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JWH-250

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JWH-250
Legal status
Legal status
  • Illegal in Czech Republic and Latvia[1]
Identifiers
  • 2-(2-methoxyphenyl)-1-(1-pentylindol-3-yl)ethanone
CAS Number
PubChem CID
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC22H25NO2
Molar mass335.439 g/mol g·mol−1
3D model (JSmol)
  • COc2ccccc2CC(=O)c(c3ccccc13)cn1CCCCC
 ☒NcheckY (what is this?)  (verify)

JWH-250 or (1-pentyl-3-(2-methoxyphenylacetyl)indole) is an analgesic chemical from the phenylacetylindole family that acts as a cannabinoid agonist at both the CB1 and CB2 receptors, with a Ki of 11nM at CB1 and 33nM at CB2. Unlike many of the older JWH series compounds, this compound does not have a naphthalene ring, instead occupying this position with a 2'-methoxy-phenylacetyl group, making JWH-250 a representative member of a new class of cannabinoid ligands.[2] Other 2'-substituted analogues such as the methyl, chloro and bromo compounds are also active and somewhat more potent.[3][4]

History

JWH-250 was discovered by, and named after the researcher Dr. John W. Huffman. He created JWH-250 and a number of other compounds to research the structure and function of the endocannabinoid system of mammals. Samples of JWH-250 were first identified in May 2009 by the German Federal Criminal Police, as an ingredient in new generation "herbal smoking blends" that had been released since the banning of the original ingredients (C8)-CP 47,497 and JWH-018.[5]

Competition,consumer awareness of the active components,and recent market trends have driven down the capital needed to buy JWH and other research chemicals such as these to a few US dollars per gram on the retail and wholesale markets. [6]

References

  1. ^ Legal article in Latvian (www.likumi.lv)
  2. ^ Huffman, JW; Szklennik, PV; Almond, A; Bushell, K; Selley, DE; He, H; Cassidy, MP; Wiley, JL; Martin, BR (2005). "1-Pentyl-3-phenylacetylindoles, a new class of cannabimimetic indoles". Bioorganic & medicinal chemistry letters. 15 (18): 4110–3. doi:10.1016/j.bmcl.2005.06.008. PMID 16005223. {{cite journal}}: Cite has empty unknown parameter: |author-name-separator= (help); Unknown parameter |author-separator= ignored (help)
  3. ^ Manera, C; Tuccinardi, T; Martinelli, A (2008). "Indoles and related compounds as cannabinoid ligands". Mini reviews in medicinal chemistry. 8 (4): 370–87. doi:10.2174/138955708783955935. PMID 18473928. {{cite journal}}: Cite has empty unknown parameter: |author-name-separator= (help); Unknown parameter |author-separator= ignored (help)
  4. ^ The Cannabinoid Receptors. Edited by Patricia H Reggio. Humana Press 2009. ISBN 978-1-58829-712-9
  5. ^ Understanding the ‘Spice’ phenomenon. EMCDDA, Lisbon, November 2009
  6. ^ http://www.thechemicalbay.com/component/virtuemart/chemicalbay/research-chemicals/jwh-250.html Buy JWH and RCS-4
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