NNE1

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NNE1
File:NNEI structure.png
Systematic (IUPAC) name
N-1-naphthalenyl-1-pentyl-1H-indole-3-carboxamide
Clinical data
Legal status
Identifiers
CAS Number 1338925-11-3
PubChem CID: 54752945
ChemSpider 26613275
UNII 7FVT9P642K YesY
Chemical data
Formula C24H24N2O
Molecular mass 356.47 g/mol
  • CCCCCn1cc(c2c1cccc2)C(=O)Nc1cccc2c1cccc2
  • InChI=1S/C24H24N2O/c1-2-3-8-16-26-17-21(20-13-6-7-15-23(20)26)24(27)25-22-14-9-11-18-10-4-5-12-19(18)22/h4-7,9-15,17H,2-3,8,16H2,1H3,(H,25,27)
  • Key:GWCQNKRMTGVYIZ-UHFFFAOYSA-N

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] It was invented by Abbott and has a CB1 receptor pEC50 of 8.9 (i.e. EC50 of approximately 1nM) with around 80x selectivity over the related CB2 receptor.[2] 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.[3] NNE1 was subsequently found to be responsible for the death of a man in Japan in 2014.[4]

See also

References

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  3. New Zealand Government Gazette, Notice Number 7051, 1 November 2012
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