Eckstein M, Zajaczkowska J
Farmaco Sci. 1975 Feb;30(2):122-7. doi: 10.1002/chin.197519310.
Condensation of 1-(8'-chlorotheophyllinyl-7')-alkan-3-ones with hydrazine hydrate gave 8-alkyl derivatives of the new heterocyclic ring system: 1,3-dimethyl-6H,7H,10H-(1,2,4)-triazepino [4,3-f] purine-2,4-(1H,3H)-dione (I, II). 10-Acyl (III - VI) and 10-beta-cyanoethyl (VII, VIII) derivatives of compounds (I) and (II) were easy obtained in good yield. With p-nitrophenyl- and isonicotinoylhydrazines only the corresponding hydrazones of 1-(theophyllinyl-7')-alkan-3-ones (IX, X) were formed. In the attempt to obtain 10-aryl, hydroxyalkyl or acyl derivatives of the new tricyclic ring system by the reaction of 1-(8'-chlorotheophyllinyl-7')-butan-3-one with phenyl-, beta-hydroxyethyl- or acetylhydrazines only decomposition of the ketones to 8-chlorotheophylline and vinylketones was observed. The structures of the new compounds were confirmed by U.V. and N.M.R. spectroscopy and partly by mass spectrometry.
1-(8'-氯茶碱基-7')-烷-3-酮与水合肼缩合得到新杂环体系的8-烷基衍生物:1,3-二甲基-6H,7H,10H-(1,2,4)-三氮杂环庚并[4,3-f]嘌呤-2,4-(1H,3H)-二酮(I,II)。化合物(I)和(II)的10-酰基(III - VI)和10-β-氰基乙基(VII,VIII)衍生物很容易以良好产率得到。与对硝基苯基肼和异烟酰肼反应时,仅形成1-(茶碱基-7')-烷-3-酮的相应腙(IX,X)。试图通过1-(8'-氯茶碱基-7')-丁-3-酮与苯基肼、β-羟乙基肼或乙酰肼反应来获得新三环体系的10-芳基、羟烷基或酰基衍生物时,仅观察到酮分解为8-氯茶碱和乙烯基酮。新化合物的结构通过紫外光谱和核磁共振光谱以及部分通过质谱得到证实。