N-甲基取代苯基氨基甲酸酯的系列合成及其对家蝇的生物活性

利用酰氯水相简易工艺合成了52个N-甲基取代苯基氨基甲酸酯类化合物, 并测定了它们对家蝇Musca domestica的室内毒力。结果表明：烷基单取代化合物中，间位取代物的活性大于邻、对位；单卤素取代物中，邻位取代活性大于间位和对位，邻溴代物大于邻氯代物；对位硫甲基和邻位硫乙基取代物的活性均较高。对于烷基间位苯环取代化合物，在一定限度内随烷基分子量增大，化合物对家蝇的毒力增高，其次序为异丙基>乙基>甲基>未取代基。

Synthesis of N-methyl substituted phenyl carbamates and their activities to housefly

Fifty-two N-methyl substituted phenyl carbamates had been synthesized by reaction of methyl aminocarbonyl chloride (NCC) with appropriate phenols in water-phase. Biological experiments on housefly Musca domestica showed that among the monoalkyl substituted phenyl carbamates, the toxicity of meta-alkyl derivative was higher than those of the ortho- and para-alkyl derivatives, and the toxicity of N-methyl-3-isopropyl phenyl carbamate was the highest with the LD₅₀ of 0.4511 μg/housefly. For monohalide derivatives, the toxicity of ortho-chloro was higher than those of meta- and para-chloro derivatives. The methylthio and ethylthio substituted derivatives showed high toxicity. The toxicities of the meta-alkyl substituted phenyl carbamates were increased in some degree with the enhancement of the molecular weight of those compounds in the order isopropyl> ethyl>methyl>H on the phenyl ring.