1357160-72-5

Basic information

• Product Name: URB937
• Synonyms: URB937;Cyclohexylcarbamic acid 3′–carbamoyl–6–hydroxybiphenyl–3–yl ester;3'-Carbamoyl-6-hydroxybiphenyl-3-yl cyclohexylcarbamate
• CAS NO: 1357160-72-5
• Molecular Formula: C₂₀H₂₂N₂O₄
• Molecular Weight: 354.39968
• EINECS: 604-604-1
• Mol File: 1357160-72-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 562.8±50.0 °C(Predicted)
• Appearance: white to beige/
• Density: 1.31±0.1 g/cm3(Predicted)
• Storage Temp.: ?20°C
• Solubility: DMSO: soluble15mg/mL, clear
• PKA: 9.08±0.50(Predicted)
• CAS DataBase Reference: URB937(CAS DataBase Reference)
• NIST Chemistry Reference: URB937(1357160-72-5)
• EPA Substance Registry System: URB937(1357160-72-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1357160-72-5(Hazardous Substances Data)

Usage

Description

URB937 is a potent inhibitor of fatty-acid amide hydrolase (FAAH), an intracellular serine hydrolase responsible for the deactivation of the endocannabinoid anandamide. It is actively extruded from the central nervous system (CNS), and therefore increases anandamide levels exclusively in peripheral tissues.

Uses

Used in Pharmaceutical Industry:
URB937 is used as a therapeutic agent for modulating the endocannabinoid system, particularly by inhibiting FAAH and increasing anandamide levels in peripheral tissues. This can potentially lead to the development of new treatments for various conditions, such as pain management, inflammation, and other disorders related to the endocannabinoid system.
Used in Research Applications:
URB937 is used as a research tool for studying the role of the endocannabinoid system in various physiological and pathological processes. By inhibiting FAAH and increasing anandamide levels, researchers can gain insights into the mechanisms underlying the endocannabinoid system's involvement in different conditions and develop targeted therapies.

Upstream product

• 1426068-24-7 C₂₀H₂₂BrNO₃ 
• 1426068-27-0 3-(1,3,2-benzodioxaborol-2-yl)benzamide 
• 1426068-26-9 3-(1,3,2-dioxaborolan-2-yl)benzamide 
• 1357091-70-3 [4-benzyloxy-3-(3-carbamoylphenyl)phenyl]-N-cyclohexylcarbamate 
• 2973-78-6 3-bromo-4-hydroxybenzylaldehyde 
• 252578-40-8 4-(benzyloxy)-3-bromophenol 
• 69455-12-5 4-benzyloxy-3-bromobenzaldehyde 

Downstream Products

• 1446086-70-9 ammonium cyclohexylcarbamic acid 3′-carbamoyl-6-sulfatebiphenyl-3-yl ester 

Relevant articles and documents

Development of a Multigram synthesis of URB937, a peripherally restricted FAAH inhibitor

A new synthetic approach to URB937 was developed starting from the inexpensive and widely available 4-benzyloxyphenol. A reproducible four-step procedure, requiring no chromatographic purifications, was optimized that allowed the preparation of 100 g of URB937 in 45% overall yield.