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| ECHA InfoCard | 100.233.381 |
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| Formula | C21H22ClNO |
| Molar mass | 339.86 g·mol−1 |
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JWH-203 (1-pentyl-3-(2-chlorophenylacetyl)indole) is ananalgesic chemical from thephenylacetylindole family that acts as acannabinoidagonist with approximately equal affinity at both theCB1 andCB2 receptors, having aKi of 8.0 nM at CB1 and 7.0 nM at CB2. It was originally discovered by, and named after,John W. Huffman, but has subsequently been sold without his permission as an ingredient ofsynthetic cannabis smoking blends.[2] Similar to the related 2'-methoxy compoundJWH-250, the 2'-bromo compoundJWH-249, and the 2'-methyl compoundJWH-251, JWH-203 has aphenylacetyl group in place of thenaphthoyl ring used in mostaminoalkylindole cannabinoid compounds, and has the strongestin vitro binding affinity for the cannabinoid receptors of any compound in the phenylacetyl group.[3][4][5]
Unexpectedly despite its weaker CB1 Kiin vitro, the2-methylindole derivative JWH-204 is actually more potent than JWH-203 in animal tests for cannabinoid activity, though it is still weaker thanJWH-249.[6]
In the United States, JWH-203 is aSchedule I Controlled Substance.[7]
As of October 2015, JWH-203 is a controlled substance in China.[8]
