NNE1 explained

NNE1 (also known as NNEI, MN-24 and AM-6527) is an indole-based synthetic cannabinoid, representing a molecular hybrid of APICA and JWH-018^[1] that is an agonist for the cannabinoid receptors, with K_i values of 60.09 nM at CB₁ and 45.298 nM at CB₂ and EC₅₀ values of 9.481 nM at CB₁ and 1.008 nM at CB₂.^[2] It was invented by Abbott and has a CB₁ receptor pEC₅₀ of 8.9 with around 80x selectivity over the related CB₂ receptor.^[3] It is suspected that metabolic hydrolysis of the amide group of NNE1 may release 1-naphthylamine, a known carcinogen, given the known metabolic liberation (and presence as an impurity) of amantadine in the related compound APINACA, and NNE1 was banned in New Zealand in 2012 as a temporary class drug to stop it being used as an ingredient in then-legal synthetic cannabis products.^[4] NNE1 was subsequently found to be responsible for the death of a man in Japan in 2014.^[5]

See also

• 5F-NNE1
• 5F-PCN
• AM-2201
• APICA
• CUMYL-PICA
• FDU-NNE1
• JWH-018
• NM-2201
• SDB-005

Notes and References

1. Uchiyama N, Matsuda S, Kawamura M, Shimokawa Y, Kikura-Hanajiri R, Aritake K, Urade Y, Goda Y . 6 . Characterization of four new designer drugs, 5-chloro-NNEI, NNEI indazole analog, α-PHPP and α-POP, with 11 newly distributed designer drugs in illegal products . Forensic Science International . 243 . 1–13 . October 2014 . 24769262 . 10.1016/j.forsciint.2014.03.013 .
2. Gamage TF, Farquhar CE, Lefever TW, Marusich JA, Kevin RC, McGregor IS, Wiley JL, Thomas BF . 6 . Molecular and Behavioral Pharmacological Characterization of Abused Synthetic Cannabinoids MMB- and MDMB-FUBINACA, MN-18, NNEI, CUMYL-PICA, and 5-Fluoro-CUMYL-PICA . The Journal of Pharmacology and Experimental Therapeutics . 365 . 2 . 437–446 . May 2018 . 29549157 . 5932312 . 10.1124/jpet.117.246983 .
3. Blaazer AR, Lange JH, van der Neut MA, Mulder A, den Boon FS, Werkman TR, Kruse CG, Wadman WJ . 6 . Novel indole and azaindole (pyrrolopyridine) cannabinoid (CB) receptor agonists: design, synthesis, structure-activity relationships, physicochemical properties and biological activity . European Journal of Medicinal Chemistry . 46 . 10 . 5086–98 . October 2011 . 21885167 . 10.1016/j.ejmech.2011.08.021 .
4. https://gazette.govt.nz/notice/id/2012-go7051 New Zealand Government Gazette, Notice Number 7051, 1 November 2012
5. A case of death caused by abuse of a synthetic cannabinoid N -1-naphthalenyl-1-pentyl-1H -indole-3-carboxamide . Sasaki C, Saito T, Shinozuka T, Irie W, Murakami C, Maeda K, Nakamaru N, Oishi M, Nakamura S, Kurihara K . 6 . Forensic Toxicology . January 2015 . 33 . 1 . 165–169 . 10.1007/s11419-014-0246-5 . 13524298 .