1151933-60-6Relevant academic research and scientific papers
One-pot synthesis of new 2,4,5-trisubstituted 1,3-thiazoles and 1,3-selenazoles
Thomae, David,Perspicace, Enrico,Xu, Zhanjie,Henryon, Dorothée,Schneider, Serge,Hesse, Stéphanie,Kirsch, Gilbert,Seck, Pierre
, p. 2982 - 2988 (2009)
In this work, we describe the synthesis of new 2,4,5-trisubstituted-1,3-thiazoles and 1,3-selenazole achieved by an easy one-pot four-step procedure. Expected compounds were obtained in good yield from dimethyl cyanodithioimidocarbonate, which was the com
One-pot synthesis and biological evaluation of 2-pyrrolidinyl-4-amino-5- (3′,4′,5′-trimethoxybenzoyl)thiazole: A unique, highly active antimicrotubule agent
Romagnoli, Romeo,Baraldi, Pier Giovanni,Lopez Cara, Carlota,Kimatrai Salvador, Maria,Bortolozzi, Roberta,Basso, Giuseppe,Viola, Giampietro,Balzarini, Jan,Brancale, Andrea,Fu, Xian-Hua,Li, Jun,Zhang, Su-Zhan,Hamel, Ernest
experimental part, p. 6015 - 6024 (2012/01/04)
A wide variety of small molecules with diverse molecular scaffolds inhibit microtubule formation. In this article we report a one-pot procedure for the preparation of a novel 2-(N-pyrrolidinyl)-4-amino-5-(3′,4′,5′- trimethoxybenzoyl)thiazole in which the size of the substituent at the C-2 position of the thiazole ring plays an essential role in compound activity. The most active agent (3f) inhibited at submicromolar concentrations the growth of tumor cell lines. It also inhibited tubulin polymerization with an activity quantitatively similar to that of CA-4, and treatment of HeLa cells resulted in their arrest at the G2-M phase of the cell cycle. Furthermore, 3f was effective against multidrug resistant cancer cells and inhibited the growth of the HT-29 xenograft in a nude mouse model. This indicated that 3f is a promising new antimitotic agent with encouraging preclinical potential.
