:RCS-4
{{Short description|Chemical compound}}
{{redirect|NRG-4|the protein growth factor|Neuregulin 4}}
{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 464379187
| IUPAC_name = 2-(4-methoxyphenyl)-1-(1-pentyl-indol-3-yl)methanone
| image = RCS-4 molecular structure.png
| 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){{cite web | title = Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii ( Dz.U. 2011 nr 105 poz. 614 ) | url = http://isap.sejm.gov.pl/DetailsServlet?id=WDU20111050614 | publisher = Internetowy System Aktów Prawnych | access-date = 12 June 2011}}
| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = 1345966-78-0
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = Y6911BZ2UL
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 24769418
| C=21 | H=23 | N=1 | O=2
| smiles = CCCCCn1cc(c2c1cccc2)C(=O)c3ccc(cc3)OC
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| 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 = {{stdinchicite|correct|chemspider}}
| 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.{{Cite journal | vauthors = Banister SD, Stuart J, Conroy T, Longworth M, Manohar M, Beinat C, Wilkinson SM, Kevin RC, Hibbs DE, Glass M, Connor M | s2cid = 33994750 | display-authors = 6 | doi = 10.1007/s11419-015-0282-9| title = Structure–activity relationships of synthetic cannabinoid designer drug RCS-4 and its regioisomers and C4 homologues| journal = Forensic Toxicology| volume = 33| issue = 2| pages = 355–366| year = 2015 | url = https://zenodo.org/record/47807 }} 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.[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|url=https://web.archive.org/web/20110728111705/http://www.lagboken.se/files/SFS/2010/101086.PDF |date=2011-07-28 }}
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.{{cite news |url=http://www.nzherald.co.nz/nz/news/article.cfm?c_id=1&objectid=10742964 |title=Kronic ban passed by Parliament |date=4 August 2011 |agency=NZPA |work=The New Zealand Herald |access-date=4 November 2011}}{{cite news |url=http://www.nzherald.co.nz/nz/news/article.cfm?c_id=1&objectid=10743976 |title=Synthetic cannabis off shelves by Wednesday |date=9 August 2011 |agency=NZPA |work=The New Zealand Herald |access-date=4 November 2011}}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.
As of October 2015 RCS-4 is a controlled substance in China.{{cite web | url=http://www.sfda.gov.cn/WS01/CL0056/130753.html | title=关于印发《非药用类麻醉药品和精神药品列管办法》的通知 | publisher=China Food and Drug Administration | date=27 September 2015 | language=Chinese | access-date=1 October 2015}}
See also
References
{{reflist}}
{{cannabinoids}}