JWH-250: Difference between revisions
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| IUPAC_name = 2-(2-methoxyphenyl)-1-(1-pentylindol-3-yl)ethanone |
| IUPAC_name = 2-(2-methoxyphenyl)-1-(1-pentylindol-3-yl)ethanone |
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'''JWH-250''' ('''1-pentyl-3-(2-methoxyphenylacetyl)indole''') is an [[analgesic]] chemical from the aminoalkylindole family, which acts as a [[cannabinoid]] [[agonist]] at both the [[Cannabinoid receptor 1|CB<sub>1</sub>]] and [[Cannabinoid receptor 2 (macrophage)|CB<sub>2</sub>]] receptors, with a [[Dissociation constant|Ki]] of 11nM at CB<sub>1</sub> and 33nM at CB<sub>2</sub>. Unlike many of the older JWH series compounds, this compound does not have a [[naphthalene]] ring, instead occupying this position with a 2'-methoxyphenylacetyl group, making JWH-250 a representative member of a new class of cannabinoid ligands.<ref>Huffman JW, Szklennik PV, Almond A, Bushell K, Selley DE, He H, Cassidy MP, Wiley JL, Martin BR. 1-Pentyl-3-phenylacetylindoles, a new class of cannabimimetic indoles. ''Bioorganic and Medicinal Chemistry Letters''. 2005 Sep 15;15(18):4110-3. PMID 16005223</ref> Other 2'-substituted analogues such as the methyl, chloro and bromo compounds are also active and somewhat more potent.<ref>Manera C, Tuccinardi T, Martinelli A. Indoles and related compounds as cannabinoid ligands. ''Mini Reviews in Medicinal Chemistry''. 2008 Apr;8(4):370-87. PMID 18473928</ref><ref>The Cannabinoid Receptors. Edited by Patricia H Reggio. Humana Press 2009. ISBN 978-1-58829-712-9</ref> |
'''JWH-250''' ('''1-pentyl-3-(2-methoxyphenylacetyl)indole''') is an [[analgesic]] chemical from the aminoalkylindole family, which acts as a [[cannabinoid]] [[agonist]] at both the [[Cannabinoid receptor 1|CB<sub>1</sub>]] and [[Cannabinoid receptor 2 (macrophage)|CB<sub>2</sub>]] receptors, with a [[Dissociation constant|Ki]] of 11nM at CB<sub>1</sub> and 33nM at CB<sub>2</sub>. Unlike many of the older JWH series compounds, this compound does not have a [[naphthalene]] ring, instead occupying this position with a 2'-methoxyphenylacetyl group, making JWH-250 a representative member of a new class of cannabinoid ligands.<ref>Huffman JW, Szklennik PV, Almond A, Bushell K, Selley DE, He H, Cassidy MP, Wiley JL, Martin BR. 1-Pentyl-3-phenylacetylindoles, a new class of cannabimimetic indoles. ''Bioorganic and Medicinal Chemistry Letters''. 2005 Sep 15;15(18):4110-3. PMID 16005223</ref> Other 2'-substituted analogues such as the methyl, chloro and bromo compounds are also active and somewhat more potent.<ref>Manera C, Tuccinardi T, Martinelli A. Indoles and related compounds as cannabinoid ligands. ''Mini Reviews in Medicinal Chemistry''. 2008 Apr;8(4):370-87. PMID 18473928</ref><ref>The Cannabinoid Receptors. Edited by Patricia H Reggio. Humana Press 2009. ISBN 978-1-58829-712-9</ref> |
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Samples of JWH-250 were first identified in May 2009 by the German Federal Criminal Police, as an ingredient in new generation "[[Spice (drug)|herbal smoking blends]]" which had been released since the banning of the original ingredients (C8)-[[CP 47,497]] and [[JWH-018]].<ref>[http://www.emcdda.europa.eu/attachements.cfm/att_80086_EN_Spice%20Thematic%20paper%20%E2%80%94%20final%20version.pdf Understanding the ‘Spice’ phenomenon. EMCDDA, Lisbon, November 2009]</ref> |
Samples of JWH-250 were first identified in May 2009 by the German Federal Criminal Police, as an ingredient in new generation "[[Spice (drug)|herbal smoking blends]]" which had been released since the banning of the original ingredients (C8)-[[CP 47,497]] and [[JWH-018]].<ref>[http://www.emcdda.europa.eu/attachements.cfm/att_80086_EN_Spice%20Thematic%20paper%20%E2%80%94%20final%20version.pdf Understanding the ‘Spice’ phenomenon. EMCDDA, Lisbon, November 2009]</ref> |
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{{cannabinoid-stub}} |
{{cannabinoid-stub}} |
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==References== |
==References== |
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<references/> |
<references/> |
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{{Cannabinoids}} |
{{Cannabinoids}} |
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[[Category:Cannabinoids]] |
[[Category:Cannabinoids]] |
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[[Category:Aminoalkylindoles]] |
[[Category:Aminoalkylindoles]] |
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Revision as of 21:49, 28 November 2009
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| File:JWH-250 structure.png | |
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| Chemical and physical data | |
| Formula | C22H25NO2 |
| Molar mass | 335.438 g/mol g·mol−1 |
| 3D model (JSmol) | |
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Check out: WWW.JWH4U.COM for great deals! JWH-250 (1-pentyl-3-(2-methoxyphenylacetyl)indole) is an analgesic chemical from the aminoalkylindole family, which 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'-methoxyphenylacetyl group, making JWH-250 a representative member of a new class of cannabinoid ligands.[1] Other 2'-substituted analogues such as the methyl, chloro and bromo compounds are also active and somewhat more potent.[2][3] Check out: WWW.JWH4U.COM for great deals! 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" which had been released since the banning of the original ingredients (C8)-CP 47,497 and JWH-018.[4] Check out: WWW.JWH4U.COM for great deals!
 | This cannabinoid related article is a stub. You can help Wikipedia by expanding it. |
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References
- ^ Huffman JW, Szklennik PV, Almond A, Bushell K, Selley DE, He H, Cassidy MP, Wiley JL, Martin BR. 1-Pentyl-3-phenylacetylindoles, a new class of cannabimimetic indoles. Bioorganic and Medicinal Chemistry Letters. 2005 Sep 15;15(18):4110-3. PMID 16005223
- ^ Manera C, Tuccinardi T, Martinelli A. Indoles and related compounds as cannabinoid ligands. Mini Reviews in Medicinal Chemistry. 2008 Apr;8(4):370-87. PMID 18473928
- ^ The Cannabinoid Receptors. Edited by Patricia H Reggio. Humana Press 2009. ISBN 978-1-58829-712-9
- ^ Understanding the ‘Spice’ phenomenon. EMCDDA, Lisbon, November 2009
Check out: WWW.JWH4U.COM for great deals! Check out: WWW.JWH4U.COM for great deals!
Check out: WWW.JWH4U.COM for great deals! Check out: WWW.JWH4U.COM for great deals!