Substituted 1‐Azaphenothiazines and Their 10‐(2′‐Morpholinylethyl) Derivatives: Synthesis, Characterization and Anticancer Evaluation

Abstract

A series of substituted 1-azaphenothiazine was synthesized by Smiles rearrangement and was further used to synthesize 10-(2'-morpholinylethyl) derivatives. All compounds were characterized by various specroscopic techniques. One derivative from each series was also characterized by single crystal X-ray diffraction (SCXRD) method. Compounds of both series were screened for their anticancer activity toward colon (CaCO2, SW48), lung (A549), pancreatic (SW1990) and human breast (MDA-MB-231, MCF-7) cancer cell lines. 10-(2'-Morpholinylethyl)-1-azaphenothiazine derivatives were found to be more potent than that of 1-azaphenothiazine derivatives toward anticancer activities. Among all compounds, one of the morpholinylethyl derivative which is substituted with chlorine at 3-position of pyridine ring, exhibits better selectivity toward both colon cancer (SW48) and breast cancer cells (MCF7).