Design, synthesis, and apoptosis-promoting effect evaluation of novel pyrazole with benzo[d]thiazole derivatives containing aminoguanidine units was written by Liu, Da Chuan;Gao, Mei Jia;Huo, Qiang;Ma, Tao;Wang, Ying;Wu, Cheng Zhu. And the article was included in Journal of Enzyme Inhibition and Medicinal Chemistry in 2019.Synthetic Route of C11H14N2OS The following contents are mentioned in the article:
New pyrazole with benzo[d]thiazoles containing hydrazinecarboximidamide substituent was synthesized and evaluated for cytotoxicity and apoptotic activity using the MTT assay, flow cytometry, and Western blot anal. Among the compounds studied, (E)-2-((1-(6-((4-fluorobenzyl)oxy)benzo[d]thiazol-2-yl)-3-phenyl-1H-pyrazol-4-yl)methylene) hydrazinecarboximidamide (8l) was potent, with IC50 values of 2.41 μM, 2.23 μM, 3.75 μM and 2.31 μM in vitro anti-proliferative activity testing against triple-neg. breast cancer cell line MDA-MB-231, non-triple-neg. breast cancer MCF-7 cells, and human hepatocarcinoma HepG2 cells, and SMMC-7721 cells, resp. Especially, the activity against MDA-MB-231 was similar to that of Doxorubicin, which was used as a pos. control in this study. Next, the Annexin V/PI flow cytometry assay was used at different concentrations of compound 8l to demonstrate that compound 8l induced apoptosis of MDA-MB-231 cells in a concentration-dependent manner. Finally, these results were further verified by Western blot anal. Taken together, the results of this study revealed that compound 8l may be a potential anticancer compound play a significant role in the subsequent researches. This study involved multiple reactions and reactants, such as 6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7Synthetic Route of C11H14N2OS).
6-Butoxybenzo[d]thiazol-2-amine (cas: 14372-65-7) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Synthetic Route of C11H14N2OS
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica