7545-20-2

Basic information

• Product Name: OLEAMIDE MEA
• Synonyms: N-(2-Hydroxyethyl)-9-octadecenamide
• CAS NO: 7545-20-2
• Molecular Formula: C₂₀H₃₉NO₂
• Molecular Weight: 325.53
• Mol File: 7545-20-2.mol
• Article Data: 27

Chemical Properties

• Appearance: /
• CAS DataBase Reference: OLEAMIDE MEA(CAS DataBase Reference)
• NIST Chemistry Reference: OLEAMIDE MEA(7545-20-2)
• EPA Substance Registry System: OLEAMIDE MEA(7545-20-2)

Safety Data

• Hazardous Substances Data: 7545-20-2(Hazardous Substances Data)

Upstream product

• 112-80-1 cis-Octadecenoic acid 
• 141-43-5 ethanolamine 
• 112-77-6 (Z)-9-octadecenoyl chloride 
• 1415264-52-6 O-oleoylethanolamide trifluoroacetate 
• 112-62-9 Methyl oleate 
• 60-33-3 linoleic acid 

Downstream Products

• 24435-25-4 NAEPA 
• 183323-44-6 Phosphoric acid dibenzyl ester 2-((Z)-octadec-9-enoylamino)-ethyl ester 
• 6301-24-2 2-(8-heptadecenyl)-2-oxazoline 
• 2601-90-3 N-[(9Z)-1-oxo-9-octadecenyl]glycine 

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.

Improved fatty acid monoethanolamide synthesis method

The invention relates to an improved fatty acid monoethanolamide synthesis method, which comprises: 1) preparing a polystyrene resin containing a carboxyl activating agent; 2) carrying out a condensation reaction on the polystyrene resin obtained in the step (1) and fatty acid in the presence of a catalyst to obtain an immobilized active ester; and (3) in the presence of a solvent, carrying out a reaction on the immobilized active ester obtained in the step 2) and ethanolamine, carrying out simple filtration or centrifugation to remove the resin after completing the reaction, carrying out pressure reducing concentration on the obtained liquid phase, and carrying out vacuum drying to obtain the high-quality fatty acid monoethanolamide product. According to the present invention, the condensation reaction is performed under the normal temperature condition, the generation of the by-product is substantially reduced through the selection of the catalyst and the reaction parameters, and the yield of the reaction and the purity of the product are maximized; and with the synthesis method, the defects of more by-products, difficult purification and the like caused by unstable raw material, poor selectivity to ethanolamine and alkali high temperature condition in the prior art are overcome.

Fatty acid monoethanol amide succinate sulfonate and its preparation method and application

The invention provides a preparation method for fatty acid monoethanolamide succinate sulfonate. The preparation method is characterized by comprising the steps of generating amidation reaction by fatty acid and monoethanolamide to generate fatty acid monoethanolamide which is reacted with butenedioic acid or maleic anhydride to generate fatty acid monoethanolamide butenedioic acid ester, and generating salt formation reaction of the fatty acid monoethanolamide butenedioic acid ester and hydrosulphite to generate the fatty acid monoethanolamide succinate sulfonate. Compared with the prior art, trace cutting liquid prepared from the fatty acid monoethanolamide succinate sulfonate provided by the invention has high lubricating property, extreme pressure antiwear property and biological degradability; a high-end requirement on metal processing can be met only by using an extremely small amount of the trace cutting liquid; therefore, harm to the environment and workers is alleviated, and the pollution to the environment is reduced to the maximum extent.