1292765-18-4

Basic information

• Product Name: JWH 398
• Synonyms: JWH 398;(4-chloronaphthalen-1-yl)(1-pentyl-1H-indol-3-yl)Methanone;(4-Chloro-1-naphthalenyl)(1-pentyl-1H-indol-3-yl)Methanone;JWH 398 (exempt preparation);(4-chloronaphthalen-1-yl)-(1-pentylindol-3-yl)methanone
• CAS NO: 1292765-18-4
• Molecular Formula: C24H22ClNO
• Molecular Weight: 375.89058
• Product Categories: Aromatics;Heterocycles;Indole Derivatives;Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals
• Mol File: 1292765-18-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: JWH 398(CAS DataBase Reference)
• NIST Chemistry Reference: JWH 398(1292765-18-4)
• EPA Substance Registry System: JWH 398(1292765-18-4)

Safety Data

• Hazardous Substances Data: 1292765-18-4(Hazardous Substances Data)

Usage

Description

JWH 398 (exempt preparation) (Item No. 15686) is an analytical reference standard categorized as a synthetic cannabinoid. JWH 398 is regulated as a Schedule I compound in the United States. JWH 398 (exempt preparation) (Item No. 15686) is provided as a DEA exempt preparation. This product is intended for research and forensic applications.

Uses

JWH-398 is a synthetic cannabimimetic indole derivative that acts as both a cannabinoid receptor CB1 and CB2 agonist.

Upstream product

• 90-13-1 1-Chloronaphthalene 
• 87700-64-9 4-chloro-1-naphthoyl chloride 
• 16726-68-4 methyl 4-chloro-1-naphthoate 
• 1013-04-3 4-chloro-1-naphthoic acid 
• 22531-53-9 1-acetyl-4-chloronaphthalene 
• 110-53-2 1-Bromopentane 
• 1366068-26-9 3-(4-chloro-1-naphthoyl)indole 

Relevant articles and documents

Synthesis and pharmacology of 1-alkyl-3-(1-naphthoyl)indoles: Steric and electronic effects of 4- and 8-halogenated naphthoyl substituents

To develop SAR at both the cannabinoid CB1 and CB2 receptors for 3-(1-naphthoyl)indoles bearing moderately electron withdrawing substituents at C-4 of the naphthoyl moiety, 1-propyl and 1-pentyl-3-(4-fluoro, chloro, bromo and iodo-1-naphthoyl) derivatives were prepared. To study the steric and electronic effects of substituents at the 8-position of the naphthoyl group, the 3-(4-chloro, bromo and iodo-1-naphthoyl)indoles were also synthesized. The affinities of both groups of compounds for the CB1 and CB2 receptors were determined and several of them were evaluated in vivo in the mouse. The effects of these substituents on receptor affinities and in vivo activity are discussed and structure-activity relationships are presented. Although many of these compounds are selective for the CB2 receptor, only three JWH-423, 1-propyl-3-(4-iodo-1-naphthoyl)indole, JWH-422, 2-methyl-1-propyl-3-(4-iodo-1-naphthoyl)indole, the 2-methyl analog of JWH-423 and JWH-417, 1-pentyl-3-(8-iodo-1-naphthoyl)indole, possess the desirable combination of low CB1 affinity and good CB2 affinity.