›› 2001, Vol. 44 ›› Issue (4): 439-446.

• 研究论文 • 上一篇    下一篇

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

严炳丽1, 曾益良1*, 任连奎1, 王同顺2, 解立华3   

  • 出版日期:2001-11-20 发布日期:2001-11-20

Synthesis of N-methyl substituted phenyl carbamatesand their activities to housefly

YAN Bing-li1, ZENG Yi-liang1, REN Lian-kui1, WANG Tong-shun2, XIE Li-hua3   

  • Online:2001-11-20 Published:2001-11-20

摘要: 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。

关键词: 合成, 氨基甲酸酯, 化学结构, 生物活性

Abstract: 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.

Key words: synthesis, carbamate, chemical structure, biological activity