Synthesis of 1,2,4-Triazine Derivatives as Biologically Active Compounds

1. 3-和5-碘代-1，2，4-三嗪与单取代乙炔在钯催化下发生交叉偶联反应，合成了相应的炔基三嗪。炔基均三嗪与哌啶反应，然后水解生成的烯胺，得到酰基甲基均三嗪.甲基二苯基均三嗪与邻苯二甲酸钠反应生成三氯甲基均三嗪。用过量的三苯基膦处理，得到二苯基--不对称-三嗪基）亚甲基三苯基膦。正膦与各种醛类化合物的缩合反应，合成了烯基二苯基均三嗪。3-甲磺酰基-as-triazine与ONC-亲核试剂反应，得到3-取代as-triazine。类似地，合成了5-取代和6-取代的三嗪类化合物.采用纸片法对所合成的三嗪类化合物进行了抗真菌活性评价。其中，3-烷硫基-5-芳基三嗪类化合物的抗真菌活性最强，并通过盆栽试验测定了其保护作用.本文研究了一系列三嗪类化合物对花生四烯酸诱导的家兔血小板聚集的抑制作用。发现5，6-二芳基-不对称-三嗪具有作为血小板聚集抑制剂的有效活性。

1. Palladium catalyzed cross-coupling reaction of 3- and 5-iodo-1,2,4-triazine (as-triazines) with monosubstituted acetylenes gave the corrsponding alkynyll- as-triazines. The reaction of alkynyl-as-triazines with piperidine followed by the hydrolysis of the resulting enamines gave the acylmethyl-as-triazins.2. Methyl-diphenyl-as-triazines were treated with chloine to give trichloro- methyl-as-triazines. On treatment with excess of triphenylphosphine, diphenyl-- as-triazinyl)methylenetriphenylphosphoranes were obtained. The condensation of phosphoranes with various aldehydes affored alkenyl-diphenyl-as-triazines.3. The 3-methylsulfonyl-as-trizaine reacted with ONC-nucleophiles to give 3-substituted as-triazines. Similary, 5-subsituted and 6-substituted as-triazines were synthesized.4. The all as-triazines synthesized here were evaluated for antifungal activity against Pyricularia oryzae by the disk method. Among them, a series of 3-alkyl- thio-5-aryl-as-triazines were found to have the most potent antifungal activity, and the protective effects were determined by the pot tests.5. A series of as-triazines were tested for inhibitry activity toward arachidonic acid-induced aggregation of rabbit blood platelets in vitro. The 5,6-diaryl- as-triazines were found to have a potent activity activity as blood platelet aggregation inhibitors.