190271-63-7Relevant articles and documents
PROCESS FOR MAKING LACTAM TACHYKININ RECEPTOR ANTAGONISTS
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Page/Page column 35; 50-51, (2008/06/13)
The present invention is directed to a process for preparing certain α,α disubstituted γ-lactam derivatives that are useful as neurokinin-1 (NK-1) receptor antagonists, and inhibitors of tachykinin and in particular substance P. The compounds are useful i
Stereoselective preparation of a cyclopentane-based NK1 receptor antagonist bearing an unsymmetrically substituted sec-sec ether
Kuethe, Jeffrey T.,Marcoux, Jean-Francois,Wong, Audrey,Wu, Jimmy,Hillier, Michael C.,Dormer, Peter G.,Davies, Ian W.,Hughes, David L.
, p. 7378 - 7390 (2007/10/03)
A highly efficient synthesis of the potent and selective NK-1 receptor antagonist 1 is described. The key transformation involved the etherification reaction between cyclopentanol 12 and chiral imidate 30 which was catalyzed by HBF4 to initially give ether 14 as a 17:1 mixture of diastereomers and in 75% combined yield. The diastereoselectivity was upgraded to 109:1 by crystallization of the triethylamine solvate 44 which was isolated in 54% yield from 12. Mechanistic studies confirmed that the etherification reaction proceeds through an unprecedented SN2 reaction pathway under typical S N1 reaction conditions.
Lactam tachykinin receptor antagonists
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Page/Page column 10, (2010/02/15)
The present invention is directed to certain lactam compounds which are useful as neurokinin-1 (NK-1) receptor antagonists, and inhibitors of tachykinin and in particular substance P. The invention is also concerned with pharmaceutical formulations compri