title: Synthesis of both ionic species of ammonium dithiocarbamate derived cholic acid moieties.
abstract: The reaction of 3-aminopropylamide of cholic acid with CS₂ produced a bile acid derivative of dithiocarbamic acid which further formed an ammonium salt with another molecule of 3-aminopropylamide of cholic acid. The cationic 3-ammonium propylamide of cholic acid did not react further with CS₂ and the formed salt was stable in the reaction mixture, even when excess CS₂ was used. When the reaction was carried out in the presence of aqueous sodium hydroxide, only the bile acid derivative of sodium dithiocarbamate was formed. The dithiocarbamate derivatives were characterized by ¹H- and ¹³C-NMR spectroscopy and ESI-TOF mass spectrometry.
authors.affiliation: Department of Chemistry, FI-40014 University of Jyväskylä, Finland.
authors.forename: Juha
authors.initials: J
authors.lastname: Koivukorpi
authors.forename: Erkki
authors.initials: E
authors.lastname: Kolehmainen
mesh_terms: D000577:Amides / Q000737:chemistry; D001647:Bile Acids and Salts / Q000737:chemistry*; D002246:Carbon Disulfide / Q000737:chemistry; D002412:Cations; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D002793:Cholic Acids / Q000737:chemistry*; D004337:Drug Carriers / Q000138:chemical synthesis*; D007477:Ions; D009682:Magnetic Resonance Spectroscopy; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D013859:Thiocarbamates / Q000138:chemical synthesis*; D014867:Water
chemical_list: D000577:Amides; D001647:Bile Acids and Salts; D002412:Cations; D002793:Cholic Acids; D004337:Drug Carriers; D007477:Ions; D000644:Quaternary Ammonium Compounds; D013859:Thiocarbamates; D014867:Water; D002246:Carbon Disulfide