Cannabis Ruderalis

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{{cannabinoid-stub}}
{{cannabinoid-stub}}

[[de:JWH-210]]

Revision as of 12:13, 17 April 2016

JWH-210
Legal status
Legal status
Identifiers
  • 4-ethylnaphthalen-1-yl-(1-pentylindol-3-yl)methanone
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard100.233.380 Edit this at Wikidata
Chemical and physical data
FormulaC26H27NO
Molar mass369.498 g/mol g·mol−1
3D model (JSmol)
  • c4cccc2c4c(CC)ccc2C(=O)c(c3)c1ccccc1n3CCCCC
  • InChI=1S/C26H27NO/c1-3-5-10-17-27-18-24(22-13-8-9-14-25(22)27)26(28)23-16-15-19(4-2)20-11-6-7-12-21(20)23/h6-9,11-16,18H,3-5,10,17H2,1-2H3
  • Key:LACIUQLUNACUKC-UHFFFAOYSA-N
  (verify)

JWH-210 is an analgesic chemical from the naphthoylindole family, which acts as a potent cannabinoid agonist at both the CB1 and CB2 receptors, with Ki values of 0.46nM at CB1 and 0.69nM at CB2. It is one of the most potent 4-substituted naphthoyl derivatives in the naphthoylindole series, having a higher binding affinity (i.e. lower Ki) at CB1 than both its 4-methyl and 4-n-propyl homologues JWH-122 (CB1 Ki 0.69nM) and JWH-182 (CB1 Ki 0.65nM) respectively, and than the 4-methoxy compound JWH-081 (CB1 Ki 1.2nM).[2] It was discovered by and named after Dr. John W. Huffman.

JWH-210 may be neurotoxic to animals when administered in high doses.[3]

Legal Status

JWH-210 and JWH-122 were banned in Sweden on 1 October 2010 as hazardous goods harmful to health, after being identified as ingredients in "herbal" synthetic cannabis products.[4][5] The substances JWH-210, JWH-122 and JWH-203 were classified as illegal drugs by the Swedish government as of 1 September 2011.[6]

As of October 2015 JWH-210 is a controlled substance in China.[7]

See also

References

  1. ^ "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.
  2. ^ Huffman, J.; et al. (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.
  3. ^ Hye Jin Cha, Yeon-Hee Seong, Min-Ji Song, Ho-Sang Jeong, Jisoon Shin, Jaesuk Yun, Kyoungmoon Han, Young-Hoon Kim, Hoil Kang, Hyoung Soo Kim (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.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  4. ^ Swedish Code of Statutes Regulation (2010:1086).
  5. ^ Swedish Code of Statutes Regulation (2010:1086). (pdf)
  6. ^ LVFS 2011:8
  7. ^ "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.


source: https://en.wikipedia.org/w/index.php?title=JWH-210&diff=prev&oldid=715693092

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