JWH-200

Drugbox
IUPAC_name = (1-(2-morpholin-4-ylethyl)indol-3-yl)-naphthalen-1-ylmethanone

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PubChem = 10045570
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C=25|H=24|N=2|O=2
molecular_weight = 384.469 g/mol
smiles = C4COCCN4CCn(c5ccccc15)cc1C(=O)c3c2ccccc2ccc3
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legal_status = Legal
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JWH-200 is an analgesic drug from the aminoalkylindole family, which acts as a cannabinoid receptor agonist. Its binding affinity at the CB₁ receptor is 42nM, around the same as that of THC, [Huffman JW, Padgett LW. Recent Developments in the Medicinal Chemistry of Cannabimimetic Indoles, Pyrroles and Indenes. "Current Medicinal Chemistry", 2005; 12: 1395-1411.] but interestingly its analgesic potency "in vivo" was higher than that of other analogues which had stronger CB₁ binding affinity "in vitro", [Bell MR, D'Ambra TE, Kumar V, et al (1991). Antinociceptive (aminoalkyl)indoles. "Journal of Medicinal Chemistry". 34 (3): 1099–1110. PMID 1900533] around 3x that of THC but with less sedative effect, [Compton DR, Gold LH, Ward SJ, Balster RL, Martin BR (1992). Aminoalkylindole analogs: cannabimimetic activity of a class of compounds structurally distinct from delta 9-tetrahydrocannabinol. "Journal of Pharmacology and Experimental Therapeutics". 263 (3): 1118–26. PMID 1335057] most likely reflecting favourable pharmacokinetic characteristics.

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