Department of Chemistry, Faculty of Science, Taibah University, Almadinah Almunawarrah, Saudi Arabia.
Eur J Med Chem. 2009 Nov;44(11):4315-34. doi: 10.1016/j.ejmech.2009.07.019. Epub 2009 Jul 23.
Halogenated and alkylated N-arylcyanothioformanilides were reacted with the nucleophilic reagents triethylamine, hydrazine and diphenyldiazomethane to produce N-arylcyanothioformanilide ammonium salts, a thiosemicarbazide and a 2-(arylamino)-3,3-diphenylacrylonitrile, respectively. They also underwent several types of electrophilic reactions with aryl-, arylbisisocyanates and arylisothiocyanates to yield mono- and bis-imidazolidineiminothiones and imidazolidineiminodithiones. Treatment of imidazolidineiminothiones with hydrogen sulfide, substituted ortho-phenylenediamines and thiocarbohydrazide afforded the corresponding thiohydantoin, quinoxaline and imidazotriazine derivatives. Several of the synthesized products were subjected to in vitro biological evaluation against antitumor, antiviral, antimicrobial and antifungal strains. Most tested compounds showed significant activities.
卤代和烷基化的 N-芳基氰硫代甲酰胺与亲核试剂三乙胺、肼和二苯重氮甲烷反应，分别生成 N-芳基氰硫代甲酰胺铵盐、缩二脲和 2-(芳氨基)-3,3-二苯基丙烯腈。它们还与芳基、芳基双异氰酸酯和芳基异硫氰酸酯发生了几种类型的亲电反应，生成单和双咪唑烷-2-硫酮和咪唑烷-2,4-二硫酮。用硫化氢、取代的邻苯二胺和硫代碳酰肼处理咪唑烷-2-硫酮，得到相应的噻唑烷酮、喹喔啉和咪唑并三嗪衍生物。对几种合成产物进行了体外抗肿瘤、抗病毒、抗菌和抗真菌活性评价。大多数测试化合物表现出显著的活性。
