Design, Synthesis, and Biological Evaluation of Stable Colchicine Binding Site Tubulin Inhibitors as Potential Anticancer Agents was written by Lu, Yan;Chen, Jianjun;Wang, Jin;Li, Chien-Ming;Ahn, Sunjoo;Barrett, Christina M.;Dalton, James T.;Li, Wei;Miller, Duane D.. And the article was included in Journal of Medicinal Chemistry in 2014.Application of 189230-41-9 This article mentions the following:
To block the metabolically labile sites of novel tubulin inhibitors targeting the colchicine binding site based on SMART, ABI, and PAT templates, we have designed, synthesized, and biol. tested three focused sets of new derivatives with modifications at the carbonyl linker, the para-position in the C ring of SMART template, and modification of A ring of the PAT template. Structure-activity relationships of these compounds led to the identification of new benzimidazole and imidazo[4,5-c]pyridine-fused ring templates, represented by compounds I(X = N, CH), resp., which showed enhanced antitumor activity and substantially improved the metabolic stability in liver microsomes compared to SMART. MOM group replaced TMP C ring and generated a potent analog 15, which showed comparable potency to the parent SMART compound Further modification of PAT template yielded another potent analog 33 with 5-indolyl substituent at A ring. In the experiment, the researchers used many compounds, for example, 2-Bromopyridine-3,4-diamine (cas: 189230-41-9Application of 189230-41-9).
2-Bromopyridine-3,4-diamine (cas: 189230-41-9) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ璺痬ol閳? in pyridine vs. 150 kJ璺痬ol閳? in benzene). Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Application of 189230-41-9