JWH-081 Legal status
CA : Schedule II
DE : Anlage II (Authorized trade only, not prescriptible)
UK : Class B
US : Schedule I
I-N (Poland)[1]
4-Methoxynaphthalen-1-yl-(1-pentylindol-3-yl)methanone
CAS Number PubChem CID ChemSpider UNII CompTox Dashboard (EPA ) ECHA InfoCard 100.230.181 Formula C 25 H 25 N O 2 Molar mass 371.480 g·mol−1 3D model (JSmol )
CCCCCn3c1ccccc1c(c3)C(=O)c4c2ccccc2c(OC)cc4
InChI=1S/C25H25NO2/c1-3-4-9-16-26-17-22(19-11-7-8-13-23(19)26)25(27)21-14-15-24(28-2)20-12-6-5-10-18(20)21/h5-8,10-15,17H,3-4,9,16H2,1-2H3
Key:UBMPKJKGUQDHRM-UHFFFAOYSA-N
JWH-081 is an analgesic chemical from the naphthoylindole family, which acts as a cannabinoid agonist at both the CB1 and CB2 receptors.[2] With a Ki of 1.2nM it is fairly selective for the CB1 subtype, its affinity at this subtype approximately 10x the affinity at CB2 .[3] It was discovered by and named after John W. Huffman .
JWH-081 may be neurotoxic to animals when administered in high doses.[4]
Legal status [ ]
In the United States, JWH-081 is a Schedule I Controlled Substance .[5]
As of October 2015, JWH-081 is a controlled substance in China.[6]
See also [ ]
References [ ]
^ "Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii (Dz.U. 2011 nr 105 poz. 614)" . Internetowy System Aktów Prawnych. Retrieved 12 June 2011 .
^ Aung MM, Griffin G, Huffman JW, Wu M, Keel C, Yang B, et al. (August 2000). "Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB(1) and CB(2) receptor binding". Drug and Alcohol Dependence . 60 (2): 133–40. doi :10.1016/s0376-8716(99)00152-0 . PMID 10940540 .
^ Huffman JW, Zengin G, Wu MJ, Lu J, Hynd G, Bushell K, et al. (January 2005). "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. doi :10.1016/j.bmc.2004.09.050 . PMID 15582455 .
^ Cha HJ, Seong YH, Song MJ, Jeong HS, Shin J, Yun J, et al. (November 2015). "Neurotoxicity of Synthetic Cannabinoids JWH-081 and JWH-210" . Biomolecules & Therapeutics . 23 (6): 597–603. doi :10.4062/biomolther.2015.057 . PMC 4624077 . PMID 26535086 .
^ Controlled Substances listed by the DEA
^ "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Retrieved 1 October 2015 .
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