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U4133

Sigma-Aldrich

URB597

≥98% (HPLC), powder

Sinônimo(s):

Cyclohexylcarbamic acid 3´-carbamoyl-biphenyl-3-yl ester

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About This Item

Fórmula empírica (Notação de Hill):
C20H22N2O3
Número CAS:
546141-08-6
Peso molecular:
338.40
Número MDL:
MFCD05863934
Código UNSPSC:
12352200
ID de substância PubChem:
329827629
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥98% (HPLC)

forma

powder

cor

white

solubilidade

DMSO: soluble ~14 mg/mL

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

NC(=O)c1cccc(c1)-c2cccc(OC(=O)NC3CCCCC3)c2

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)

chave InChI

ROFVXGGUISEHAM-UHFFFAOYSA-N

Descrição geral

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.

Ações bioquímicas/fisiológicas

Potent, selective fatty acid amide hydrolase (FAAH) inhibitor.

Nota de preparo

URB597 is soluble in DMSO at a concentration that is approximately 14 mg/ml.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

Eyeshields, Gloves

Certificados de análise (COA)

Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.

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Ermelinda Lomazzo et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 40(2), 488-501 (2014-08-08)
The occurrence of chronic stress, depression, and anxiety can increase nociception in humans and may facilitate the transition from localized to chronic widespread pain. The mechanisms underlying chronic widespread pain are still unknown, hindering the development of effective pharmacological therapies.
Effects of the fatty acid amide hydrolase (FAAH) inhibitor URB597 on pain-stimulated and pain-depressed behavior in rats
Kwilasz AJ, et al.
Behavioural Pharmacology, 25(2), 119-119 (2014)
Lucas Albrechet-Souza et al.
Neurobiology of stress, 15, 100387-100387 (2021-09-16)
Understanding sex differences in behavioral and molecular effects of stress has important implications for understanding the vulnerability to chronic psychiatric disorders associated with stress response circuitry. The amygdala is critical for emotional learning and generating behavioral responses to stressful stimuli
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
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)
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