New antihypertensive cannabinoids
- 1 February 1983
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 26 (2) , 214-217
- https://doi.org/10.1021/jm00356a017
Abstract
A number of azacannabinoids containing hydroxyacyl and aminoacetyl substituents on the N atom were synthesized. The hydroxyacetyl and .gamma.-hydroxybutyryl derivatives ([5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-2-(hydroxyacetyl)-1,2,3,4,-tetrahydro-5H-[1]benzopyranol[4,3-c]-pyridine] and [5,5-dimethyl-8-[5-(4-fluorophenyl)-2-pentyl]-10-hydroxy-2-(4-hydroxybutyryl)-1,2,3,4-tetrahydro-5H-[1]benzopyranol[4,3-c]pyridine], respectively) were potent antihypertensive agents [in rats] (minimum effective dose, 3-5 mg/kg, orally) of the same order of activity as the highly CNS-active N-propargyl derivatives. 4a Showed weak stimulant properties at hypotensive dose levels, in contrast to the strongly CNS-depressant action characteristic of the N-propargyl analogs.This publication has 3 references indexed in Scilit:
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