Synthesis of bioactive benzopyridazine derivatives as antiproliferative agents against different cancer cell lines

Fatah, Shimaa Mohamed; Ahmed, Abdullah A.S.; El-Bery, Esraa Nazieh; Awad, Hanem M.; Abdel-Aleem, Abdel-Aleem Hassan; El- Sayed, Ibrahim El-Tantawy; Abo Hussein, Mona K.

doi:10.21608/ejchem.2024.280767.9543

	Synthesis of bioactive benzopyridazine derivatives as antiproliferative agents against different cancer cell lines
Egyptian Journal of Chemistry
Volume 68, Issue 2, February 2025, Page 421-427 PDF (338.21 K)
Document Type: Original Article
DOI: 10.21608/ejchem.2024.280767.9543
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Authors
Shimaa Mohamed Fatah¹; Abdullah A.S. Ahmed ¹; Esraa Nazieh El-Bery¹; Hanem M. Awad ²; Abdel-Aleem Hassan Abdel-Aleem¹; Ibrahim El-Tantawy El- Sayed ¹; Mona K. Abo Hussein³
¹Department of Chemistry, Faculty of Science, Menoufia University, Shebin El-Kom 32512, Menoufia, Egypt;
²Department of Tanning Materials and Leather Technology, National Research Centre 12611, Dokki, Giza, Egypt
³Clinical Microbiology and Immunology Department, National Liver Institute, Menoufia University, Shebin El-Kom 32511, Egypt
Abstract
New bioactive benzopyridazine derivatives 5a-d and 7a,b were successfully synthesized as antiproliferative agents via nucleophilic substitution reaction of 1-chloro-4-phenyl benzopyridazine 1 with the aromatic diamines 2a,b respectively to form the free amines 3a,b, The free amines 3a,b coupled with phenyl isocyanates 4a, phenyl isothiocyanate 4b or 2-naphthalene sulfonyl chloride 6 to form 5a-d and 7a,b derivatives. The establishment of the synthesized benzopyridazine derivatives was affirmed via different spectroscopic methods. Moreover, the antiproliferative activity of the synthesized derivatives were investigated against different human cancer cell lines such as HCT-116, HepG-2, MCF-7. The new synthesized benzopyridazine derivatives were found to have promising antiproliferative agents against the three cancer cell lines compared to the reference drug doxorubicin. Notably, 5b-d were found to be more selective towards HepG-2 cancer cell line with IC50 :1.6, 1.5, 1.6 µM as well as 7a, b with IC50: 1.6, 1.8 µM respectively higher than doxorubicin with IC50: 3.8 µM. The selective toxicity of the synthesized derivatives was evaluated using BJ-1 normal cell showing low toxicity towards the healthy normal cells compared to the reference drug.
Keywords
Benzopyridazine; Urea derivatives; Tiourea derivatives; Sulfonamide; Antiproliferative


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