Cannabis Ruderalis

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←Created page with '{{Drugbox | Verifiedfields = | verifiedrevid = | IUPAC_name = (5-(2-chlorophenyl)-1-pentyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone | image = JWH-369.svg | width = <!--Clinical data--> | tradename = | pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X --> | pregnancy_US = <!-- A / B / C / D / X --> | pregnancy_category = | legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 --> | legal_CA = Schedule II | legal_DE = | legal...'
 
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'''JWH-369''' ('''(5-(2-chlorophenyl)-1-pentyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone''') is a [[synthetic cannabinoid]] from the naphthoylpyrrole family which acts as a potent agonist of the [[Cannabinoid receptor 1|CB<sub>1</sub>]] (K<sub>i</sub> = 7.9 ± 0.4nM) and [[Cannabinoid receptor 2|CB<sub>2</sub>]] (K<sub>i</sub> = 5.2 ± 0.3nM) receptors, with a slight selectivity for the latter. JWH-369 was first synthesized in 2006 by [[John W. Huffman]] and collegues to examine the nature of ligand binding to the [[Cannabinoid receptor 1|CB<sub>1</sub> receptor]].<ref>{{cite journal |last1=Huffman |first1=John W. |last2=Padgett |first2=Lea W. |last3=Isherwood |first3=Matthew L. |last4=Wiley |first4=Jenny L. |last5=Martin |first5=Billy R. |title=1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles: New high affinity ligands for the cannabinoid CB1 and CB2 receptors |journal=Bioorganic & Medicinal Chemistry Letters |date=October 2006 |volume=16 |issue=20 |pages=5432–5435 |doi=10.1016/j.bmcl.2006.07.051}}</ref>
'''JWH-369''' ('''(5-(2-chlorophenyl)-1-pentyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone''') is a [[synthetic cannabinoid]] from the naphthoylpyrrole family which acts as a potent agonist of the [[Cannabinoid receptor 1|CB<sub>1</sub>]] (K<sub>i</sub> = 7.9 ± 0.4nM) and [[Cannabinoid receptor 2|CB<sub>2</sub>]] (K<sub>i</sub> = 5.2 ± 0.3nM) receptors, with a slight selectivity for the latter. JWH-369 was first synthesized in 2006 by [[John W. Huffman]] and collegues to examine the nature of ligand binding to the [[Cannabinoid receptor 1|CB<sub>1</sub> receptor]].<ref>{{cite journal | vauthors = Huffman JW, Padgett LW, Isherwood ML, Wiley JL, Martin BR | title = 1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles: new high affinity ligands for the cannabinoid CB1 and CB2 receptors | journal = Bioorganic & Medicinal Chemistry Letters | volume = 16 | issue = 20 | pages = 5432–5 | date = October 2006 | pmid = 16889960 | doi = 10.1016/j.bmcl.2006.07.051 }}</ref>


==Legality==
==Legality==
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In the United Kingdom, JWH-369 and other naphthoylpyrrole-based cannabinoids are considered Class B drugs under the [[Misuse of Drugs Act 1971]].
In the United Kingdom, JWH-369 and other naphthoylpyrrole-based cannabinoids are considered Class B drugs under the [[Misuse of Drugs Act 1971]].


==References==
== References ==
{{reflist}}
{{reflist}}


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[[Category:Designer drugs]]
[[Category:Designer drugs]]
[[Category:Pyrroles]]
[[Category:Pyrroles]]



{{Cannabinoid-stub}}
{{Cannabinoid-stub}}

Revision as of 16:16, 20 August 2021

JWH-369
Legal status
Legal status
Identifiers
  • (5-(2-chlorophenyl)-1-pentyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC26H24ClNO
Molar mass401.93 g·mol−1
3D model (JSmol)
  • O=C(C=1C=C(C=2C=CC=CC2Cl)N(C1)CCCCC)C3=CC=CC=4C=CC=CC43
  • InChI=1S/C26H24ClNO/c1-2-3-8-16-28-18-20(17-25(28)23-13-6-7-15-24(23)27)26(29)22-14-9-11-19-10-4-5-12-21(19)22/h4-7,9-15,17-18H,2-3,8,16H2,1H3 checkY
  • Key:SUELCWQJMQQCTF-UHFFFAOYSA-N checkY

JWH-369 ((5-(2-chlorophenyl)-1-pentyl-1H-pyrrol-3-yl)(naphthalen-1-yl)methanone) is a synthetic cannabinoid from the naphthoylpyrrole family which acts as a potent agonist of the CB1 (Ki = 7.9 ± 0.4nM) and CB2 (Ki = 5.2 ± 0.3nM) receptors, with a slight selectivity for the latter. JWH-369 was first synthesized in 2006 by John W. Huffman and collegues to examine the nature of ligand binding to the CB1 receptor.[1]

Legality

In the United States JWH-369 is not federally scheduled, although some states have passed legislation banning the sale, posession, and manufacture of JWH-369.[2][3][4][5]

In Canada, JWH-369 and other naphthoylpyrrole-based cannabinoids are Schedule II controlled substances under the Controlled Drugs and Substances Act.

In the United Kingdom, JWH-369 and other naphthoylpyrrole-based cannabinoids are considered Class B drugs under the Misuse of Drugs Act 1971.

References

  1. ^ Huffman JW, Padgett LW, Isherwood ML, Wiley JL, Martin BR (October 2006). "1-Alkyl-2-aryl-4-(1-naphthoyl)pyrroles: new high affinity ligands for the cannabinoid CB1 and CB2 receptors". Bioorganic & Medicinal Chemistry Letters. 16 (20): 5432–5. doi:10.1016/j.bmcl.2006.07.051. PMID 16889960.
  2. ^ 21 U.S.C. § 812: Schedules of controlled substances
  3. ^ "The 2020 Florida Statutes". www.leg.state.fl.us. Retrieved 20 August 2021.
  4. ^ "Arizona Revised Statutes Title 13. Criminal Code § 13-3401". www.azleg.gov. Retrieved 20 August 2021.
  5. ^ "California Code, Health and Safety Code - HSC § 11357.5". Findlaw.
source: https://en.wikipedia.org/w/index.php?title=JWH-369&diff=prev&oldid=1039765512

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