Secofentanyl

Secofentanyl is an opioid derivative which is an analogue of fentanyl where the piperidine ring has been cleaved to form an open-chain structure. It is around 40× less potent than fentanyl itself but still 5–6× the potency of morphine in animal tests.^[1][2]

Secofentanyl

Identifiers
IUPAC name N-[4-[methyl(2-phenylethyl)amino]butan-2-yl]-N-phenylpropanamide
CAS Number	253342-66-4
PubChem CID	11724725
CompTox Dashboard (EPA)	DTXSID901040103
Chemical and physical data
Formula	C22H30N2O
Molar mass	338.495 g·mol−1
3D model (JSmol)	Interactive image
SMILES CCC(=O)N(C1=CC=CC=C1)C(C)CCN(C)CCC2=CC=CC=C2
InChI InChI=1S/C22H30N2O/c1-4-22(25)24(21-13-9-6-10-14-21)19(2)15-17-23(3)18-16-20-11-7-5-8-12-20/h5-14,19H,4,15-18H2,1-3H3 Key:TVSLDWMMAUJGPV-UHFFFAOYSA-N

See also

• Benzylfentanyl
• Homofentanyl
• Diampromide
• Fentanyl azepane
• Isofentanyl
• Phenampromide

References

1. Ivanović MD, Mićović I, Vučković S, Prostran M, Todorović Z, Ivanović E, Kiricojević V, Đorđević JB, Došen-Mićović L (2004). "The synthesis and pharmacological evaluation of (+/-)-2, 3-seco-fentanyl analogues". Journal of the Serbian Chemical Society. 69 (11): 955–68. doi:10.2298/JSC0411955I.
2. Lipiński PF, Kosson P, Matalińska J, Roszkowski P, Czarnocki Z, Jarończyk M, Misicka A, Dobrowolski JC, Sadlej J (February 2019). "Fentanyl Family at the Mu-Opioid Receptor: Uniform Assessment of Binding and Computational Analysis". Molecules (Basel, Switzerland). 24 (4): 740. doi:10.3390/molecules24040740. PMC 6412969. PMID 30791394.