JWH-098 explained
| Watchedfields: | changed |
| Verifiedrevid: | 443835716 |
| Iupac Name: | 4-Methoxynaphthalen-1-yl-(1-pentyl-2-methylindol-3-yl)methanone |
| Width: | 150 |
| Legal Br: | F2 |
| Legal Br Comment: | [1] |
| Legal Ca: | Schedule II |
| Legal De: | NpSG |
| Legal Uk: | Class B |
| Legal Us: | Schedule I |
| Cas Number: | 316189-74-9 |
| Unii: | T27V33219F |
| Pubchem: | 45272116 |
| Chemspiderid: | 24628229 |
| C: | 26 |
| H: | 27 |
| N: | 1 |
| O: | 2 |
| 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 tenfold selective for CB1 over CB2, in JWH-098 this is reversed, and it is around four 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.[2]
Legal status
In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-098 are Schedule I Controlled Substances.
JWH-098 is illegal in Russia,[3] Sweden,[4] and the UK,[5] although it is unclear whether it has any history of human use.
See also
Notes and References
- Web site: Anvisa . Brazilian Health Regulatory Agency . 2023-07-24 . RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial . Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control. live . https://web.archive.org/web/20230827163149/https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-804-de-24-de-julho-de-2023-498447451 . 2023-08-27 . 2023-08-27 . . pt-BR . 2023-07-25.
- Huffman JW, Zengin G, Wu MJ, Lu J, Hynd G, Bushell K, Thompson AL, Bushell S, Tartal C, Hurst DP, Reggio PH, Selley DE, Cassidy MP, Wiley JL, Martin BR . 6 . Structure-activity relationships for 1-alkyl-3-(1-naphthoyl)indoles at the cannabinoid CB(1) and CB(2) receptors: steric and electronic effects of naphthoyl substituents. New highly selective CB(2) receptor agonists . Bioorganic & Medicinal Chemistry . 13 . 1 . 89–112 . January 2005 . 15582455 . 10.1016/j.bmc.2004.09.050 .
- Web site: Постановление от 31 декабря 2009 г. № 1186 О внесении изменений в некоторые постановления Правительства Российской Федерации по вопросам, связанным с оборотом наркотических средств . Government.ru . 2010-09-09 . dead . https://web.archive.org/web/20100929141330/http://government.ru/gov/results/8945/ . 2010-09-29 .
- http://www.riksdagen.se/webbnav/index.aspx?nid=3911&bet=1999:58 Svensk författningssamling
- http://www.opsi.gov.uk/si/si2009/draft/ukdsi_9780111486610_en_1 The Misuse of Drugs Act 1971 (Amendment) Order 2009
