Synthesis of Some Novel 2-{Pyrano[2,3-c]Pyrazoles-4-Ylidene}Malononitrile Fused with Pyrazole, Pyridine, Pyrimidine, Diazepine, Chromone, Pyrano[2,3-c]Pyrazole and Pyrano[2,3-d]Pyrimidine Systems as Anticancer Agents

References

• S. Kanchithalaivan, S. Sivakumar, R. R. Kumar, P. Elumalai, Q. N. Ahmed, and A. K. Padala, “Four-Component Domino Strategy for the Combinatorial Synthesis of Novel 1,4-Dihydropyrano[2,3-c]Pyrazol-6-Amines,” ACS Combinatorial Science 15, no. 12 (2013): 631–8.
   PubMed Web of Science ®Google Scholar
• S. R. Mandha, S. Siliveri, M. Alla, V. R. Bommena, M. R. Bommineni, and S. Balasubramanian, “Eco-Friendly Synthesis and Biological Evaluation of Substituted Pyrano[2,3-c]Pyrazoles,” Bioorganic and Medicinal Chemistry Letters 22, no. 16 (2012): 5272–8.
   PubMed Web of Science ®Google Scholar
• M. E. A. Zaki, H. A. Soliman, O. A. Hiekal, and A. E. Z. Rashad, “Pyrazolopyranopyrimidines as a Class of Anti-inflammatory agents,” Zeitschrift Fur Naturforschung: C, Journal of Biosciences 61, no. 1–2 (2006): 1–5.
   PubMed Web of Science ®Google Scholar
• F. M. Abdelrazek, P. Metz, N. H. Metwally, and S. F. El-Mahrouky, “Synthesis and Molluscicidal Activity of New Cinnoline and Pyrano [2,3-c]Pyrazole Derivatives,” Archiv Der Pharmazie 339, no. 8 (2006): 456–60.
   PubMed Web of Science ®Google Scholar
• J. L. Wang, D. Liu, Z. J. Zhang, S. Shan, X. Han, S. M. Srinivasula, C. M. Croce, E. S. Alnemri, and Z. Huang, “Structure-Based Discovery of an Organic Compound That Binds Bcl-2 Protein and Induces Apoptosis of Tumor Cells,” Proceedings of the National Academy of Sciences of the United States of America 97, no. 13 (2000): 7124–9.
   PubMed Web of Science ®Google Scholar
• N. Foloppe, L. M. Fisher, R. Howes, A. Potter, A. G. S. Robertson, and A. E. Surgenor, “Identification of Chemically Diverse Chk1 Inhibitors by Receptor-Based Virtual Screening,” Bioorganic and Medicinal Chemistry 14, no. 14 (2006): 4792–802.
   PubMed Web of Science ®Google Scholar
• S. Muramulla and C. G. Zhao, “A New Catalytic Mode of the Modularly Designed Organocatalysts (MDOs): Enantioselective Synthesis of Dihydropyrano[2,3-c]Pyrazoles,” Tetrahedron Letters 52, no. 30 (2011): 3905–8.
   Web of Science ®Google Scholar
• P. Prasanna, S. Perumal, and J. C. Menendez, “Chemodivergent, Multicomponent Domino Reactions in Aqueous Media: L-Proline-Catalyzed Assembly of Densely Functionalized 4H-Pyrano[2,3-c]Pyrazoles and Bispyrazolyl Propanoates from Simple, Acyclic Starting Materials,” Green Chemistry 15, no. 5 (2013): 1292–9.
   Web of Science ®Google Scholar
• S. Paul, K. Pradhan, S. Ghosh, S. K. De, and A. R. Das, “Uncapped SnO2 Quantum Dot Catalyzed Cascade Assembling of Four Components: A Rapid and Green Approach to the Pyrano[2,3-c]Pyrazole and Spiro-2-Oxindole Derivatives,” Tetrahedron 70, no. 36 (2014): 6088–99.
   Web of Science ®Google Scholar
• G. X. Sabitha, “3-Formylchromone as Versatile Synthon in Heterocyclic Chemistry,” Aldrichimica Acta 29 (1996): 15–25.
   Web of Science ®Google Scholar
• C. K. Y. Ghosh, “Heterocycles Directly Linked to 3-Position of 1-Benzopyran-4-Ones,” Heterocycles 63 (2004): 2875–98.
   Web of Science ®Google Scholar
• T. E. Ali, S. A. Abdel-Aziz, S. M. El-Edfawy, E. A. Mohamed, and S. M. Abdel-Kariem, “Cleavage of Diethyl Chromonyl α-Aminophosphonate with Nitrogen and Carbon Nucleophiles: A Synthetic Approach and Biological Evaluations of a Series of Novel Azoles, Azines and Azepines Containing α-Aminophosphonate and Phosphonate Groups,” Synthetic Communications 44, no. 24 (2014): 3610–29.
   Web of Science ®Google Scholar
• M. A. Ibrahim, and T. E. Ali, “Ring Opening and Ring Closure Reactions of Chromone-3-Carboxylic Acid: unexpected Routes to Synthesize Functionalized Benzoxocinones and Heteroannulated Pyranochromenes,” Turkish Journal of Chemistry 39 (2015): 412–25.
   Web of Science ®Google Scholar
• T. E. Ali, and M. M. Hassan, “Reaction of 2-Cyano-3-(4-Oxo-4H-Chromen-3-yl)Prop-2-Enamide with Some Phosphorus Reagents: synthesis of Some Novel Diethyl Phosphonates, 1,2,3-Diazaphosphinanes, 1,3,2-Thiazaphosphinine and 1,2-Azaphospholes Bearing a Chromone Ring,” Research on Chemical Intermediates 44, no. 1 (2018): 173–89.
   Web of Science ®Google Scholar
• T. E. Ali, M. A. Assiri, N. M. Hassanin, I. S. Yahia, and M. S A. Hussien, “A Convenient Synthetic Route of Diethyl (4-Oxo-Chromeno[2,3-d]Pyrimidin-2(5)-yl)Phosphonates,” Journal of Heterocyclic Chemistry 56, no. 5 (2019): 1684–6.
   Web of Science ®Google Scholar
• G. Vasuki, and K. Kumaravel, “Rapid Four-Component Reactions in Water: Synthesis of Pyranopyrazoles,” Tetrahedron Letters 49, no. 39 (2008): 5636–8.
   Web of Science ®Google Scholar
• A. S. Plaskon, O. O. Grygorenko, and S. V. Ryabukhin, “Recyclizations of 3-Formyl-Chromones with Binucleophiles,” Tetrahedron 68, no. 13 (2012): 2743–57.
   Web of Science ®Google Scholar
• M. A. Ibrahim, and N. M. El-Gohary, “Domino Reactions between 3-(6-Methylchromonyl) Acrylonitrile and Nucleophilic Reagents,” Tetrahedron 74, no. 4 (2018): 512–8.
   Web of Science ®Google Scholar
• A. E. Amr, M. M. Abdalla, S. A. Essaouy, M. M. H. Areef, M. H. Elgamal, T. A. Nassear, and A. E. Haschich, “Synthesis of Some Substituted Furo[3,2-g]Chromeno [2,3-c]Pyrazole and Pyrazoline Derivatives from 5-Hydroxybergapten and 5-Hydroxy-Isopimpinellin as EGFR and VEGFR-2 Kinase Inhibitors,” Russian Journal of General Chemistry 87, no. 7 (2017): 1601–9.
   Web of Science ®Google Scholar
• R. H. Wiley, Chemistry of Heterocyclic Compounds: Pyrazoles, Pyrazolines, Pyrazolidines, Indazoles and Condensed Rings, vol. 22 (John Wiley & Sons, Ltd., 1967), 81–174.
   Google Scholar
• N. Malik, P. Dhiman, P. K. Verma, and A. Khatkar, “Design, Synthesis, and Biological Evaluation of Thiourea and Guanidine Derivatives of Pyrimidine-6-Carboxylate,” Research on Chemical Intermediates 41, no. 10 (2015): 7981–93.
   Web of Science ®Google Scholar
• O. G. Khudina, Ya V. Burgart, N. V. Murashova, and V. I. Saloutin, “Reactions of 2-Arylhydrazono-1,3-Dicarbonyl Compounds with Ethylenediamine,” Russian Journal of Organic Chemistry 39, no. 10 (2003): 1421–8.
   Web of Science ®Google Scholar
• O. N. Petrova, V. V. Lipson, L. L. Zamigajlo, M. G. Shirobokova, V. I. Musatov, and D. A. Dmitrienko,“Domino Reactions of Pyrazol-5-Amines with Arylglyoxals and Malononitrile,” Russian Journal of Organic Chemistry 52, no. 8 (2016): 1168–72.
   Web of Science ®Google Scholar
• M. Bayat, and M. Rezaei, “Synthesis of Imidazo[1,2-a]Pyridine, Pyrido[1,2-a]Pyrimidine, and 3-Cyanocoumarin,” Monatshefte Für Chemie – Chemical Monthly 148, no. 12 (2017): 2097–106.
   Google Scholar
• E. Soleimani, S. Torkaman, H. Sepahvand, and S. Ghorbani, “Ciprofloxacin-Functionalized Magnetic Silica Nanoparticles: As a Reusable Catalyst for the Synthesis of 1H-Chromeno[2,3-d]Pyrimidine-5-Carboxamides and Imidazo[1,2-a]Pyridines,” Molecular Diversity 23, no. 3 (2019): 739–49.
   PubMed Web of Science ®Google Scholar
• T. Mosmann, “Rapid Colorimetric Assay for Cellular Growth and Survival: Application to Proliferation and Cytotoxicity Assays,” Journal of Immunological Methods 65, no. 1–2 (1983): 55–63.
   PubMed Web of Science ®Google Scholar
• V. Gangadevi, and J. Muthumary, “Preliminary Studies on Cytotoxic Effect of Fungal Taxol on Cancer Cell Lines,” African Journal of Biotechnology 6 (2007): 1382–6.
   Web of Science ®Google Scholar