1976-45-0Relevant articles and documents
Activities of morphinone and N-(cyclopropylmethyl)normorphinone at opioid receptors
Fang,Takemori,Portoghese
, p. 1361 - 1363 (1984)
Morphinone (3) and N-(cyclopropylmethyl)normorphinone (4) were synthesized and tested on electrically stimulated smooth muscle preparations (guinea pig ileum and mouse vas deferens) and in mice. Compound 3 behaved as an agonist and 4 as an antagonist in vitro and in vivo. No pronounced nonequilibrium agonist or antagonist activity was observed with either compound.
Diastereoisomeric quaternary morphinium salts: Synthesis, stereochemistry and analgesic properties
Iorio,Disciullo,Mazzeo Farina,Frigeni
, p. 11 - 16 (2007/10/02)
Diastereoisomeric quaternary morphinium salts were prepared by alkylation of morphine with alkyl halides or by alkylation of N-alkylnormorphines with methyl iodide. Nitrogen configuration of diastereoisomeric pairs was assigned by means of 1H NMR chemical shifts of corresponding N-methyl protons. These compounds were evaluated for analgesic activity by the guinea pig ileum assay and by the hot-plate test after icv administration in mice. The correlation between N-substituent orientation and narcotic agonist/antagonist activity is discussed.