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Key Documents

U4133

Sigma-Aldrich

URB597

≥98% (HPLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C20H22N2O3
CAS Number:
Molecular Weight:
338.40
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: soluble ~14 mg/mL

storage temp.

2-8°C

SMILES string

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)

InChI key

ROFVXGGUISEHAM-UHFFFAOYSA-N

Related Categories

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.

Biochem/physiol Actions

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

Preparation Note

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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