Research Article: 2-Hy­droxy-N′-[2-(6-meth­oxy­naphthalen-2-yl)propano­yl]benzohydrazide

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): Shaaban Kamel Mohamed, Peter N. Horton, Mehmet Akkurt, Mustafa R. Albayati, Herman Potgeiter.


In the title compound, C21H20N2O4, the naphthalene ring system makes a dihedral angle of 84.5 (3)° with the benzene ring, and the –C(=O)–N(H)–N(H)–C(=O)– torsion angle is 70.7 (7)°, so that the mol­ecule is twisted. An S(6) ring motif is formed via an intra­molecular O—H⋯O hydrogen bond. In the crystal, mol­ecules are linked by N—H⋯O and C–H⋯O hydrogen bonds into supra­molecular layers in the ab plane.

Partial Text

For the pharmaceutical applications of naproxen [systematic name: (+)-6-meth­oxy-α-methyl-2-naphthalene acetic acid], see: Teplyakov et al. (1993 ▶); Bozdag et al. (2001 ▶). For the synthesis of potential biologically active compounds based on the structure of naproxen, see: Sharma et al. (2003 ▶); Kumar et al. (2010 ▶). For related structures, see: Yathirajan et al. (2007 ▶); Liang et al. (2008 ▶). For hydrogen-bond motifs, see: Etter et al. (1990 ▶).