THC Science

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]

In the United States, all CB₁ receptor agonists of the 3-(1-naphthoyl)indole class such as AM-2232 are Schedule I Controlled Substances.^[2]

References[edit]

^ US patent 7241799, Makriyannis A, Deng H, "Cannabimimetic indole derivatives", granted 2007-07-10
^ 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

[2] 21 U.S.C. § 812: Schedules of controlled substances

[1]

[2]

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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^N
ChemSpider	26633898^N
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^N Key:VWVAIBKHFCUSMD-UHFFFAOYSA-N^N
^NY (what is this?) (verify)