title: Synthesis of disulfide esters of dialkylaminocarbothioic acid as potent, non-detergent spermicidal agents.
abstract: 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.
authors.affiliation: Division of Pharmaceutics, CDRI, Lucknow, India. a_k_dwivedi@yahoo.com
authors.forename: Anil Kumar
authors.initials: AK
authors.lastname: Dwivedi
authors.forename: Vishnu Lal
authors.initials: VL
authors.lastname: Sharma
authors.forename: Niharika
authors.initials: N
authors.lastname: Kumaria
authors.forename: S T V S
authors.initials: ST
authors.lastname: Kiran Kumar
authors.forename: Pradeep Kumar
authors.initials: PK
authors.lastname: Srivastava
authors.forename: Abdul Haq
authors.initials: AH
authors.lastname: Ansari
authors.forename: Jagdamba Prasad
authors.initials: JP
authors.lastname: Maikhuri
authors.forename: Gopal
authors.initials: G
authors.lastname: Gupta
authors.forename: Janak Dulari
authors.initials: JD
authors.lastname: Dhar
authors.forename: Raja
authors.initials: R
authors.lastname: Roy
authors.forename: Bhawani Shankar
authors.initials: BS
authors.lastname: Joshi
authors.forename: Praveen Kumar
authors.initials: PK
authors.lastname: Shukla
authors.forename: Manish
authors.initials: M
authors.lastname: Kumar
authors.forename: Satyawan
authors.initials: S
authors.lastname: Singh
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D004220:Disulfides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D005021:Ethylamines / Q000737:chemistry*; D006801:Humans; D008297:Male; D012661:Semen / Q000187:drug effects*; D013076:Sperm Count; D013081:Sperm Motility / Q000187:drug effects; D013089:Spermatocidal Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D000935:Antifungal Agents; D004220:Disulfides; D005021:Ethylamines; D013089:Spermatocidal Agents; D013438:Sulfhydryl Compounds