8038-89-9

Basic information

• Product Name: N-(2-hydroxyethyl)octadecanamide
• Synonyms: N-(2-HYDROXYETHYL) OCTADECANAMIDE;Clindrol 200-ms;Comperlan hs;Cycloamide sm;Einecs 203-883-2;Loramine S 280;Marlamid m 18;Monoethanolamine stearic acid amide
• CAS NO: 8038-89-9
• Molecular Formula: C20H41NO2
• Molecular Weight: 327.55
• Mol File: 8038-89-9.mol
• Article Data: 26

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(2-hydroxyethyl)octadecanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-hydroxyethyl)octadecanamide(8038-89-9)
• EPA Substance Registry System: N-(2-hydroxyethyl)octadecanamide(8038-89-9)

Safety Data

• Hazardous Substances Data: 8038-89-9(Hazardous Substances Data)

Usage

Description

N-(2-hydroxyethyl)octadecanamide, also known as oleylamide, is a fatty acid primary amide derived from oleic acid. It is often used as a slip agent and lubricant in various industrial applications, including plastics, rubbers, and textiles. Additionally, N-(2-hydroxyethyl)octadecanamide has been found to have various potential therapeutic properties, including anti-inflammatory and anti-itch properties. It is also used in cosmetics and personal care products as an emollient and skin conditioning agent. Furthermore, studies have shown that oleylamide may have potential neuroprotective and antioxidant effects, making it a subject of interest in the field of neurological research.

Uses

Used in Industrial Applications:
N-(2-hydroxyethyl)octadecanamide is used as a slip agent and lubricant for improving the processing and performance of materials in industries such as plastics, rubbers, and textiles.
Used in Cosmetics and Personal Care Products:
N-(2-hydroxyethyl)octadecanamide is used as an emollient and skin conditioning agent to provide moisturization and improve the texture and appearance of the skin.
Used in Therapeutic Applications:
N-(2-hydroxyethyl)octadecanamide is used for its potential anti-inflammatory and anti-itch properties, making it a candidate for the development of treatments for various skin conditions and inflammatory disorders.
Used in Neurological Research:
N-(2-hydroxyethyl)octadecanamide is studied for its potential neuroprotective and antioxidant effects, which may contribute to the development of therapies for neurological disorders and conditions.

Upstream product

• 10287-60-2 O-stearoylethanolamine 
• 141-43-5 ethanolamine 
• 57-11-4 stearic acid 
• 124-26-5 stearamide 
• 112-61-8 Methyl stearate 
• 111-63-7 vinyl stearate 
• 14464-32-5 stearic acid N-hydroxysuccinimide ester 
• 112-76-5 Stearoyl chloride 
• 111-61-5 stearic acid ethyl ester 

Downstream Products

• 82755-92-8 2-octadecanamidoethylphosphocholine 
• 31383-80-9 Phthalic acid mono-(2-octadecanoylamino-ethyl) ester 
• 1613511-63-9 N-octadecanoylethanolamine-o-(phtaloyl(triethylene glycol)) 
• 6333-54-6 N-stearoylglycine 

Relevant articles and documents

Different roles for the acyl chain and the amine leaving group in the substrate selectivity of N-Acylethanolamine acid amidase

N-acylethanolamine acid amidase (NAAA) is an N-terminal nucleophile (Ntn) hydrolase that catalyses the intracellular deactivation of the endogenous analgesic and anti-inflammatory agent palmitoylethanolamide (PEA). NAAA inhibitors counteract this process and exert marked therapeutic effects in animal models of pain, inflammation and neurodegeneration. While it is known that NAAA preferentially hydrolyses saturated fatty acid ethanolamides (FAEs), a detailed profile of the relationship between catalytic efficiency and fatty acid-chain length is still lacking. In this report, we combined enzymatic and molecular modelling approaches to determine the effects of acyl chain and polar head modifications on substrate recognition and hydrolysis by NAAA. The results show that, in both saturated and monounsaturated FAEs, the catalytic efficiency is strictly dependent upon fatty acyl chain length, whereas there is a wider tolerance for modifications of the polar heads. This relationship reflects the relative stability of enzyme-substrate complexes in molecular dynamics simulations.

N-stearoylethanolamine — a new inhibitor of the hepatitis c virus reproduction

Aim. The study of the effect of endogenous cannabimimetic compound-N-stearoylethanolamine (NSE) on the hepatitis C virus (HCV) reproduction. Methods. The model of the surrogate HCV is a bovine diarrhea virus; cell culture model is cells transfected with cDNA of the human HCV and molecular docking has been used. Results. In vitro studies showed that NSE effectively inhibited the reproduction of a surrogate HCV in both MDBK cells and transfected Jurkat cells. Molecular docking suggested that NSE can bind to the active centers of both NS3 serine protease and HCV NS5B-polymerase and has an inhibitory effect on their activity. Conclusions. The obtained data confirm that using NSE is promising for the development of antiviral drug to suppress the HCV activity.

A Convenient Protocol for the Synthesis of Fatty Acid Amides

Several classes of biologically occurring fatty acid amides have been reported from mammalian and plant sources. Many amides conjugated with fatty acids of mammalian origin exhibit specific activation of individual receptors. Their potential as pharmacological tools or as lead compounds towards the development of novel therapeutics is of great interest. Hence, access to such amides by a practical, high-yielding and scalable protocol without affecting the geometry or position of sensitive functionalities is needed. A protocol that meets all these requirements involves activation of the corresponding acid with carbonyl diimidazole (CDI) followed by reaction with the desired amine or its hydrochloride. More than fifty compounds have been prepared in generally high yields.