JWH-019 is an analgesic chemical from the naphthoylindole family that acts as a cannabinoid agonist at both the CB1 and CB2 receptors.
It is the N-hexyl homolog of the more common synthetic cannabinoid compound JWH-018.
Unlike the butyl homolog JWH-073, which is several times weaker than JWH-018, the hexyl homolog is only slightly less potent, although extending the chain one carbon longer to the heptyl homolog JWH-020 results in dramatic loss of activity.
These results show that the optimum side chain length for CB1 binding in the naphthoylindole series is the five-carbon pentyl chain, shorter than in the classical cannabinoids where a seven-carbon heptyl chain produces the most potent compounds.
This difference is thought to reflect a slightly different binding conformation adopted by the naphthoylindole compounds as compared to the classical cannabinoids, and may be useful in characterizing the active site of the CB1 and CB2 receptors.
JWH-019 Full chemical name: 1-hexyl-3-(naphthalen-1-oyl)indole Other names:1-hexyl-1H-indol-3-yl)-1-naphthalenyl-methanone, JWH-019 CAS number of substance: 209414-08-4 Physical properties: powder Formula: C25H25NO Molar mass of the substance: 355, 471 g/mol Purity of the preparation
Technical Information
- DMF: 30 mg/ml
- DMSO: 20 mg/ml
- Ethanol: 2.5 mg/ml
Shipping & Storage Information
JWH-019 (1-Hexyl-1H-indol-3-yl)-1-naphthalenyl-methanone |
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(1-hexyl-1H-indol-3-yl)(naphthalen-1-yl)methanone | |
Synthetic cannabinoids | |
Synthetic cannabinoid receptor agonists | |
209414-08-4 | |
InChI=1S/C25H25NO/c1-2-3-4-9-17-26-18-23(21-14-7-8-16-24(21)26)25(27)22-15-10-12-19-11-5-6-13-20(19)22/h5-8,10-16,18H,2-4,9,17H2,1H3
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PALJPGHWDUHUPO-UHFFFAOYSA-N
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CCCCCCN1C2=C(C(C(C3=C(C=CC=C4)C4=CC=C3)=O)=C1)C=CC=C2
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C25H25NO | |
355.4721 g/mol |