Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

JWH-424

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
JWH-424
Legal status
Legal status
Identifiers
  • 1-Pentyl-3-(8-bromo-1-naphthoyl)indole
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC24H22BrNO
Molar mass420.350 g·mol−1
3D model (JSmol)
  • c4cccc1c4n(CCCCC)cc1C(=O)c(c2c3Br)cccc2ccc3
  • InChI=1S/C24H22BrNO/c1-2-3-6-15-26-16-20(18-11-4-5-14-22(18)26)24(27)19-12-7-9-17-10-8-13-21(25)23(17)19/h4-5,7-14,16H,2-3,6,15H2,1H3
  • Key:QXZYVJRMQVOOEQ-UHFFFAOYSA-N
  (verify)

JWH-424 is a drug from thenaphthoylindole family, which acts as acannabinoidagonist at both theCB1 andCB2receptors, but with moderate selectivity for CB2, having aKi of 5.44nM at CB2 vs 20.9 nM at CB1. The heavier 8-iodo analogue is even more CB2 selective, with its 2-methyl derivative having 40 times selectivity for CB2. However the 1-propyl homologues in this series showed much lower affinity at both receptors, reflecting a generally reduced affinity for the 8-substituted naphthoylindoles overall.[1]

In the United States, all CB1 receptor agonists of the 3-(1-naphthoyl)indole class such as JWH-424 areSchedule I Controlled Substances.[2]

See also

[edit]

References

[edit]
  1. ^Wiley JL, Smith VJ, Chen J, Martin BR, Huffman JW (March 2012)."Synthesis and pharmacology of 1-alkyl-3-(1-naphthoyl)indoles: steric and electronic effects of 4- and 8-halogenated naphthoyl substituents".Bioorganic & Medicinal Chemistry.20 (6):2067–81.doi:10.1016/j.bmc.2012.01.038.PMC 3298571.PMID 22341572.
  2. ^21 U.S.C. § 812:Schedules of controlled substances
Phytocannabinoids
(comparison)
Cannabibutols
Cannabichromenes
Cannabicyclols
Cannabidiols
Cannabielsoins
Cannabigerols
Cannabiphorols
Cannabinols
Cannabitriols
Cannabivarins
Delta-3-tetrahydrocannabinols
Delta-4-tetrahydrocannabinols
Delta-7-tetrahydrocannabinols
Delta-8-tetrahydrocannabinols
Delta-9-tetrahydrocannabinols
Delta-10-Tetrahydrocannabinols
Delta-11-Tetrahydrocannabinols
Miscellaneous cannabinoids
Active metabolites
Endocannabinoids
Synthetic
cannabinoid
receptor
agonists /
neocannabinoids
Classical cannabinoids
(dibenzopyrans)
Non-classical
cannabinoids
Adamantoylindoles
Benzimidazoles
Benzoylindoles
Cyclohexylphenols
Eicosanoids
Indazole-3-
carboxamides
Indole-3-carboxamides
Indole-3-carboxylates
Naphthoylindazoles
Naphthoylindoles
Naphthoylpyrroles
Naphthylmethylindenes
Naphthylmethylindoles
Phenylacetylindoles
Pyrazolecarboxamides
Tetramethylcyclo-
propanoylindazoles
Tetramethylcyclo-
propanoylindoles
Others
AllostericCBRTooltip Cannabinoid receptorligands
Endocannabinoid
enhancers

(inactivation inhibitors)
Anticannabinoids
(antagonists/inverse
agonists/antibodies)
Stub icon

Thiscannabinoid related article is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=JWH-424&oldid=1132890509"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp