| Stereochemistry | ACHIRAL |
| Molecular Formula | C21H29NO2 |
| Molecular Weight | 327.4605 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1(C)C(C(=O)C2=CN(CCCCCO)C3=C2C=CC=C3)C1(C)C
InChI
InChIKey=AFWBYMXUEMOBRP-UHFFFAOYSA-N
InChI=1S/C21H29NO2/c1-20(2)19(21(20,3)4)18(24)16-14-22(12-8-5-9-13-23)17-11-7-6-10-15(16)17/h6-7,10-11,14,19,23H,5,8-9,12-13H2,1-4H3
| Molecular Formula | C21H29NO2 |
| Molecular Weight | 327.4605 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
UR-144 N-5-Hydroxypentyl is a potent synthetic cannabinoid designed by Abbott Laboratories as a CB2 selective agonist for pain management. UR-144 N-5-Hydroxypentyl is a metabolite of another CB2-selective cannabinoid UR-144. Pre-clinical studies of nociceptive and neuropathic pain have shown that CB2-selective ligands are analgesics without causing the adverse side effects linked with CB1 receptor activation. However, nor UR-144 nor UR-144 N-5-Hydroxypentyl has no therapeutic application.
Originator
Approval Year
PubMed
Patents
Sample Use Guides
FLIPR assays were performed using HEK cells stably coexpressing the chimeric GRq/o5 protein with the human CB2 receptor. Cells were seeded at 75 000 cells per well 1 day prior to the assay and assays performed with no-wash dye (FLIPR calcium assay kit, Molecular Devices, Sunnyvale, CA). Variable concentrations of compound 51 (UR-144 N-5-Hydroxypentyl) (0.3 nM to 10 μM), CP-55,940 (4) (at 10 μM final concentration) positive control, or vehicle negative control were added to cells in the presence of assay buffer (10 mM HEPES, pH 7.4, 130 mM NaCl, 5 mM KCl, 0.05% BSA), and fluorescence responses were measured immediately with a FLIPR machine. Net peak responses were compared with that of 10 μM CP-55,940 (4) and expressed as percentages of the CP-55,940 (4) evoked response.
