Synthesis of some new sulfonamide derivatives of pharmacological activity / Heba Elsayed Ahmed Teba ; Supervised Omneya M. Khalil , Aliaa Mohammed Kamal , Yassin M. Nissan

Thesis (Ph.D.) - Cairo University - Faculty of Pharmacy - Department of Organic Chemistry

This thesis includes four chapters. The first chapter embodies an introduction about synthesis of pyrrole and pyrrolo[2,3-d]pyrimidine derivatives and their anticancer activity in addition to anticancer activity of sulfonamides. The second one includes the research objectives and schemes for the synthesis of starting materials, intermediates and target compounds. The third one illustrates the discussion of the experimental work of the starting compound III, intermediates V,IV, VIII, IX,X, XIII and XIV and the target compounds VI, VIIa-g, XIa-g, XIIa-g, XIV, XV and XVI, as well as spectroscopic confirmation of the intermediates and target compounds. Furthermore, this chapter comprises the discussion of the carbonic anhydrase inhibition assay, in vitro anticancer activity and molecular modeling study of the synthesized compounds. The fourth chapter is concerned with the experimental work of preparing all the synthesized compounds according to two schemes. Scheme 1 implicates the synthesis of starting compound 4-(2-(4-chlorophenyl)-2-oxoethylamino)benzenesulfonamide (III) followed by its reaction with malononitrile to give the intermediate 4-(2-amino-4-(4-chlorophenyl)-3-cyano-1H-pyrrol-1-yl)benzenesulfonamide (IV) which underwent acidic hydrolysis followed by esterification with absolute ethanol and also reacted with different aromatic aldehydes to give compounds V, VI and VIIa-g sequentially

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