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1651833-51-0

1651833-51-0 Structure

1651833-51-0 Structure
IdentificationBack Directory
[Name]

JWH 200-d5
[CAS]

1651833-51-0
[Synonyms]

JWH 200-d5
JWH 200-d5 (exempt preparation)
[Molecular Formula]

C25H24N2O2
[MOL File]

1651833-51-0.mol
[Molecular Weight]

384.48
Chemical PropertiesBack Directory
[solubility ]

Acetonitrile: 14 mg/ml; DMF: 25 mg/ml; DMF:PBS(pH 7.2)(1:6): 0.1 mg/ml; DMSO: 20 mg/ml; Methanol: 2 mg/ml; Methyl Acetate: 5 mg/ml
[form ]

A crystalline solid
Hazard InformationBack Directory
[Description]

JWH 200-d5 contains five deuterium atoms at the 2', 4' ,5', 6', and 7' positions. It is intended for use as an internal standard for the quantification of JWH 200 by GC- or LC-mass spectrometry. JWH 200 is an aminoalkylindole that acts as a cannabinoid (CB) receptor ligand. It binds to the CB1 receptor with high-affinity (IC50 = 7.8-42 nM).1,2 The effects of JWH 200 in locomotor activity, tail-flick latency, hypothermia, and ring-immobility tests are comparable or superior to Δ9-THC or WIN 55,212.3 It potently inhibits the contraction of electrically-stimulated mouse vas deferens (IC50 = 3.7-6.0 nM).4,5
[References]

1. Eissenstat, M.A., Bell, M.R., D'Ambra, T.E., et al. Aminoalkylindoles: Structure-activity relationships of novel cannabinoid mimetics J. Med. Chem. 38,3094-3105(1995).
2. Huffman, J.W., Mabon, R., Wu, M.J., et al. 3-indolyl-1-naphthylmethanes: New cannabimimetic indoles provide evidence for aromatic stacking interactions with the CB1 cannabinoid receptor Bioorgan. Med. Chem. 11(4),539-549(2003).
3. Compton, D.R., Gold, L.H., Ward, S.J., et al. Aminoalkylindole analogs: Cannabimimetic activity of a class of compounds structurally distinct from D 9-tetrahydrocannabinol J. Pharmacol. Exp. Ther. 263(3),1118-1126(1992).
4. Pacheco, M., Childers, S.R., Arnold, R., et al. Aminoalkylindoles: Actions on specific G-protein-linked receptors J. Pharmacol. Exp. Ther. 257(1),170-183(1991).
5. Bell, M.R., D'Ambra, T.E., Kumar, V., et al. Antinociceptive (aminoalkyl) indoles J. Med. Chem. 34,1099-1110(1991).
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