9-Octadecenamide (Z)-9-Octadecenamide 9,10-Octadecenoamide Oleic acid amide Cis-9,10-octadecenoamide
ECHA InfoCard 100.005.550
C 18 H 35 N O
g·mol 281.484 −1
0.879 g/cm 3
70 °C (158 °F; 343 K) 
> 200 °C (392 °F; 473 K)
> 200 °C (392 °F; 473 K)
Except where otherwise noted, data are given for materials in their
(at 25 °C [77 °F], 100 kPa).
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Oleamide is an organic compound with the formula CH 3(CH 2) 7CH=CH(CH 2) 7CONH 2( . It is the  amide derived from the fatty acid oleic acid. It is a colorless waxy solid and occurs in nature. Sometimes labeled as a fatty acid primary amide (FAPA), it is biosynthesized from N-oleoylglycine.
Biochemical and medical aspects
In terms of natural occurrence, oleamide was first detected in human plasma. It was later shown to accumulate in the
cerebrospinal fluid during sleep deprivation and induces sleep in animals. 
It has been considered as a potential treatment for mood and sleep disorders, as well as
cannabinoid-regulated depression. 
In terms of its sleep inducing effects, it is speculated that oleamide interacts with multiple
Synthetic oleamide has a variety of industrial uses including as a slip agent, a
lubricant, and a corrosion inhibitor.
Oleamide was found to be leaking out of
polypropylene plastics in laboratory experiments, affecting experimental results. Since polypropylene is used in a wide number of food containers such as those for  yogurt, the problem is being studied.
Oleamide is "one of the most frequent non-cannabinoid ingredients associated with Spice products."
. Analysis of 44 products synthetic cannabinoid revealed oleamide in 7 of the products tested. 
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Oleamide at chemicalland21.com
^ a b
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Methods of treating anxiety and mood disorders with oleamide – US Patent 6359010 Archived 2011-06-12 at the Wayback Machine
Raphael Mechoulam, Ester Fride, Lumír Ondřej Hanuš, Tzviel Sheskin, Tiziana Bisogno, Vincenzo Di Marzo, Michael Bayewitch and Zvi Vogel (1997). "Anandamide may mediate sleep induction". Nature. 389 (6646): 25–26. doi: 10.1038/37891. PMID 9288961. CS1 maint: multiple names: authors list ( link)
Fedorova I, Hashimoto A, Fecik RA, et al. (2001). "Behavioral evidence for the interaction of oleamide with multiple neurotransmitter systems". J. Pharmacol. Exp. Ther. 299 (1): 332–42. PMID 11561096.
Surfactants : Westco Oleamide a Slip Agent In Polyethylene Films Archived January 27, 2007, at the Wayback Machine
McDonald, RG.; et al. (2008). "Bioactive Contaminants Leach from Disposable Laboratory Plasticware". Science. 322 (5903): 917. doi: 10.1126/science.1162395. PMID 18988846.
Mittelstaedt, Martin (6 November 2008). "Researchers Raise Alarm After Chemical Leak Found In Common Plastic". Globe and Mail . Retrieved . 10 June 2013
^ "Beyond THC: The New Generation of Cannabinoid Designer Drugs"
Uchiyama, Nahoko; Kikura-Hanajiri, Ruri; Ogata, Jun; Goda, Yukihiro (2010). "Chemical analysis of synthetic cannabinoids as designer drugs in herbal products". Forensic Science International. 198 (1–3): 31–8. doi: 10.1016/j.forsciint.2010.01.004. PMID 20117892.