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URB602
Axon 2696
CAS:
565460-15-3
Purity:
99%
- Soluble in DMSO
- MF: C19H21NO2
- MW: 295.38
Description
Non-competitive inhibitor of MAGL (monoacylglycerol lipase; IC50 values 25 μM and 17 μM for inhibition of hydrolysis of 2-oleoylglycerol (2-OG) and anandamide (AEA), respectively), lacking affinity for FAAH, diacylglycerol lipase or COX-2. URB602 blocks 2-AG hydrolysis in rat brain slices and enhances non-opioid stress-induced analgesia. Furthermore, URB602 reduced xenograft tumor volume, this effect being associated to down-regulation of VEGF and FGF-2, reduction in the number of vessels and down-regulation of cyclin D1.
More Information
| Parent CAS No. | 565460-15-3 |
|---|---|
| Chemical Name | Cyclohexyl biphenyl-3-ylcarbamate |
| SMILES | C(OC1CCCCC1)(=O)NC1C=CC=C(C2=CC=CC=C2)C=1 |
| MFCD | MFCD08457914 |
| InChi | InChI=1S/C19H21NO2/c21-19(22-18-12-5-2-6-13-18)20-17-11-7-10-16(14-17)15-8-3-1-4-9-15/h1,3-4,7-11,14,18H,2,5-6,12-13H2,(H,20,21) |
| InChiKey | HHVUFQYJOSFTEH-UHFFFAOYSA-N |
| CID | 10979337 |
| Short Description | MAGL inhibitor |
References
- G Tarzia et al. Design, synthesis, and structure-activity relationships of alkylcarbamic acid aryl esters, a new class of fatty acid amide hydrolase inhibitors. J Med Chem. 2003 Jun 5;46(12):2352-60.
- S Vandevoorde et al. Lack of selectivity of URB602 for 2-oleoylglycerol compared to anandamide hydrolysis in vitro. Br J Pharmacol. 2007 Jan;150(2):186-91.
- JK Makara et al. Selective inhibition of 2-AG hydrolysis enhances endocannabinoid signaling in hippocampus. Nat Neurosci. 2005 Sep;8(9):1139-41.
- AG Hohmann e al. An endocannabinoid mechanism for stress-induced analgesia. Nature. 2005 Jun 23;435(7045):1108-12.
- E Pagano et al. Pharmacological inhibition of MAGL attenuates experimental colon carcinogenesis. Pharmacol Res. 2017 Feb 11;119:227-236.
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