616884-63-0

Basic information

• Product Name: OMDM-2
• Synonyms: (9Z)-N-[1-((R)-4-HYDROXBENZYL)-2-HYDROXYETHYL]-9-OCTADECENAMIDE;OMDM-2;(R)-N-OLEOYL TYROSINOL;(R)-N-OLEYL TYROSINOL;(R)-N(1-(4-HYDROXYPHENYL)-2-HYDROXYETHYL)OLEAMIDE;(Z)-N-[(2R)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]octadec-9-enamide
• CAS NO: 616884-63-0
• Molecular Formula: C27H45NO3
• Molecular Weight: 431.65
• Product Categories: Cannabinoid receptor
• Mol File: 616884-63-0.mol

Chemical Properties

• Melting Point: 88-89 °C
• Boiling Point: 625.8±55.0 °C(Predicted)
• Appearance: /
• Density: 0.999±0.06 g/cm3(Predicted)
• Storage Temp.: Store at +4°C
• PKA: 9.96±0.15(Predicted)
• CAS DataBase Reference: OMDM-2(CAS DataBase Reference)
• NIST Chemistry Reference: OMDM-2(616884-63-0)
• EPA Substance Registry System: OMDM-2(616884-63-0)

Safety Data

• Hazardous Substances Data: 616884-63-0(Hazardous Substances Data)

Usage

Uses

OMDM-2 is a potent and selective inhibitor of anandamide cellular uptake (ACU).

Biological Activity

Metabolically stable inhibitor of anandamide cellular uptake (K i = 3 μ M). Displays relatively low affinity for CB 1 and CB 2 receptors (K i values are 5.1 and > 10 μ M) and for vanilloid VR1 receptors (EC 50 = 10 μ M). Has minimal activity against FAAH (K i > 50 μ M). Active in vivo .

Upstream product

• 112-80-1 cis-Octadecenoic acid 
• 87745-27-5 (S)-tyrosinol hydrochloride 
• 40829-04-7 (R)-tyrosinol hydrochloride 

Relevant articles and documents

Novel selective and metabolically stable inhibitors of anandamide cellular uptake

Novel aromatic analogues of N-oleoylethanolamine and N-arachidonoylethanolamine (anandamide, AEA) were synthesized and, based on the capability of similar compounds to interact with proteins of the endocannabinoid and endovanilloid signaling systems, were

The anandamide membrane transporter. Structurea€"activity relationships of anandamide and oleoylethanolamine analogs with phenyl rings in the polar head group region

A new series of arachidonic and oleic acids derivatives, most of which with aromatic moieties in the head group region, has been synthesized and evaluated as inhibitors of anandamide uptake. A new series of anandamide and N-oleoylethanolamine analogs, most of which with aromatic moieties in the head group region, has been synthesized and evaluated as inhibitors of anandamide uptake. Some of them efficaciously inhibit the uptake process with Ki values in the low micromolar range (2.4-21.2 μM). Strict structural requisites are needed to observe a significant inhibition and in no case inhibition of fatty acid amidohydrolase overlaps with inhibition of anandamide uptake.