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U3010

Sigma-Aldrich

URB602

≥98% (HPLC)

Synonym(s):
[1,1’-Biphenyl]-3-yl-carbamic acid cyclohexyl ester
Empirical Formula (Hill Notation):
C19H21NO2
CAS Number:
Molecular Weight:
295.38
MDL number:
PubChem Substance ID:

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

O=C(Nc1cccc(c1)-c2ccccc2)OC3CCCCC3

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)

InChI key

HHVUFQYJOSFTEH-UHFFFAOYSA-N

Packaging

5 mg in glass bottle

Biochem/physiol Actions

URB602 is an inhibitor of monoacylglycerol lipase (MGL). The IC50 = 28 μM and Km = 20 μM. URB602 increases 2-arachidonoylglycerol (2-AG) concentrations. When URB602 is injected into the periaqueductal grey matter, it enhances stress-induced analgesia (tail-flick test) in a CB1-dependent manner. An effect that is prevented by a CB1 cannabinoid receptor antagonist, Rimonabant (SR141716). URB602 is not suitable for systemic administration due to relatively low potency, but useful for research of pain and stress-related disorders, which identifies MGL as a previously unrecognized therapeutic target (highlighted in Chemical Engineering News, June 27, 2005).

Preparation Note

URB602 is soluble in DMSO at a concentration >10 mg/ml.

Certificate of Analysis

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Certificate of Origin

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