167398-74-5Relevant academic research and scientific papers
Influence of ring size on the outcome of sulfide contraction reactions with thiolactams. Isolation of bicyclic ketene S,N-acetals and thioisomuenchnones
Michael, Joseph P.,De Koning, Charles B.,Van der Westhuyzen, Christiaan W.,Fernandes, Manuel A.
, p. 2055 - 2062 (2007/10/03)
Reaction between diethyl bromomalonate and 3-phenylpyrrolidine-2-thione yielded a vinylogous urethane by the Eschenmoser sulfide contraction. However, with 3-substituted piperidine-2-thiones, sulfur was retained in the products, and a range of bicyclic heterocycles, including bicyclic ketene S,N-acetals (2-alkylidene-1,3-thiazolidin-4-ones) and stable thioisomuechnones, was isolated. A novel dimeric ketene S,N-acetal was characterised by X-ray crystallography.
New pyrrolidin-, piperidin- and azepin-2-oxocarboxylic acid esters are preferential M1, M3 muscarinic antagonists. Synthesis and bronchospasmolytic activity
Cereda,Ezhaya,Bellora,Schiavi,Sagrada,Doods,Donetti
, p. 411 - 421 (2007/10/02)
A series of new 3-tropanol and 3-quinuclidinol esters of phenyl-substituted pyrrolidin-, piperidin- and azepin-2-oxocarboxylic acid were synthesized and tested for antimuscarinic activity. The compounds showed a preferential in vitro activity at M1 and M3 receptor subtypes and an interesting activity profile in vivo. A potential use as selective bronchospasmolytic agents has been suggested for selected compounds.
