URB597

Cayman Chemical Item Number 10046

(CAS 546141-08-6)

URB597 (CAS 546141-08-6)

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Description

The enzyme fatty acid amide hydrolase (FAAH) is widely expressed in brain and other tissues, and is capable of hydrolyzing anandamide (AEA) and other simple esters and amides with long unsaturated acyl chains.1 URB597 was recently synthesized and reported to be a potent and selective inhibitor of FAAH.2 URB597 inhibits FAAH with an IC50 of 4.6 nM in brain membranes and 0.5 nM in intact neurons. It has been demonstrated in FAAH(-/-) mice that marked depression of FAAH activity results in reduced sensation of pain and enhanced endocannabinoid signalling.3 URB597 exhibits both anti-nociceptive and anxiolytic effects in vivo without evoking other symptoms associated with cannabinoid-like compounds. Thus, URB597 may serve as a lead compound for the development of new analgesic and anxiolytic drugs.

1 Cravatt, B.F., Giang, D.K., Mayfield, S.P., et al. Molecular characterization of an enzyme that degrades neuromodulatory fatty-acid amides. Nature 384 83-87 (1996).

2 Kathuria, S., Gaetani, S., Fegley, D., et al. Modulation of anxiety through blockade of anandamide hydrolysis. Nat Med 1(9) 76-81 (2003).

3 Cravatt, B.F., Demarest, K., Patricelli, M.P., et al. Supersensitivity to anandamide and enhanced endogenous cannabinoid signaling in mice lacking fatty acid amide hydrolase. Proc Natl Acad Sci USA 98(16) 9371-9376 (2001).

Formal Name (3'-​(aminocarbonyl)[1,​1'-​biphenyl]-​3-​yl)-​cyclohexylcarbamate
CAS Number 546141-08-6
Molecular Formula C20H22N2O3
Formula Weight 338.4
Formulation A crystalline solid
Purity >98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C(NC1CCCCC1)​Oc1cccc(c1)​c1cccc(c1)​C(=O)​N
InCHI Code
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​1S/C20H22N2O3/c21-19(23)​16-8-4-6-14(12-16)​15-7-5-11-18(13-15)​25-20(24)​22-17-9-2-1-3-10-17/h4-8,11-13,17H,1-3,9-10H2,(H2,21,23)​(H,22,24)​
InCHI Key
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ROFVXGGUISEHAM-UHFFFAOYSA-N

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URB597 is available in the following screening library:

Size Price Quantity Subtotal
5 mg $32.00 $0.00
10 mg $61.00 $0.00
50 mg $256.00 $0.00
100 mg $448.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-24. Prices are subject to change without notice.

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