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Details

Stereochemistry ACHIRAL
Molecular Formula C24H22BrNO
Molecular Weight 420.342
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of JWH-424

SMILES

CCCCCN1C=C(C(=O)C2=CC=CC3=C2C(Br)=CC=C3)C4=C1C=CC=C4

InChI

InChIKey=QXZYVJRMQVOOEQ-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C24H22BrNO
Molecular Weight 420.342
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 11:17:33 GMT 2023
Edited
by admin
on Sat Dec 16 11:17:33 GMT 2023
Record UNII
O4Q3AIP6BJ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
JWH-424
Common Name English
METHANONE, (8-BROMO-1-NAPHTHALENYL)(1-PENTYL-1H-INDOL-3-YL)-
Systematic Name English
1-PENTYL-3-(8-BROMO-1-NAPHTHOYL)INDOLE
Systematic Name English
(8-BROMO-1-NAPHTHALENYL)(1-PENTYL-1H-INDOL-3-YL)METHANONE
Systematic Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-JWH-424
Created by admin on Sat Dec 16 11:17:33 GMT 2023 , Edited by admin on Sat Dec 16 11:17:33 GMT 2023
Code System Code Type Description
PUBCHEM
57458937
Created by admin on Sat Dec 16 11:17:33 GMT 2023 , Edited by admin on Sat Dec 16 11:17:33 GMT 2023
PRIMARY
CAS
1366068-04-3
Created by admin on Sat Dec 16 11:17:33 GMT 2023 , Edited by admin on Sat Dec 16 11:17:33 GMT 2023
PRIMARY
FDA UNII
O4Q3AIP6BJ
Created by admin on Sat Dec 16 11:17:33 GMT 2023 , Edited by admin on Sat Dec 16 11:17:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID50159855
Created by admin on Sat Dec 16 11:17:33 GMT 2023 , Edited by admin on Sat Dec 16 11:17:33 GMT 2023
PRIMARY
MANUFACTURER PRODUCT INFORMATION
JWH-424
Created by admin on Sat Dec 16 11:17:33 GMT 2023 , Edited by admin on Sat Dec 16 11:17:33 GMT 2023
PRIMARY JWH 018 is a synthetic cannabinoid (CB) that potently activates the central CB1 and peripheral CB2 receptors (Ki = 9.0 and 2.94 nM, respectively).1 This cannabimimetic compound has frequently been found in herbal blends. 2,3,4 JWH 424 is an 8-bromonaphthyl derivative of JWH 018 which shows a reduced selectivity for CB1 over CB2 (Ki = 20.9 and 5.4 nM, respectively). The properties of this compound in vivo are not known. This product is intended for forensic and research applications.
WIKIPEDIA
JWH-424
Created by admin on Sat Dec 16 11:17:33 GMT 2023 , Edited by admin on Sat Dec 16 11:17:33 GMT 2023
PRIMARY JWH-424 is a drug from the naphthoylindole family, which acts as a cannabinoid agonist at both the CB1 and CB2 receptors, but with moderate selectivity for CB2, having a Ki of 5.44nM at CB2 vs 20.9nM at CB1. The heavier 8-iodo analogue is even more CB2 selective, with its 2-methyl derivative having 40x 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.
Related Record Type Details
ACTIVE MOIETY