Synthesis of Some New Benzimidazole–Thiazole Derivatives as Anticancer Agents

Abstract

4‐(1H‐benzo[d]imidazol‐2‐yl)thiazol‐2‐amine and its 1‐methyl derivative (1) were reacted with different reagents such as acid anhydrides, malononitrile, chloroacetyl chloride, and aromatic aldehydes to produce the corresponding benzimidazole products 2, 3, 4, 5, 6, 7, 8, 9, respectively. Also, 2‐chloro‐N‐(4‐(1‐methyl‐1H‐benzo[d]imidazol‐2‐yl)thiazol‐2‐yl) acetamide (6) was reacted with diaminoethane, ortho‐substituted aniline, thioglycolic acid, thiosemicarbazide derivatives, secondary amines, and potassium isothiocyanate to afford the corresponding derivatives 10, 11, 12, 13, 14, 15, 16, 17, respectively. The cytotoxic activity of some newly synthesized derivatives was studied against two different cell lines HepG2 and PC12. Compounds 9 and 15b showed promising anticancer activity against both types of the tested cancerous cell lines.

Synthesis and spectroscopic properties of a series of novel 2-aryl-3-phenyl-2,3-dihydro-4H-1,3-benzothiazin-4-ones

“…7 More narrowly, N-aryl (R 1 = aryl or heteroaryl) compounds in this family have shown antitumor, 3,5,8 cyclooxygenase COX-2 enzyme inhibition, 9 HIV-RT inhibition, 1 and antimicrobial activity. 10 Although this structure is not yet considered to be a privileged scaffold,…”

Synthesis and biological evaluation of tetrahydropyridinepyrazoles (‘PFPs’) as inhibitors of STAT3 phosphorylation

“…[22][23][24][25][26] Our attempt was here to emulate similar ligand-protein interactions with the SH2 domain of STAT3 as suggested in a previous study for cryptotanshinone 27 and to hence target the polar/basic region around Lys591, Arg609, Glu612 and Ser613 (including p-Tyr705, which is important for the dimerisation event following phosphorylation), the hydrophobic region around Ile597, Trp623, Ile634 and Val637, as well as the charged amino acids (surrounded by hydrophobic residues) Glu594, Glu592 and Arg595. The manual design process led us conclude that the pyridine-fused pyrazole ('PFP') scaffold was suitable both from an activity perspective, as well as not bearing any obvious liabilities from the medicinal chemistry perspective.…”

Synthesis of benzimidazole derivatives as potent β-glucuronidase inhibitors

“…The growing interest in benzimidazole-based heterocycles is due to the crucial role played by benzimidazole moiety in different biological activities [20] and can be considered as an important pharmacophore in drug discovery processes [21]. Derivatives of benzimidazole have been associated with wide range of biological activities including anti-cancer [22], anti-glycation [23], anti-inflammatory [24], anti-urease [25], anti-fungals [26], anti-bacterials [27], anti-helminthes [28], proton pump inhibitors [29], anti-virals [30], anti-oxidants [31], anti-hypertensives [32], carbonic anhydrase inhibitors [33], phosphodiesterase inhibitor [34] and anti-coagulants [35].…”