3322-62-1

Usage

Uses

Used in Plastics Industry:
Oleamide is used as a slip agent in the production of plastics, enhancing the processability and improving the final product's quality by reducing friction during manufacturing.
Used in Metalworking Fluids:
In the metalworking industry, oleamide serves as a lubricant and corrosion inhibitor, reducing wear and tear on machinery and protecting metal surfaces from corrosion, thus extending the life of equipment and improving the efficiency of the manufacturing process.
Used in Pharmaceutical Industry:
Oleamide has demonstrated potential applications in the pharmaceutical industry, showing sedative and anxiolytic effects in animal studies. It is being investigated for its role in modulating the endocannabinoid system and as a potential treatment for neurological disorders. However, further research is required to fully understand its pharmacological properties and therapeutic applications.

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 
• 57-13-6 urea 
• 3999-01-7 linoleamide 
• 79-37-8 oxalyl dichloride 
• 124-40-3 dimethyl amine 
• 2733-91-7 methyl (9Z,12S,13R)-12,13-epoxy-9-octadecenoate 
• 112-77-6 elaidoyl chloride 
• 112-79-8 Elaidic acid 
• 55726-25-5 elaidic acid-anhydride 
• 77287-34-4 formamide 
• 112-77-6 (Z)-9-octadecenoyl chloride 
• 537-39-3 trielaidin 
• 112-90-3 (Z)-9-octadecen-1-amine 
• 7459-33-8 linoleyl chloride 

Downstream Products

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

Relevant academic research and scientific papers

Design, synthesis and gelation of low molecular weight organo-gelators derived from oleic acid via, amidation

In recent decades, gels have been widely considered for various medicinal purposes and, in particular, wound healing applications. In this regard, amides of oleic acids and 9, 10-dihydroxyoctadecanoic acid are synthesized and characterized with the help of modern analytical tools. Among the mentioned amide frameworks, N-(2-aminoethyl)-oleamide exhibits high order of gelation not only with different organic solvents such as n-hexane and DMSO but also with different edible oils such as sesame oil, mustard oil, coconut oil and citriodora oil. Here, we briefly discuss the optimization of gelation conditions for the synthesized amides as organo-gelator, in addition to that the minimum gelation concentration and gelation temperature have also been studied.

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 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.

Discovery of Hydrolysis-Resistant Isoindoline N -Acyl Amino Acid Analogues that Stimulate Mitochondrial Respiration

N-Acyl amino acids directly bind mitochondria and function as endogenous uncouplers of UCP1-independent respiration. We found that administration of N-acyl amino acids to mice improves glucose homeostasis and increases energy expenditure, indicating that this pathway might be useful for treating obesity and associated disorders. We report the full account of the synthesis and mitochondrial uncoupling bioactivity of lipidated N-acyl amino acids and their unnatural analogues. Unsaturated fatty acid chains of medium length and neutral amino acid head groups are required for optimal uncoupling activity on mammalian cells. A class of unnatural N-acyl amino acid analogues, characterized by isoindoline-1-carboxylate head groups (37), were resistant to enzymatic degradation by PM20D1 and maintained uncoupling bioactivity in cells and in mice.

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.

Method and apparatus for manufacturing carboxylic acid amide compound

The present invention relates to a process and an apparatus for producing a carboxylic acid amide compound, and more particularly, to a process for producing a carboxylic acid amide compound which alternately performs a reaction process of a first manufacturing process that promotes the reaction between a first carboxylic acid and a first ammonia in the presence of a first catalyst and a reaction process of a second manufacturing process that promotes the reaction between a second carboxylic acid and a first ammonia in the presence of a second catalyst wherein each of them is progressed alternately between each preparation process so that the reaction between the carboxylic acid and the ammonia, which is intermittently carried out by the respective preparation processes, can be continuously performed, and moreover, the time required for the respective preparation processes is shortened, so that the carboxylic acid amide compound can be produced in a large amount in a short time.

Atmospheric synthetic method for oleic acid amide

The invention discloses a normal pressure synthesis method of oleamide. The method comprises the following steps: (1) preparation of a solid acid catalyst, namely adding boric acid, phosphoric acid and phosphomolybdic acid to water, heating and stirring until the materials are dissolved, and filtering to obtain impregnation liquid; grinding a ZSM-5 molecular sieve, sieving, drying and cooling, impregnating in the impregnation liquid, filtering, drying and baking at high temperature to obtain the solid acid catalyst; and (2) catalytic synthesis of oleamide under normal pressure, namely conducting a synthesis reaction under normal pressure by taking oleic acid and urea as raw materials and the solid acid catalyst as a catalyst to obtain oleamide. According to the synthesis method disclosed by the invention, a novel solid acid catalyst is prepared, and the oleamide is prepared from oleic acid and urea through catalytic synthesis under normal pressure and not too high temperature; and the synthesis method is gentle in technological condition, safe, low in cost, favorable for industrial production and high in yield.

A METHOD OF TREATING PERIPHERAL INFLAMMATORY DISEASE

An active for use in the treatment or inhibition of an inflammatory disease associated with over-activation of Toll-like Receptor 4 (TLR4), Toll-like Receptor 2 (TLR2) and Myeloid differentiating protein 88 (Myd88) adaptor-like protein (Mal) while maintaining a subject's ability to respond normally to a pathogen, in which the active is an oleamide or a derivative thereof.

Estolide compounds, estamide compounds, and lubricant compositions containing the same

Provided herein are compounds of the formula: wherein m is an integer greater than or equal to 1; n is an integer greater than or equal to 0; Z is selected from NR5, S, and O; Z′ is, independently for each occurrence, selected from NR5, S, and O; R1 is, independently for each occurrence, is an optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; R2 is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; R5 is, independently for each occurrence, selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; and R3 and R4, independently for each occurrence, are selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched. Also provided are compositions containing the compounds and methods of making both the compounds and compositions thereof.