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C14551 URB-597 (546141-08-6)

Catalog No.:	C14551
CAS No.:	546141-08-6
Synonym:	URB597; KDS-4103; URB 597; KDS 4103; KDS4103
Chemical Name:	N-Cyclohexylcarbamic acid 3'-(aminocarbonyl)[1,1'-biphenyl]-3-yl ester;3'-carbamoylbiphenyl-3-yl cyclohexylcarbamate
Molecular Formula:	C₂₀H₂₂N₂O₃
Molecular Weight:	338.4

Technical Data:

Appearance:	Off white powder
Solubility:	Soluble in DMSO and DMF
Purity:	>98%
Storage:	at -20℃ 2 years
Original QC Data:
Shipping Conditions:	Ambient Temp.

Price and Availability of URB-597:

Size	Price	Stock
50mg	USD250	In Stock
100mg	USD380	In Stock
500mg	Get quote

Biological Activity:

URB597 is a potent, orally bioavailable FAAH inhibitor with IC50 of 4.6 nM, with no activity on other cannabinoid-related targets.
in vitro: URB597 binds in the hydrophobic pocket and catalytic core of FAAH that connects the active site residues to the membrane surface of FAAH . URB597 reduces the expression of the LPS-induced enzymes cyclo-oxygenase 2 (COX-2) and inducible nitric oxide synthase (iNOS; NOS2) in primary rat microglial cell, with a concomitant reduction in the release of the inflammatory mediators prostaglandin E2 (PGE2) and (NO) nitric oxide .
in vivo: URB597 inhibits [3H]anandamide hydrolysis in rat brain membranes with a parallel increase in brain anandamide, OEA, and PEA content by inhibition of FAAH. URB597 enhances the hypothermia effect induced by ethanolamide by inhibiting FAAH. When delivered intraperitonealy (0.3 mg/kg) URB597 reduces allodynia and hyperalgesia through cannabinoid CB1 and CB2 receptor-mediated analgesia in rats with inflammatory pain.

References:

1. Mor M, et al. Cyclohexylcarbamic acid 3’- or 4’-substituted biphenyl-3-yl esters as fatty acid amide hydrolase inhibitors: synthesis, quantitative structure-activity relationships, and molecular modeling studies. J Med Chem, 2004, 47(21), 4998-5008.

2. Tham CS, et al. Inhibition of microglial fatty acid amide hydrolase modulates LPS stimulated release of inflammatory mediators. FEBS Lett, 2007, 581(16), 2899-2904.

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