RCS-4

Chemical compound
title: "RCS-4" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["benzoylindoles", "designer-drugs", "4-methoxyphenyl-compounds"] description: "Chemical compound" topic_path: "general/benzoylindoles" source: "https://en.wikipedia.org/wiki/RCS-4" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0
::summary Chemical compound ::
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 464379187 | IUPAC_name = 2-(4-methoxyphenyl)-1-(1-pentyl-indol-3-yl)methanone | image = RCS-4 molecular structure.png | image_class = skin-invert-image
| tradename = | pregnancy_AU = | pregnancy_US = | legal_AU = | legal_CA = Schedule II | legal_UK = Class B | legal_US = Schedule I | legal_DE = Anlage II | legal_status = Illegal in Sweden, I-N (Poland)
| CAS_number_Ref = | CAS_number = 1345966-78-0 | UNII_Ref = | UNII = Y6911BZ2UL | ChemSpiderID_Ref = | ChemSpiderID = 24769418
| C=21 | H=23 | N=1 | O=2 | smiles = CCCCCn1cc(c2c1cccc2)C(=O)c3ccc(cc3)OC | StdInChI_Ref = | StdInChI = 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 | StdInChIKey_Ref = | StdInChIKey = OZCYJKDWRUIFFE-UHFFFAOYSA-N
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. All methoxyphenyl regioisomers, and N-butyl homologues of RCS-4 and its regioisomers also display potent agonist activities at CB1 and CB2 receptors.
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.
It was outlawed in Denmark on 11 March 2011.
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.
As of October 2015 RCS-4 is a controlled substance in China.
::figure[src="https://upload.wikimedia.org/wikipedia/commons/9/91/RCS4-analogues.png" caption="RCS-4 and related analogues detected in synthetic cannabis blends"] ::
References
References
- "Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii ( Dz.U. 2011 nr 105 poz. 614 )". Internetowy System Aktów Prawnych.
- (2015). "Structure–activity relationships of synthetic cannabinoid designer drug RCS-4 and its regioisomers and C4 homologues". Forensic Toxicology.
- [http://www.riksdagen.se/webbnav/index.aspx?nid=3911&bet=1999:58 Swedish Code of Statutes Regulation (2010:1086).]
- [http://www.lagboken.se/files/SFS/2010/101086.PDF Swedish Code of Statutes Regulation (2010:1086). (pdf)] {{webarchive. link. (2011-07-28)
- "Bilag 1 - Liste over euforiserende midler omfattet af bekendtgørelsen". Ministeriet for Sundhed og Forebyggelse.
- (4 August 2011). "Kronic ban passed by Parliament". [[The New Zealand Herald]].
- (9 August 2011). "Synthetic cannabis off shelves by Wednesday". [[The New Zealand Herald]].
- 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.
- (27 September 2015). "关于印发《非药用类麻醉药品和精神药品列管办法》的通知". China Food and Drug Administration.
::callout[type=info title="Wikipedia Source"] This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page. ::