Synthesis of disulfide esters of dialkylaminocarbothioic acid as potent, non-detergent spermicidal agents
- 作者：Anil Kumar Dwivedi ; Vishnu Lal Sharma ; Niharika Kumaria ; S.T.V.S. Kiran Kumar ; Pradeep Kumar Srivastava ; Abdul Haq Ansari ; Jagdamba Prasad Maikhuri ; Gopal Gupta ; Janak Dulari Dhar ; Raja Roy ; Bhawani S
- 关键词：Disulfide esters ; Dialkylaminocarbothioic acid ; Non-detergent spermicide ; Spermicidal activity ; Antifungal activity
- 刊名：Bioorganic and Medicinal Chemistry
- 出版年：2007
- 期刊代码：9_09680896
- 类别：ch
- 出版时间：1 November 2007
- 卷：15
- 期：21
- 页码：6642-6648
- 文件大小：178 K
摘要
S,S′-[disulfanediylbis(dialkylaminopropane-2,1-diyl)]bis- (dialkylaminothiocarbamate) (14–31) were prepared and evaluated for the spermicidal activity and antifungal activity. Dialkyldithiocarbamates (1–5) were reacted with epichlorohydrin to give 1-dialkylaminocarbothioic acid S-[(2,3-epithio)propyl]ester (7–11), these on further reaction with a secondary amine gave S,S′-[disulfanediylbis(dialkylaminopropane-2,1-diyl)]bis- (dialkylaminothiocarbamate) (14–31). Some of these compounds (16, 19–21, 23, 30, 31) were found to be very potent spermicidal agents with marginal antifungal activity. Two compounds (20, 21) were 25 times more active than nonoxynol-9 (N-9), the spermicide currently in the market.