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Synthesis, Characterization, and Anticancer Activity of Some Thiazole and Imidazolidine Derivatives Containing Pyridine Moiety

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Abstract

5-Phenyl-2-[(6-acetylpyridine-2-ylethylidene)hydrazino]thiazole 4 and 1-[(6-acetylpyrid-ine-2-ylethylidene)amino]-2-thioxoimidazolidine-4-one 6 are synthesized by cyclization of 1-[1-(6-acetylpyridin-2- yl)ethylidene]thiosemicarbazide 2 with phenacyl(ω)bromide or ethyl chloroacetate in the presence of fused sodium acetate. Reaction of compounds 2, 4, and 6 with acetic anhydride gives N-triacetyl derivative 3 and N-acetyl derivatives 5 and 7. Treatment of compound 6 with 4-methoxy benzaldehyde yields the corresponding carbanol derivative 8. Structures of the synthesized heterocyclic compounds are characterized by EI-MS and NMR spectroscopy. Antitumor activity of compounds 4, 6, 8, and 9 is evaluated against human breast carcinoma cell line (MCF-7).

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Authors and Affiliations

  1. Department of Chemistry, College of Science, Princess Nourah Bint Abdulrahman University, Riyadh, 11671, Saudi Arabia

    M. S. Al-Saleem

  2. Department of Chemistry, College of Science, Benha University, Benha, 13518, Egypt

    A. I. El-Shenawy

  3. Department of Chemistry, College of Science, Port Said University, Port Said, Egypt

    M. Abd El-Moneim & E. H. El-Sayed

Authors
  1. M. S. Al-Saleem
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  2. A. I. El-Shenawy
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  3. M. Abd El-Moneim
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  4. E. H. El-Sayed
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Correspondence to A. I. El-Shenawy.

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Al-Saleem, M.S., El-Shenawy, A.I., Abd El-Moneim, M. et al. Synthesis, Characterization, and Anticancer Activity of Some Thiazole and Imidazolidine Derivatives Containing Pyridine Moiety. Russ J Gen Chem 88, 2675–2679 (2018). https://doi.org/10.1134/S1070363218120320

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  • DOI: https://doi.org/10.1134/S1070363218120320

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