Advances in 4,6‐dimethyl-3-amino-3H-pyrazolo[3,4-b] pyridine-based and their annulated systems

References

• Waly, M. A.; EL-Hawary, I. I.; Hamama, W. S.; Zoorob, H. H. Synthesis and Antitumor Evaluation of Some New Fused and Binary Pyridines. J. Heterocyclic Chem. 2013, 50, E12–E17. DOI: 10.1002/jhet.1020.
   Web of Science ®Google Scholar
• Abdel Aziz, -Y. M.; Said, M. M.; El Shihawy, H. A.; Abouzid, K. A. M. Discovery of Novel Tricyclic Pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-4-Amine Derivatives as VEGFR-2 Inhibitors. Bioorg. Chem. 2015, 60, 1–12. DOI: 10.1016/j.bioorg.2015.03.004.
   PubMed Web of Science ®Google Scholar
• Gouda, M. A. Utility of 3-Amino-4,6-Dimethyl-1H-Pyrazolo[3,4-b]Pyridine in Heterocyclic Synthesis. J. Heterocyclic Chem. 2011, 48, 1–10. DOI: 10.1002/jhet.481.
   Web of Science ®Google Scholar
• Yassin, F. A. Synthesis, Reactions and Biological Activity of 2- Substituted 3-Cyano-4,6-Dimethylpyridine Derivatives. Chem. Heterocycl. Comp. 2009, 45, 35–41. DOI: 10.1007/s10593-009-0222-x.
   Web of Science ®Google Scholar
• Gouda, M. A. Synthesis and Antioxidant Evaluation of Some New Pyrazolopyridine Derivatives. Arch. Pharm. (Weinheim.) 2012, 345, 155–162. DOI: 10.1002/ardp.201100171.
   PubMed Web of Science ®Google Scholar
• Bondock, -S.; Fadaly, W.; Metwally, M. A. Enaminonitrile in Heterocyclic Synthesis: Synthesis and Antimicrobial Evaluation of Some New Pyrazole, Isoxazole and Pyrimidine Derivatives Incorporating a Benzothiazole Moiety. Eur. J. Med. Chem. 2009, 44, 4813–4818. DOI: 10.1016/j.ejmech.2009.07.024.
   PubMed Web of Science ®Google Scholar
• Gomha, S. M.; Abbas, E. M. H.; Farghaly, T. A. Antimicrobial Activity of Novel Tetra- and Penta-Azaheterocyclic Ring Systems. J. Heterocyclic Chem. 2017, 54, 610–617. DOI: 10.1002/jhet.2632.
   Web of Science ®Google Scholar
• Abdelhamid, -A. O.; Fahmi, A. A.; Baaiu, B. S. Useful Precursors for Synthesis of Some New Azolo[3,4-d]Pyridiazines, Azolo[1,5-a] Pyrimidines, Azolo[5,1-c]Triazines, Pyrazoles, and Benz[b][l,4] Diazepine. J. Heterocyclic Chem. 2016, 53, 1917–1927. DOI: 10.1002/jhet.2507.
   Web of Science ®Google Scholar
• Gomha, S. M.; Zaki, Y. H.; Abdelhamid, A. O. Utility of 3-Acetyl-6-Bromo-2H-Chromen-2-One for the Synthesis of New Heterocycles as Potential Antiproliferative Agents. Molecules. 2015, 20, 21826–21839. DOI: 10.3390/molecules201219803.
   PubMed Web of Science ®Google Scholar
• Gomha, S. M.; Eldebss, T. M. A.; Badrey, M. G.; Abdulla, M. M.; Mayhoub, A. S. Novel 4-Heteroaryl-Antipyrines as DPP-IV Inhibitors. Chem. Biol. Drug Des. 2015, 86, 1292–1303. DOI: 10.1111/cbdd.12593.
   PubMed Web of Science ®Google Scholar
• Abbas, E. M. H.; Gomha, S. M.; Farghaly, T. A. Multicomponent Reactions for Synthesis of Bioactivepolyheterocyclic Ring Systems under Controlled Microwave Irradiation. Arab. J. Chem. 2014, 7, 623–629. DOI: 10.1016/j.arabjc.2013.11.036.
   Web of Science ®Google Scholar
• Badrey, M. G.; Abdel-Aziz, H. M.; Gomha, S. M.; Abdalla, M. M.; Mayhoub, A. S. Design and Synthesis of Imidazopyrazolopyridines as Novel Selective COX-2 Inhibitors. Molecules. 2015, 20, 15287–15303. DOI: 10.3390/molecules200815287.
   PubMed Web of Science ®Google Scholar
• Gomha, S. M.; Edrees, M. M.; El-Arab, E. E. El-Arabb; Synthesis and Preliminary in-Vitro Cytotoxic Evaluation of Some Novel Bis-Heterocycles Incorporating Thienothiophene. J. Heterocyclic Chem. 2017, 54, 641–647. DOI: 10.1002/jhet.2636.
   Web of Science ®Google Scholar
• El-Hashash, M. A.; Gomha, S. M.; El-Arab, E. E. Utility of Pyrazolylchalcone Synthon to Synthesize Azolopyrimidines Under Grindstone Technology. Chem. Pharm. Bull. 2017, 65, 90–96. DOI: 10.1248/cpb.c16-00759.
   PubMed Web of Science ®Google Scholar
• Abdelhamid, A. O.; Gomha, S. M. Synthesis of New Pyrazolo[1,5-a]Pyrimidine,Triazolo[4,3-a]Pyrimidine Derivatives, and Thieno[2,3-b]Pyridine Derivatives from Sodium 3-(5-Methyl-1-Phenyl-1H-Pyrazol-4-yl)-3-Oxoprop-1-en-1-Olate. J. Chem. NY. 2013, 2013, 1–7. DOI: 10.1155/2013/327095.
   Web of Science ®Google Scholar
• Bondock, S. Synthesis and Antimicrobial Evaluation of Novel Polyheterocyclic Ring Systems Derived from 2-Oxo-2Hpyrimido[2,1-]Benzothiazole-3-Carbonitrile. Res. Chem. Intermed. 2015, 41, 5451–5462. DOI: 10.1007/s11164-014-1672-z.
   Web of Science ®Google Scholar
• Abdel-Latif, E.; Almatari, A. S.; Gh, E. Abd-ElGhani; Synthesis and Antibacterial Evaluation of Some New Thiazole-Based Polyheterocyclic Ring Systems. J. Heterocyclic Chem. 2019, 56, 1978–1985. DOI: 10.1002/jhet.3577.
   Google Scholar
• Silaichev, P. S.; Slepukhin, P. A.; Maslivets, A. N. Five-Membered 2,3-Dioxoheterocycles: ХСIV. recyclization of 4,5-Diaroyl-1H-Pyrrole-2,3-Diones under the Action of 3-Aminopyrazolo[3,4-b]Pyridine. Crystal and Molecular Structure of Substituted Pyrido[2′,3′:3,4]Pyrazolo[1,5-a]Pyrimidine. Russ. J. Org. Chem. 2013, 49, 1203–1207. DOI: 10.1134/S1070428013080186.
   Web of Science ®Google Scholar
• Silaichev, P. S.; Maslivets, A. N. Recyclization of 4,5-Diaroyl-1H-Pyrrole-2,3-Diones under the Action of Aminopyrazole. Russ. J. Org. Chem. 2013, 49, 777–778. DOI: 10.1134/S1070428013050308.
   Web of Science ®Google Scholar
• Mohamed, M. S.; El-Deen Awad, Y. E.; El-Hallouty, S. M.; El-Araby, M. Design, Synthesis and Cancer Cell Line Activities of Pyrazolo[3,4-b]Pyridine Derivatives. OJMC. 2012, 02, 78–88. DOI: 10.4236/ojmc.2012.23010.
   Google Scholar
• Metwally, M. A.; Etman, H. A.; Gafer, H. E.; Khalil, A. M. The Use of 3-Amino-4,6-Dimethyl-Pyrazolo[3,4-b]Pyridine in the Synthesis of Novel Heterocycles of Pharmaceutical Interest. Chem. Heterocycl. Comp. 2008, 44, 715–721. DOI: 10.1007/s10593-008-0103-8.
   Web of Science ®Google Scholar
• El-Essawy, F. A. Synthesis of Tetrahetrocyclic Systems Including Pyrido[20,30:3,4]Pyrazolo[1,5-a]Pyrimidine Fused with Pyrazole Derivatives and Isolated with 1,3,4-Oxa-, Thiadiazole, and 1,2,4-Tetrazole Derivatives. J. Heterocycl. Chem. 2010, 47, 318.
   Web of Science ®Google Scholar
• El-Essawy, F. A. Synthesis of New Pyrido[2′,3′:3,4]Pyrazolo[1,5-a] Pyrimidines and Their Use in the Preparation of Tetraheterocyclic Systems. Synth. Commun. 2010, 40, 877–887. DOI: 10.1080/00397910903020783.
   Web of Science ®Google Scholar
• Fathya, U.; Younis, A.; Awad, H. M. Ultrasonic Assisted Synthesis, Anticancer and Antioxidant Activity of Some Novel Pyrazolo[3,4-b]Pyridine Derivatives. J. Chem. Pharm. Res. 2015, 7, 4–12.
   Google Scholar
• Abdel-Monem, Y. K.; Abou El-Enein, S. A.; El-Sheikh-Amer, M. M. Design of New Metal Complexes of 2-(3-Amino-4,6-Dimethyl-1Hpyrazolo[3,4-b]Pyridin-1-yl)Acetohydrazide:Synthesis, Characterization, Modelling and Antioxidant Activity. J. Mol. Struct. 2017, 1127, 386–396. DOI: 10.1016/j.molstruc.2016.07.110.
   Web of Science ®Google Scholar
• Abdelmonem, Y. K.; El-Essawy, F. A.; Abou El-Enein, S. A.; El-Sheikh-Amer, M. M. 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. IJOC. 2013, 03, 198–205. DOI: 10.4236/ijoc.2013.33026.
   Google Scholar
• El-Essawy, F. A.; Rady, S. I. M. Synthesis of Some n-Alkylated 1,2,4-Triazoles, 1,3,4-Oxadiazoles, and 1,3,4-Thiadiazoles Based on n-(Furan-2-Ylmethylidene)-4,6-Dimethyl-1h-Pyrazolo-[3,4-b]Pyridine-3-Amine. Chem. Heterocycl. Comp. 2011, 47, 497–506. DOI: 10.1007/s10593-011-0787-z.
   Web of Science ®Google Scholar
• Abdel-Latif, E.; Kaupp, G.; Metwally, M. A. Brand New Quantitative Solid-State Synthesis of N-Pyrazolyl Azomethines. J. Chem. Res. (s). 2005, 2005, 187–189. DOI: 10.3184/0308234054213735.
   Google Scholar
• Abu-Melha, S. Synthesis and Antimicrobial Activity of Some New Heterocycles Incorporating the Pyrazolopyridine Moiety. Arch. Pharm. Chem. Life. Sci. 2013, 346, 912–921. DOI: 10.1002/ardp.201300195.
   PubMed Web of Science ®Google Scholar
• Metwally, -M. A.; Abdel-Galil, E.; Metwally, A.; Amer, F. A. Synthesis of New Substituted Pyridopyrazolotriazines. Chem. Heterocycl. Comp. 2012, 48, 1071–1077. DOI: 10.1007/s10593-012-1101-4.
   Web of Science ®Google Scholar
• Abdel-Hakeem, M. Triazenoindazoles and Triazenopyrazolopyridines: Design, Synthesis, and Cytotoxic Activity. Arch. Pharm. Res. 2010, 33, 813–819. DOI: 10.1007/s12272-010-0603-9.
   PubMed Web of Science ®Google Scholar
• Dmitrieva, -I. G.; Dyadyuchenko, L. V.; Strelkov, V. D.; Kaigorodova, E. A. Synthesis and Transformations of Substituted 4,6-Dimethylpyrazolo[3,4-b]Pyridyl-3-Azides and -Sulfonyl Chlorides. Chem. Heterocycl. Comp. 2008, 44, 1267–1274. DOI: 10.1007/s10593-009-0169-y.
   Web of Science ®Google Scholar
• El-Dean, A. M. K.; Atalla, A. A.; Mohamed, T. A.; Geies, A. A. Synthesis of Some Pyrazolopyridine Sulphonamide Derivatives. Z. Naturforsch. 1991, 46, 541–546. DOI: 10.1515/znb-1991-0417.
   Google Scholar
• Gouda, M. A. Synthesis and Antioxidant Evaluation of Some New Pyridopyrazolotriazine Derivatives. J. Heterocyclic Chem. 2015, 52, 990–998. DOI: 10.1002/jhet.2045.
   Web of Science ®Google Scholar
• Bondock, S.; El-Azab, H.; Ez-Eldin, M. K.; Metwally, M. A. Efficient Synthesis of New Functionalized 2-(Hetaryl)Thiazoles. Synth. Commun. 2013, 43, 59–71. DOI: 10.1080/00397911.2011.591036.
   Web of Science ®Google Scholar
• Abdel-Galil, -E.; Abdel-Latif, E.; Abbas, H. A.; Kandeel, E. M. Synthesis and Antioxidant Activity of Some New 2-Pyrazolin-5-One-1-Carbothioamide Derivatives. RJPBCS. 2016, 7, 222.
   Google Scholar
• Hamama, W. S.; Gouda, M. A.; Badr, M. H.; Zoorob, H. H. Synthesis, Antioxidant, and Antitumor Evaluation of Certain New N-Substituted-2-Amino-1,3,4-Thiadiazoles. Med. Chem. Res. 2013, 22, 3556–3565. DOI: 10.1007/s00044-012-0336-z.
   Web of Science ®Google Scholar
• Bondock, S.; Fadaly, W.; Metwally, M. A. Synthesis and Antimicrobial Activity of Some New Thiazole, Thiophene and Pyrazole Derivatives Containing Benzothiazole Moiety. Eur. J. Med. Chem. 2010, 45, 3692–3701. DOI: 10.1016/j.ejmech.2010.05.018.
   PubMed Web of Science ®Google Scholar
• Bondock, -S.; Rabie, R.; Etman, H. A.; Fadda, A. A. Synthesis and Antimicrobial Activity of Some New Heterocycles Incorporating Antipyrine Moiety. Eur. J. Med. Chem. 2008, 43, 2122–2129. DOI: 10.1016/j.ejmech.2007.12.009.
   PubMed Web of Science ®Google Scholar
• Fadda, A. A.; El Salam, M. A.; Tawfik, E. H.; Anwar, E. M.; Etman, H. A. Synthesis and Insecticidal Assessment of Some Innovative Heterocycles Incorporating a Thiadiazole Moiety against the Cotton Leafworm. RSC Adv.. 2017, 7, 39773–39785. DOI: 10.1039/C7RA06087D.
   Web of Science ®Google Scholar
• Gouda, M. A. Synthesis and Antioxidant Activity of a Novel Series of Pyrazolotriazine, Coumarin, Oxoazinone, and Pyrazinopyrimidine Derivatives. Arch. Pharm. Chem. Life. Sci. 2013, 346, 626–629. DOI: 10.1002/ardp.201300128.
   PubMed Web of Science ®Google Scholar
• Gouda, M. A. Synthesis and Antioxidant Evaluation of Some Novel Thiophene, Pyrazole, Chromene, Pyrazolotriazine Derivatives Bearing Sulfonamide Moiety. J. Heterocyclic Chem. 2017, 54, 268–277. DOI: 10.1002/jhet.2576.
   Web of Science ®Google Scholar
• Gouda, M. A.; Berghot, M. A.; Abd El-Ghani, G. E.; Abd El-Ghani, M. K. Synthesis and Antioxidant Evaluation of Some Nicotinonitriles. J. Heterocyclic Chem. 2016, 53, 1241–1250. DOI: 10.1002/jhet.2414.
   Web of Science ®Google Scholar
• El Bialy, S. A. A.; Gouda, M. A. Cyanoacetamide in Heterocyclic Chemistry: Synthesis, Antitumor and Antioxidant Activities of Some New Benzothiophenes. J. Heterocyclic Chem. 2011, 48, 1280–1286. DOI: 10.1002/jhet.634.
   Web of Science ®Google Scholar
• Gouda, M. A.; Berghot, M. A.; Abd El-Ghani, G. E.; Khalil, A. M. Synthesis and Antimicrobial Activities of Some New Thiazole and Pyrazole Derivatives Based on 4,5,6,7-Tetrahydrobenzothiophene Moiety. Eur. J. Med. Chem. 2010, 45, 1338–1345. DOI: 10.1016/j.ejmech.2009.12.020.
   PubMed Web of Science ®Google Scholar