RCS-4

RCS-4

Systematic (IUPAC) name
2-(4-methoxyphenyl)-1-(1-pentyl-indol-3-yl)methanone
Clinical data
Legal status	CA: Schedule II DE: Anlage II Illegal in Sweden, I-N (Poland)[1]
Identifiers
CAS Number	1345966-78-0
ChemSpider	24769418
Chemical data
Formula	C21H23NO2
Molar mass	321.413 g/mol
SMILES CCCCCn1cc(c2c1cccc2)C(=O)c3ccc(cc3)OC
InChI InChI=1S/C21H23NO2/c1-3-4-7-14-22-15-19(18-8-5-6-9-20(18)22)21(23)16-10-12-17(24-2)13-11-16/h5-6,8-13,15H,3-4,7,14H2,1-2H3 Key:IAZVCXVWMARFCO-UHFFFAOYSA-N
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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

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

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]

As of October 2015 RCS-4 is a controlled substance in China.^[9]

RCS-4 and related analogues detected in synthetic cannabis blends

See also

• AM-630
• AM-679
• RCS-8
• Pravadoline (WIN 48,098)

References

1. = WDU20111050614 "Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii ( Dz.U. 2011 nr 105 poz. 614 )" Check |url= value (help). Internetowy System Aktów Prawnych. Retrieved 12 June 2011.
2. 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.
9. "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Retrieved 1 October 2015.