Novácek L, Nováková O, Polásek L, Danĕk J
Výzkumný ústav cistých chemikálií, Brno.
Cesk Farm. 1990 May;39(3):109-12.
From 3-(3,4-dimethoxyphenyl)propenic acid chloride and substituted amines and hydrazides, the appropriate amides and hydrazides (Table 1) were synthesized at 60-80 degrees C in the medium of benzene or toluene. The reaction of this chloride with benzaldehyde hydrazone at 70-80 degrees C yielded N,N'-bis[3-(3,4-dimethoxyphenyl)propenoyl]hydrazine (VIII). At ambient temperature the benzylidene hydrazide of 3-(3,4-dimethoxyphenyl)propenic acid (VII) and a small amount of compound VIII were isolated. In the reaction of 3-(3,4-dimethoxyphenyl)propenic acid chloride with benzylidene hydrazide (VII) at 70-80 degrees C, compound VIII was obtained (Scheme 1). Compounds I, VII, VIII and IX possessed higher indices of increase in fortnight tests of the first degree in the roosters of meat hybrides compared to the negative control, but the indices of conversion were unfavourable. The compounds did not reach the efficacy of the avoparcin standard. Derivatives II and VI possessed 67.5 and 63.5%, respectively, of anthelmintic activity of levamisol against Nippostrongylus brasiliensis. The prepared compounds were not antibacterially effective and they were not mutagenic in the tests following the method of Ames, either.
以3-(3,4-二甲氧基苯基)丙烯酰氯与取代胺和酰肼为原料，在60 - 80℃下于苯或甲苯介质中合成了相应的酰胺和酰肼（表1）。该氯化物与苯甲醛腙在70 - 80℃反应生成N,N'-双[3-(3,4-二甲氧基苯基)丙烯酰基]肼（VIII）。在室温下分离得到3-(3,4-二甲氧基苯基)丙烯酰基苄叉酰肼（VII）和少量化合物VIII。3-(3,4-二甲氧基苯基)丙烯酰氯与苄叉酰肼（VII）在70 - 80℃反应，得到化合物VIII（方案1）。与阴性对照相比，化合物I、VII、VIII和IX在肉用杂交公鸡的一级两周试验中具有较高的增重指数，但转化率指数不理想。这些化合物未达到阿伏霉素标准的效力。衍生物II和VI分别具有左旋咪唑对巴西日圆线虫驱虫活性的67.5%和63.5%。所制备的化合物没有抗菌效果，并且按照艾姆斯试验方法进行测试时也没有致突变性。
