THC Science

JWH-210
Legal status
Legal status	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;
CompTox Dashboard (EPA)	DTXSID301010019 ;
ECHA InfoCard	100.233.380
Chemical and physical data
Formula	C26H27NO
Molar mass	369.498 g/mol 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;
	(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 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 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.^[3]^[4] The substances JWH-210, JWH-122 and JWH-203 were classified as illegal drugs by the Swedish government as of 1 September 2011.^[5]

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.
^ Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 15582455, please use {{cite journal}} with |pmid=15582455 instead.
^ Swedish Code of Statutes Regulation (2010:1086).
^ Swedish Code of Statutes Regulation (2010:1086). (pdf)
^ LVFS 2011:8

[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] Attention: This template ({{cite pmid}}) is deprecated. To cite the publication identified by PMID 15582455, please use {{cite journal}} with |pmid=15582455 instead.

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

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

[5] LVFS 2011:8

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@@ Line 32: / Line 32: @@
 | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
 | DrugBank =
+| ChemSpiderID      = 24617616
+| chemical_formula  = C<sub>26</sub>H<sub>27</sub>NO
 <!--Chemical data-->
@@ Line 37: / Line 39: @@
 | molecular_weight = 369.498 g/mol
 | smiles = c4cccc2c4c(CC)ccc2C(=O)c(c3)c1ccccc1n3CCCCC
+| InChI             = 1/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
+| InChIKey          = LACIUQLUNACUKC-UHFFFAOYAU
+| StdInChI          = 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
+| StdInChIKey       = LACIUQLUNACUKC-UHFFFAOYSA-N
 }}

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Revision as of 13:35, 30 April 2014

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Legal status

Legal status	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
CompTox Dashboard (EPA)	DTXSID301010019
ECHA InfoCard	100.233.380
Chemical and physical data
Formula	C₂₆H₂₇NO
Molar mass	369.498 g/mol 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
(verify)