AM-2232

AM-2232
Legal status
Legal status	CA: Schedule II; DE: Anlage II (Authorized trade only, not prescriptible); NZ: Temporary Class; UK: Class B; US: Schedule I;
Identifiers
	IUPAC name 5-(3-(1-Naphthoyl)-1H-indol-1-yl)pentanenitrile;
CAS Number	335161-19-8 ;
ChemSpider	26633898 ;
UNII	40KCH8YIKP;
CompTox Dashboard (EPA)	DTXSID90187157 ;
Chemical and physical data
Formula	C24H20N2O
Molar mass	352.437 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1ccc2c(c1)cccc2C(=O)c3cn(c4c3cccc4)CCCCC#N;
	InChI InChI=1S/C24H20N2O/c25-15-6-1-7-16-26-17-22(20-12-4-5-14-23(20)26)24(27)21-13-8-10-18-9-2-3-11-19(18)21/h2-5,8-14,17H,1,6-7,16H2 ; Key:VWVAIBKHFCUSMD-UHFFFAOYSA-N ;
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AM-2232 (1-(4-cyanobutyl)-3-(naphthalen-1-oyl)indole) is a drug that acts as a potent but unselective agonist for the cannabinoid receptors, with a K_i of 0.28 nM at CB₁ and 1.48 nM at CB₂.^[1]^[2]

In the United States, all CB₁ receptor agonists of the 3-(1-naphthoyl)indole class such as AM-2232 are Schedule I Controlled Substances.^[3]

References

^ US patent 7241799, Makriyannis A, Deng H, "Cannabimimetic indole derivatives", granted 2007-07-10
^ Zagzoog A, Brandt AL, Black T, Kim ED, Burkart R, Patel M, Jin Z, Nikolaeva M, Laprairie RB (May 2021). "Assessment of select synthetic cannabinoid receptor agonist bias and selectivity between the type 1 and type 2 cannabinoid receptor". Scientific Reports. 11 (1): 10611. doi:10.1038/s41598-021-90167-w. PMC 8134483. PMID 34012003.
^ 21 U.S.C. § 812: Schedules of controlled substances

[US_7241799-1] US patent 7241799, Makriyannis A, Deng H, "Cannabimimetic indole derivatives", granted 2007-07-10

[pmid34012003-2] Zagzoog A, Brandt AL, Black T, Kim ED, Burkart R, Patel M, Jin Z, Nikolaeva M, Laprairie RB (May 2021). "Assessment of select synthetic cannabinoid receptor agonist bias and selectivity between the type 1 and type 2 cannabinoid receptor". Scientific Reports. 11 (1): 10611. doi:10.1038/s41598-021-90167-w. PMC 8134483. PMID 34012003.

[3] 21 U.S.C. § 812: Schedules of controlled substances

[1]

[2]

[3]

See also

References