化学学报 ›› 1959, Vol. 25 ›› Issue (1): 38-44. 上一篇    下一篇

论文

血吸虫病化学治疗的研究Ⅵ——羧甲巯基苯(月弟)酸及其类似化合物的合成

周启霆, 嵇汝运   

  1. 中国科学院药物研究所
  • 投稿日期:1958-07-09 发布日期:2013-06-03

CHEMOTHERAPEUTIC STUDIES ON SCHISTOSOMIASIS——Ⅵ.CAREOXYMETHYLMERCAPTOBENZENESTIBONIC ACIDS AND SOME RELATED COMPOUNDS

CHOW CHI-TING, KYI ZU-YOONG   

  1. Institute of Materia Medica, Academia Sinica, Shanghai
  • Received:1958-07-09 Published:2013-06-03

应用Scheller反应,将对位及间位羧甲巯基苯胺用亚硝酸重氮化,与三氯化锑生成复盐,脱氮分解后再水解获得对位及间位羧甲巯基苯(月弟)酸。在对日本血吸虫病的实验治疗中找出对位化合物的疗效比酒石酸锑钾更好,所以合成数种结构相似的苯(月弟)酸(Ⅳb-e)。这些苯(月弟)酸经制成酰氯吡啶或喹啉复盐以纯化,在将这些复盐用甲醇、乙醇或异丙醇及浓盐酸混合液加热重结晶时,复盐上的羧基为醇所酯化,酯化产物在碱液中水解时,酯基仍水解成为羧基,但如在中性溶液中水解时,可获得带酯功能团的苯(月弟)酸。

Since the usefulness of o-caxboxymethyhnercaptobenzenestibonic acid (Ⅱ) against trypanosomiasis, trichomoniasis and leishmaniasis was announced[2], its m-(Ⅲ) and p-isomem (Ⅳa) have been prepared in our laboratory. The latter compound (Ⅳa) was found to be more active than tartar emetic against schis-tosomiasis japonica in a long course treatment in mice}g}. In order to eeamine the relationship between the chemical structure and the pharmacological activity, the corresponding ester (Ⅳb), amide (Ⅳc), alcohol (Ⅳd) and sulphone (Ⅳe) were then prepared.