RCS-4

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RCS-4
RCS-4 molecular structure.png
Systematic (IUPAC) name
2-(4-methoxyphenyl)-1-(1-pentyl-indol-3-yl)methanone
Clinical data
Legal status
  • Illegal in Sweden, I-N (Poland)[1]
Identifiers
CAS Registry Number 1345966-78-0 N
ChemSpider 24769418 YesY
Chemical data
Formula C21H23NO2
Molecular mass 321.413 g/mol
 N (what is this?)  (verify)

RCS-4, or 1-pentyl-3-(4-methoxybenzoyl)indole, is a synthetic cannabinoid drug sold under the names SR-19, BTM-4, or Eric-4 (later shortened to E-4), but originally, OBT-199.

Pharmacology[edit]

RCS-4 is a potent cannabinoid receptor agonist, with EC50 values of 146 nM for human CB1 receptors, and 46 nM for human CB2 receptors.[2] All methoxyphenyl regiosiomers, and N-butyl homologues of RCS-4 and its regiosiomers also display potent agonist activities at CB1 and CB2 receptors.[2]

Legality[edit]

RCS-4 was banned in Sweden on 1 October 2010 as a hazardous good harmful to health, after being identified as an ingredient in "herbal" synthetic cannabis products.[3][4] It was outlawed in Denmark on 11 March 2011.[5] In August 2011, New Zealand added not only RCS-4 but also its 1-butyl homologue, and the 2-methoxybenzoyl isomers of both these compounds, to a temporary class drug schedule (i.e. equivalent to Class C but reviewed after 12 months, and with personal possession and use of small amounts decriminalised), which was newly created under the Misuse of Drugs Amendment Act 2011 passed a week earlier.[6][7][8]

RCS-4 and related analogues detected in synthetic cannabis blends

See also[edit]

References[edit]

  1. ^ = WDU20111050614 "Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii ( Dz.U. 2011 nr 105 poz. 614 )". Internetowy System Aktów Prawnych. Retrieved 12 June 2011. 
  2. ^ a b Banister, S. D.; Stuart, J.; Conroy, T.; Longworth, M.; Manohar, M.; Beinat, C.; Wilkinson, S. M.; Kevin, R. C.; Hibbs, D. E.; Glass, M.; Connor, M.; McGregor, I. S.; Kassiou, M. (2015). "Structure–activity relationships of synthetic cannabinoid designer drug RCS-4 and its regioisomers and C4 homologues". Forensic Toxicology. doi:10.1007/s11419-015-0282-9. 
  3. ^ Swedish Code of Statutes Regulation (2010:1086).
  4. ^ Swedish Code of Statutes Regulation (2010:1086). (pdf)
  5. ^ http://laegemiddelstyrelsen.dk/~/media/AC4F04EB48F74523A76BA84DAB9B6067.ashx
  6. ^ "Kronic ban passed by Parliament". The New Zealand Herald. NZPA. 4 August 2011. Retrieved 4 November 2011. 
  7. ^ "Synthetic cannabis off shelves by Wednesday". The New Zealand Herald. NZPA. 9 August 2011. Retrieved 4 November 2011. 
  8. ^ New Zealand Gazette. Tuesday 9 August 2011. Issue No 122, pp 3365-3366. Departmental Notices. Health. Misuse of Drugs Act 1975. Temporary Class Drug Notice.