含三唑啉硫酮槟榔碱衍生物的合成和生物活性

Synthesis and Bioactivity of Arecoline Derivatives Containing 1,2,4-Triazone

烟酸经酯化、肼解、与取代芳酸异硫氰酸酯缩合成 1 (3 吡啶甲酰基 ) 4 芳基氨基硫脲 (2 ) ,2经环合生成 2 (3 吡啶 ) 4 芳基 1,3,4 三唑啉 5 硫酮 (3) ,接着用碘甲烷对吡啶环季铵化得相应的季铵盐 4 ,4用硼氢化钠还原可得目标物 2 (1 甲基 1,2 ,5 ,6 四氢吡啶 3 基 ) 4 芳基 1,2 ,4 三唑啉 5 硫酮 (5 ) .

1-Nicotinyl 4 arylthiosemicarbazides (2) were synthesized by condensation of substituted aryl isothiocynates with nicotinic acid hydrazide. Cyclization of 2 in the presence of sodium hydroxide (2 mol/L) resulted in 2 (3 pyridyl) 4 aryl 1,2,4 triazoline 5 thione (3). The resulting triazolothiones 3 were treated with methyl iodide to give corresponding methyl pyridinium salts 4 which was then reduced with sodium borohydride to afford the title compounds of 2 (1 methyl 1,2,5,6 tetrahydropyridin 3 yl) 4 aryl trazoline 5 thiones (5). This method has been utilized in the synthesis of muscarinic agonist candidates.