title: Structure of the beta-blocker/vasodilator agent prizidilol, DL-6-(2-[3-(tert-butylamino)-2-hydroxypropoxylphenyl)-3-pyridazinylhydr azine hemisulfate monohydrate.
abstract: Prizidilol, a compound combining vasodilator and beta-blocker functionalities in the same molecule, has been synthesized and characterized by Smith Kline and French Research Ltd. Crystal data: C17H25N5O2 x 1/2H2SO4 x H2O, M(r) = 398.47, orthorhombic, a = 10.722 (2), b = 11.635 (6), c = 34.105 (3) A, V = 4254.61 A3, Pbnm (non-standard form of Pnma) (D16(2h), No. 62), Z = 8, F(000) = 1704, Dx = 1.244 Mg m-3, mu(Cu K alpha) = 11.673 cm-1, R = 0.064 for 2432 independent reflections with I > 3 sigma(I). Prizidilol shows strong conformational similarities to propranolol and is protonated at the secondary amine. The 6-phenyl-3-hydrazinopyridazine residue is not planar. The hydroxy group at the asymmetric carbon is disordered so that both enantiomers are found at each molecular site. The sulfate ions and disordered water molecules lie in the crystallographic mirror plane.
authors.affiliation: Chemical Crystallography Laboratory, Oxford University, England.
authors.forename: K
authors.initials: K
authors.lastname: Prout
authors.forename: K
authors.initials: K
authors.lastname: Burns
authors.forename: A M
authors.initials: AM
authors.lastname: Roe
mesh_terms: D000319:Adrenergic beta-Antagonists / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D011724:Pyridazines / Q000737:chemistry*; D014665:Vasodilator Agents / Q000737:chemistry*
chemical_list: D000319:Adrenergic beta-Antagonists; D011724:Pyridazines; D014665:Vasodilator Agents; C024293:prizidilol