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Abstract The present thesis comprises four chapters. The first chapter is an introduction which is composed of two parts. The first part is a brief literature survey on the synthesis of benzothieno[3,2-d]pyrimidine and benzothieno[2,3-c]pyridine derivatives. The second part is a short introduction about cancer and its management. The second chapter demonstrates the aim of the work, the rational of designing of the new target compounds of potential SIRT2 and CYP17Ü-OH inhibitory effect, along with the proposed Schemes (1-4) that would be followed for the preparation of these compounds.In Scheme 1, 2-arylidene[1]benzothiophen-3(2H)-one derivatives IIIa-h were prepared via the reaction of [1]benzothiophen-3(2H)-one (II) with appropriate aromatic aldehydes. Cyclization of Ü,Ý-unsaturated compounds IIIa-d with thiourea, urea or guanidine hydrochloride, afforded the new target compounds IVa-d, Va-d or VIa-d, respectively. In addition, reaction of IVc with oxalyl chloride produced compound VII. On the other hand, reaction of IVc, IVd with chloroacetic acid either in the presence of sodium acetate and acetic anhydride or in ethanolic potassium hydroxide afforded VIIIa,b, respectively |