URB-597

SKU: orb1300530

Description

URB-597 is a potent and selective inhibitor of fatty acid amide hydrolase (FAAH) with an IC50 of 4.6 nM, exhibiting oral bioavailability and negligible activity at other cannabinoid targets. It is widely used in preclinical research to investigate the endocannabinoid system in models of pain, inflammation, and anxiety.

Research Area

Neuroscience

Key Properties

• CAS Number: 546141-08-6
• MW: 338.41
• Purity: >98%
• Formula: C₂₀H₂₂N₂O₃
• SMILES: NC(=O)c1cccc(c1)-c1cccc(OC(=O)NC2CCCCC2)c1
• Target: Serine hydrolase
• Solubility: Soluble in DMSO (up to 15 mg/ml).

Bioactivity

• Target IC50:
  FAAH:4.6 nM
• 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. URB597 reduces the reduction in body weight gain and sucrose intake induced by the chronic mild stress in rats through inhibition of brain FAAH activity. URB597 could reverse most depressive-like symptoms induced by adolescent THC exposure in femal rats.
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• 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 inhibits FAAH activity in human liver microsomes with IC50 of 3 nM. 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. URB597 evokes Ca2+ entry in HEK293-F Cells transiently expressing human or rat TRPA1 gene. URB597 also activates Ca2+ entry in rat DRG neurons natively expressed TRPA1 channels.
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Storage & Handling

• Storage: RT
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

inhibit, KDS 4103, KDS4103, KDS-4103, liver, orally, Mitophagy, Mitochondrial Autophagy, microsomes, FAAH, FAAH Inhibitor II, Fatty acid amide hydrolase, Inhibitor, bioavailable, Analgesic, Antidepressant-like, Autophagy, URB 597, URB597, URB-597

Compound Identifiers

PubChem CID

1383884