Fatty acid derivatives and pharmaceutical compositions containing same
AssigneeYissum Research Development Company of the Hebrew University of Jerusalem
InventorsRaphael Mechoulam, Aviva Beuer, Lemir Hanus, William A. Devane
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Abstract
Pure polyunsaturated fatty acid amides and their derivatives. These synthcally produced compounds are able to mimic naturally occuring anandamides in the brain and bind the cannabinoid receptor. The compounds exhibit physiological activity and are useful as active ingredients in pharmaceutical compositions for the treatment of inflammation, migraines, spasticity activity, glaucoma, multiple sclerosis. The active compounds can be provided in isotope-tagged form.
Claims9
Essentially pure compounds off the general formula ##STR7## wherein R is the alkenyl moiety of a polyunsaturated fatty acid of 16 to 28 carbon atoms, with 2 to 6 double bonds, with the first double bond at the C-6, or C-9 position, counting from the non-carboxyl part of the molecule, where R" is selected from --H, lower-alkyl, --OH and --(CH.sub.2).sub.n --OH, where n is a small integer, and when R" is hydrogen, R' is selected from lower alkyl, and --(CH.sub.2).sub.m OH, where m is a small integer, when R" is lower-alkyl, R" is --(CH.sub.2).sub.p --OH, where p is a small integer, when R" is --OH, R' is --(CH.sub.2).sub.q --OH where q is a small integer, or both R' and R" are each --(CH.sub.2).sub.n --OH, where n is a small integer, and acid addition salts and complexes of these.
A composition for binding to the cannabinoid receptor in brain, comprising an effective quantity of a compound of the general formula ##STR8## wherein R is the alkenyl moiety of a polyunsaturated fatty acid of 16 to 28 carbon atoms, with 2 to 6 double bonds, with the first double bond at the C-3, C-6, or C-9 position, counting from the non-carboxyl part of the molecule, where R" is selected from --H, lower-alkyl, --OH and --(CH.sub.2).sub.n --OH, where n is a small integer, and when R" is hydrogen, R' is selected form lower alkyl, and --(CH.sub.2).sub.m OH, where m is a small integer, when R" is lower-alkyl, R' is --(CH.sub.2).sub.p --OH, where p is a small integer, when R" is --OH, R' is --(CH.sub.2).sub.q --OH where q is a small integer, or both R' and R" are each --(CH.sub.2).sub.n --OH, where n is a small integer, and acid addition salts and complexes of these.
Dependencies are inferred from the claim text.