Acrylfentanyl

Acrylfentanyl
Clinical data
ATC code	None;
Legal status
Legal status	BR: Class F1 (Prohibited narcotics); CA: Schedule I; DE: Anlage II (Authorized trade only, not prescriptible); UK: Class A; US: Schedule I; Illegal in Sweden;
Identifiers
	IUPAC name N-Phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]prop-2-enamide;
CAS Number	82003-75-6; HCl: 79279-03-1;
PubChem CID	10314851; HCl: 12782338;
ChemSpider	8490316; HCl: 24621155;
UNII	T64K7YD33B; HCl: QY70U25H9M;
KEGG	C22755;
ChEBI	CHEBI:233682;
ChEMBL	ChEMBL1196205; HCl: ChEMBL556159;
CompTox Dashboard (EPA)	DTXSID701036742 ;
Chemical and physical data
Formula	C22H26N2O
Molar mass	334.463 g·mol−1
3D model (JSmol)	Interactive image; HCl: Interactive image;
	SMILES C=CC(=O)N(c2ccccc2)C1CCN(CC1)CCc3ccccc3; ; HCl: C=CC(=O)N(c2ccccc2)C1CCN(CC1)CCc3ccccc3.Cl;
	InChI InChI=1S/C22H26N2O/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19/h2-12,21H,1,13-18H2; Key:RFQNLMWUIJJEQF-UHFFFAOYSA-N; ; HCl: InChI=1S/C22H26N2O.ClH/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19;/h2-12,21H,1,13-18H2;1H; Key:YUHNRLIKLNYPDD-UHFFFAOYSA-N;

Acrylfentanyl (also known as acryloylfentanyl) is a highly potent opioid analgesic that is an analog of fentanyl and has been sold online as a designer drug. In animal studies the IC₅₀ (the half maximal inhibitory concentration for acrylfentanyl to displace naloxone) is 1.4 nM, being slightly more potent than fentanyl itself (1.6 nM) as well as having a longer duration of action.

Clinical data


ATC code	None
Legal status
Legal status	BR: Class F1 (Prohibited narcotics) CA: Schedule I DE: Anlage II (Authorized trade only, not prescriptible) UK: Class A US: Schedule I Illegal in Sweden
Identifiers
IUPAC name N-Phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]prop-2-enamide
CAS Number	82003-75-6 HCl: 79279-03-1
PubChem CID	10314851 HCl: 12782338
ChemSpider	8490316 HCl: 24621155
UNII	T64K7YD33B HCl: QY70U25H9M
KEGG	C22755
ChEBI	CHEBI:233682
ChEMBL	ChEMBL1196205 HCl: ChEMBL556159
CompTox Dashboard (EPA)	DTXSID701036742
Chemical and physical data
Formula	C₂₂H₂₆N₂O
Molar mass	334.463 g·mol⁻¹
3D model (JSmol)	Interactive image HCl: Interactive image
SMILES C=CC(=O)N(c2ccccc2)C1CCN(CC1)CCc3ccccc3 HCl: C=CC(=O)N(c2ccccc2)C1CCN(CC1)CCc3ccccc3.Cl
InChI InChI=1S/C22H26N2O/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19/h2-12,21H,1,13-18H2 Key:RFQNLMWUIJJEQF-UHFFFAOYSA-N HCl: InChI=1S/C22H26N2O.ClH/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19;/h2-12,21H,1,13-18H2;1H Key:YUHNRLIKLNYPDD-UHFFFAOYSA-N