Compound | Ki | SA | MPE | RT | RI | Rat DD |
---|---|---|---|---|---|---|
nM | ||||||
Δ9-THC | 41 | 0.92 | 2.7 | 2.5 | NT | 1.8 |
WIN 55,212-2 | 24 | 0.19 | 1.4 | 1.5 | NT | NT |
R | R′ | Ki | SA | MPE | RT | RI | Rat DD |
---|---|---|---|---|---|---|---|
nM | |||||||
n-Methyl | CH3 | >10,000 | NT | NT | NT | NT | NT |
n-Ethyl | CH3 | 1180 ± 44 | NT | NT | NT | NT | NT |
n-Propyl | CH3 | 164 ± 22 | 18.7 | 84.7 | 99.1 | 87.2 | 45.9 |
n-Butyl | CH3 | 22 ± 1.5 | 2.6 | 0.23 | 4.1 | 12.9 | 7.3 |
n-Pentyl | CH3 | 9.5 ± 4.5 | 0.70 | 0.25 | 4.3 | 1.9 | <8.5 |
n-Hexyl | CH3 | 48 ± 13 | <2.7 | 9.5 | 17.1 | 16.0 | 19.8 |
n-Heptyl | CH3 | >10,000 | 117 | >261 | >261 | >261 | >261 |
n-Methyl | H | >10,000 | >35.1 | >35.1 | >35.1 | NT | NT |
n-Ethyl | H | 1390 ± 123 | NT | NT | NT | NT | NT |
n-Propyl | H | 1050 ± 55 | NT | NT | NT | NT | NT |
n-Butyl | H | 8.9 ± 1.8 | 0.34 | 1.3 | 3.3 | NT | NT |
n-Pentyl | H | 9 ± 5 | 0.44 | ∼0.09 | 1.7 | 3.9 | NT |
n-Hexyl | H | 9.8 ± 2 | 0.96 | 0.73 | 1.5 | NT | NT |
n-Heptyl | H | 128 ± 17 | 56.9 | 17.6 | >81.3 | NT | NT |
For all tables, “no max” indicates that the compound produced only slightly greater than 50% of the presumed maximal effect. “∼dose” indicates an estimated ED50 because the dose-effect curve was not linear. “>dose” indicates that 50% activity was not achieved at this dose, which was the highest dose of the compound that was tested. “NT” = not tested. All ED50values are expressed as micromoles per kilogram. SA, suppression of spontaneous activity; MPE, % maximum possible antinociceptive effect in the tail-flick assay; RT, rectal temperature; RI, ring immobility; rat DD, drug discrimination in rats.