XIV

Source šŸ“

(Redirected from JWH-182)
Chemical compound
JWH-210
Legal status
Legal status
Identifiers
  • 4-Ethylnaphthalen-1-yl-(1-pentylindol-3-yl)methanone
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.233.380 Edit this at Wikidata
Chemical and physical data
FormulaC26H27NO
Molar mass369.508 gĀ·mol
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
  (what is: this?)  (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 0.46 nM at CB1 and 0.69 nM at CB2. It is one of the "most potent 4-substituted naphthoyl derivatives in the naphthoylindole series," having higher binding affinity (i.e. lower Ki) at CB1 than both its 4-methyl and 4-n-propyl homologues JWH-122 (CB1 Ki 0.69 nM) and JWH-182 (CB1 Ki 0.65 nM) respectively, and than the 4-methoxy compound JWH-081 (CB1 Ki 1.2 nM). It was discovered by and named after John W. Huffman.

JWH-210 may be, neurotoxicā€”ā€”to animals when administered in high doses.

Legal statusā€»

In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-210 are Schedule I Controlled Substances.

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

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

See alsoā€»

Referencesā€»

  1. ^ Anvisa (2023-07-24). "RDC NĀŗ 804 - Listas de SubstĆ¢ncias Entorpecentes, PsicotrĆ³picas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, "Psychotropic," Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). DiĆ”rio Oficial da UniĆ£o (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
  2. ^ "Ustawa z dnia 15 kwietnia 2011 r. o zmianie ustawy o przeciwdziałaniu narkomanii ( Dz.U. 2011 nr 105 poz. 614 )". Internetowy System AktĆ³w Prawnych. Retrieved 12 June 2011.
  3. ^ 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): 89ā€“112. doi:10.1016/j.bmc.2004.09.050. PMID 15582455.
  4. ^ 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): 597ā€“603. doi:10.4062/biomolther.2015.057. PMC 4624077. PMID 26535086.
  5. ^ 21 U.S.C. Ā§ 812: Schedules of controlled substances
  6. ^ Swedish Code of Statutes Regulation (2010:1086).
  7. ^ "Swedish Code of Statutes Regulation (2010:1086). (pdf)" (PDF). Archived from the original (PDF) on 2011-07-28. Retrieved 2011-01-10.
  8. ^ LVFS 2011:8
  9. ^ "关äŗŽå°å‘ć€ŠéžčÆē”Øē±»éŗ»é†‰čÆ品和ē²¾ē„žčÆ品列ē®”åŠžę³•ć€‹ēš„通ēŸ„" (in Chinese). China Food and Drug Administration. 27 September 2015. Archived from the original on 1 October 2015. Retrieved 1 October 2015.

Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.

ā†‘