201929-00-2Relevant academic research and scientific papers
(2Z,4E)-5-(5,6-dichloro-2-indolyl)-2-methoxy-N-(1,2,2,6,6- pentamethylpiperidin-4-yl)-2,4-pentadienamide, a novel, potent and selective inhibitor of the osteoclast V-ATPase
Nadler, Guy,Morvan, Marcel,Delimoge, Isabelle,Belfiore, Pietro,Zocchetti, Andrea,James, Ian,Zembryki, Denise,Lee-Rycakzewski, Elizabeth,Parini, Carlo,Consolandi, Emanuela,Gagliardi, Stefania,Farina, Carlo
, p. 3621 - 3626 (1998)
Optimisation of a novel series of osteoclast ATPase inhibitors led to (2Z,4E)-5-(5,6-dichloro-2-indolyl)-2-methoxy-N-(1,2,2,6,6- pentamethylpiperidin-4-yl)-2,4-pentadienamide (1) that was the most potent compound in an in vitro osteoclast ATPase assay and in human bone resorption assays. Two of the possible geometric isomers have also been prepared and shown to be significantly less potent than 1.
Towards the synthesis of osteoclast inhibitor SB-242784
Conde, Jose J.,McGuire, Michael,Wallace, Michael
, p. 3081 - 3084 (2007/10/03)
Osteoclast inhibitor SB-242784 (1) was prepared from pivotal indol intermediate 4. A 'Stille' cross coupling of organotin 2c with bromo acrylate 11 afforded diene 12 which was also obtained via a reduction-isomerization process of enyne 16. Bromoamide 3 was prepared from the corresponding acid 7 which was readily obtained from bromopyruvic acid.
Synthesis of 2-dienylindole, SB 242784, by a three-component palladium- catalyzed coupling reaction
Yu, Marvin S.,Lopez De Leon, Lewilynn,McGuire, Michael A.,Botha, Glen
, p. 9347 - 9350 (2007/10/03)
The synthesis of SB 242784 using a novel one-pot Castro-Stephens-Suzuki reaction as the key reaction is described.
