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几种具有局部麻醉活性的苯氧甲基苯基衍生物的合成(作者译)

[Synthesis of several phenoxymethylphenyl derivatives with local-anesthetic activity (author's transl)].

作者信息

Rudinger-Adler E, Büchi J

出版信息

Arzneimittelforschung. 1979;29(4):591-4.

PMID:39578
Abstract
  1. Several 4-phenoxymethyl-procaine derivatives (IV) were synthetised in order to investigate the influence of the intermediate chain on the activity. 2. By replacing the CH2-CH2-group in fomocain by a COO-group we succeeded in doubling the efficacy of this local anesthetic. 3. The type and position of the hetero atoms, N,S and O in the intermediate chain of the procaine (I), xylocaine (II), cinchocaine (III) and phenoxymethyl-procaine (IV) series have in each of these series quite a different effect due to the structural specificity of the remaining part of the molecule. 4. Other examples confirm the significance of the ester group in the intermediate chain for the liposolubility and reactivity. In ketones these properties are altered unfavourably.
摘要
  1. 合成了几种4-苯氧甲基-普鲁卡因衍生物(IV),以研究中间链对活性的影响。2. 通过用一个COO基团取代福莫卡因中的CH2-CH2基团,我们成功地使这种局部麻醉剂的效力提高了一倍。3. 由于分子其余部分的结构特异性,普鲁卡因(I)、利多卡因(II)、辛可卡因(III)和苯氧甲基-普鲁卡因(IV)系列中间链中的杂原子N、S和O的类型和位置在每个系列中都有相当不同的影响。4. 其他例子证实了中间链中酯基对脂溶性和反应性的重要性。在酮类中,这些性质会发生不利变化。

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