58873-28-2Relevant academic research and scientific papers
Sulfoximines from a Medicinal Chemist's Perspective: Physicochemical and in vitro Parameters Relevant for Drug Discovery
Frings, Marcus,Bolm, Carsten,Blum, Andreas,Gnamm, Christian
, p. 225 - 245 (2017)
Sulfoximines, sulfondiimides and sulfonimidamides are fascinating but not yet fully explored variants of the common sulfone or sulfonamide motif. In this study, we report the physicochemical and in vitro properties of sulfoximines and compare them with related analogs and isosteres. Furthermore, we present a matched molecular pair analysis of compounds from drug discovery projects within Boehringer Ingelheim. We demonstrate that the sulfoximine moiety is a chemically stable, comparatively polar and weakly basic functional group, often leading to favorable aqueous solubility, permeability and metabolic stability. Moreover, their additional vectors at nitrogen enable simple chemical modifications and thus facilitate exploration and fine-tuning of the molecular properties. We conclude that sulfoximines and their congeners do not exhibit any intrinsic flaw but significantly enrich the toolbox of medicinal chemists.
Copper-catalyzed ultrasound-expedited N-arylation of sulfoximines using diaryliodonium salts
Vaddula, Buchireddy,Leazer, John,Varma, Rajender S.
supporting information; experimental part, p. 986 - 990 (2012/05/20)
An ultrasound-accelerated route for an expeditious N-arylation of NH-sulfoximines is described that involves the use of diaryliodonium salts in aqueous polyethylene glycol-400 and copper(I) bromide as catalyst at room temperature. The high yields of the p
