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|ImageFile= |
|ImageFile=URB 602.svg |
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|IUPACName=[1, |
|IUPACName=Cyclohexyl [1,1'-biphenyl]-3-ylcarbamate |
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|OtherNames=[1,1'-Biphenyl]-3-yl-carbamic acid, cyclohexyl ester |
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|OtherNames= |
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|Section1= {{Chembox Identifiers |
|Section1= {{Chembox Identifiers |
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| CASNo=565460-15-3 |
| CASNo=565460-15-3 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| PubChem= |
| PubChem= |
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| SMILES=O=C(OC1CCCCC1)Nc1cccc(c1)c1ccccc1 |
| SMILES=O=C(OC1CCCCC1)Nc1cccc(c1)c1ccccc1 |
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|Section2= {{Chembox Properties |
|Section2= {{Chembox Properties |
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| C=19|H=21|N=1|O=2 |
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| Formula=C<sub>19</sub>H<sub>21</sub>NO<sub>2</sub> |
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| MolarMass=295.4 |
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'''URB602''' ([1,1'-biphenyl]-3-yl-carbamic acid, cyclohexyl ester) is a compound that has been found to inhibit [[hydrolysis]] |
'''URB602''' ([1,1'-biphenyl]-3-yl-carbamic acid, cyclohexyl ester) is a compound that has been found to inhibit [[hydrolysis]] of [[monoacyl glycerol]] compounds, such as [[2-arachidonoylglycerol]] (2-AG) and [[2-oleoylglycerol]] (2-OG). It was first described in 2003.<ref name=Tarzia2003>{{cite journal | pmid = 12773040}}</ref> A study performed in 2005 found that the compound had specificity for metabolizing 2-AG over [[anandamide]] (another [[cannabinoid]] ligand) in rat brain presumably by inhibiting the enzyme [[monoacylglycerol lipase]] (MAGL), which is the primary metabolic enzyme of 2-AG.<ref name=Hohmann2005>{{cite journal | doi = 10.1038/nature03658}}</ref> However, subsequent studies have shown that URB602 lacks specificity for MAGL inhibition ''in vitro''.<ref name=Vandevoorde2007>{{cite journal | doi = 10.1038/sj.bjp.0706971}}</ref> |
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==References== |
==References== |
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{{reflist}} |
{{reflist}} |
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[[Category:Cannabinoids]] |
[[Category:Cannabinoids]] |
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[[Category:carbamates]] |
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[[Category:biphenyls]] |
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Revision as of 14:58, 18 January 2011
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| Names | |
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| IUPAC name
Cyclohexyl [1,1'-biphenyl]-3-ylcarbamate
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| Other names
[1,1'-Biphenyl]-3-yl-carbamic acid, cyclohexyl ester
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| Identifiers | |
3D model (JSmol)
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CompTox Dashboard (EPA)
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| Properties | |
| C19H21NO2 | |
| Molar mass | 295.382 g·mol−1 |
| Appearance | Crystalline solid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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URB602 ([1,1'-biphenyl]-3-yl-carbamic acid, cyclohexyl ester) is a compound that has been found to inhibit hydrolysis of monoacyl glycerol compounds, such as 2-arachidonoylglycerol (2-AG) and 2-oleoylglycerol (2-OG). It was first described in 2003.[1] A study performed in 2005 found that the compound had specificity for metabolizing 2-AG over anandamide (another cannabinoid ligand) in rat brain presumably by inhibiting the enzyme monoacylglycerol lipase (MAGL), which is the primary metabolic enzyme of 2-AG.[2] However, subsequent studies have shown that URB602 lacks specificity for MAGL inhibition in vitro.[3]
References
- ^ . PMID 12773040.
{{cite journal}}: Cite journal requires|journal=(help); Missing or empty|title=(help) - ^ . doi:10.1038/nature03658.
{{cite journal}}: Cite journal requires|journal=(help); Missing or empty|title=(help) - ^ . doi:10.1038/sj.bjp.0706971.
{{cite journal}}: Cite journal requires|journal=(help); Missing or empty|title=(help)