5F-PCN

5F-PCN
Legal status
Legal status	CA: Schedule II; UK: Class B;
Identifiers
	IUPAC name 1-(5-fluoropentyl)-N-(naphthalen-1-yl)-1H-pyrrolo[3,2-c]pyridine-3-carboxamide;
CAS Number	2219332-48-4 ;
PubChem CID	125181244;
ChemSpider	34450856;
UNII	Q7GH2GGJ3E;
CompTox Dashboard (EPA)	DTXSID901032641 ;
Chemical and physical data
Formula	C23H22FN3O
Molar mass	375.447 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(NC1=C(C=CC=C2)C2=CC=C1)C3=CN(CCCCCF)C4=C3C=NC=C4;
	InChI InChI=1S/C23H22FN3O/c24-12-4-1-5-14-27-16-20(19-15-25-13-11-22(19)27)23(28)26-21-10-6-8-17-7-2-3-9-18(17)21/h2-3,6-11,13,15-16H,1,4-5,12,14H2,(H,26,28); Key:BRRZRRZUERBDQL-UHFFFAOYSA-N;

5F-PCN (also known as 5F-MN-21) is an azaindole-based synthetic cannabinoid that is presumed to be a potent agonist of the CB₁ receptor and has been sold online as a designer drug.^[1]^[2] It is closely related to NNE1. Given the known metabolic liberation (and presence as an impurity) of amantadine in the related compound APINACA, it is suspected that metabolic hydrolysis of the amide group of 5F-PCN may release 1-naphthylamine, a known carcinogen.

Legal status

Sweden's public health agency suggested to classify 5F-PCN as hazardous substance on November 10, 2014.^[3]

References

^ "5F-PCN". Cayman Chemical. Retrieved 22 July 2015.
^ Blaazer AR, Lange JH, van der Neut MA, Mulder A, den Boon FS, Werkman TR, et al. (October 2011). "Novel indole and azaindole (pyrrolopyridine) cannabinoid (CB) receptor agonists: design, synthesis, structure-activity relationships, physicochemical properties and biological activity". European Journal of Medicinal Chemistry. 46 (10): 5086–98. doi:10.1016/j.ejmech.2011.08.021. PMID 21885167.
^ "Cannabinoider föreslås bli klassade som hälsofarlig vara". Folkhälsomyndigheten. Retrieved 22 July 2015.

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[1] "5F-PCN". Cayman Chemical. Retrieved 22 July 2015.

[2] Blaazer AR, Lange JH, van der Neut MA, Mulder A, den Boon FS, Werkman TR, et al. (October 2011). "Novel indole and azaindole (pyrrolopyridine) cannabinoid (CB) receptor agonists: design, synthesis, structure-activity relationships, physicochemical properties and biological activity". European Journal of Medicinal Chemistry. 46 (10): 5086–98. doi:10.1016/j.ejmech.2011.08.021. PMID 21885167.

[3] "Cannabinoider föreslås bli klassade som hälsofarlig vara". Folkhälsomyndigheten. Retrieved 22 July 2015.

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Legal status

See also

References