| Identification | Back Directory | [Name]
UR-144 Degradant | [CAS]
1609273-88-2 | [Synonyms]
UR-144 Degradant
NBJHWTCAQOYUND-UHFFFAOYSA-N
3,?3,?4-?Trimethyl-?1-?(1-?pentyl-?1H-?indol-?3-?yl)?-4-?penten-?1-?one | [Molecular Formula]
C21H29NO | [MOL File]
1609273-88-2.mol | [Molecular Weight]
311.46 |
| Chemical Properties | Back Directory | [Boiling point ]
447.3±28.0 °C(Predicted) | [density ]
0.96±0.1 g/cm3(Predicted) | [solubility ]
DMF: 5 mg/ml; DMSO: 5 mg/ml; Ethanol: 12.5 mg/ml; Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/ml |
| Hazard Information | Back Directory | [Description]
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 |
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