JWH-398

JWH-398
Legal status
Legal status	CA: Schedule II ; DE: NpSG (Industrial and scientific use only) ; UK: Class B ; US: Schedule I ; Illegal in Latvia;
Identifiers
	IUPAC name 1-Pentyl-3-(4-chloro-1-naphthoyl)indole;
CAS Number	1292765-18-4 ;
ChemSpider	28647395 ;
UNII	RX0E95S90H;
CompTox Dashboard (EPA)	DTXSID40156131 ;
Chemical and physical data
Formula	C24H22ClNO
Molar mass	375.90 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c14ccccc1n(CCCCC)cc4C(=O)c(cc3)c2ccccc2c3Cl;
	InChI InChI=1S/C24H22ClNO/c1-2-3-8-15-26-16-21(19-11-6-7-12-23(19)26)24(27)20-13-14-22(25)18-10-5-4-9-17(18)20/h4-7,9-14,16H,2-3,8,15H2,1H3 ; Key:IUWBHGFOHXVVKV-UHFFFAOYSA-N ;
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JWH-398 is an analgesic chemical from the naphthoylindole family, which acts as a cannabinoid agonist at both the CB₁ and CB₂ receptors. It has mild selectivity for CB₁ with a K_i of 2.3 nM and 2.8 nM at CB₂.^[2] This synthetic chemical compound was identified by the EMCDDA as an ingredient in three separate "herbal incense" products purchased from online shops between February to June 2009.^[3] It was discovered by, and named after, John W. Huffman.^[4]

In the United States, JWH-398 is a Schedule I controlled substance.^[5]

References[]

^ Grozījumi Ministru kabineta 2005.gada 8.novembra noteikumos Nr.847 "Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem"
^ Huffman JW (2009). Reggio PH (ed.). Cannabimimetic Indoles, Pyrroles, and Indenes: Structure–Activity Relationships and Receptor Interactions. The Cannabinoid Receptors. The Receptors. Humana Press. doi:10.1007/978-1-59745-503-9. ISBN 978-1-58829-712-9.
^ "Understanding the 'Spice' phenomenon" (PDF). Lisbon: EMCDDA. November 2009.
^ Huffman JW, et al. (2009). Structure-Activity Relationships at the cb1 and cb2 Receptors for 1-Alkyl-3-(1-Naphthoyl-4 and 8-Halogen Substituted) Indoles. 19th Annual Symposium on the Cannabinoids. Burlington, Vermont: International Cannabinoid Research Society. p. 2.
^ Controlled Substances listed by the DEA

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[1] Grozījumi Ministru kabineta 2005.gada 8.novembra noteikumos Nr.847 "Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem"

[2] Huffman JW (2009). Reggio PH (ed.). Cannabimimetic Indoles, Pyrroles, and Indenes: Structure–Activity Relationships and Receptor Interactions. The Cannabinoid Receptors. The Receptors. Humana Press. doi:10.1007/978-1-59745-503-9. ISBN 978-1-58829-712-9.

[3] "Understanding the 'Spice' phenomenon" (PDF). Lisbon: EMCDDA. November 2009.

[4] Huffman JW, et al. (2009). Structure-Activity Relationships at the cb1 and cb2 Receptors for 1-Alkyl-3-(1-Naphthoyl-4 and 8-Halogen Substituted) Indoles. 19th Annual Symposium on the Cannabinoids. Burlington, Vermont: International Cannabinoid Research Society. p. 2.

[5] Controlled Substances listed by the DEA

[1]

[2]

[3]

[4]

[5]

Legal status

Legal status	CA: Schedule II DE: NpSG (Industrial and scientific use only) UK: Class B US: Schedule I Illegal in Latvia^[1]
Identifiers
IUPAC name 1-Pentyl-3-(4-chloro-1-naphthoyl)indole
CAS Number	1292765-18-4^N
ChemSpider	28647395^N
UNII	RX0E95S90H
CompTox Dashboard (EPA)	DTXSID40156131
Chemical and physical data
Formula	C₂₄H₂₂ClNO
Molar mass	375.90 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES c14ccccc1n(CCCCC)cc4C(=O)c(cc3)c2ccccc2c3Cl
InChI InChI=1S/C24H22ClNO/c1-2-3-8-15-26-16-21(19-11-6-7-12-23(19)26)24(27)20-13-14-22(25)18-10-5-4-9-17(18)20/h4-7,9-14,16H,2-3,8,15H2,1H3^N Key:IUWBHGFOHXVVKV-UHFFFAOYSA-N^N
^NY (what is this?)

JWH-398

See also[]

References[]