Compounds possessing Morphine-antagonizing or Powerful Analgesic Properties

  title={Compounds possessing Morphine-antagonizing or Powerful Analgesic Properties},
  author={Kenneth W. Bentley and Alan L.A. Boura and Alice E. Fitzgerald and David Hardy and A. Mccoubrey and Merla Aikman and Robert E. Lister},
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… 
Structure-Activity Relationships
The importance of this finding lies in the fact that the narcotic-antagonist analgesics have a much lessened abuse potential and do not produce a typical morphine-like physical dependence.
The pharmacology of N-(cyclopropylmethyl)-19-isopentylnororvinol hydrochloride. A potent and long lasting central depressant.
Following the finding of strong central depression caused by M320 in the rat by Aikman & Lister (unpublished), this work has studied its actions in more detail and described here some of the acute pharmacological effects of the drug and compare its properties with those of morphine.
The Alteration of Brain Metabolism by Narcotic Analgesic Drugs
The term, narcotic analgesic drug, as used in this chapter includes the naturally occurring opiates and their derivatives and other compounds of similar pharmacological activity and structural
Some Effects of a Hallucinogenic Compound (Cyprenorphine Hydrochloride; M 285) on the Light Reinforced Behaviour of Rats
CYPRENORPHINE hydrochloride (M 285)1 is a morphine antagonist with greater potency (about 35 times) parenterally and longer duration of action than nalorphine. It has been surveyed for
Structural requirements for antitussive activity in some novel 16‐substituted derivatives of 6, 14‐endoethenotetrahydrothebaine
Structural requirements for antitussive activity in some novel 16-substituted derivatives of 6,14-endoethenotetrahydrothebaine Sm,-Powerful morphine-like analgesics and narcotic antagonists have been
Synthesis and biological activity of furobenzazocine derivatives
The observation in the 6,14-endo-ethenotetrahydrothebaines series of substances with a clear effect on the central nervous system [8], the vegetotropic activity of narcotine [9], the familiar
Opioid receptor probes derived from cycloaddition of the hallucinogen natural product salvinorin A.
The synthesis and biological characterization of unique cycloadducts through [4+2] Diels-Alder cycloaddition signify a novel approach toward rapidly probing the structure-activity relationships of furan-containing natural products.
Actions of etorphine hydrochloride, (M99): a potent morphine-like agent.
The presence of the antagonist was determined and the pA2 value for the antagonist, which may be obtained from the point of intersection of the regression line with the abscissa, and its standard error were calculated.
Synthesis and biological activity of new thebaine derivatives
The works of Bentley [4-7] marked the beginning of the search for medically promising thebaine derivatives [4-7]. The availability of this alkaloid, the impossibility of its direct use as a drug, as


Structure‐activity requirements in some novel thebaine‐derived analgesics
  • R. Lister
  • Chemistry, Biology
    The Journal of pharmacy and pharmacology
  • 1964
Primary and secondary alcohols produced by the reaction of appropriate Grignard reagents on these and other related ketones were found to possess greater analgesic activity, and 0-Demethylation of the thebaine derivatives to the corresponding oripavines increased the activity in a manner similar to that seen on the conversion of codeine to morphine.
A series of N‐alkyl substituted derivatives of morphine has been synthesised and examined for analgesic and antianalgesic action, with N‐propylnormorphine and the diacetyl and dipropionyl derivatives of N-allylnormorphine being about as active as nalorphine.
Drug‐induced respiratory depression in man: A method of assessment
An attempt has been made to devise a simple and reliable technique which can be used in man to compare the respiratory depression produced by novel narcotic drugs and the standard drugs such as morphine and pethidine.