词条 | NM-2201 |
释义 |
| IUPAC_name = naphthalen-1-yl 1-(5-fluoropentyl)-1H-indole-3-carboxylate | image = NM-2201_structure.png | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = Schedule II | legal_DE = Anlage II | legal_UK = | legal_US = Schedule I | legal_status = Illegal in Sweden | routes_of_administration = | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = | CAS_number = 837122-21-7 | ATC_prefix = | ATC_suffix = | PubChem = 91864534 | ChemSpiderID = 30922478 | smiles = FCCCCCN1C=C(C(OC2=C(C=CC=C3)C3=CC=C2)=O)C4=CC=CC=C41 | StdInChI = 1S/C24H22FNO2/c25-15-6-1-7-16-26-17-21(20-12-4-5-13-22(20)26)24(27)28-23-14-8-10-18-9-2-3-11-19(18)23/h2-5,8-14,17H,1,6-7,15-16H2 | StdInChIKey = PRGFSQYZCKCBQO-UHFFFAOYSA-N | UNII_Ref = {{fdacite|correct|FDA}} | UNII = CCQ6IR3CU2 | C=24 | H=22 | F=1 | N=1 | O=2 | molecular_weight = 375.4 g/mol }}NM-2201 (also known as CBL-2201) is an indole-based synthetic cannabinoid that presumably has similar properties to the closely related 5F-PB-22 and NNE1, which are both full agonists and unselectively bind to CB1 and CB2 receptors with low nanomolar affinity.[1][2][3][4] PharmacologyNM-2201 acts as a full agonist with a binding affinity of 0.332nM at CB1 and 0.732nM at CB2 cannabinoid receptors.[5] It has been linked to serious adverse events in users.[6] Legal statusNM-2201 is specifically banned in Sweden,[7] Germany (Anlage II),[8] and Japan[9] but is also controlled in many other jurisdictions under analogue laws. On May 30, 2018 the United States Drug Enforcement Administration, Department of Justice published a notice of intent to place NM-2201 and 4 other synthetic cannabinoids in schedule I of the Controlled Substances Act. This notice went into effect on June 29, 2018[10] UsageNM-2201 was linked to an incident in December 2015 where 25-30 people in Ocala, FL were taken to hospitals after experiencing seizures.[10] See also
References1. ^{{cite journal |doi=10.1016/j.forsciint.2015.08.023 |pmid=26386336 |title=CBL-2201. Report on a new designer drug: Napht-1-yl 1-(5-fluoropentyl)-1H-indole-3-carboxylate |journal=Forensic Science International |volume=257 |pages=209–13 |year=2015 |last1=Kondrasenko |first1=A.A |last2=Goncharov |first2=E.V |last3=Dugaev |first3=K.P |last4=Rubaylo |first4=A.I }} {{Cannabinoids}}{{Cannabinoidergics}}{{cannabinoid-stub}}2. ^{{cite web | url=https://www.caymanchem.com/app/template/Product.vm/catalog/15334 | title=NM-2201 | publisher=Cayman Chemical | accessdate=9 July 2015}} 3. ^{{cite journal |doi=10.1007/s11419-015-0270-0 |pmid=26257831 |pmc=4525208 |title=Comprehensive review of the detection methods for synthetic cannabinoids and cathinones |journal=Forensic Toxicology |volume=33 |issue=2 |pages=175–194 |year=2015 |last1=Namera |first1=Akira |last2=Kawamura |first2=Maho |last3=Nakamoto |first3=Akihiro |last4=Saito |first4=Takeshi |last5=Nagao |first5=Masataka }} 4. ^{{cite journal |doi=10.1016/j.forsciint.2014.09.013 |pmid=25305529 |title=Synthetic cannabinoids as designer drugs: New representatives of indol-3-carboxylates series and indazole-3-carboxylates as novel group of cannabinoids. Identification and analytical data |journal=Forensic Science International |volume=244 |pages=263–75 |year=2014 |last1=Shevyrin |first1=Vadim |last2=Melkozerov |first2=Vladimir |last3=Nevero |first3=Alexander |last4=Eltsov |first4=Oleg |last5=Baranovsky |first5=Alexander |last6=Shafran |first6=Yuri }} 5. ^{{cite journal |doi=10.1007/s11419-016-0320-2 |pmid=27429655 |pmc=4929166 |title=Pharmacological evaluation of synthetic cannabinoids identified as constituents of spice |journal=Forensic Toxicology |volume=34 |issue=2 |pages=329–343 |year=2016 |last1=Hess |first1=Cornelius |last2=Schoeder |first2=Clara T |last3=Pillaiyar |first3=Thanigaimalai |last4=Madea |first4=Burkhard |last5=Müller |first5=Christa E }} 6. ^{{cite journal |doi=10.1136/bcr-2016-218431 |pmid=28433979 |title=Lethal high: Acute disseminated encephalomyelitis (ADEM) triggered by toxic effect of synthetic cannabinoidblack mamba |journal=BMJ Case Reports |volume=2017 |pages=bcr-2016-218431 |year=2017 |last1=Samra |first1=Kiran |last2=Boon |first2=Ian S |last3=Packer |first3=Gregory |last4=Jacob |first4=Saiju }} 7. ^{{cite web | url=http://www.folkhalsomyndigheten.se/nyheter-och-press/nyhetsarkiv/2014/november/cannabinoider-foreslas-bli-klassade-som-halsofarlig-vara/ | title=Cannabinoider föreslås bli klassade som hälsofarlig vara | publisher=Folkhälsomyndigheten | accessdate=9 July 2015 | language=Swedish}} 8. ^{{Cite web|url=https://www.gesetze-im-internet.de/btmg_1981/anlage_ii.html|title=Gesetz über den Verkehr mit Betäubungsmitteln Anlage II|last=|first=|date=|website=www.gesetze-im-internet.de|publisher=Bundesministerium der Justiz und für Verbraucherschutz|language=German|access-date=24 October 2016}} 9. ^{{cite journal |doi=10.1007/s11419-016-0326-9 |pmid=28286577 |pmc=5342258 |title=In vitro and in vivo human metabolism of a new synthetic cannabinoid NM-2201 (CBL-2201) |journal=Forensic Toxicology |volume=35 |issue=1 |pages=20–32 |year=2016 |last1=Diao |first1=Xingxing |last2=Carlier |first2=Jeremy |last3=Zhu |first3=Mingshe |last4=Pang |first4=Shaokun |last5=Kronstrand |first5=Robert |last6=Scheidweiler |first6=Karl B |last7=Huestis |first7=Marilyn A }} 10. ^1 {{Cite web|url=https://www.deadiversion.usdoj.gov/fed_regs/rules/2018/fr0530.htm|title=2018 - Temporary Placement of NM2201, 5F-AB-PINACA, 4-CN-CUMYL-BUTINACA, MMB-CHMICA and 5F-CUMYL-P7AICA Into Schedule I|website=www.deadiversion.usdoj.gov|language=en-US|access-date=2018-06-15}} 4 : Cannabinoids|Naphthoylindoles|Organofluorides|Designer drugs |
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