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| legal_US = Schedule I |
| legal_US = Schedule I |
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| legal_DE = Anlage II |
| legal_DE = Anlage II |
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| legal_status = I-N (Poland)<ref>{{cite web | title = Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii (Dz.U. 2011 nr 105 poz. 614) |url= http://isap.sejm.gov.pl/DetailsServlet?id=WDU20111050614 |publisher= Internetowy System Aktów Prawnych | |
| legal_status = I-N (Poland)<ref>{{cite web | title = Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii (Dz.U. 2011 nr 105 poz. 614) |url= http://isap.sejm.gov.pl/DetailsServlet?id=WDU20111050614 |publisher= Internetowy System Aktów Prawnych |access-date= 12 June 2011}}</ref> |
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'''JWH-081''' is an [[analgesic]] chemical from the [[naphthoylindole]] family, which acts as a [[cannabinoid]] agonist at both the CB<sub>1</sub> and CB<sub>2</sub> receptors.<ref>Aung MM, |
'''JWH-081''' is an [[analgesic]] chemical from the [[naphthoylindole]] family, which acts as a [[cannabinoid]] agonist at both the CB<sub>1</sub> and CB<sub>2</sub> receptors.<ref name="pmid10940540">{{cite journal | vauthors = Aung MM, Griffin G, Huffman JW, Wu M, Keel C, Yang B, Showalter VM, Abood ME, Martin BR | display-authors = 6 | title = Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB(1) and CB(2) receptor binding | journal = Drug and Alcohol Dependence | volume = 60 | issue = 2 | pages = 133–40 | date = August 2000 | pmid = 10940540 | doi = 10.1016/s0376-8716(99)00152-0 }}</ref> With a [[dissociation constant|K<sub>i</sub>]] of 1.2nM it is fairly selective for the CB<sub>1</sub> subtype, its affinity at this subtype approximately 10x the affinity at CB<sub>2</sub>.<ref name="pmid15582455">{{cite journal | vauthors = 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 | display-authors = 6 | title = 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 | journal = Bioorganic & Medicinal Chemistry | volume = 13 | issue = 1 | pages = 89–112 | date = January 2005 | pmid = 15582455 | doi = 10.1016/j.bmc.2004.09.050 }}</ref> It was discovered by and named after [[John W. Huffman]]. |
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JWH-081 may be neurotoxic to animals when administered in high doses.<ref>{{cite journal | |
JWH-081 may be neurotoxic to animals when administered in high doses.<ref>{{cite journal | vauthors = Cha HJ, Seong YH, Song MJ, Jeong HS, Shin J, Yun J, Han K, Kim YH, Kang H, Kim HS | display-authors = 6 | title = Neurotoxicity of Synthetic Cannabinoids JWH-081 and JWH-210 | journal = Biomolecules & Therapeutics | volume = 23 | issue = 6 | pages = 597–603 | date = November 2015 | pmid = 26535086 | pmc = 4624077 | doi = 10.4062/biomolther.2015.057 }}</ref> |
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==Legal status== |
==Legal status== |
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In the United States, JWH-081 is a [[Schedule I Controlled Substance]].<ref>[https://www.deadiversion.usdoj.gov/schedules/orangebook/c_cs_alpha.pdf Controlled Substances listed by the DEA]</ref> |
In the United States, JWH-081 is a [[Schedule I Controlled Substance]].<ref>[https://www.deadiversion.usdoj.gov/schedules/orangebook/c_cs_alpha.pdf Controlled Substances listed by the DEA]</ref> |
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As of October 2015, JWH-081 is a controlled substance in China.<ref>{{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 | |
As of October 2015, JWH-081 is a controlled substance in China.<ref>{{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 | access-date=1 October 2015}}</ref> |
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==See also== |
== See also == |
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*[[JWH-018]] |
*[[JWH-018]] |
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*[[JWH-098]] |
*[[JWH-098]] |
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*[[JWH-210]] |
*[[JWH-210]] |
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==References== |
== References == |
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{{reflist}} |
{{reflist}} |
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[[Category:Phenol ethers]] |
[[Category:Phenol ethers]] |
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[[Category:CB1 receptor agonists]] |
[[Category:CB1 receptor agonists]] |
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{{cannabinoid-stub}} |
{{cannabinoid-stub}} |
Revision as of 08:12, 16 January 2020
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Identifiers | |
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CAS Number | |
PubChem CID | |
ChemSpider | |
CompTox Dashboard (EPA) | |
ECHA InfoCard | 100.230.181 |
Chemical and physical data | |
Formula | C25H25NO2 |
Molar mass | 371.480 g·mol−1 |
3D model (JSmol) | |
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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.