| 词条 | MAM-2201 |
| 释义 |
| IUPAC_name = (1-(5-fluoropentyl)-1H-indol-3-yl)(4-methyl-1-naphthalenyl)-methanone | image = MAM-2201_structure.png | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = Schedule II | legal_UK = | legal_US = | legal_DE = Anlage II | legal_NZ = Temporary Class | routes_of_administration = | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = {{cascite|correct|??}} | CAS_number = 1354631-24-5 | ATC_prefix = | ATC_suffix = | PubChem = 66570720 | ChemSpiderID = 28289977 | C=25 | H=24 | F=1 | N=1 | O=1 | molecular_weight = 373.462 g/mol | smiles = FCCCCCn(c4)c2ccccc2c4C(=O)c3ccc(C)c1ccccc13 | StdInChI = 1S/C25H24FNO/c1-18-13-14-22(20-10-4-3-9-19(18)20)25(28)23-17-27(16-8-2-7-15-26)24-12-6-5-11-21(23)24/h3-6,9-14,17H,2,7-8,15-16H2,1H3 | StdInChIKey = IGBHZHCGWLHBAE-UHFFFAOYSA-N }} MAM-2201 (4'-methyl-AM-2201, 5"-fluoro-JWH-122) is a drug that presumably acts as a potent agonist for the cannabinoid receptors.[1][2] It had never previously been reported in the scientific or patent literature, and was first identified by laboratories in the Netherlands and Germany in June 2011 as an ingredient in synthetic cannabis smoking blends.[3][4][5] Like RCS-4 and AB-001, MAM-2201 thus appears to be a novel compound invented by "research chemical" suppliers specifically for grey-market recreational use. Structurally, MAM-2201 is a hybrid of two known cannabinoid compounds JWH-122 and AM-2201, both of which had previously been used as active ingredients in synthetic cannabis blends before being banned in many countries. A study of MAM-2201 in rats showed that it causes neurofunctional disruptions.[6] Legal StatusMAM-2201 has been banned by being added to the temporary class drug schedule in New Zealand, effective from 13 July 2012.[7] As of October 2015 MAM-2201 is a controlled substance in China.[8] See also
References1. ^{{cite journal | title=High-resolution mass spectrometric determination of the synthetic cannabinoids MAM-2201, AM-2201, AM-2232, and their metabolites in postmortem plasma and urine by LC/Q-TOFMS |author1=Kei Zaitsu |author2=Hiroshi Nakayama |author3=Mayumi Yamanaka |author4=Kazuaki Hisatsune |author5=Kentaro Taki |author6=Tomomi Asano |author7=Tooru Kamata |author8=Munehiro Katagai |author9=Yumi Hayashi |author10=Maiko Kusano |author11=Hitoshi Tsuchihashi |author12=Akira Ishii | journal=International Journal of Legal Medicine | date=November 2015 | volume=129 | issue=6 | pages=1233–1245 | doi=10.1007/s00414-015-1257-4 | pmid=26349566}} {{Cannabinoids}}{{cannabinoid-stub}}2. ^{{cite journal|first1=Ju-Hyun|last1=Kim|first2=Tae Yeon|last2=Kong|first3=Ju-Yeon|last3=Moon|first4=Kyung Ho|last4=Choi|title=Targeted and non-targeted metabolite identification of MAM-2201 in human, mouse, and rat hepatocytes|journal=Drug Testing and Analysis|volume=10|issue=8|pages=1328–1335|issn=1942-7611|date=2018|doi=10.1002/dta.2389|pmid=29608249|first5=Yong-Yeon|last5=Cho|first6=Han Chang|last6=Kang|first7=Joo Young|last7=Lee|first8=Hye Suk|last8=Lee}} 3. ^EMCDDA–Europol 2011 Annual Report on the implementation of Council Decision 2005/387/JHA 4. ^{{Cite journal |author= Moosmann, B.|doi= 10.1016/j.forsciint.2011.12.010 | title = Separation and structural characterization of the synthetic cannabinoids JWH-412 and 1-(5-fluoropentyl)-1H-indol-3yl]-(4-methylnaphthalen-1-yl)methanone using GC–MS, NMR analysis and a flash chromatography system |journal= Forensic Science International |volume= 220 |issue= 1–3 |pages= e17–e22 |year= 2012 |pmid= 22264627 |display-authors=etal}} 5. ^{{Cite journal |author= Simolka, K.|doi= 10.1007/s00216-012-6122-4 |title= Analysis of synthetic cannabinoids in "spice-like" herbal highs: Snapshot of the German market in summer 2011 |journal= Analytical and Bioanalytical Chemistry |volume= 404 |issue= 1 |pages= 157–171 |year= 2012 |pmid= 22710567 |display-authors=etal}} 6. ^{{cite journal | pmid = 26032255| year = 2015| author1 = Zaitsu| first1 = K| title = Metabolome disruption of the rat cerebrum induced by the acute toxic effects of the synthetic cannabinoid MAM-2201| journal = Life Sciences| last2 = Hayashi| first2 = Y| last3 = Suzuki| first3 = K| last4 = Nakayama| first4 = H| last5 = Hattori| first5 = N| last6 = Takahara| first6 = R| last7 = Kusano| first7 = M| last8 = Tsuchihashi| first8 = H| last9 = Ishi| first9 = A| doi = 10.1016/j.lfs.2015.05.013| volume=137| pages=49–55}} 7. ^Temporary Class Drug Notice, 5 July 2012. NZ Department of Internal Affairs. 8. ^{{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 | accessdate=1 October 2015}} 4 : Cannabinoids|Naphthoylindoles|Designer drugs|Organofluorides |
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