316189-74-9

Basic information

• Product Name: 2-Methyl-1-pentyl-3-(4-Methoxynaphthoyl)indole
• Synonyms: 2-Methyl-1-pentyl-3-(4-Methoxynaphthoyl)indole;JWH 098;(4-Methoxy-1-naphthalenyl)(2-Methyl-1-pentyl-1H-indol-3-yl)Methanone
• CAS NO: 316189-74-9
• Molecular Formula: C26H27NO2
• Molecular Weight: 385
• Product Categories: Aromatics;Heterocycles;Indole Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 316189-74-9.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Methyl-1-pentyl-3-(4-Methoxynaphthoyl)indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-1-pentyl-3-(4-Methoxynaphthoyl)indole(316189-74-9)
• EPA Substance Registry System: 2-Methyl-1-pentyl-3-(4-Methoxynaphthoyl)indole(316189-74-9)

Safety Data

• Hazardous Substances Data: 316189-74-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 316189-74-9 differently. You can refer to the following data:
1. An indole-carbaldehyde derivative as cannabinoid receptor 2 agonist.
2. An indole-carbaldehyde derivative as cannabinoid receptor 2 agonist.Synthetic Cannabinoids

Upstream product

• 42951-36-0 2-methyl-1-pentylindole 
• 70696-57-0 4-methoxy-1-naphthoic acid chloride 
• 13041-62-8 4-methoxy-1-naphthoic acid 

Relevant articles and documents

3-Indolyl-1-naphthylmethanes: New cannabimimetic indoles provide evidence for aromatic stacking interactions with the CB1 cannabinoid receptor

A series of 1-pentyl-1H-indol-3-yl-(1-naphthyl)methanes (9-11) and 2-methyl-1-pentyl-1H-indol-3-yl-(1-naphthyl)methanes (12-14) have been synthesized to investigate the hypothesis that cannabimimetic 3-(1-naphthoyl)indoles interact with the CB1 receptor by hydrogen bonding to the carbonyl group. Indoles 9-11 have significant (Ki=17-23 nM) receptor affinity, somewhat less than that of the corresponding naphthoylindoles (5, 15, 16). 2-Methyl-1-indoles 12-14 have little affinity for the CB1 receptor, in contrast to 2-methyl-3-(1-naphthoyl)indoles 17-19, which have affinities comparable to those of 5, 15, 16. A cannabimimetic indene hydrocarbon (26) was synthesized and found to have Ki=26±4 nM. Molecular modeling and receptor docking studies of naphthoylindole 16, its 2-methyl congener (19) and indolyl-1-naphthylmethanes 11 and 14, combined with the receptor affinities of these cannabimimetic indoles, strongly suggest that these cannabinoid receptor ligands bind primarily by aromatic stacking interactions in the transmembrane helix 3-4-5-6 region of the CB1 receptor.