Compounds possessing Morphine-antagonizing or Powerful Analgesic Properties

Abstract

Bentley and Hardy¹ and Lister² have recently described derivatives of 6,14-endoethenotetrahydrothebaine and oripavine which are highly potent analgesics in laboratory animals. One of these compounds, 6,14-endoetheno-7-α(2-hydroxypent-2-yl)-tetrahydro-oripavine (M.183), is a potent analgesic in man³. The investigation has been extended to the examination of bases with the general structure I. They were prepared by N-demethylation with cyanogen bromide and hydrolytic removal of the cyano-group, followed by N-alkylation or acylation and reduction with lithium aluminium hydride. A most interesting series of derivatives arises when R¹ is cyclopropylmethyl and forms the subject of this communication.