Fentanyl carbamate

Fentanyl carbamate
Legal status
Legal status	US: Schedule I;
Identifiers
	IUPAC name ethyl N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]carbamate;
CAS Number	1465-20-9;
PubChem CID	44371939;
UNII	S8F1YBT7RG;
CompTox Dashboard (EPA)	DTXSID201036723 ;
Chemical and physical data
Formula	C22H28N2O2
Molar mass	352.478 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCOC(=O)N(C1CCN(CC1)CCC2=CC=CC=C2)C3=CC=CC=C3;
	InChI InChI=1S/C22H28N2O2/c1-2-26-22(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/h3-12,21H,2,13-18H2,1H3; Key:BPXVEPWHWMDYCP-UHFFFAOYSA-N;

Fentanyl carbamate (Fentanyl ethyl carbamate, Fentanyl ethylformate) is an opioid analgesic that is an analog of fentanyl and has been sold as a designer drug. It has only around 1/10th the potency of fentanyl, but this still makes it a comparatively potent opioid agonist.^[2] It falls within the definition of Schedule I drugs in the USA under federal drug analogue legislation, and is specifically listed as a Schedule I drug in North Dakota ^[3] and Hawaii.^[4]

References

^ Drug Enforcement Administration, Department of Justice (2018). "Schedules of Controlled Substances:Temporary Placement of Fentanyl-Related Substances in Schedule I. Temporary amendment; temporary scheduling order". Federal Register. 83 (25): 5188–92. PMID 29932611.
^ Varshneya NB, Walentiny DM, Moisa LT, Walker TD, Akinfiresoye LR, Beardsley PM (September 2021). "Fentanyl-related substances elicit antinociception and hyperlocomotion in mice via opioid receptors". Pharmacology, Biochemistry, and Behavior. 208: 173242. doi:10.1016/j.pbb.2021.173242. PMC 9044821. PMID 34302853.
^ "AN ACT to amend and reenact sections 19-03.1-05, 19-03.1-11, and 19-03.1-13 of the North Dakota Century Code, relating to the scheduling of controlled substances; and to declare an emergency" (PDF). Sixty-eighth Legislative Assembly of North Dakota in Regular Session. 3 January 2023.
^ §329-14 Schedule I

[pmid29932611-1] Drug Enforcement Administration, Department of Justice (2018). "Schedules of Controlled Substances:Temporary Placement of Fentanyl-Related Substances in Schedule I. Temporary amendment; temporary scheduling order". Federal Register. 83 (25): 5188–92. PMID 29932611.

[pmid34302853-2] Varshneya NB, Walentiny DM, Moisa LT, Walker TD, Akinfiresoye LR, Beardsley PM (September 2021). "Fentanyl-related substances elicit antinociception and hyperlocomotion in mice via opioid receptors". Pharmacology, Biochemistry, and Behavior. 208: 173242. doi:10.1016/j.pbb.2021.173242. PMC 9044821. PMID 34302853.

[3] "AN ACT to amend and reenact sections 19-03.1-05, 19-03.1-11, and 19-03.1-13 of the North Dakota Century Code, relating to the scheduling of controlled substances; and to declare an emergency" (PDF). Sixty-eighth Legislative Assembly of North Dakota in Regular Session. 3 January 2023.

[4] §329-14 Schedule I

[2]

[3]

[4]

[1]

Legal status

Legal status	US: Schedule I^[1]
Identifiers
IUPAC name ethyl N-phenyl-N-[1-(2-phenylethyl)piperidin-4-yl]carbamate
CAS Number	1465-20-9
PubChem CID	44371939
UNII	S8F1YBT7RG
CompTox Dashboard (EPA)	DTXSID201036723
Chemical and physical data
Formula	C₂₂H₂₈N₂O₂
Molar mass	352.478 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCOC(=O)N(C1CCN(CC1)CCC2=CC=CC=C2)C3=CC=CC=C3
InChI InChI=1S/C22H28N2O2/c1-2-26-22(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/h3-12,21H,2,13-18H2,1H3 Key:BPXVEPWHWMDYCP-UHFFFAOYSA-N

Fentanyl carbamate

See also

References