Búciová L, Benes L, Racanská E
Katedra farmaceutickej chémie, Farmaceutickej fakulty, Univerzity Komenského, Bratislava.
Cesk Farm. 1992 Dec;41(9-10):332-4.
The preceding study of the effect of the branching of the connecting chain by the metoxymethyl-, ethoxymethyl- and propoxymethyl group on the alpha carbon on local anaesthetic activity was a stimulus for the preparation of 16 drugs of the group of 1-ethoxyethoxymethyl-2-(1-pyrrolidinyl-), 2-piperidino- and 2-(1-perhydroazepinyl) ethyl esters of o-, m- and p-alkoxyphenylcarbamic acids. The discontinuation of the substituent on the alpha carbon of the connecting chain by another oxygen atom (introduction of an ethoxyethoxymethyl group) has a positive effect on surface and infiltration anaesthesia. Of the prepared agents, 2-piperidino- and 2-(1-perhydroazepinyl-) derivatives with a hexyl or heptyloxy group in the o-position of the benzene ring were most effective; they exceeded the standards cocaine and procaine more than one hundred times. p-Derivatives were least effective; in some cases their indices of effectiveness did not achieve the effectiveness of the standards in both surface and infiltration anaesthesia under study. Acute toxicity of all drugs lies within the range of the toxicities of the standards.
先前关于甲氧基甲基、乙氧基甲基和丙氧基甲基连接链在α-碳上的支化对局部麻醉活性影响的研究，促使人们制备了16种药物，它们是邻、间和对烷氧基苯基氨基甲酸的1-乙氧基乙氧基甲基-2-(1-吡咯烷基)、2-哌啶基和2-(1-全氢氮杂环庚基)乙酯。通过另一个氧原子中断连接链α-碳上的取代基（引入乙氧基乙氧基甲基）对表面麻醉和浸润麻醉有积极作用。在所制备的药物中，苯环邻位带有己氧基或庚氧基的2-哌啶基和2-(1-全氢氮杂环庚基)衍生物最为有效；它们比标准药物可卡因和普鲁卡因的效力高出一百多倍。对-衍生物效果最差；在某些情况下，它们的效力指标在研究的表面麻醉和浸润麻醉中均未达到标准药物的效力。所有药物的急性毒性都在标准药物毒性范围内。
