UR-144 is a synthetic cannabinoid (CB) analog of JWH 018 in which the naphthalene ring is substituted with a tetramethylcyclopropyl group. This substitution results in a compound which is a potent agonist for the peripheral CB2 receptor. UR-144 Degradant is a common impurity observed during GC-MS analysis of samples containing UR-144. The opened ring of the degradant is presumed to be produced during heating of UR-144. This structure gives rise to a prominent fragment ion that is 15 amu greater than the base peak of UR-144. This pattern is consistent with McLafferty rearrangement of the degradant which does not occur with the parent compound.
Uses
3,??3,??4-??Trimethyl-??1-??(1-??pentyl-??1H-??indol-??3-??yl)??-4-??penten-??1-??one is a potent agonist for the peripheral CB2 receptor and a synthetic cannabinoid. It can be used to develop analytical assays that detects UR-??144 and its metabolites.
References
[1] MCLAFFERTY F W. Mass Spectrometric Analysis. Molecular Rearrangements[J]. Analytical Chemistry, 1959, 31 1: 82-87. DOI: 10.1021/ac60145a015 [2] THOMAS B, LEFEVER T, CORTES R A, et al. Thermolytic Degradation of Synthetic Cannabinoids: Chemical Exposures and Pharmacological Consequences[J]. The Journal of Pharmacology and Experimental Therapeutics, 2017, 9 1: 0. DOI: 10.1124/jpet.116.238717