THC morpholinylbutyrate explained

THC morpholinylbutyrate (SP-111, Δ⁹-THC-O-[4-(morpholin-4-yl)butyrate]) is a synthetic derivative of tetrahydrocannabinol, developed in the 1970s. It is a prodrug which is converted into THC inside the body, and was one of the first derivatives of THC that is able to form water-soluble salts, giving it a significant advantage over THC for some applications. However, it is less potent than THC and the metabolic conversion to THC is relatively slow and variable, giving it unpredictable pharmacokinetics which has limited its research applications.^{[1] [2] [3] [4]}

See also

• THC-O-acetate
• THC-O-phosphate
• THC hemisuccinate
• THC-VHS
• Nabitan
• O-1057

Notes and References

1. Dykstra LA, McMillan DE, Harris LS . Effects of delta-9-THC and a water soluble ester of delta-9-THC on schedule-controlled behavior . Pharmacology, Biochemistry, and Behavior . 1975 . 3 . 1 . 29–32 . 1129353 . 10.1016/0091-3057(75)90077-5 . 140206443 .
2. Segal M . The effects of SP-111, a water-soluble THC derivative, on neuronal activity in the rat brain . Brain Research . 139 . 2 . 263–75 . January 1978 . 624059 . 10.1016/0006-8993(78)90928-9 . 35922918 .
3. Hershkowitz M, Szechtman H . Pretreatment with delta 1-tetrahydrocannabinol and psychoactive drugs: effects on uptake of biogenic amines and on behavior . European Journal of Pharmacology . 59 . 3–4 . 267–76 . November 1979 . 230975 . 10.1016/0014-2999(79)90290-5 .
4. Järbe TU, McMillan DE . delta 9-THC as a discriminative stimulus in rats and pigeons: generalization to THC metabolites and SP-111 . Psychopharmacology . 1980 . 71 . 3 . 281–9 . 6256796 . 10.1007/BF00433063 . 11048922 .