gamma-Carbolines: a novel class of cannabinoid agonists with high aqueous solubility and restricted CNS penetration.
Article Details
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Cheng YX, Pourashraf M, Luo X, Srivastava S, Walpole C, Salois D, St-Onge S, Payza K, Lessard E, Yu XH, Tomaszewski MJ
gamma-Carbolines: a novel class of cannabinoid agonists with high aqueous solubility and restricted CNS penetration.
Bioorg Med Chem Lett. 2012 Feb 15;22(4):1619-24. doi: 10.1016/j.bmcl.2011.12.124. Epub 2012 Jan 4.
- PubMed ID
- 22284817 [ View in PubMed]
- Abstract
An oral, peripherally restricted CB1/CB2 agonist could provide an interesting approach to treat chronic pain by harnessing the analgesic properties of cannabinoids but without the well-known central side effects. gamma-Carbolines are a novel class of potent mixed CB1/CB2 agonists characterized by attractive physicochemical properties including high aqueous solubility. Optimization of the series has led to the discovery of 29, which has oral activity in a rat inflammatory pain model and limited brain exposure at analgesic doses, consistent with a lower risk of CNS-mediated tolerability issues.
DrugBank Data that Cites this Article
- Binding Properties
Drug Target Property Measurement pH Temperature (°C) Dronabinol Cannabinoid receptor 1 Ki (nM) 10 N/A N/A Details Dronabinol Cannabinoid receptor 1 EC 50 (nM) 17 N/A N/A Details Dronabinol Cannabinoid receptor 2 Ki (nM) 24 N/A N/A Details