Absolute configuration of the alpha (1B)-adrenoceptor antagonist (+)-cyclazosin

Farmaco. 2004 Dec;59(12):965-9. doi: 10.1016/j.farmac.2004.07.013.

Abstract

(+)-Cyclazosin is a quinazoline derivative pharmacologically characterized as alpha(1b)-adrenoceptor selective ligand in binding assays and alpha(1B)-selective antagonist in isolated tissues. In this work, we determined the absolute configuration of (+)-cyclazosin by X-ray crystallographic analysis applied to the (R,R)-(+)-tartrate of (-)-2, which is the enantiomer of the specific synthetic precursor of (+)-cyclazosin. Results indicated that (+)-cyclazosin has an R and S configuration at its C4a and C8a atoms, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adrenergic alpha-1 Receptor Antagonists*
  • Crystallography, X-Ray
  • Hydrogen Bonding
  • Molecular Conformation
  • Quinazolines / chemistry*
  • Quinoxalines / chemistry*
  • Stereoisomerism

Substances

  • Adrenergic alpha-1 Receptor Antagonists
  • Quinazolines
  • Quinoxalines
  • cyclazosin