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7-甲氧基可待因的合成及镇痛活性

Synthesis and antinociceptive activity of 7-methoxycodeine.

作者信息

Iijima I, Minamikawa J, Rice K C, Jacobson A E

出版信息

J Med Chem. 1978 Dec;21(12):1320-2. doi: 10.1021/jm00210a031.

DOI:10.1021/jm00210a031
PMID:722742
Abstract

(-)-7-Methoxycodeine was synthesized from (-)-1-bromosinomeninone in three steps with an overall yield of 29%. The introduction of the 7-methoxy group into the C ring of codeine did not decrease its oral activity. 7-Methoxycodeine was unstable in acidic media. Its oral activity was however, not likely to be due to conversion to the acid-stable (-)-sinomeninone, since the latter was orally inactive.

摘要

(-)-7-甲氧基可待因由(-)-1-溴青藤碱酮经三步合成,总产率为29%。将7-甲氧基引入可待因的C环并未降低其口服活性。7-甲氧基可待因在酸性介质中不稳定。然而,其口服活性不太可能是由于转化为酸稳定的(-)-青藤碱酮,因为后者口服无活性。

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