329203-16-9Relevant academic research and scientific papers
Small-molecule anticancer agents kill cancer cells by harnessing reactive oxygen species in an iron-dependent manner
Fedorka, Sara R.,So, Kevin,Al-Hamashi, Ayad A.,Gad, Ibtissam,Shah, Ronit,Kholodovych, Veronika,Alqahtani, Hanan D.,Taylor, William R.,Tillekeratne, L. M. Viranga
, p. 1465 - 1479 (2018/03/08)
In the course of generating a library of open-chain epothilones, we discovered a new class of small molecule anticancer agents that has no effect on tubulin but instead kills selected cancer cell lines by harnessing reactive oxygen species in an iron-dependent manner. Results of the preliminary studies are consistent with the recently described cell death mechanism ferroptosis. Studies are in progress to confirm ferroptosis as the cell death mechanism and to identify the specific molecular targets of these small molecule anticancer agents.
Palladium-catalyzed C-H bond direct alkynylation of 5-membered heteroarenes: A well-defined synthetic route to azole derivatives containing two different alkynyl groups
Shibahara, Fumitoshi,Dohke, Yoshimasa,Murai, Toshiaki
experimental part, p. 5381 - 5388 (2012/08/27)
A widely applicable oxidative coupling of 5-membered heteroarenes and terminal alkynes that uses a combination of palladium and silver salts was developed. Under suitable conditions, imidazole and benzimidazole, which are sluggish under similar previously reported oxidative coupling conditions, as well as imidazo[1,5-a]pyridines, oxazole, benzoxazole, thiazole, and benzothiazole could be alkynylated. In addition, the bromine atom on the substrates was intact under the reaction conditions, and conventional Sonogashira coupling did not occur at all. With these reactivities in hand, a well-defined synthetic route to imidazo[1,5-a]pyridines and thiazole containing two different alkynyl groups was achieved in a simple manner. In addition, linear correlations were observed between the fluorescence wavelength and the Hammett substituent constants of aryl groups, not only on the C1- but also on the C3-alkynyl group of the obtained 1,3-bis(arylethynyl)imidazo [1,5-a]pyridines.
3-[(2-Methyl-1,3-thiazol-4-yl)ethynyl]-pyridine: A potent and highly selective metabotropic glutamate subtype 5 receptor antagonist with anxiolytic activity
Cosford, Nicholas D. P.,Tehrani, Lida,Roppe, Jeffrey,Schweiger, Edwin,Smith, Nicholas D.,Anderson, Jeffrey,Bristow, Linda,Brodkin, Jesse,Jiang, Xiaohui,McDonald, Ian,Rao, Sara,Washburn, Mark,Varney, Mark A.
, p. 204 - 206 (2007/10/03)
2-Methyl-6-(phenylethynyl)pyridine (3), a potent noncompetitive mGlu5 receptor antagonist widely used to characterize the pharmacology of mGlu5 receptors, suffers from a number of shortcomings as a therapeutic agent, including off-target activity and poor
Synthesis of 2′-substituted 4-bromo-2,4′-bithiazoles by regioselective cross-coupling reactions
Bach, Thorsten,Heuser, Stefan
, p. 5789 - 5795 (2007/10/03)
The synthesis of the title compounds (1) was achieved in two steps starting from readily available 2,4-dibromothiazole (2). In a regioselective Pd(O)-catalyzed cross-coupling step, compound 2 was converted into a variety of 2-substituted 4-bromothiazoles
