6-氨基吡唑并[4,3-c]吡啶-4(5H)-酮，一种新型鸟嘌呤类似物。

6-aminopyrazolo[4,3-c]pyridin-4(5H)-one, a novel analogue of guanine.

作者信息

Ehler K W, Robins R K, Meyer R B

出版信息

J Med Chem. 1977 Feb;20(2):317-8. doi: 10.1021/jm00212a030.

Abstract

Treatment of dimethyl alpha-ethoxymethylidineacetonedicarboxylate with hydrazine gave methyl 3-(methoxy-carbonylmethyl)pyrazole-4-carboxylate which, upon ammonolysis and dehydration, afforded methyl 3-(cyanomethyl)pyrazole-4-carboxylate. This compound, when heated with liquid ammonia, gave 6-aminopyrazolo[4,3-c]pyridin-4(5H)-one, a new guanine analogue, which did not possess any of the potent antiviral activity shown by 6-aminoimidazo[4,5-c]pyridin-4(5H)-one (3-deazaguanine).

摘要

用肼处理α-乙氧基亚甲基丙酮二羧酸二甲酯得到3-（甲氧羰基甲基）吡唑-4-羧酸甲酯，该化合物经氨解和脱水后得到3-（氰基甲基）吡唑-4-羧酸甲酯。该化合物与液氨一起加热时，得到一种新的鸟嘌呤类似物6-氨基吡唑并[4,3-c]吡啶-4(5H)-酮，它不具有6-氨基咪唑并[4,5-c]吡啶-4(5H)-酮（3-脱氮鸟嘌呤）所显示的任何强效抗病毒活性。