URB597
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| URB597 | |
|---|---|
| File:URB597.svg | |
| [3-(3-carbamoylphenyl)phenyl] N-cyclohexylcarbamate | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| CAS number | 546141-08-6 |
| PubChem | 1383884 |
| MeSH | URB597 |
| style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
| Molecular formula | C20H22N2O3 |
| Molar mass | 338.4 g/mol |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
URB597 is a relatively selective inhibitor of the enzyme fatty acid amide hydrolase (FAAH).[1][2] FAAH is the primary degradatory enzyme for the endocannabinoid anandamide and, as such, inhibition of FAAH leads to an accumulation of anandamide in the CNS and periphery where it activates cannabinoid receptors. In pre-clinical laboratory tests researchers found URB597 increased the production of endocannabinoids resulting in measurable antidepressant and analgesic effects.[3]
URB597 is also known as KDS-4103. KDS-4103 is being developed by Kadmus Pharmaceuticals, Inc. for clinical trials in humans. Kadmus claims, on their website (linked below) that this class of compounds may have antidepressant, anti-anxiety, and pain-killing effects.
External links
- Kadmus Pharmaceuticals official website
- Modulation of anxiety through blockade of anandamide hydrolysis in Nature
- New drug acts as marijuana in the brain at cannabis.net
References
- ↑ Mor, Marco; Rivara, S; Lodola, A; Plazzi, PV; Tarzia, G; Duranti, A; Tontini, A; Piersanti, G; Kathuria, S. "Cyclohexylcarbamic acid 3'- or 4'-substituted biphenyl-3-yl esters as fatty acid amide hydrolase inhibitors: synthesis, quantitative structure-activity relationships, and molecular modeling studies". J Med Chem. 47 (21): 4998. doi:10.1021/jm031140x. PMID 15456244.
- ↑ Alexander, JP; Cravatt, BF. "Mechanism of carbamate inactivation of FAAH: implications for the design of covalent inhibitors and in vivo functional probes for enzymes". Chem Biol. 12 (11): 1179–87. doi:10.1016/j.chembiol.2005.08.011. PMC 1994809 Freely accessible. PMID 16298297.
- ↑ Russo, R; Loverme, J; La Rana, G; Compton, TR; Parrott, J; Duranti, A; Tontini, A; Mor, M; Tarzia, G. "The fatty-acid amide hydrolase inhibitor URB597 (cyclohexyl carbamic acid 3'-carbamoyl-biphenyl-3-yl ester) reduces neuropathic pain after oral administration in mice". J Pharmacol Exp Ther. 322 (1): 236–42. doi:10.1124/jpet.107.119941. PMID 17412883.
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