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341249

Sigma-Aldrich

FAAH Inhibitor II

The FAAH Inhibitor II, also referenced under CAS 546141-08-6, controls the biological activity of FAAH. This small molecule/inhibitor is primarily used for Cell Signaling applications.

Synonym(s):

FAAH Inhibitor II, URB597, Cyclohexylcarbamic acid-3ʹ-carbamoyl-biphenyl-3-yl Ester, 3ʹ-Carbamoyl-biphenyl-3-yl-cyclohexylcarbamate

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About This Item

Empirical Formula (Hill Notation):
C20H22N2O3
CAS Number:
Molecular Weight:
338.40
MDL number:
UNSPSC Code:
12352200

Quality Level

Assay

≥98% (NMR)

form

crystalline solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

ethanol: 1 mg/mL
DMF: 10 mg/mL
DMSO: 10 mg/mL

shipped in

ambient

storage temp.

2-8°C

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

General description

A cell-permeable carbamate compound that acts as a potent, selective, and irreversible inhibitor of fatty acid amide hydrolase (FAAH; IC50 = 4.6 nM in brain membranes). Shown to block anandamide (Cat. No. 172100) breakdown in rat cortical neurons (IC50 = 500 pM) and modulate anxiety in rats (ID50 = 0.15 mg/Kg). Does not affect the activities of several serine hydrolases (IC50 >30 µM), including AChE (acetylcholinesterase), BCh (butyrylcholinesterase) and MGL (monoglyceride lipase). It also does not interfere with the binding of anandamide to cannabinoid receptors CB1 and CB2 (IC50 >100 µM), as well as several ion-channels and neurotransmitter transporters.
A cell-permeable, carbamate compound that acts as a potent, selective, and irreversible inhibitor of fatty acid amide hydrolase (FAAH; IC50 = 4.6 nM in brain membranes). Shown to block anandamide (Cat. No. 172100) breakdown in rat cortical neurons (IC50 = 0.5 nM) and modulate anxiety in rats (ID50 = 0.15 mg/Kg). Does not affect the activities of several serine hydrolases, namely, AchE (acetyl cholinesterase) (IC50 >100 µM), BCh (butyryl cholinesterase) (IC50 >100 µM), and MGL (monoglyceride lipase) (IC50 >30 µM). Does not interfere with the binding of anandamide to cannabinoid receptors, CB1 and CB2 (IC50 >100 µM), several ion-channels, or neurotransmitter transporters.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
FAAH
Product does not compete with ATP.
Reversible: no
Target IC50: 4.6 nM against FAAH

Packaging

Packaged under inert gas

Warning

Toxicity: Toxic (F)

Reconstitution

Following reconstitution aliquot, purge with an inert gas, and freeze (-20°C). Stock solutions are stable for up to 1 month at -20°C.

Other Notes

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.
Kathuria, S., et al. 2003. Nat. Med.9, 76.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

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Mireia Casasampere et al.
Journal of lipid research, 65(3), 100520-100520 (2024-02-19)
Lipid amidases of therapeutic relevance include acid ceramidase (AC), N-acylethanolamine-hydrolyzing acid amidase, and fatty acid amide hydrolase (FAAH). Although fluorogenic substrates have been developed for the three enzymes and high-throughput methods for screening have been reported, a platform for the

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