Dimmrock J R, Patil S A, Sardessai M S, Mazurek M
Pharmazie. 1987 Feb;42(2):111-3.
A number of 3-oxo and 3-thiosemicarbazono analogues of 1-aryl-1-ethylthio-nonanes and related compounds were synthesized. Solutions of the thiosemicarbazones in deuterochloroform were shown by PMR spectroscopy to exist principally in the anti configuration at equilibria except when an ortho-methoxy group was present in the aryl ring. In this case intramolecular hydrogen bonding probably accounts principally for the presence of equal amounts of anti and syn isomers. Evaluation of these compounds for anti-convulsant properties revealed that 1-(2-aminoethylthio)-1-(2-chlorophenyl)nonan-3-one hydrochloride (6a) and sodium 2-(N-acetylamino)-3-[1-(2-chlorophenyl)-3-oxononylthio]propionate (6c) were active and thus they could serve as prototype molecules for future development.
合成了一系列1-芳基-1-乙硫基壬烷及相关化合物的3-氧代和3-硫代氨基脲类似物。通过核磁共振氢谱（PMR）光谱表明，硫代氨基脲在氘代氯仿溶液中，除芳环上存在邻甲氧基时，平衡时主要以反式构型存在。在这种情况下，分子内氢键可能是等量反式和顺式异构体存在的主要原因。对这些化合物的抗惊厥特性进行评估后发现，1-(2-氨基乙硫基)-1-(2-氯苯基)壬-3-酮盐酸盐（6a）和2-(N-乙酰氨基)-3-[1-(2-氯苯基)-3-氧代壬硫基]丙酸钠（6c）具有活性，因此它们可作为未来开发的原型分子。
