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吡喃衍生物的化学与药理学研究。VII. 萘并/1',2':5,6/吡喃/2,3-c/吡唑及12H-萘并/1',2':5,6/吡喃/2,3-d/嘧啶的衍生物

[Chemical and pharmacological research on pyran derivatives. VII. Derivatives of naphto/1',2':5,6/pyran/2,3-c/pyrazole and of 12H-naphto/1',2':5,6/pyran/2,3-d/pyrimidine].

作者信息

Roma G, Vigevani E, Mazzei M, Ermili A

出版信息

Farmaco Sci. 1977 Jan;32(1):40-53.

PMID:844604
Abstract

Reaction of substituted 1-oxo-3-dialkylamino-1H-naphtho[2,1-b]pyrans with N,N-dimethylformamide in the presence of phosphorus oxychloride afforded the corresponding substituted 1-oxo-2-formyl-3-dialkyl-amino-1H-naphtho[2,1-b]pyrans. Condensation of substituted 1-oxo-2-formyl-3-dimethylamino-1H-naphtho[2,1-b]pyrans with hydrazine or monosubstituted hydrazines led to the formation of 11-oxo-8H,11H-naphtho[1',2':5,6]pyrano[2,3-c]pyrazole derivatives through the intermediate hydrazones and subsequent cyclization. Similarly, condensation with acetamidine or guanidine gave rise to the formation of 12-oxo-12H-naphtho[1',2':5,6]pyrano[2,3-d]pyrimidine derivatives. Some of these compounds were tested for their pharmacological properties, but no noteworthy activity was observed.

摘要

在三氯氧磷存在下,取代的1-氧代-3-二烷基氨基-1H-萘并[2,1-b]吡喃与N,N-二甲基甲酰胺反应,得到相应的取代的1-氧代-2-甲酰基-3-二烷基氨基-1H-萘并[2,1-b]吡喃。取代的1-氧代-2-甲酰基-3-二甲基氨基-1H-萘并[2,1-b]吡喃与肼或单取代肼缩合,通过腙中间体和随后的环化反应生成11-氧代-8H,11H-萘并[1',2':5,6]吡喃并[2,3-c]吡唑衍生物。类似地,与乙脒或胍缩合生成12-氧代-12H-萘并[1',2':5,6]吡喃并[2,3-d]嘧啶衍生物。对其中一些化合物进行了药理性质测试,但未观察到显著活性。

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1
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