaluation of [1,2,4]triazolo[1,5- a]pyrimidinium salts as novel potential chemotherapeutics.
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Shah, Tariq A., Zubair Ahmad, Niyaz A. Mir, M. Muneer, Nigam P. Rath und Musheer Ahmad. „Correction: One step synthesis of highly functionalized thiazolo[3,2-b][1,2,4]triazole, triazolo[1,5-a]pyrimidine and triazolo[3,4-b][1,3,4]thiadiazine“. RSC Advances 6, Nr. 12 (2016): 9437. http://dx.doi.org/10.1039/c6ra90004f.

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Correction for ‘One step synthesis of highly functionalized thiazolo[3,2-b][1,2,4]triazole, triazolo[1,5-a]pyrimidine and triazolo[3,4-b][1,3,4]thiadiazine’ by Tariq A. Shah et al., RSC Adv., 2015, 5, 107931–107937.
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Argăseală, Aura, Cătălin Maxim, Mihaela Badea, Larisa Ioniță, Mariana Carmen Chifiriuc, Arpad Mihai Rostas, Mihaela Bacalum et al. „Insights into Structure and Biological Activity of Copper(II) and Zinc(II) Complexes with Triazolopyrimidine Ligands“. Molecules 27, Nr. 3 (24.01.2022): 765. http://dx.doi.org/10.3390/molecules27030765.

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In an attempt to increase the biological activity of the 1,2,4-triazolo[1,5-a]pyrimidine scaffold through complexation with essential metal ions, the complexes trans-[Cu(mptp)2Cl2] (1), [Zn(mptp)Cl2(DMSO)] (2) (mptp: 5-methyl-7-phenyl-1,2,4-triazolo[1,5-a]pyrimidine), [Cu2(dmtp)4Cl4]·2H2O (3) and [Zn(dmtp)2Cl2] (4) (dmtp: 5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine), were synthesized and characterized as new antiproliferative and antimicrobial species. Both complexes (1) and (2) crystallize in the P21/n monoclinic space group, with the tetrahedral surroundings generating a square-planar stereochemistry in the Cu(II) complex and a tetrahedral stereochemistry in the Zn(II) species. The mononuclear units are interconnected in a supramolecular network through π–π interactions between the pyrimidine moiety and the phenyl ring in (1) while supramolecular chains resulting from C-H∙∙∙π interactions were observed in (2). All complexes exhibit an antiproliferative effect against B16 tumor cells and improved antibacterial and antifungal activities compared to the free ligands. Complex (3) displays the best antimicrobial activity against all four tested strains, both in the planktonic and biofilm-embedded states, which can be correlated to its stronger DNA-binding and nuclease-activity traits.
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6

Nassar, Ibrahim F., Mohammed T. Abdel Aal, Wael A. El-Sayed, Mahmoud A. E Shahin, Elsayed G. E. Elsakka, Mahmoud Mohamed Mokhtar, Maghawry Hegazy, Mohamed Hagras, Asmaa A. Mandour und Nasser S. M. Ismail. „Discovery of pyrazolo[3,4-d]pyrimidine and pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine derivatives as novel CDK2 inhibitors: synthesis, biological and molecular modeling investigations“. RSC Advances 12, Nr. 23 (2022): 14865–82. http://dx.doi.org/10.1039/d2ra01968j.

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A new set of pyrazolo[3,4-d]pyrimidine and pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine scaffolds (4–13) as well as the thioglycoside derivatives (14, 15) were designed, and synthesized as novel CDK2 targeting compounds.
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Fan, Ning-Juan, Yuan-feng Li, Shuang Liang und Jiang-Jiang Tang. „Synthesis and cytotoxic activity of novel steroidal derivatives containing a [1,2,4]triazolo[1,5-a]pyrimidine ring“. Journal of Chemical Research 41, Nr. 7 (Juli 2017): 413–15. http://dx.doi.org/10.3184/174751917x14967701767003.

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The synthesis of steroidal derivatives containing [1,2,4]triazolo[1,5- a]pyrimidine derived from progesterone is described. The Claisen condensations of Δ1,4-pregnadien-3,20-dione and 4-chloro-Δ1,4-pregnadien-3,20-dione with dimethyl oxalate afforded 21-methoxalylpregn-1,4-diene-3,20-dione and 4-chloro-21-methoxalylpregn-1,4-diene-3,20-dione, respectively. Furthermore, the reactions of these compounds with 3-amino-1,2,4-triazole yielded the corresponding [1,2,4]triazolo[1,5- a]pyrimidine derivatives. The newly synthesised compounds were evaluated in vitro by means of sulforhodamine B assays for antiproliferative activity against HeLa and MCF-7 cells.
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Łakomska, Iwona, Dariusz Śmiłowicz, Mateusz Jakubowski, Jerzy Sitkowski und Andrzej Wojtczak. „Platinum(II) Complexes with Bulky Disubstitute Triazolopyrimidines as Promising Materials for Anticancer Agents“. Materials 13, Nr. 23 (24.11.2020): 5312. http://dx.doi.org/10.3390/ma13235312.

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Herein, we present dicarboxylate platinum(II) complexes of the general formula [Pt(mal)(DMSO)(L)] and [Pt(CBDC)(DMSO)(L)], where L is dbtp 5,7-ditertbutyl-1,2,4-triazolo[1,5-a]pyrimidine) or ibmtp (7-isobutyl-5-methyl-1,2,4- triazolo[1,5-a]pyrimidine), as prospective prodrugs. The platinum(II) complexes were synthesized in a one-pot reaction between cis-[PtCl2(DMSO)2], silver malonate or silver cyclobutane-1,1-dicarboxylate and triazolopyrimidines. All platinum(II) compounds were characterized by FT-IR, and 1H, 13C, 15N and 195Pt NMR; and their square planar geometries with one monodentate N(3)-bonded 5,7-disubstituted-1,2,4-triazolo[1,5-a]pyrimidine, one S-bonded molecule of dimethyl sulfoxide and one O,O-chelating malonato (1, 2) or O,O-chelating cyclobutane-1,1-dicarboxylato (3, 4) was determined. Additionally, [Pt(CBDC)(dbtp)(DMSO)] (3) exhibited (i) substantial in vitro cytotoxicity against the lung adenocarcinoma epithelial cell line (A549) (IC50 = 5.00 µM) and the cisplatin-resistant human ductal breast epithelial tumor cell line (T47D) (IC50 = 6.60 µM); and (ii) definitely exhibited low toxicity against normal murine embryonic fibroblast cells (BALB/3T3).
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9

Hossain, M. I., und M. M. H. Bhuiyan. „Synthesis and Antimicrobial Activities of Some New Thieno and Furopyrimidine Derivatives“. Journal of Scientific Research 1, Nr. 2 (23.04.2009): 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-carbonitrile 1 with formic acid, affording 5,6-dimethylthieno[2,3-d]pyrimidin-4(3H)-one 2, which is chlorinated with thionyl chloride and then hydrazinated with hydrazine hydrate. Finally hydrazino compound 4 is reacted with formic acid, acetic anhydrate, benzaldehyde, p-hydroxybenzaldehyde, p-toluayldehyde, p-nitrobenzaldehyde and p-chlorobenzaldehyde to give thienotriazolopyrimidines 5-6 and thienopyrimidines 7-11 respectively. All the compounds have been screened for their antimicrobial activity. Keywords: Fused pyrimidines; Hydrazino compound; Thienotriazolopyrmidines; Thienopyrimidines; Antimicrobial activity.© 2009 JSR Publications. ISSN: 2070-0237 (Print); 2070-0245 (Online). All rights reserved.DOI: 10.3329/jsr.v1i2.2299
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10

Tang, Caifei, Zhiming Li und Quanrui Wang. „IBD-mediated oxidative cyclization of pyrimidinylhydrazones and concurrent Dimroth rearrangement: Synthesis of [1,2,4]triazolo[1,5-c]pyrimidine derivatives“. Beilstein Journal of Organic Chemistry 9 (25.11.2013): 2629–34. http://dx.doi.org/10.3762/bjoc.9.298.

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Oxidative cyclization of 6-chloro-4-pyrimidinylhydrazones 4 with iodobenzene diacetate (IBD) in dichloromethane gives rise to [1,2,4]triazolo[4,3-c]pyrimidine derivatives 5a–o. These incipient products undergo feasible Dimroth rearrangement to furnish the isolated [1,2,4]triazolo[1,5-c]pyrimidines 6a–o in moderate to high yields.
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Dissertationen zum Thema "TRIAZOLO-PYRIMIDINE"

1

Xu, Kuiying. „Pyrrolo[2,3-d]pyrimidine, Pyrazolo[3,4-d]pyrimidine and Triazolo[4,5-d]pyrimidine nucleosides and oligonucleotides: Synthesis, physical properties and base-pairing = Pyrrolo[2,3-d]pyrimidin, Pyrazolo[3,4-d]pyrimidin und Triazolo[4,5-d]pyrimidin nucleoside und oligonucleotide: Synthese, physikalische Eigenschaften und Basenpaarung /“. Osnabrück, 2008. http://opac.nebis.ch/cgi-bin/showAbstract.pl?sys=000254557.

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Buchteile zum Thema "TRIAZOLO-PYRIMIDINE"

1

Kleschick, William A., Mark J. Costales, B. Clifford Gerwick, J. B. Holtwick, R. W. Meikle, W. T. Monte, N. R. Pearson et al. „1,2,4-Triazolo[1,5-a]pyrimidine-2-sulfonanilide Herbicides“. In Synthesis and Chemistry of Agrochemicals III, 10–16. Washington, DC: American Chemical Society, 1992. http://dx.doi.org/10.1021/bk-1992-0504.ch002.

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Kleschick, William A., C. M. Carson, Mark J. Costales, J. J. Doney, B. Clifford Gerwick, J. B. Holtwick, R. W. Meikle et al. „1,2,4-Triazolo[1,5-a]pyrimidine-2-sulfonanilide Herbicides“. In Synthesis and Chemistry of Agrochemicals III, 17–25. Washington, DC: American Chemical Society, 1992. http://dx.doi.org/10.1021/bk-1992-0504.ch003.

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3

Costales, Mark J., William A. Kleschick und B. Clifford Gerwick. „N-(Substituted-2-fluorophenyl)- andN-(Substituted-2-trifluoromethylphenyl)-1,2,4-triazolo-[1,5-a]pyrimidine-2-sulfonanilides“. In Synthesis and Chemistry of Agrochemicals III, 26–33. Washington, DC: American Chemical Society, 1992. http://dx.doi.org/10.1021/bk-1992-0504.ch004.

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4

Pardasani, R. T., und P. Pardasani. „Magnetic properties of bromine-bridged copper(II) dimer with 5,7-dimethyl[1,2,4-triazolo(1,5-α)]pyrimidine“. In Magnetic Properties of Paramagnetic Compounds, 932–33. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-54237-8_532.

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5

Pardasani, R. T., und P. Pardasani. „Magnetic properties of trans-aquatrichlorobis-(5, 7-dimethyl[1, 2, 4]triazolo[1, 5-a]pyrimidine-N3)-ruthenium(III) monohydrate“. In Magnetic Properties of Paramagnetic Compounds, 447–48. Berlin, Heidelberg: Springer Berlin Heidelberg, 2017. http://dx.doi.org/10.1007/978-3-662-53971-2_231.

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„Kap. 2: Azapurine, Formamid als „Wunderreagenz“, Purinsynthese und Dimethylformamid/DimethylsulfatKomplexe“. In Von Aromaten und Heterocyclen zur Bio- und Nanotechnologie, 39–52. GNT-Verlag GmbH, 2023. http://dx.doi.org/10.47261/1551-2.

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7

Fischer, Gunther. „Recent Progress in 1,2,4-Triazolo[1,5-a]pyrimidine Chemistry“. In Advances in Heterocyclic Chemistry, 143–219. Elsevier, 2007. http://dx.doi.org/10.1016/s0065-2725(07)95003-5.

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8

Fischer, Gunther. „Recent advances in 1,2,4-triazolo[1,5-a]pyrimidine chemistry“. In Advances in Heterocyclic Chemistry, 1–101. Elsevier, 2019. http://dx.doi.org/10.1016/bs.aihch.2018.10.002.

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9

Lauria, Antonino, Chiara Patella, Patrizia Diana, Paola Barraja, Alessandra Montalbano, Gaetano Dattolo, Girolamo Cirrincione und Anna Maria Almerico. „New Tetracyclic Ring System of Biological Interest Indolo[3,2-e][1,2,3]triazolo[1,5-a]pyrimidine through domino reactions of 2-azidoindole“. In 19th International Congress on Heterocyclic Chemistry, 224. Elsevier, 2003. http://dx.doi.org/10.1016/b978-0-08-044304-1.50216-1.

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Konferenzberichte zum Thema "TRIAZOLO-PYRIMIDINE"

1

Scapin, Elisandra, Lilian Buriol, Taiana Scalco München, Clarissa Piccinin Frizzo und Marcos A. P. Martins. „Synthesis of 1,2,4-Triazolo[1,5-a]pyrimidine Supported under Ultrasound Irradiation“. In 15th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-15bmos-bmos2013_20131012143813.

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2

Scapin, Elisandra, Lilian Buriol, Taiana Scalco München, Clarissa Piccinin Frizzo, Mara Marzari und Marcos A. P. Martins. „Synthesis of 7-aryl(alkyl)1,2,4-triazolo[1,5-a]pyrimidine Using Conventional Methods“. In 14th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0028-1.

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3

Lyapustin, D. N., E. N. Ulomsky, E. K. Voinkov und V. L. Rusinov. „Preparation of new 5-methylthio-6-nitro-1,2,4-triazolo[1,5-a]pyrimidine-7-ones as structural analogues of antiviral drugs“. In PROCEEDINGS OF THE 3RD INTERNATIONAL CONFERENCE ON AUTOMOTIVE INNOVATION GREEN ENERGY VEHICLE: AIGEV 2018. Author(s), 2019. http://dx.doi.org/10.1063/1.5087320.

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4

Gharib, Ali, Mina Roshani und Manouchehr Jahangir. „Efficient Catalytic Synthesis of Pyrazolo[3,4-d]pyrimidine, Pyrazolo[4,3- e][1,2,4]triazolo[1,5-c]pyrimidine, Pyrazolo[4,3-e][1,2,4]triazolo[1,5- c]pyrimidine, Pyrazolo[3,4-d]pyrimidin-4-one derivatives using Heterogeneous Preyssler Heteropolyacid, H14[NaP5W30O110]/SiO2“. In The 13th International Electronic Conference on Synthetic Organic Chemistry. Basel, Switzerland: MDPI, 2009. http://dx.doi.org/10.3390/ecsoc-13-00169.

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