Comparative Pharmacology of Some Thiomorpholine Derivatives

Abstract

Gardner and Haenni1 described a series of compounds containing the morpholine rings, which they claimed exhibited some local anesthetic activity. The general structure of their compounds is expressed by the formula, Burrows,2 under the direction of Professor E. Emmet Reid in the Laboratory for Organic Chemistry, Johns Hopkins University, prepared 2 series of analogous compounds, which the writer had the privilege of investigating pharmacologically. One series was composed of thiomorpholines. The first of these, labelled No. 0, is thiomorpholine ethanol and has the following structure, In addition, 7 esters were prepared from this alcohol, namely, the acetate, propionate, butyrate, valerate, caproate, heptoate and ben-zoate. In this paper these are labelled Nos. 1 to 7, respectively. A second series of compounds, analogous to the thiomorpholines and containing 2 oxygen atoms attached to the sulphur, was also prepared. These may be termed sulphoxy-thiomorpholines, the first member of the series, sulphoxy-th...