Erucamide

Erucamide
Names
	IUPAC name (Z)-Docos-13-enamide
	Other names Erucylamide; Erucic acid amide; Erucic amide; cis-13-Docosenamide;
Identifiers
CAS Number	112-84-5;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:142245;
ChEMBL	ChEMBL1232565;
ChemSpider	4517399;
ECHA InfoCard	100.003.645
EC Number	204-009-2;
PubChem CID	5365371;
UNII	0V89VY25BN;
CompTox Dashboard (EPA)	DTXSID4026929 ;
	InChI InChI=1S/C22H43NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H2,23,24)/b10-9- Key: UAUDZVJPLUQNMU-KTKRTIGZSA-N;
	SMILES CCCCCCCC/C=C\CCCCCCCCCCCC(=O)N;
Properties
Chemical formula	C22H43NO
Molar mass	337.592 g·mol−1
Appearance	White solid
Melting point	83.5–84 °C (182.3–183.2 °F; 356.6–357.1 K)
Solubility in water	Insoluble
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Erucamide is a fatty acid amide resulting from the formal condensation of erucic acid with ammonia. It has a role as a metabolite in humans and other animals and in plants.^[2] In the plastic manufacturing industry, it is commonly used as a slip additive.^[2]^[3]

Uses

Erucamide is used as a slip promoter, antiblock agent, and lubricant in plastics.^[4] It serves as a viscosity controlling and opacifying agent in cosmetics.^[5] In industry, it functions as a processing aid, lubricating agent, anti-adhesive agent, and corrosion inhibitor. In the United States, it is authorized as an indirect food additive in adhesives under 21 CFR 175.105.^[6]

Research

Erucamide has been reported to ameliorate depression and anxiety-like behaviors in mouse models.^[7]

References

^ ^a ^b ^c Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
^ ^a ^b CID 5365371 from PubChem
^ "CHEBI:142245 - erucamide". ChEBI.
^ "Erucamide". Lepuz.
^ "Erucamide: An In-Depth Look at Its Role in Cosmetics". Deascal. October 15, 2024.
^ 21 CFR 175.105
^ Miao-Miao Li, Zheng-er Jiang, Ling-Yun Song, Zhe-Shan Quan, Hai-Ling Yu (2017). "Antidepressant and anxiolytic-like behavioral effects of erucamide, a bioactive fatty acid amide, involving the hypothalamus–pituitary–adrenal axis in mice". Neuroscience Letters. 640: 6–12. doi:10.1016/j.neulet.2016.12.072.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[GESTIS-1] Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health

[PubChem-2] CID 5365371 from PubChem

[3] "CHEBI:142245 - erucamide". ChEBI.

[4] "Erucamide". Lepuz.

[5] "Erucamide: An In-Depth Look at Its Role in Cosmetics". Deascal. October 15, 2024.

[6] 21 CFR 175.105

[7] Miao-Miao Li, Zheng-er Jiang, Ling-Yun Song, Zhe-Shan Quan, Hai-Ling Yu (2017). "Antidepressant and anxiolytic-like behavioral effects of erucamide, a bioactive fatty acid amide, involving the hypothalamus–pituitary–adrenal axis in mice". Neuroscience Letters. 640: 6–12. doi:10.1016/j.neulet.2016.12.072.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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