JWH-210

JWH-210
Legal status
Legal status	BR: F2 ; CA: Schedule II ; DE: Anlage II (Authorized trade only, not prescriptible) ; UK: Class B ; US: Schedule I ; Illegal in Sweden, I-N (Poland);
Identifiers
	IUPAC name 4-Ethylnaphthalen-1-yl-(1-pentylindol-3-yl)methanone;
CAS Number	824959-81-1 (JWH-210); 824960-02-3 (JWH-182);
PubChem CID	45270396;
ChemSpider	24617616 ;
UNII	R18JYO04PY;
Chemical and physical data
Formula	C26H27NO
Molar mass	369.508 g·mol−1
3D model (JSmol)	Interactive image;
	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 ;
	(what is this?) (verify)

Short description: Chemical compound

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 0.46 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 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 0.69 nM) and JWH-182 (CB₁ K_i 0.65 nM) respectively, and than the 4-methoxy compound JWH-081 (CB₁ K_i 1.2 nM).^[2] It was discovered by and named after John W. Huffman.

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

Legal status

In the United States, all CB₁ receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-210 are Schedule I Controlled Substances.^[4]

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.^[5]^[6] The substances JWH-210, JWH-122 and JWH-203 were classified as illegal drugs by the Swedish government as of 1 September 2011.^[7]

As of October 2015 JWH-210 is a controlled substance in China.^[8]

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. http://isap.sejm.gov.pl/DetailsServlet?id=WDU20111050614.
↑ "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. January 2005. doi:10.1016/j.bmc.2004.09.050. PMID 15582455.
↑ "Neurotoxicity of Synthetic Cannabinoids JWH-081 and JWH-210". Biomolecules & Therapeutics 23 (6): 597–603. November 2015. doi:10.4062/biomolther.2015.057. PMID 26535086.
↑ 21 U.S.C. § 812: Schedules of controlled substances
↑ Swedish Code of Statutes Regulation (2010:1086).
↑ "Swedish Code of Statutes Regulation (2010:1086). (pdf)". http://www.lagboken.se/files/SFS/2010/101086.PDF.
↑ LVFS 2011:8
↑ "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. http://www.sfda.gov.cn/WS01/CL0056/130753.html.

0.00

(0 votes)

Original source: https://en.wikipedia.org/wiki/JWH-210. Read more

[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. http://isap.sejm.gov.pl/DetailsServlet?id=WDU20111050614.

[2] "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. January 2005. doi:10.1016/j.bmc.2004.09.050. PMID 15582455.

[3] "Neurotoxicity of Synthetic Cannabinoids JWH-081 and JWH-210". Biomolecules & Therapeutics 23 (6): 597–603. November 2015. doi:10.4062/biomolther.2015.057. PMID 26535086.

[4] 21 U.S.C. § 812: Schedules of controlled substances

[5] Swedish Code of Statutes Regulation (2010:1086).

[6] "Swedish Code of Statutes Regulation (2010:1086). (pdf)". http://www.lagboken.se/files/SFS/2010/101086.PDF.

[7] LVFS 2011:8

[8] "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. http://www.sfda.gov.cn/WS01/CL0056/130753.html.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

JWH-210

Topic: Chemistry

Legal status

See also

References

Legal status

Legal status	BR: F2 CA: Schedule II DE: Anlage II (Authorized trade only, not prescriptible) UK: Class B US: Schedule I Illegal in Sweden, I-N (Poland)^[1]
Identifiers
IUPAC name 4-Ethylnaphthalen-1-yl-(1-pentylindol-3-yl)methanone
CAS Number	824959-81-1^Y (JWH-210) 824960-02-3 (JWH-182)
PubChem CID	45270396
ChemSpider	24617616^N
UNII	R18JYO04PY
Chemical and physical data
Formula	C₂₆H₂₇NO
Molar mass	369.508 g·mol⁻¹
3D model (JSmol)	Interactive image
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^N Key:LACIUQLUNACUKC-UHFFFAOYSA-N^N
^NY (what is this?) (verify)