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 murine vas deferens (IC50 = 3.7-6.0 nM).4,5
1
Eissenstat, M.A., Bell, M.R., D'Ambra, T.E., et al. Aminoalkylindoles: Structure-activity relationships of novel cannabinoid mimetics. J Med Chem383094-3105(1995).
2
Huffman, J.W., Mabon, R., Wu, M., et al. 3-indolyl-1-naphthylmethanes: New cannabimimetic indoles provide evidence for aromatic stacking interactions with the CB1 cannabinoid receptor. Bioorg Med Chem11539-549(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 D9-tetrahydrocannabinol. J Pharmacol Exp Ther263(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 Ther257(1)170-183(1991).
5
Bell, M.R., D'Ambra, T.E., Kumar, V., et al. Antinociceptive (aminoalkyl) indoles. J Med Chem341099-1110(1991).
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SMILES
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O=C(c1cn(CCN2CCOCC2)c2ccccc12)c1cccc2ccccc12
Background Reading
Compton, D.R., Gold, L.H., Ward, S.J., et al. Aminoalkylindole analogs: Cannabimimetic activity of a class of compounds structurally distinct from D9-tetrahydrocannabinol. J Pharmacol Exp Ther263(3)1118-1126(1992).
Huffman, J.W., Mabon, R., Wu, M., et al. 3-indolyl-1-naphthylmethanes: New cannabimimetic indoles provide evidence for aromatic stacking interactions with the CB1 cannabinoid receptor. Bioorg Med Chem11539-549(2003).
Eissenstat, M.A., Bell, M.R., D'Ambra, T.E., et al. Aminoalkylindoles: Structure-activity relationships of novel cannabinoid mimetics. J Med Chem383094-3105(1995).
Pacheco, M., Childers, S.R., Arnold, R., et al. Aminoalkylindoles: Actions on specific G-protein-linked receptors. J Pharmacol Exp Ther257(1)170-183(1991).
Bell, M.R., D'Ambra, T.E., Kumar, V., et al. Antinociceptive (aminoalkyl) indoles. J Med Chem341099-1110(1991).
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