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URB597

Item № 10046
CAS № 546141-08-6
Purity >98%
product image
                (CAS 546141-08-6)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     5 mg $32.00 0.00
     10 mg $61.00 0.00
     50 mg $272.00 0.00
     100 mg $512.00 0.00

Pricing updated 2019-06-19. Prices are subject to change without notice.

Description

URB597 is a potent and selective inhibitor of fatty acid amide hydrolase (FAAH), the enzyme that hydrolyzes anandamide (AEA; Item No. 90050) and other simple esters and amides with long unsaturated acyl chains (IC50 = 4.6 nM and 0.5 nM in brain membranes and intact neurons, respectively).1,2 URB597 exhibits both antinociceptive and anxiolytic effects in vivo without evoking other symptoms associated with cannabinoid-like compounds. This antinociceptive effect is similar to those observed in FAAH(-/-) mice.3

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Technical Information
Formal Name
(3'-(aminocarbonyl)[1,1'-biphenyl]-3-yl)-cyclohexylcarbamate
CAS Number
546141-08-6
Molecular Formula
C20H22N2O3
Formula Weight
338.4
Purity
>98%
Formulation
A crystalline solid
SMILES
O=C(NC1CCCCC1)Oc1cccc(c1)c1cccc(c1)C(=O)N
InChI Code
InChI=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
ROFVXGGUISEHAM-UHFFFAOYSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
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Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

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References & Product Citations
Product Description References

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

2. 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).

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 Proceedings of the National Academy of Sciences of the United States of America 98(16), 9371-9376 (2001).

Product Citations

Soethoudt, M., Grether, U., Fingerle, J., et al. Cannabinoid CB2 receptor ligand profiling reveals biased signalling and off-target activity Nat. Commun. 8, 13958 (2017).

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