3322-62-1

Basic information

• Product Name: OLEAMIDE
• Synonyms: octadec-9-enamide
• CAS NO: 3322-62-1
• Molecular Formula: C18H35NO
• Molecular Weight: 281.4766
• Mol File: 3322-62-1.mol
• Article Data: 30

Chemical Properties

• Melting Point: 72-75 °C
• Boiling Point: 433.3 °C at 760 mmHg
• Flash Point: 215.9 °C
• Appearance: /
• Density: 0.879 g/cm³
• Vapor Pressure: 1.03E-07mmHg at 25°C
• Refractive Index: 1.468
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 16.61±0.40(Predicted)
• CAS DataBase Reference: OLEAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: OLEAMIDE(3322-62-1)
• EPA Substance Registry System: OLEAMIDE(3322-62-1)

Safety Data

• Hazardous Substances Data: 3322-62-1(Hazardous Substances Data)

Usage

General Description

Oleamide is a fatty acid primary amide that is naturally produced by the body and can also be synthetically manufactured. It is commonly used as a slip agent in the production of plastics, as well as a lubricant and corrosion inhibitor in metalworking fluids. Additionally, oleamide has been shown to have potential applications in the pharmaceutical industry, as it exhibits sedative and anxiolytic effects in animal studies. It is also being investigated for its potential role in modulating the endocannabinoid system and as a potential treatment for neurological disorders. However, further research is needed to fully understand the pharmacological properties and potential therapeutic applications of oleamide.

InChI:InChI=1/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)

Upstream product

• 112-80-1 cis-Octadecenoic acid 
• 77287-34-4 formamide 
• 57-13-6 urea 
• 77165-66-3 octadec-9(Z)-enoyl azide 
• 112-77-6 (Z)-9-octadecenoyl chloride 
• 124-40-3 dimethyl amine 
• 2733-91-7 methyl (9Z,12S,13R)-12,13-epoxy-9-octadecenoate 
• 537-39-3 trielaidin 
• 112-79-8 Elaidic acid 
• 55726-25-5 elaidic acid-anhydride 
• 79-37-8 oxalyl dichloride 
• 112-77-6 elaidoyl chloride 
• 7459-33-8 linoleyl chloride 
• 60-33-3 linoleic acid 

Downstream Products

• 172995-07-2 8-[(2S*3R*)-3-octyloxirane-2-yl]octanamide 
• 1450603-59-4 (Z)-1-(octadec-9-en-1-yl)-3-(3-methoxybenzyl)urea 
• 1450603-58-3 (Z)-1-(octadec-9-en-1-yl)-3-benzylurea 
• 10436-16-5 N,N'-bis<9(Z)-octadecenoylamino>methane 
• 1606178-86-2 (S,Z)-methyl 2-[3-(octadec-9-en-1-yl)ureido]-3-phenylpropanoate 

Relevant articles and documents

Aerobic oxidation of primary amines to amides catalyzed by an annulated mesoionic carbene (MIC) stabilized Ru complex

Catalytic aerobic oxidation of primary amines to the amides, using the precatalyst [Ru(COD)(L1)Br2] (1) bearing an annulated π-conjugated imidazo[1,2-a][1,8]naphthyridine-based mesoionic carbene ligand L1, is disclosed. This catalytic protocol is distinguished by its high activity and selectivity, wide substrate scope and modest reaction conditions. A variety of primary amines, RCH2NH2 (R = aliphatic, aromatic and heteroaromatic), are converted to the corresponding amides using ambient air as an oxidant in the presence of a sub-stoichiometric amount of KOtBu in tBuOH. A set of control experiments, Hammett relationships, kinetic studies and DFT calculations are undertaken to divulge mechanistic details of the amine oxidation using 1. The catalytic reaction involves abstraction of two amine protons and two benzylic hydrogen atoms of the metal-bound primary amine by the oxo and hydroxo ligands, respectively. A β-hydride transfer step for the benzylic C-H bond cleavage is not supported by Hammett studies. The nitrile generated by the catalytic oxidation undergoes hydration to afford the amide as the final product. This journal is

CHEMICAL UNCOUPLERS OF RESPIRATION AND METHODS OF USE THEREOF

Uncoupling of respiration is a well-recognized process that increases respiration and heat production in cells. Provided herein are chemical uncouplers of respiration that are compounds of Formula (I). Also provided are methods for preventing or treating metabolic disorders and modulating metabolic processes using compound of Formula (I).

A catalyst-free, waste-less ethanol-based solvothermal synthesis of amides

A green, one-pot approach based on the solvothermal amidation of carboxylic acids with amines has been developed for the synthesis of diverse aliphatic and aromatic amides. It does not require the use of catalysts or coupling reagents and it occurs in the presence of ethanol that has been proved to have a key role in the process. The proposed strategy is also extendable to biologically active amides and could represent a low-cost and waste-less alternative to the common synthetic pathways.