2-(5,6-Diphenyl-1,2,4-triazin-3-yl)aniline.

ABSTRACT: The title compound, C21H16N4, obtained under standard Suzuki cross-coupling conditions, is a model compound in the synthesis and biological activity evaluation of new aza-analogues of sildenafil containing a pyrazolo-[4,3-e][1,2,4]triazine system. An N-H⋯N intra-molecular hydrogen bond involving the amino-benzene system and the 1,2,4-triazine moiety helps to establish a near coplanar orientation of the rings with a dihedral angle of 12.04 (4)°, which is believed to be necessary for the biological activity of sildenafil analogues. The 1,2,4-triazine ring is slightly distorted from planarity [r.m.s deviation = 0.0299 (11) Å] and forms dihedral angles of 58.60 (4) and 36.35 (3)° with the pendant phenyl rings. The crystal packing features bifurcated N-H⋯(N,N) hydrogen bonds linking screw-axis-

SUBMITTER: Mojzych M 

PROVIDER: S-EPMC3588826 | biostudies-literature | 2012 Dec

REPOSITORIES: biostudies-literature