E. Paronikyan, S. Sirakanyan, A. S. Noravyan
Jun 1, 1996
Citations
0
Influential Citations
9
Citations
Journal
Pharmaceutical Chemistry Journal
Abstract
Derivatives of 2,7-naphthyridines are still insufficiently studied [1]. There are some data on their analgesic activity and tremorlike action [2, 3]. In continuation of the previous work on the synthesis of 2,7-naphthyridine derivatives [4], we have developed a method for obtaining 4-carbamoyl-2,7-naphthyridine derivatives (VII, VIII). Taking into account the presence of an amide group (like that of novocainamide) and piperidine ring (like that in quinidine) in the structure of synthesized compounds and proceeding from our earlier results [5], it was of interest to study the antiarrhythrnic properties of the synthesized compound. The synthesis was based on the cyclization of N-benzyl(ethyl)-di(13-carbomethoxyethyl)amines (I, II) [6] under the action of sodium methylate according to the Dickrnan reaction. Condensation of the resulting sodium satts of 1-benzyl(ethyl)-4-hydroxy-3-methoxycarbonyl1,2,5,6-tetrahydr opyridines (Ill, IV) with cyanacetamide leads to 4-cyan-2,7naphthyridines (V, VI). Hydrolysis of the latter compounds in sulfuric acid yields the target 4-carbamoyl-2,7-naphthyridines (VII, VIII').