Novel substituted nicotinamide derivatives: synthesis and evaluation for antihypertensive activity

ABSTRACT

The synthesis of 2 novel series of nicotinamide derivatives VI and IX has been carried out. 3-[carboxyphenylaminocarbonyl] pyridine [III] was converted to its acid chloride IV which was reacted with different alicyclic and /or aromatic secondary amines to give the first series of nicotinamide derivative IX in a quantitative yield. The sodium salt of III was also reacted with different N-chloroacetyl derivatives of alicyclic and /or aromatic secondary amines giving the second series of nicotinyl derivatives VI. Compounds VI and IX were converted to their methyl iodide salts VII and X, respectively, which were reduced with sodium borohydride to yield 1,2,3,6-tetrahydropyridine derivatives VIII and XI, respectively. The structure of new products was substantiated by spectral as well as microanalytical data. Eight of the new synthesized compounds were tested for hypotensive activity in anesthetized normotensive rabbits