Pentylone

Pentylone
Clinical data
ATC code	none;
Legal status
Legal status	BR: Class F2 (Prohibited psychotropics); DE: Anlage I (Authorized scientific use only); UK: Class B; US: Schedule I; Illegal in Sweden and Finland;
Identifiers
	IUPAC name (±)-1-(1,3-benzodioxol-5-yl)-2-(methylamino)pentan-1-one;
CAS Number	698963-77-8 ; 17763-01-8 (hydrochloride);
PubChem CID	60208608;
ChemSpider	29786041 ;
UNII	IGN39WGH0Q;
CompTox Dashboard (EPA)	DTXSID401014183 ;
Chemical and physical data
Formula	C13H17NO3
Molar mass	235.283 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c2cc1OCOc1cc2C(=O)C(NC)CCC;
	InChI InChI=1S/C13H17NO3/c1-3-4-10(14-2)13(15)9-5-6-11-12(7-9)17-8-16-11/h5-7,10,14H,3-4,8H2,1-2H3 ; Key:DFMLULIEUUXXSA-UHFFFAOYSA-N ;
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Pentylone (β-Keto-Methylbenzodioxolylpentanamine, βk-Methyl-K, βk-MBDP, methylenedioxypentedrone, or 1‐(3,4‐methylenedioxyphenyl)‐2‐(methylamino)pentan‐1‐one^[2]) is a stimulant developed in the 1960s.^[3] It is a substituted cathinone (a type of substituted phenethylamine). It has been identified in some samples of powders sold as "NRG-1", along with varying blends of other cathinone derivatives including flephedrone, MDPBP, MDPV and 4-MePPP. It was also found in combination with 4-MePPP being sold as "NRG-3".^[2] Reports indicate side effects include feelings of paranoia, agitation and inability to sleep, with effects lasting for several days at high doses.^[4]

Pharmacology

Pentylone acts as a serotonin-norepinephrine-dopamine reuptake inhibitor and a serotonin releasing agent.^[5]

Legality

Pentylone is banned in Canada, Germany, Sweden, the United States and in the UK.^[6]^[7]

References

^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
^ ^a ^b Brandt SD, Freeman S, Sumnall HR, Measham F, Cole J (September 2011). "Analysis of NRG 'legal highs' in the UK: identification and formation of novel cathinones". Drug Testing and Analysis. 3 (9): 569–575. doi:10.1002/dta.204. PMID 21960541.
^ GB 1085135, "Substituted phenyl-α-amino ketones.", issued 1969
^ Bish J (4 August 2017). "Watch Out for Pentylone, the Horrible New MDMA Additive". Vice.
^ Simmler LD, Rickli A, Hoener MC, Liechti ME (April 2014). "Monoamine transporter and receptor interaction profiles of a new series of designer cathinones". Neuropharmacology. 79: 152–160. doi:10.1016/j.neuropharm.2013.11.008. PMID 24275046. S2CID 25259854.
^ "Cannabinoider föreslås bli klassade som hälsofarlig vara" [Cannabinoids are proposed to be classified as a health hazard]. Folkhalsomyndigheten [Public Health Agency of Sweden] (in Swedish). Archived from the original on 25 March 2015. Retrieved 29 June 2015.
^ "Schedules of Controlled Substances: Temporary Placement of 10 Synthetic Cathinones Into Schedule I". Drug Enforcement Administration. U.S. Federal Register. 7 March 2014.