Some 14 beta-substituted analogues of N-(cyclopropylmethyl)normorphine.
A series of N-(cyclopropylmethyl)-14 beta-substituted-normorphine analogues was synthesized and tested for opioid agonist and antagonist activity in the guinea pig ileum and mouse vas deferens preparations. The 14 beta-bromo compound proved to be a pure antagonist equal in potency to naloxone in the guinea pig ileum assay. In contrast to N-(cyclopropylmethyl)-14 beta-hydroxynormorphine which was a pure antagonist, the corresponding sulfur analogue was about equal to nalorphine in agonist and antagonist potency.
D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D006168:Guinea Pigs; D007082:Ileum / Q000187:drug effects; D066298:In Vitro Techniques; D008297:Male; D051379:Mice; D009020:Morphine / Q000037:antagonists & inhibitors / Q000494:pharmacology; D009022:Morphine Derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D009130:Muscle, Smooth / Q000187:drug effects; D014649:Vas Deferens / Q000187:drug effects
D009022:Morphine Derivatives; C029219:N-(cyclopropylmethyl)normorphine; D009020:Morphine