14-Hydroxy-6-oxamorphinans and 14-hydroxy-6-oxaisomorphinans
AssigneeBristol-Myers Company
InventorsThomas A. Montzka, John D. Matiskella, Richard A. Partyka
Life of this patent
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Abstract
14-Hydroxy-6-oxamorphinans and 14-hydroxy-6-oxaisomorphinans optionally substituted in the 3-, 7- and 17-positions have been found to possess potent analgetic, narcotic antagonist, antitussive and/or ADH inhibitory activity. The compounds are prepared by total synthesis and are not derived from opium alkaloids.
Claims16
A compound of the formula ##STR30## wherein R.sup.1 is hydrogen, (lower)alkyl, (lower)alkanoyl or nicotinoyl;
- R.sup.2 is hydrogen, (lower)alkyl, propargyl, allyl, 3,3-dimethylallyl, cyclopropylmethyl, cyclobutylmethyl, ##STR31## in which R.sup.5 is hydrogen or (lower)alkyl, and R.sup.3 and R.sup.4 are the same or different and are hydrogen or (lower)alkyl, or R.sup.3 and R.sup.4, when taken together, represent an alkylene group of from 2 to 6 carbon atoms;
- or a pharmaceutically acceptable salt thereof.
17-Cyclopropylmethyl-3,14.beta.-dihydroxy-6-oxamorphinan or a pharmaceutically acceptable salt thereof.
17-Cyclobutylmethyl-3,14.beta.-dihydroxy-6-oxamorphinan or a pharmaceutically acceptable salt thereof.
3,14.beta.-Dihydroxy-7,7,17-trimethyl-6-oxamorphinan or a pharmaceutically acceptable salt thereof.
7-Cyclobutylmethyl-3,14.beta.-dihydroxy-7,7-dimethyl-6-oxamorphinan or a pharmaceutically acceptable salt thereof.
7-Cyclopropylmethyl-3,14.beta.-dihydroxy-7,7-dimethyl-6-oxamorphinan or a pharmaceutically acceptable salt thereof.
Dependencies are inferred from the claim text.