Synthesis, Density Functional Theory, Insecticidal Activity, and Molecular Docking of Some N-Heterocycles Derived from 2-((1,3-Diphenyl-1H-Pyrazol-4-yl)Methylene)Malonyl Diisothiocyanate

References

• A. A. El-Badawy, A. S. Elgubbi, and E. A. E. El-Helw, “Acryloyl Isothiocyanate Skeleton as a Precursor for Synthesis of Some Novel Pyrimidine, Triazole, Triazepine, Thiadiazolopyrimidine and Acylthiourea Derivatives as Antioxidant Agents,” Journal of Sulfur Chemistry 42, no. 3 (2021): 295–307.
   Web of Science ®Google Scholar
• S. K. Ramadan, N. A. Ibrahim, S. A. El-Kaed, and E. A. E. El-Helw, “New Potential Fungicides Pyrazole-Based Heterocycles Derived from 2-Cyano-3-(1,3-Diphenyl-1H-Pyrazol-4-yl) Acryloyl Isothiocyanate,” Journal of Sulfur Chemistry 42, no. 5 (2021): 529–46.
   Web of Science ®Google Scholar
• I. F. Nassar, S. R. Att-Allah, and M. M. Hemdan, “Utility of Thiophene-2-Carbonyl Isothiocyanate as a Precursor for the Synthesis of 1,2,4-Triazole, 1,3,4-Oxadiazole and 1,3,4-Thiadiazole Derivatives with Evaluation of Their Antitumor and Antimicrobial Activities,” Phosph. Sulfur Silicon 193, no. 10 (2018): 630–6.
   Web of Science ®Google Scholar
• M. M. Hemdan, and A. A. El-Sayed, “Synthesis of Some New Heterocycles Derived from Novel 2-(1,3-Dioxisoindolin-2-yl)Benzoyl Isothiocyanate,” Journal of Heterocyclic Chemistry 53, no. 2 (2016): 487–92.
   Web of Science ®Google Scholar
• S. K. Ramadan, D. R. Abdel Haleem, H. S. M. Abd-Rabboh, N. M. Gad, W. S. I. Abou-Elmagd, and D. S. A. Haneen, “Synthesis, SAR Studies, and Insecticidal Activities of Certain N-Heterocycles Derived from 3-((2-Chloroquinolin-3-yl)Methylene)-5-Phenylfuran-2(3H)-One against Culex pipiens L. larvae,” RSC Advances 12, no. 22 (2022): 13628–38.
   PubMed Web of Science ®Google Scholar
• K. N. M. Halim, S. A. Rizk, M. A. El-Hashash, and S. K. Ramadan, “Straightforward Synthesis, Antiproliferative Screening, and Density Functional Theory Study of Some Pyrazolylpyrimidine Derivatives,” Journal of Heterocyclic Chemistry 58, no. 2 (2021): 636–45.
   Web of Science ®Google Scholar
• S. K. Ramadan, A. K. El-Ziaty, and E. A. E. El-Helw, “Synthesis and Antioxidant Evaluation of Some Heterocyclic Candidates from 3-(1, 3-Diphenyl-1H-Pyrazol-4-yl)-2-(4-Oxo-4H-Benzo d][1,3]Oxazin-2-yl)Propenonitrile.” Synthetic Communications 51, no. 8 (2021): 1272–1283.
   Web of Science ®Google Scholar
• S. K. Ramadan, E. Z. Elrazaz, K. A. M. Abouzid, and A. M. El-Naggar, “Design, Synthesis and: In Silico Studies of New Quinazolinone Derivatives as Antitumor PARP-1 Inhibitors,” RSC Advances 10, no. 49 (2020): 29475–92.
   PubMed Web of Science ®Google Scholar
• M. M. Kaddah, A. A. Fahmi, M. M. Kamel, S. K. Ramadan, and S. A. Rizk, “Synthesis, Characterization, Computational Chemical Studies and Antiproliferative Activity of Some Heterocyclic Systems Derived from 3-(3-(1,3-Diphenyl-1H-Pyrazol-4-yl)Acryloyl)-2H-Chromen-2-One,” Synthetic Communications 51, no. 12 (2021): 1798–813.
   Web of Science ®Google Scholar
• A. R. Morsy, S. K. Ramadan, and M. M. Elsafty, “Synthesis and Antiviral Activity of Some Pyrrolonyl Substituted Heterocycles as Additives to Enhance Inactivated Newcastle Disease Vaccine,” Medicinal Chemistry Research 29, no. 6 (2020): 979–88.
   Web of Science ®Google Scholar
• (a) H. A. Sallam, A. S. Elgubbi, and E. A. E. El-Helw, “Synthesis and Antioxidant Screening of New 2-Cyano-3-(1,3-Diphenyl-1H-Pyrazol-4-yl)Acryloyl Amide Derivatives and Some Pyrazole-Based Heterocycles,” Synthetic Communications 50, no. 13 (2020): 2066–77.
   Web of Science ®Google Scholar
  (b) S. K. Ramadan, A. K. El-Ziaty, and R. S. Ali, “Synthesis, Antiproliferative Activity, and Molecular Docking of Some N‐Heterocycles Bearing a Pyrazole Scaffold against Liver and Breast Tumors,” Journal of Heterocyclic Chemistry 58, no. 1 (2021): 290–304.
   Web of Science ®Google Scholar
• E. A. E. El-Helw, M. M. Gado, and A. K. El-Ziaty, “Synthesis and anti-Rotavirus Activity of Some Nitrogen Heterocycles Integrated with Pyrazole Scaffold,” Journal of the Iranian Chemical Society 17, no. 6 (2020): 1479–92.
   Web of Science ®Google Scholar
• M. M. Kaddah, A. R. I. Morsy, A. A. Fahmi, M. M. Kamel, M. M. Elsafty, S. A. Rizk, and S. K. Ramadan, “Synthesis and Biological Activity on IBD Virus of Diverse Heterocyclic Systems Derived from 2-cyano-N'-((2-Oxo-1,2-Dihydroquinolin-3-yl)Methylene)Acetohydrazide,” Synthetic Communications 51, no. 22 (2021): 3366–78.
   Web of Science ®Google Scholar
• (a) K. N. M. Halim, S. K. Ramadan, S. A. Rizk, and M. A. El-Hashash, “Synthesis, DFT Study, Molecular Docking and Insecticidal Evaluation of Some Pyrazole-Based Tetrahydropyrimidine Derivatives.” Synthetic Communications 50, no. 8 (2020): 1159.
   Web of Science ®Google Scholar
  (b) S. K. Ramadan, K. N. M. Halim, S. A. Rizk, and M. A. El-Hashash, “Cytotoxic Activity and Density Functional Theory Studies of Some 1,3-Diphenylpyrazolyltetrahydropyrimidine Derivatives,” Journal of the Iranian Chemical Society 17, no. 7 (2020): 1575–89.
   Web of Science ®Google Scholar
• S. K. Ramadan, E. A. E. El-Helw, and H. A. Sallam, “Cytotoxic and Antimicrobial Activities of Some Novel Heterocycles Employing 6-(1,3-Diphenyl-1H-Pyrazol-4-yl)-4-Oxo-2-Thioxo-1,2,3,4-Tetrahydropyrimidine-5-Carbonitrile,” Heterocyclic Communications 25, no. 1 (2019): 107–15.
   Web of Science ®Google Scholar
• S. M. Gomha, H. M. Abdel-Aziz, and A. A. M. El-Reedy, “Facile Synthesis of Pyrazolo[3,4-c]Pyrazoles Bearing Coumarine Ring as Anticancer Agents,” Journal of Heterocyclic Chemistry, 55, no. 8 (2018): 530–536.
   Web of Science ®Google Scholar
• A. O. Abdelhamid, and S. M. Gomha, “The Chemistry of Acetylpyrazoles and Its Utility in Heterocyclic Synthesis,” Journal of Heterocyclic Chemistry 56, no. 3 (2019): 726–58.
   Web of Science ®Google Scholar
• S. Abu-Melha, M. M. Edrees, S. M. Riyadh, M. R. Abdelaziz, A. A. Elfiky, and S. M. Gomha, “Clean Grinding Technique: A Facile Synthesis and in Silico Antiviral Activity of Hydrazones, Pyrazoles, and Pyrazines Bearing Thiazole Moiety against SARS-CoV-2 Main Protease (Mpro),” Molecules 25, no. 19 (2020): 4565.
   PubMed Web of Science ®Google Scholar
• S. M. Gomha, and K. M. Dawood, “Synthetic Utility of Pyridinium Bromide: Synthesis and Antimicrobial Activity of Novel 2,4,6‐Trisubstituted Pyridines Having Pyrazole Moiety,” Journal of Heterocyclic Chemistry 54, no. 3 (2017): 1943–8.
   Web of Science ®Google Scholar
• S. M. Gomha, and H. A. Abdel-Aziz, “Enaminones as Building Blocks in Heterocyclic Preparations: Synthesis of Novel Pyrazoles, Pyrazolo-[3,4-d] Pyridazines, Pyrazolo [1,5-a] Pyrimidines, Pyrido-[2,3-d] Pyrimidines Linked to Imidazo [2,1-a] Thiazole System,” Heterocycles 85, no. 9 (2012): 2291.
   Web of Science ®Google Scholar
• B. L. Finkelstein, and C. J. Strock, “Synthesis and Insecticidal Activity of Novel Pyrazole Methanesulfonates,” Pesticide Science 50, no. 4 (1997): 324–8.
   Google Scholar
• M. Mao, Y. Li, Q. Liu, Y. Zhou, X. Zhang, L. Xiong, Y. Li, and Z. Li, “Synthesis and Insecticidal Evaluation of Novel N-Pyridylpyrazolecarboxamides Containing Cyano Substituent in the Ortho-Position,” Bioorganic & Medicinal Chemistry Letters 23, no. 1 (2013): 42–6.
   PubMed Web of Science ®Google Scholar
• (a) E. A. Ghareeb, N. F. H. Mahmoud, E. A. El-Bordany, and E. A. E. El-Helw, “Synthesis, DFT, and Eco-Friendly Insecticidal Activity of Some N-Heterocycles Derived from 4-((2-Oxo-1,2-Dihydroquinolin-3-yl)Methylene)-2-Phenyloxazol-5(4H)-One,” Bioorganic Chemistry 112 (2021): 104945.
   PubMed Web of Science ®Google Scholar
  (b) A. M. El-Naggar, and S. K. Ramadan, “Efficient Synthesis of Some Pyrimidine and Thiazolidine Derivatives Bearing Quinoline Scaffold under Microwave Irradiation,” Synthetic Communications 50, no. 14 (2020): 2188–98.
   Web of Science ®Google Scholar
• G. A. Elsayed, N. F. Mahmoud, and S. A. Rizk, “Solvent Free Synthesis and Antimicrobial Properties of Some Novel Furanone and Spiropyrimidone Derivatives,” Current Organic Synthesis 14 (2017): 1.
   Google Scholar
• S. A. Rizk, S. S. Abdelwahab, and H. A. Sallam, “Regioselective Reactions, Spectroscopic Characterization, and Cytotoxic Evaluation of Spiro-Pyrrolidine Thiophene,” Journal of Heterocyclic Chemistry 55, no. 7 (2018): 1604–14.
   Web of Science ®Google Scholar
• A. F. M. Fahmy, S. A. Rizk, M. M. Hemdan, A. A. El‐Sayed, and A. I. Hassaballah, “Efficient Green Synthesis and Computational Chemical Study of Some Interesting Heterocyclic Derivatives as Insecticidal Agents,” Journal of Heterocyclic Chemistry 55, no. 11 (2018): 2545–55.
   Web of Science ®Google Scholar
• S. A. Rizk, S. Shaban, and H. A. Sallam, “Facile Synthesis and Antioxidant Evaluation of Conjugated 8-Azacoumarins Based on DFT Parameters,” Journal of Heterocyclic Chemistry 57, no. 2 (2020): 867–79.
   Web of Science ®Google Scholar
• M. G. El-Banna, M. A. El-Hashash, A. M. Elnaggar, A. A. El-Badawy, and S. A. Rizk, “An Efficient Ultrasonic Synthetic Approach, DFT Study, and Molecular Docking of 6a-Hydroxy-9-Nitro-6,6a-Dihydroisoindolo[2,1-a]-Quinazoline-5,11-Dione Derivatives as Algaecides for Refining Wastewater,” Journal of Heterocyclic Chemistry 58, no. 7 (2021): 1502–14.
   Web of Science ®Google Scholar
• (a) E. A. E. El-Helw, A. R. Morsy, and A. I. Hashem, “Evaluation of Some New Heterocycles Bearing 2-Oxoquinolyl Moiety as Immunomodulator against Highly Pathogenic Avian Influenza Virus (H5N8),” Journal of Heterocyclic Chemistry 58, no. 4 (2021): 1003–14.
   Web of Science ®Google Scholar
  (b) E. A. E. El-Helw, and A. I. Hashem, “Synthesis and Antitumor Activity Evaluation of Some Pyrrolone and Pyridazinone Heterocycles Derived from 3-((2-Oxo-5-(p-Tolyl)Furan-3(2H)-Ylidene)Methyl)Quinolin-2(1H)-One,” Synthetic Communications 50, no. 7 (2020): 1046–55.
   Web of Science ®Google Scholar
• E. A. E. El-Helw, H. A. Sallam, and A. S. Elgubbi, “Antioxidant Activity of Some N-Heterocycles Derived from 2-(1-(2-Oxo-2H-Chromen-3-yl)Ethylidene) Hydrazinecarbothioamide,” Synthetic Communications 49, no. 20 (2019): 2651–61.
   Web of Science ®Google Scholar
• S. K. Ramadan, A. M. Youssef, A. K. El‐Ziaty, and W. S. I. Abou‐Elmagd, “Novel Synthesis of Some Imidazolyl‐, Benzoxazinyl‐, and Quinazolinyl‐2,4‐Dioxothiazolidine Derivatives,” Journal of Heterocyclic Chemistry 52, no. 1 (2015): 278.
   Web of Science ®Google Scholar
• N. A. Ibrahim, S. A. El-Kaed, S. A. Rizk, and K. A. Ali, “Regioselective Synthesis, Spectroscopic Characterization, and Computational Chemical Study of Spiro[Indoline-3,4’-Pyrazolo[3,4-b] Pyridine Derivatives as Agrochemical Agents,” Polycyclic Aromatic Compounds 42 (2021): 5567–84. doi:10.1080/10406638.2021.1942083
   Web of Science ®Google Scholar
• A. E. Elkholy, S. A. Rizk, and A. M. Rashad, “Enhancing Lubricating Oil Properties Using Novel Quinazolinone Derivatives: DFT Study and Molecular Dynamics Simulation,” Journal of Molecular Structure 1175 (2019): 788–96.
   Web of Science ®Google Scholar
• A. M. Abdelrahman, A. A. Fahmi, S. A. Rizk, and E. A. E. El-Helw, “Synthesis, DFT and Antitumor Activity Screening of Some New Heterocycles Derived from 2,2'-(2-(1,3-Diphenyl-1H-Pyrazol-4-yl)Ethene-1,1-Diyl)Bis(4H-Benzo[d][1,3]Oxazin-4-One),” Polycyclic Aromatic Compounds (2021): 1–19. doi:10.1080/10406638.2021.2020310
   Web of Science ®Google Scholar
• J. Ma, S. Tong, P. Wang, W. Liao, H. Liu, and L. Zhang, “Insecticidal Activity of Camptothecin against Nilaparvata Lugens, Brevicoryne Brassicae and Chilo Suppressalis,” Journal of Economic Entomology 103, no. 2 (2010): 492–6.
   PubMed Web of Science ®Google Scholar
• Z. P. Che, J. M. Yang, X. J. Shan, Y. E. Tian, S. M. Liu, X. M. Lin, J. Jiang, M. Hu, and G. Q. Chen, “Synthesis and Insecticidal Activity of Sulfonate Derivatives of Sesamol against Mythimna Separata in Vivo,” Journal of Asian Natural Products Research 22, no. 7 (2020): 678–88.
   PubMed Web of Science ®Google Scholar
• X. Zheng, and J. Polli, “Identification of Inhibitor Concentrations to Efficiently Screen and Measure Inhibition Ki Values against Solute Carrier Transporters,” European Journal of Pharmaceutical Sciences: Official Journal of the European Federation for Pharmaceutical Sciences 41, no. 1 (2010): 43–52.
   PubMed Web of Science ®Google Scholar
• S. A. Rizk, G. A. Elsayed, and M. A. El-Hashash, “One-Pot Synthesis, Spectroscopic Characterization and DFT Study of Novel 8-Azacoumarin Derivatives as Eco-Friendly Insecticidal Agents,” Journal of the Iranian Chemical Society 15, no. 9 (2018): 2093–105.
   Web of Science ®Google Scholar
• S. A. Rizk, and S. R. Atta-Allah, “Microwave-Assisted Regioselective Reaction of Furanone Derivative Supported by DFT Stimulation and Molecular Docking to Afford Controlling Insecticidal Agents,” Journal of the Iranian Chemical Society 18, no. 9 (2021): 2407–23.
   Web of Science ®Google Scholar
• M. A. El-Hashash, S. A. Rizk, A. M. El-Naggar, and M. G. El-Bana, “Regiospecific Isomerization of 2-Benzoxazinon-2-yl Benzoic Acid toward Some Nitrogen Nucleophiles as Environmental Insecticide,” Journal of Heterocyclic Chemistry 54, no. 6 (2017): 3716–24.
   Web of Science ®Google Scholar