4,5-Dihydro-7,8-dimethoxy-1-phenyl-3H-2,3-benzodiazepin-4-one

Acta Crystallogr C. 2001 Oct;57(Pt 10):1225-7. doi: 10.1107/s0108270101011805. Epub 2001 Oct 12.

Abstract

The title compound, C(17)H(16)N(2)O(3), is an antagonist for AMPA/kainate receptors. The molecule has its seven-membered oxadiazole ring in a boat conformation. Asymmetry of the two methoxy bond angles is evident, with (Me)O-C-C angles of 115.45 (12) and 124.78 (13) degrees, and 114.67 (12) and 125.31 (12) degrees. A centrosymmetric dimer involving the HN-CO moieties, with an N...O distance of 2.876 (2) A, graph set R(2)(2)(8), is further linked into chains through methoxy Csp(3)-H...N hydrogen bonds, with a C...N distance of 3.418 (2) A.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azepines / chemistry*
  • Crystallography, X-Ray
  • Excitatory Amino Acid Antagonists / chemistry*
  • Hydrogen Bonding
  • Models, Molecular
  • Receptors, AMPA / antagonists & inhibitors*

Substances

  • 4,5-Dihydro-7,8-dimethoxy-1-phenyl-3H-2,3-benzodiazepin-4-one
  • Azepines
  • Excitatory Amino Acid Antagonists
  • Receptors, AMPA