URB597

URB597

Chembox new
ImageFile=URB597.svg
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IUPACName= [3-(3-carbamoylphenyl)phenyl] N-cyclohexylcarbamate
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Section1= Chembox Identifiers
CASNo=546141-08-6
PubChem=1383884
SMILES=
MeSHName=URB597

Section2= Chembox Properties
Formula=C20H22N2O3
MolarMass=338.4 g/mol
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Density=
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Section3= Chembox Hazards
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URB597 is a relatively selective inhibitor of the enzyme fatty acid amide hydrolase (FAAH). [ cite journal|title=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.|journal= J Med Chem.|date=|first=|last=|coauthors=|volume=|issue=|pages=|pmid=15456244 |url=|format=|accessdate=2007-06-14|doi=10.1021/jm031140x] [ cite journal|title=Mechanism of carbamate inactivation of FAAH: implications for the design of covalent inhibitors and in vivo functional probes for enzymes.|journal=Chem Biol.|date=|first=|last=|coauthors=|volume=|issue=|pages=|pmid=16298297 |url=|format=|accessdate=2007-06-14] FAAH is the primary degradatory enzyme for the endocannabinoid anandamide and, as such, inhibition of FAAH leads to an accumulation of anandamide in the CNS and periphery where it activates cannabinoid receptors. In pre-clinical laboratory tests researchers found URB597 increased the production of endocannabinoids resulting in measurable antidepressant and analgesic effects. [ cite journal|title=The fatty-acid amide hydrolase inhibitor URB597 (cyclohexyl carbamic acid 3'-carbamoyl-biphenyl-3-yl ester) reduces neuropathic pain after oral administration in mice.|journal= J Pharmacol Exp Ther.|date=|first=|last=|coauthors=|volume=|issue=|pages=|pmid=17412883 |url=|format=|accessdate=2007-06-14]

URB597 is also known as KDS-4103. KDS-4103 is being developed by Kadmus Pharmaceuticals, Inc. for clinical trials in humans. Kadmus claims, on their website (linked below) that this class of compounds may have antidepressant, anti-anxiety, and pain-killing effects.

External links

* [http://www.kadmuspharma.com/ Kadmus Pharmaceuticals official website]
* [http://www.nature.com/nm/journal/v9/n1/full/nm803.html Modulation of anxiety through blockade of anandamide hydrolysis] in "Nature
* [http://www.cannabis.net/urb597/ New drug acts as marijuana in the brain] at cannabis.net
* [http://www.caymanchem.com/app/template/Product.vm/catalog/10046/tab/data/a/z Product Information] from Cayman Chemical

References


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  • FAAH — protein Name = Fatty acid amide hydrolase caption = Fatty acid amide hydrolase (FAAH) dimer shown with covalent inhibitor (MAFP, yellow) bound in the active site. width = 300 HGNCid = 3553 Symbol = FAAH AltSymbols = EntrezGene = 2166 OMIM =… …   Wikipedia

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