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1 References  













JWH-251






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From Wikipedia, the free encyclopedia
  

JWH-251
Names
Preferred IUPAC name

2-(2-Methylphenyl)-1-(1-pentyl-1H-indol-3-yl)ethan-1-one

Identifiers

CAS Number

3D model (JSmol)
ChEMBL
ChemSpider

PubChem CID
UNII

CompTox Dashboard (EPA)

  • InChI=1S/C22H25NO/c1-3-4-9-14-23-16-20(19-12-7-8-13-21(19)23)22(24)15-18-11-6-5-10-17(18)2/h5-8,10-13,16H,3-4,9,14-15H2,1-2H3 checkY

    Key: YBIPNGRKUAVSBG-UHFFFAOYSA-N checkY

  • O=C(c2c1ccccc1n(c2)CCCCC)Cc3ccccc3C

Properties

Chemical formula

 C22H25NO
Molar mass 319.448 g·mol−1
Pharmacology
Legal status
  • US: Schedule I

    • Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    ☒N verify (what is checkY☒N ?)

    Infobox references

    JWH-251 (1-pentyl-3-(2-methylphenylacetyl)indole) is a synthetic cannabinoid from the phenylacetylindole family, which acts as a cannabinoid agonist with about five times selectivity for CB1 with a Ki of 29 nM and 146 nM at CB2. Similar to the related 2'-methoxy compound JWH-250, the 2'-chloro compound JWH-203, and the 2'-bromo compound JWH-249, JWH-251 has a phenylacetyl group in place of the naphthoyl ring used in most aminoalkylindole cannabinoid compounds.[2][3]

    In the United States, all CB1 receptor agonists of the 3-phenylacetylindole class such as JWH-251 are Schedule I Controlled Substances.[4]

    References[edit]

    1. ^ Anvisa (2023-07-24). "RDC Nº 804 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 804 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-07-25). Archived from the original on 2023-08-27. Retrieved 2023-08-27.
  • ^ Huffman JW, Szklennik PV, Almond A, Bushell K, Selley DE, He H, et al. (September 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.
  • ^ Manera C, Tuccinardi T, Martinelli A (April 2008). "Indoles and related compounds as cannabinoid ligands". Mini Reviews in Medicinal Chemistry. 8 (4): 370–87. doi:10.2174/138955708783955935. PMID 18473928.
  • ^ 21 U.S.C. § 812: Schedules of controlled substances
    • Stub icon

    This cannabinoid related article is a stub. You can help Wikipedia by expanding it.

  • t
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    • Retrieved from "https://en.wikipedia.org/w/index.php?title=JWH-251&oldid=1215334991"
    Categories: 
    ●JWH cannabinoids
     ●Phenylacetylindoles
     ●Designer drugs
     ●CB1 receptor agonists
     ●CB2 receptor agonists
     ●Pentyl compounds
     ●Cannabinoid stubs
     Hidden categories: 
    ●CS1 Brazilian Portuguese-language sources (pt-br)
     ●Articles without InChI source
     ●Articles without KEGG source
     ●Articles containing unverified chemical infoboxes
     ●Articles with short description
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