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Original Articles

Synthesis, Reactions, and Antiviral Activity of 1-(1H-Pyrazolo[3,4-b]pyridin-5-yl)ethanone and Pyrido[2′,3′:3,4]pyrazolo[5,1-c][1,2,4]triazine Derivatives

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Pages 1087-1102 | Received 01 May 2005, Accepted 25 Jun 2005, Published online: 01 Feb 2007

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Read on this site (11)

Nawaa Ali H. Alshammari & Dina A. Bakhotmah. (2023) Synthesis, Reactivity, and Applications of 4-Amino-3-Thioxo/Hydrazino-6-Substituted-1,2,4-Triazin-5-Ones and Their Derivatives: A Review. Polycyclic Aromatic Compounds 43:2, pages 1107-1132.
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Sergey M. Ivanov, Lyudmila M. Mironovich & Mikhail E. Minyaev. (2020) Synthesis of 8-alkylthio- and 8-selanyl-3-tert-butylpyrazolo[5,1-c][1,2,4]triazines. Phosphorus, Sulfur, and Silicon and the Related Elements 195:8, pages 666-676.
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FawzyA. Attaby, AzzaM. Abdel-Fattah, LabeebM. Shaif & MohamedM. Elsayed. (2010) Anti-Alzheimer and Anti-COX-2 Activities of the Newly Synthesized 2,3′-Bipyridine Derivatives (II). Phosphorus, Sulfur, and Silicon and the Related Elements 185:3, pages 668-679.
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FawzyA. Attaby, AzzaM. Abdel-Fattah, LabeebM. Shaif & MohamedM. Elsayed. (2009) Anti-Alzheimer and Anti-Cox-2 Activities of the Newly Synthesized 2,3′-Bipyridine Derivatives (I). Phosphorus, Sulfur, and Silicon and the Related Elements 185:1, pages 129-139.
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AzzaM. Abdel-Fattah, LabeebM. Shaif & FawzyA. Attaby. (2008) Synthesis of Heterocycles via 2-Thioxo-1,2-dihydropyridine-3-carbonitrile Derivative. Phosphorus, Sulfur, and Silicon and the Related Elements 183:10, pages 2443-2456.
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A.M. Abdel-Fattah, M.A. A. Elneairy, M.N. Gouda & F.A. Attaby. (2008) Synthesis, Characterization, and Reactions of Pyridine-3-Carbonitrile Derivatives. Phosphorus, Sulfur, and Silicon and the Related Elements 183:7, pages 1592-1614.
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AzzaM. Abdel Fattah, MohamedA. A. Elneairy & MohamedA. M. Gad-Elkareem. (2007) A Novel Synthesis of Pyridine-2(1H)-thione, Pyrazolo[3,4-b]pyridine, Pyrido[2′,3′:3,4]pyrazolo[1,5-a]pyrimidine, Thieno[2,3-b]pyrdine, and Pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine Derivatives Containing a Naphthyl Moiety. Phosphorus, Sulfur, and Silicon and the Related Elements 182:6, pages 1351-1364.
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FawzyA. Attaby, MostafaM. Ramla & EmanM. Gouda. (2007) Synthesis, Reactions, and Biological Activity of 4(1H-Indol-3-yl)-2-Thioxopyridine Derivatives. Phosphorus, Sulfur, and Silicon and the Related Elements 182:3, pages 517-528.
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FawzyA. Attaby, A.H. Elghandour, M.A. Ali & YasserM. Ibrahem. (2007) Synthesis, Characterization, and Antiviral Activities of Pyridopyrazolotriazines. Phosphorus, Sulfur, and Silicon and the Related Elements 182:1, pages 133-149.
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Sahar E. Abo-Neima, Mostafa M. El-Sheekh & Reda M. Keshk. (2023) Synthesis and In Vivo Evaluation of Pyrazolopyridine and Pyridopyrazolopyrimidine Derivatives as Potent Anticancer Agents Against Ehrlich Ascites Carcinoma. BioNanoScience 13:4, pages 2385-2399.
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Nawaa Ali H. Alshammari, Dina A. Bakhotmah & Michael G. Gardiner. (2023) Synthesis, Reactivity, and Anticancer Activity Evaluation of 4‐Amino‐3‐Mercapto‐6‐Methyl‐1,2,4‐Triazin‐5(4 H )‐One Derivatives . ChemistrySelect 8:20.
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Reda M. Keshk. (2022) Design, synthesis, and characterization of novel pyrazolopyridine and pyridopyrazolopyrimidine derivatives. Journal of Heterocyclic Chemistry.
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E. K. Voinkov, R. A. Drokin, E. N. Ulomsky & V. L. Rusinov. Regioselective synthesis of azolo[5,1-c][1,2,4]triazines. Regioselective synthesis of azolo[5,1-c][1,2,4]triazines.
Jarosław Sączewski & Joanna Fedorowicz. 2022. Comprehensive Heterocyclic Chemistry IV. Comprehensive Heterocyclic Chemistry IV 569 596 .
E. K. Voinkov, R. A. Drokin, D. V. Tufyakov, E. N. Ulomsky & V. L. Rusinov. Nucleophilic substitution of nitro group in dihydroazole[5,1-c][1,2,4]triazines. Nucleophilic substitution of nitro group in dihydroazole[5,1-c][1,2,4]triazines.
Tarana Umar, Shruti Shalini, Md Kausar Raza, Siddharth Gusain, Jitendra Kumar, Prerna Seth, Manisha Tiwari & Nasimul Hoda. (2019) A multifunctional therapeutic approach: Synthesis, biological evaluation, crystal structure and molecular docking of diversified 1H-pyrazolo[3,4-b]pyridine derivatives against Alzheimer's disease. European Journal of Medicinal Chemistry 175, pages 2-19.
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Sanaa M. Emam, Saeyda A. Abouel‐Enein & Eman M. Abdel‐Satar. (2019) Structural characterization, thermal investigation and biological activity of metal complexes containing Schiff Base ligand (Z)‐3‐(1‐((4,6‐dimethyl‐1H‐pyrazolo[3,4‐b] pyridin‐3‐yl)imino)ethyl)‐4‐hydroxy‐6‐methyl‐2H‐pyran‐2‐one. Applied Organometallic Chemistry 33:5, pages e4847.
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Sergey M. Ivanov & Anatoliy M. Shestopalov. (2018) Interaction of Fused 1,2,4-Triazinone with Diborane/Oxidation: A New Route for the Synthesis of Partially Saturated and Aromatic Pyrazolo[5,1- c ][1,2,4]triazines . Journal of Heterocyclic Chemistry 55:10, pages 2427-2433.
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S. M. Ivanov, L. M. Mironovich, L. A. Rodinovskaya & A. M. Shestopalov. (2018) Synthesis of new 4-oxo-1,2,3,4-tetrahydropyrazolo[5,1-с][1,2,4]triazines. Russian Chemical Bulletin 67:8, pages 1487-1491.
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Sergey M. Ivanov & Anatoliy M. Shestopalov. (2018) Interaction of 4-Oxo-4 H -pyrazolo[5,1- c ][1,2,4]triazin-1-ides with Grignard Reagents . Journal of Heterocyclic Chemistry 55:8, pages 1966-1972.
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Evgeny V. Shchegol'kov, Galina F. Makhaeva, Natalia P. Boltneva, Sofya V. Lushchekina, Olga G. Serebryakova, Elena V. Rudakova, Nadezhda V. Kovaleva, Yanina V. Burgart, Victor I. Saloutin, Oleg N. Chupakhin, Sergey O. Bachurin & Rudy J. Richardson. (2017) Synthesis, molecular docking, and biological activity of polyfluoroalkyl dihydroazolo[5,1-c][1,2,4]triazines as selective carboxylesterase inhibitors. Bioorganic & Medicinal Chemistry 25:15, pages 3997-4007.
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S. M. Ivanov, L. M. Mironovich, L. A. Rodinovskaya & A. M. Shestopalov. (2017) Synthesis of new pyrido[2′,3′:3,4]pyrazolo[5,1-c]-[1,2,4]triazin-4(6H)-one derivatives. Russian Chemical Bulletin 66:6, pages 1126-1130.
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Sergey M. Ivanov, Lyudmila M. Mironovich, Lyudmila A. Rodinovskaya & Anatoliy M. Shestopalov. (2017) The first stable examples of compounds containing both diazonium and acyl azide, and synthesis of a new pyrazino[2′,3′:3,4]pyrazolo[5,1- c ][1,2,4]triazin-4(6 H )-one heterocyclic system. Tetrahedron Letters 58:19, pages 1851-1853.
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Yasser K. Abdel-Monem, Saeyda A. Abou El-Enein & Mona M. El-Sheikh-Amer. (2017) Design of new metal complexes of 2-(3-amino-4,6-dimethyl-1H-pyrazolo[3,4-b]pyridin-1-yl)aceto-hydrazide: Synthesis, characterization, modelling and antioxidant activity. Journal of Molecular Structure 1127, pages 386-396.
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Mudumala Veeranarayana Reddy & Yeon Tae Jeong. (2016) Copper( ii ) oxide nanoparticles as a highly active and reusable heterogeneous catalyst for the construction of phenyl-1H-pyrazolo[3,4-b]pyridine derivatives under solvent-free conditions . RSC Advances 6:105, pages 103838-103842.
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E. V. Shchegol’kov, O. G. Khudina, A. E. Ivanova, Ya. V. Burgart, E. V. Sadchikova, M. A. Kravchenko & V. I. Saloutin. (2014) Synthesis and Tuberculostatic Activity of Some 1,2,4-Triazines. Pharmaceutical Chemistry Journal 48:6, pages 383-386.
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Nora M. Rateb. (2014) Synthesis of Pyrido[2′,3′: 3,4]pyrazolo[1,5- a ]pyrimidine, Pyrido[2′,3′:3,4]pyrazolo[5,1- c ][1,2,4]triazine, and Pyrazolyl Oxadiazolylthieno[2,3- b ]pyridine Derivatives . Journal of Heterocyclic Chemistry 51:5, pages 1349-1356.
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Fawzy A. Attaby, Azza M. Abdel-Fattah, Labeeb M. Shaif & Mohamed M. Elsayed. (2014) Synthesis, Reactions, Characterization and Biological Evaluation of 2,3′-Bipyridine Derivatives (III). Journal of Heterocyclic Chemistry 51:4, pages 927-936.
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Hassan A. El-Sayed, Said A. Said & Abd El-Galil E. Amr. (2013) Synthesis of some fused heterocyclic systems and their nucleoside candidates. Research on Chemical Intermediates 40:2, pages 833-845.
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Farag A. El-Essawy & Abd-Allah. Sh. El-Etrawy. (2014) Synthesis of New Chromeno[4,3- b ]pyrazolo[4,3- e ]pyridines Derivatives with Antimicrobial Evaluation . Journal of Heterocyclic Chemistry 51:1, pages 191-195.
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Sraa Abu-Melha. (2013) Synthesis and Antimicrobial Activity of Some New Heterocycles Incorporating the Pyrazolopyridine Moiety. Archiv der Pharmazie 346:12, pages 912-921.
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Kuldip Upadhyay, Atul Manvar, Roberta Loddo, Paolo La Colla, Vijay Virsodiya, Jalpa Trivedi, Ravi Chaniyara & Anamik Shah. (2012) Syntheses and in vitro biological screening of 1-aryl-10H-[1,2,4]triazolo[3′,4′:3,4][1,2,4]triazino[5,6-b]indoles. Medicinal Chemistry Research 22:8, pages 3675-3686.
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Yasser K. Abdelmonem, Farag A. El-Essawy, Saeda A. Abou El-Enein & Mona M. El-Sheikh-Amer. (2013) Docking Studies, Synthesis, and Evaluation of Antioxidant Activities of N-Alkylated, 1,2,4-Triazole, 1,3,4-Oxa-, and Thiadiazole Containing the Aminopyrazolopyridine Derivatives. International Journal of Organic Chemistry 03:03, pages 198-205.
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L. M. Mironovich, M. V. Kostina & A. V. Bozhok. (2012) Synthesis and reactivity of ethyl 7-amino-3-tert-butyl-4-thioxo-4,6-dihydropyrazolo[5,1-c][1,2,4]triazine-8-carboxylate. Russian Journal of Organic Chemistry 48:9, pages 1226-1228.
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F. A. El-Essawy & S. I. M. Rady. (2011) Synthesis of some N-alkylated 1,2,4-triazoles, 1,3,4-oxadiazoles, and 1,3,4-thiadiazoles based on N-(furan-2-yl-methylidene)-4,6-dimethyl-1H-pyrazolo-[3,4-b]pyridine-3-amine. Chemistry of Heterocyclic Compounds 47:4, pages 497-506.
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Farag A. El‐Essawy. (2010) Synthesis of tetrahetrocyclic systems including pyrido[2′,3′:3,4]pyrazolo[1,5‐ a ]pyrimidine fused with pyrazole derivatives and isolated with 1,3,4‐oxa‐, thiadiazole, and 1,2,4‐tetrazole derivatives . Journal of Heterocyclic Chemistry 47:2, pages 318-323.
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V. L. Rusinov, E. N. Ulomskii, O. N. Chupakhin & V. N. Charushin. (2009) Azolo[5,1-c]-1,2,4-triazines as a new class of antiviral compounds. Russian Chemical Bulletin 57:5, pages 985-1014.
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Mohamed A.M Gad-Elkareem, Azza M Abdel-Fattah & Mohamed A.A Elneairy. (2007) Pyrazolo[3,4- b ]pyridine in heterocyclic synthesis: synthesis of new pyrazolo[3,4- b ]pyridines, imidazo[1',2':1,5]pyrazolo[3,4- b ]pyridines, and pyrido[2',3':3,4]pyrazolo[1,5- a ]pyrimidines . Canadian Journal of Chemistry 85:9, pages 592-599.
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