Secofentanyl

Secofentanyl
Identifiers
	IUPAC name N-[4-[methyl(2-phenylethyl)amino]butan-2-yl]-N-phenylpropanamide;
CAS Number	253342-66-4;
PubChem CID	11724725;
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;

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]

References

^ 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.
^ 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.

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[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.

[pmid30791394-2] 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.

[1]

[2]

Secofentanyl

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Identifiers

IUPAC name N-[4-[methyl(2-phenylethyl)amino]butan-2-yl]-N-phenylpropanamide
CAS Number	253342-66-4
PubChem CID	11724725
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

Secofentanyl

See also

References

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