U4133
URB597
≥98% (HPLC), fatty acid amide hydrolase (FAAH) inhibitor, powder
别名:
Cyclohexylcarbamic acid 3´-carbamoyl-biphenyl-3-yl ester
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关于此项目
经验公式（希尔记法）:
C20H22N2O3
化学文摘社编号:
分子量:
338.40
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
URB597, ≥98% (HPLC), powder
SMILES string
NC(=O)c1cccc(c1)-c2cccc(OC(=O)NC3CCCCC3)c2
InChI key
ROFVXGGUISEHAM-UHFFFAOYSA-N
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)
description
Drug Control: Új pszichoaktív anyag / New psychoactive substance (Hungary), 78/2022. (XII. 28.) BM rendelet.
assay
≥98% (HPLC)
form
powder
drug control
Új pszichoaktív anyag / New psychoactive substance (Hungary), 78/2022. (XII. 28.) BM rendelet
color
white
solubility
DMSO: soluble ~14 mg/mL
storage temp.
2-8°C
Quality Level
Biochem/physiol Actions
Potent, selective fatty acid amide hydrolase (FAAH) inhibitor.
General description
URB597 binds to active sites of fatty acid amide hydrolases and inhibits their activity. URB597 alters expression of tyrosine hydroxylase and interacts with abnormal-cannabidiol (Abn-CBD) and peroxisome proliferator-activated receptors (PPARs). URB597 elicits antinociception property via cannabinoid receptor by maintaining endocannabinoid anandamide (AEA) levels. URB597 reduces abnormal hyperactivity in neurons and could be for treatment of seizures and improving synaptic plasticity.
Preparation Note
URB597 is soluble in DMSO at a concentration that is approximately 14 mg/ml.
存储类别
11 - Combustible Solids
wgk
WGK 3
ppe
Eyeshields, Gloves
The FAAH inhibitor URB597 efficiently reduces tyrosine hydroxylase expression through CB1-and FAAH-independent mechanisms
Bosier B, et al.
British Journal of Pharmacology, 169(4), 794-807 (2013)
Mechanism of carbamate inactivation of FAAH: implications for the design of covalent inhibitors and in vivo functional probes for enzymes
Alexander JP and Cravatt BF
Chemistry & Biology, 12(11), 1179-1187 (2005)
Interaction between the cholecystokinin and endogenous cannabinoid systems in cued fear expression and extinction retention
Bowers ME and Ressler KJ
Neuropsychopharmacology, 30, 688-688 (2015)
The FAAH inhibitor URB597 suppresses hippocampal maximal dentate afterdischarges and restores seizure-induced impairment of short and long-term synaptic plasticity
Colangeli R, et al.
Scientific Reports, 7(1), 11152-11152 (2017)
Luara A Batista et al.
Behavioural brain research, 317, 508-514 (2016-10-28)
Selective stimulation of carotid chemoreceptors by intravenous infusion of low doses of potassium cyanide (KCN) produces short-lasting escape responses that have been proposed as a model of panic attack. In turn, preclinical studies suggest that facilitation of the endocannabinoid system
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