94707-56-9Relevant articles and documents
4-(3-Halo/amino-4,5-dimethoxyphenyl)-5-aryloxazoles and-N-methylimidazoles That Are cytotoxic against combretastatin a resistant tumor cells and vascular disrupting in a cisplatin resistant germ cell tumor model
Schobert, Rainer,Biersack, Bernhard,Dietrich, Andrea,Effenberger, Katharina,Knauer, Sebastian,Mueller, Thomas
supporting information; experimental part, p. 6595 - 6602 (2010/11/19)
New combretastatin A analogues featuring oxazole or N-methylimidazole bridged Z-alkenes and halo-or amino-substituted A-rings were tested against various cancer cell lines and in testicular germ cell tumor xenografts in mice. Imidazoles with 3-halo-4,5-dimethoxy substituted A-rings and 3-amino-4-methoxy substituted B-rings (7b and 8b) were efficacious at nanomolar concentrations against cells of combretastatin A refractory HT-29 colon carcinoma, multidrug-resistant MCF-7/Topo breast carcinoma, and cisplatin-resistant 1411HP testicular germ cell tumor. They induced apoptosis and inhibited tubulin polymerization. While well tolerated by mice at high doses, these imidazoles initiated extensive intratumoral hemorrhage and regressions of highly vascularized 1411HP xenografts.
Isoquinolinium Salt Syntheses from Cyclopalladated Benzaldimines and Alkynes
Wu, Guangzhong,Geib, Steven J.,Rheingold, Arnold L.,Heck, Richard F.
, p. 3238 - 3241 (2007/10/02)
Cyclopalladated, N-substituted benzaldimine tetrafluoroborates react with disubstituted alkynes in poor to good yields to form isoquinolinium tetrafluoroborates.The reaction is particularly useful for preparing trisubstituted products.Electron-donating substituens may be presented at the 5, 6, 7, and 8 positions, as well.Methyl (p-benzoxyphenyl)propiolate adds to cyclopalladated N-methyl-3-benzoxy-4-methoxybenzaldimine tetrafluoroborate to form the 3-arylisoquinolinium salt. 3-Hexyne reacts with cyclopalladated N-phenylbenzaldymine chloro dimer at 150 deg C to form the isoquinolinium chloride but at less than half (29percent) the yield that is obtained from the corresponding tetrafluoroborate.