35732-94-6

Usage

Uses

Used in Polymer Production:
[R-(Z)]-12-hydroxy-9-octadecenamide is used as a slip agent for enhancing the surface properties and reducing friction in the production of various polymers, such as polyethylene.
Used in Industrial Applications:
Erucamide serves as a lubricant in various industrial applications, contributing to the smooth operation of machinery and equipment.
Used in Plastic Film and Packaging Material Production:
[R-(Z)]-12-hydroxy-9-octadecenamide is used as a processing aid in the production of plastic films and packaging materials, improving their quality and performance.
Used in Pharmaceutical Research:
Erucamide has been found to possess potential therapeutic effects, such as anti-inflammatory and anti-cancer properties, making it a subject of interest for research in the pharmaceutical industry.
Used in Food Packaging:
[R-(Z)]-12-hydroxy-9-octadecenamide is generally considered safe for use in food packaging, ensuring the safety and quality of packaged food products.
Used in Consumer Products:
Erucamide is also utilized in the production of various consumer products, providing improved surface properties and reduced friction for better performance and user experience.

InChI:InChI=1/C18H35NO2/c1-2-3-4-11-14-17(20)15-12-9-7-5-6-8-10-13-16-18(19)21/h9,12,17,20H,2-8,10-11,13-16H2,1H3,(H2,19,21)/b12-9+

Upstream product

• 141-24-2 methyl ricinoleate 

Relevant academic research and scientific papers

Antimicrobial Potential of Chiral Amide Derivatives of Ricinoleic and 3-Hydroxynonanoic Acid

The growing role of fatty acid amides in medicinal chemistry has recently been observed. Therefore, using simple and fast methods, a series of chiral amide derivatives (24 compounds) of ricinoleic and 3-hydroxynonanoic acid was obtained with 31–95% yields. Then, the evaluation of their antimicrobial activity against 13 microorganisms representing Gram-positive and Gram-negative bacteria, yeast, and molds was performed. The obtained compounds showed antimold potential; however, the tested species of molds were more susceptible to derivatives of 3-hydroxynonanoic acid than to amides obtained from ricinoleic acid (RA). Interestingly, hydroxamic acids derived from RA exhibited the best activity against Candida albicans and Candida tropicalis. On the other hand, hydroxamic acids derived from 3-hydroxynonanoic acid showed the best antimicrobial potential against the remaining tested microorganisms, especially against Pseudomonas cedrina. The obtained derivatives can be considered compounds of potential pharmacological significance, which is important due to the increasing problem of microbial resistance.

Chiral amide derivatives of ricinoleic acid and 3-hydroxynonanoic acid synthesis and cytotoxic activity

A series of chiral ricinoleic and 3-hydroxynonanoic acid derivatives were synthesized in this study using various chemical and biochemical procedures. An effective method for preparation of methyl esters of 3-hydroxynonanoic acid from castor oil or methyl ricinoleate by ozonolysis and oxidation was developed. Simple, fast, and efficient procedures were applied to obtain different primary and secondary, cyclic and acyclic amides, including hydroxamic acids. Among 24 synthesized derivatives of ricinoleic and 3-hydroxynonanoic acids, i.e., methyl esters, amides, and hydroxamic acids, 16 compounds were obtained and described for the first time. The synthesized compounds showed activity against the tested cancer cells, but the best cytotoxic effect was observed for hydroxamic acid derived from 3-hydroxynonanoic acid (11) against HeLa cells. In general, most of the tested compounds were more toxic against HT29 than HeLa cancer cells. The results also showed that there was no significant difference between activities of (R)- and (S)-enantiomer of particular derivatives.