94464-27-4Relevant articles and documents
Syntheses of aromatic substituted 6′-thiothalidomides
Luo, Weiming,Yu, Qian-Sheng,Tweedie, David,Deschamps, Jeffery,Parrish, Damon,Holloway, Harold W.,Li, Yazhou,Brossi, Arnold,Greig, Nigel H.
, p. 3415 - 3422 (2008)
A resurgence of interest in thalidomide has occurred as a consequence of its diverse immunomodulatory and anticancer actions, which has fuelled interest in synthetic analogues with higher potencies or less undesirable side effect profiles. Several novel aromatic substituted 6′-thiothalidomides were synthesized whose synthetic route and strategy were developed on the basis of an analysis of reaction mechanisms. The regioselectivity of mono-thionation of aromatic substituted thalidomides with Lawesson's reagent is described, and the chemoselectivity of hydrogenation between the nitro group and 6′-thiocarbonyl group is discussed. Full characterization of eight substituted 6′-thiothalidomides is reported. Georg Thieme Verlag Stuttgart.
Mono- and dihydroxylated metabolites of thalidomide: Synthesis and TNF-α production-inhibitory activity
Nakamura, Takanori,Noguchi, Tomomi,Kobayashi, Hisayoshi,Miyachi, Hiroyuki,Hashimoto, Yuichi
, p. 1709 - 1714 (2007/10/03)
Mono- and dihydroxylated metabolites of thalidomide were efficiently prepared and characterized, and their inhibitory activity on tumor necrosis factor (TNF)-α production in the human monocytic leukemia cell line THP-1 was evaluated. 5,N-Dihydroxythalidomide was a much more potent TNF-α production inhibitor than thalidomide.