| 词条 | JWH-098 |
| 释义 |
| Watchedfields = changed | verifiedrevid = 443835716 | IUPAC_name = 4-methoxynaphthalen-1-yl-(1-pentyl-2-methylindol-3-yl)methanone | image = JWH-098.svg | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = Schedule II | legal_UK = Class B | legal_US = | legal_status = | routes_of_administration = | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number = 316189-74-9 | ATC_prefix = | ATC_suffix = | PubChem = 45272116 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = | ChemSpiderID = 24628229 | C=26 | H=27 | N=1 | O=2 | molecular_weight = 385.497 g/mol | smiles = CCCCCn(c1C)c2ccccc2c1C(=O)c(ccc3OC)c4ccccc34 | StdInChI = 1S/C26H27NO2/c1-4-5-10-17-27-18(2)25(22-13-8-9-14-23(22)27)26(28)21-15-16-24(29-3)20-12-7-6-11-19(20)21/h6-9,11-16H,4-5,10,17H2,1-3H3 | StdInChIKey = CNTCHEBQQFICNR-UHFFFAOYSA-N }} JWH-098 is a synthetic cannabinoid receptor agonist from the naphthoylindole family. It is the indole 2-methyl derivative of a closely related compound JWH-081, but has markedly different affinity for the CB1 and CB2 receptors. While JWH-081 is around 10x selective for CB1 over CB2, in JWH-098 this is reversed, and it is around 4 times weaker than JWH-081 at CB1 while being six times more potent at CB2, giving it a slight selectivity for CB2 overall. This makes JWH-098 a good example of how methylation of the indole 2-position in the naphthoylindole series tends to increase CB2 affinity, but often at the expense of CB1 binding.[1] JWH-098 is illegal in Russia,[2] Sweden,[3] and the UK,[4] although it is unclear whether it has any history of human use. See also
References1. ^Huffman JW, et al. Structure–activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB1 and CB2 receptors: steric and electronic effects of naphthoyl substituents. New highly selective CB2 receptor agonists. Bioorganic and Medicinal Chemistry. 2005; 13:89-112. {{PMID|15582455}} {{Cannabinoids}}{{cannabinoid-stub}}2. ^{{cite web |url=http://www.government.ru/gov/results/8945/ |title=Постановление от 31 декабря 2009 г. № 1186 О внесении изменений в некоторые постановления Правительства Российской Федерации по вопросам, связанным с оборотом наркотических средств |publisher=Government.ru |date= |accessdate=2010-09-09 |deadurl=yes |archiveurl=https://web.archive.org/web/20100929141330/http://government.ru/gov/results/8945/ |archivedate=2010-09-29 |df= }} 3. ^Svensk författningssamling 4. ^The Misuse of Drugs Act 1971 (Amendment) Order 2009 {{webarchive|url=https://web.archive.org/web/20091103064955/http://www.opsi.gov.uk/si/si2009/draft/ukdsi_9780111486610_en_1 |date=2009-11-03 }} 4 : JWH cannabinoids|Naphthoylindoles|Phenol ethers|Designer drugs |
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