JWH-210

JWH-210

Systematic (IUPAC) name
4-ethylnaphthalen-1-yl-(1-pentylindol-3-yl)methanone
Legal status
Legal status	CA: Schedule II DE: Anlage II (Prohibited) Illegal in Sweden,I-N(Poland)[1]
Identifiers
CAS Number	824959-81-1 (JWH-210) 824960-02-3 (JWH-182)
PubChem	CID 45270396
ChemSpider	24617616
Chemical data
Formula	C26H27NO
Molar mass	369.498 g/mol
SMILES c4cccc2c4c(CC)ccc2C(=O)c(c3)c1ccccc1n3CCCCC
InChI 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
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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 K_i 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 K_i) at CB₁ than both its 4-methyl and 4-n-propyl homologues JWH-122 (CB₁ K_i 0.69nM) and JWH-182 (CB₁ K_i 0.65nM) respectively, and than the 4-methoxy compound JWH-081 (CB₁ K_i 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

• JWH-081
• JWH-193
• JWH-398

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.
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.