European Journal of Chemistry 2014, 5(3), 488-496. doi:10.5155/eurjchem.5.3.488-496.1073

Design, synthesis, and biological profile of novel N-(5-aryl-1,3,4-thiadiazol-2-yl) hydrazinecarboxamides


Mohammed Farrag El-Behairy (1) , Mohamed Nabil Aboul-Enein (2,*) , Aida Abdel-Sattar El-Azzouny (3) , Ola Ahmed Saleh (4) , Yousreya Aly Maklad (5) , Mona Elsayed Aboutabl (6) , Amany Sayed Maghraby (7)

(1) Medicinal and Pharmaceutical Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Centre, Dokki, 12311, Cairo, Egypt
(2) Medicinal and Pharmaceutical Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Centre, Dokki, 12311, Cairo, Egypt
(3) Medicinal and Pharmaceutical Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Centre, Dokki, 12311, Cairo, Egypt
(4) Medicinal and Pharmaceutical Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Centre, Dokki, 12311, Cairo, Egypt
(5) Medicinal and Pharmaceutical Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Centre, Dokki, 12311, Cairo, Egypt
(6) Medicinal and Pharmaceutical Chemistry Department, Pharmaceutical and Drug Industries Research Division, National Research Centre, Dokki, 12311, Cairo, Egypt
(7) Therapeutic Chemistry Department, Pharmaceutical and Drug Industries Research Division, Immunology and Infectious Diseases Laboratory, Centre of Excellence for Advanced Sciences, National Research Centre, Dokki, 12311, Cairo, Egypt
(*) Corresponding Author

Received: 10 Apr 2014, Accepted: 29 Apr 2014, Published: 30 Sep 2014

Abstract


New series of arylthiadiazole hydrazinecarboxamides (5a-e) have been synthesized by hydrazinolysis of carbamates (4a-e) and spectrally characterized. The new candidates have been screened for their anticonvulsant and immunomodulatory activities. Compound 5e was the most potent anticonvulsant candidate as it showed 100% protection against both maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (scPTZ) screens without neurotoxicity at 100 mg/kg (0.318 mmol/kg). With respect to immunomodulation, compounds 5a and 5d revealed immunostimulatory activity while compounds 5b, 5c, and 5e had immunosuppressive responses based on ELISA detection of IgM and IgG levels, counting the total mesenteric lymph nodes lymphocytes, and histo-pathological examinations.


Keywords


ELISA; Thiadiazoles; Arylthiadiazole; Anticonvulsants; Immunomodulatory; Hydrazinecarboxamides

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DOI: 10.5155/eurjchem.5.3.488-496.1073

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How to cite


El-Behairy, M.; Aboul-Enein, M.; El-Azzouny, A.; Saleh, O.; Maklad, Y.; Aboutabl, M.; Maghraby, A. Eur. J. Chem. 2014, 5(3), 488-496. doi:10.5155/eurjchem.5.3.488-496.1073
El-Behairy, M.; Aboul-Enein, M.; El-Azzouny, A.; Saleh, O.; Maklad, Y.; Aboutabl, M.; Maghraby, A. Design, synthesis, and biological profile of novel N-(5-aryl-1,3,4-thiadiazol-2-yl) hydrazinecarboxamides. Eur. J. Chem. 2014, 5(3), 488-496. doi:10.5155/eurjchem.5.3.488-496.1073
El-Behairy, M., Aboul-Enein, M., El-Azzouny, A., Saleh, O., Maklad, Y., Aboutabl, M., & Maghraby, A. (2014). Design, synthesis, and biological profile of novel N-(5-aryl-1,3,4-thiadiazol-2-yl) hydrazinecarboxamides. European Journal of Chemistry, 5(3), 488-496. doi:10.5155/eurjchem.5.3.488-496.1073
El-Behairy, Mohammed, Mohamed Nabil Aboul-Enein, Aida Abdel-Sattar El-Azzouny, Ola Ahmed Saleh, Yousreya Aly Maklad, Mona Elsayed Aboutabl, & Amany Sayed Maghraby. "Design, synthesis, and biological profile of novel N-(5-aryl-1,3,4-thiadiazol-2-yl) hydrazinecarboxamides." European Journal of Chemistry [Online], 5.3 (2014): 488-496. Web. 19 Oct. 2019
El-Behairy, Mohammed, Aboul-Enein, Mohamed, El-Azzouny, Aida, Saleh, Ola, Maklad, Yousreya, Aboutabl, Mona, AND Maghraby, Amany. "Design, synthesis, and biological profile of novel N-(5-aryl-1,3,4-thiadiazol-2-yl) hydrazinecarboxamides" European Journal of Chemistry [Online], Volume 5 Number 3 (30 September 2014)

DOI Link: https://doi.org/10.5155/eurjchem.5.3.488-496.1073

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