Naphyrone

"NRG-1" redirects here. For the protein NRG1, see Neuregulin 1.
Naphyrone
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
  • (RS)-1-naphthalen-2-yl-2-pyrrolidin-1-ylpentan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC19H23NO
Molar mass281.399 g·mol−1
3D model (JSmol)
  • CCCC(C(C1=CC2=C(C=C1)C=CC=C2)=O)N3CCCC3

Naphyrone, also known as O-2482 and naphthylpyrovalerone,[3] is a substituted cathinone drug derived from pyrovalerone that acts as a serotonin–norepinephrine–dopamine reuptake inhibitor (SNDRI),[4] producing stimulant effects and has been reported as a novel designer drug.[5] No safety or toxicity data is available on the drug.[6]

The drug has been marketed under the name “NRG-1,” although only a minority of samples of substances sold under this name have been found to actually contain naphyrone,[7][8][9] and even samples that proved to contain genuine β-naphyrone were in some cases also found to contain the 1-naphthyl isomer α-naphyrone in varying proportions, further confusing the reported effects profile.[10][11]

  1. ^ "Schedules of Controlled Substances: Temporary Placement of 10 Synthetic Cathinones Into Schedule I". Archived from the original on 2015-04-14. Retrieved 2015-04-05.
  2. ^ "Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii ( Dz.U. 2011 nr 105 poz. 614 )". Internetowy System Aktów Prawnych. Archived from the original on June 27, 2012. Retrieved 17 June 2011.
  3. ^ "Deadly New 'Legal' Drug Bound For Britain - Yahoo! News UK". Uk.news.yahoo.com. 2010-03-31. Archived from the original on April 5, 2010. Retrieved 2010-04-03.
  4. ^ Meltzer PC, Butler D, Deschamps JR, Madras BK (February 2006). "1-(4-Methylphenyl)-2-pyrrolidin-1-yl-pentan-1-one (Pyrovalerone) analogues: a promising class of monoamine uptake inhibitors". Journal of Medicinal Chemistry. 49 (4): 1420–1432. doi:10.1021/jm050797a. PMC 2602954. PMID 16480278.
  5. ^ Travis A (2010-04-01). "NRG-1 may be next legal high to face ban by ministers | Politics". The Guardian. Archived from the original on 2021-05-31. Retrieved 2010-04-03.
  6. ^ Lavery M (2 April 2010). "New 50c legal drug 'is more evil' than any head shop high". The Herald. Archived from the original on 7 April 2010. Retrieved 2 April 2010.
  7. ^ Brandt SD, Sumnall HR, Measham F, Cole J (July 2010). "Second generation mephedrone. The confusing case of NRG-1". BMJ. 341: c3564. doi:10.1136/bmj.c3564. PMID 20605894. S2CID 20354123.
  8. ^ Brandt SD, Sumnall HR, Measham F, Cole J (August 2010). "Analyses of second-generation 'legal highs' in the UK: initial findings". Drug Testing and Analysis. 2 (8): 377–382. CiteSeerX 10.1.1.667.4728. doi:10.1002/dta.155. PMID 20687197.
  9. ^ Wood DM, Davies S, Cummins A, Button J, Holt DW, Ramsey J, Dargan PI (December 2011). "Energy-1 ('NRG-1'): don't believe what the newspapers say about it being legal". Emergency Medicine Journal. 28 (12): 1068–1070. doi:10.1136/emj.07.2010.3184rep. PMC 3062281. PMID 22101594.
  10. ^ Brandt SD, Wootton RC, De Paoli G, Freeman S (October 2010). "The naphyrone story: The alpha or beta-naphthyl isomer?". Drug Testing and Analysis. 2 (10): 496–502. CiteSeerX 10.1.1.669.1137. doi:10.1002/dta.185. PMID 20886463.
  11. ^ De Paoli G, Maskell PD, Pounder DJ (February 2011). "Naphyrone: analytical profile of the new "legal high" substitute for mephedrone". Journal of Forensic and Legal Medicine. 18 (2): 93. doi:10.1016/j.jflm.2010.12.001. PMID 21315306.