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Synthesis, structural characterization and anticancer evaluation of pyrazole derivatives

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Abstract

The utility of 4-isothiocyanato-N-(1-phenyl-1H-pyrazol-5-yl)benzene sulfonamide 2 in the synthesis of some novel thiosemicarbazide, carbamothioate,1,3,4-thiadiazole, azomethine, thiourea, bisthiourea and imidazole derivatives is reported. The structure of the newly synthesized compounds was confirmed on the basis of analytical and spectral data. Some of the prepared compounds were evaluated for their in vitro anticancer activity against Ehrlich ascites carcinoma cells (EAC). It was found that the corresponding 2-acetyl-N-(4-(N-(1-phenyl-1H-pyrazol-5-yl) sulfamoyl)phenyl) hydrazinecarbothioamide 7 with IC50 value (2.14 µg/ml) showed better activity than doxorubicin with IC50 value (43.6 µg/ml) as reference drug.

Graphical Abstract

New thiosemicarbazide,carbamothioate,1,3,4-thiadiazole, azomethine, thiourea, bisthiourea and imidazole derivatives containing pyrazole moiety have been synthesized and evaluated for their anticancer activity.

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Acknowledgements

The authors would like to extend their sincere appreciation to the Deanship of Scientific Research at King Saud University for its funding of this research through the Research Group Project No. RGP-VPP- 302

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Authors and Affiliations

  1. Chemistry Department, Faculty of Science, Al-Azhar University at Assiut, Assiut, 71524, Egypt

    Mohamed S. A. El-Gaby

  2. Pharmacognosy Department, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh, 11451, Saudi Arabia

    Mustafa M. Ghorab

  3. Drug Radiation Research Department, National Center for Radiation Research and Technology, P.O.Box 29, Nasr City, Cairo, Egypt

    Mustafa M. Ghorab

  4. Chemistry Department, Faculty of Science(Girls), Al-Azhar University, Nasr City, Cairo, Egypt

    Zainb H. Ismail, Soad. M. Abdel-Gawad & Hala. M. Aly

Authors
  1. Mohamed S. A. El-Gaby
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  2. Mustafa M. Ghorab
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  3. Zainb H. Ismail
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  4. Soad. M. Abdel-Gawad
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  5. Hala. M. Aly
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Correspondence to Mohamed S. A. El-Gaby or Mustafa M. Ghorab.

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El-Gaby, M.S.A., Ghorab, M.M., Ismail, Z.H. et al. Synthesis, structural characterization and anticancer evaluation of pyrazole derivatives. Med Chem Res 27, 72–79 (2018). https://doi.org/10.1007/s00044-017-2035-2

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  • DOI: https://doi.org/10.1007/s00044-017-2035-2

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