p-Methoxyfentanyl

P-Methoxyfentanyl
Identifiers
	IUPAC name N-(4-methoxyphenyl)-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide;
CAS Number	1688-41-1;
PubChem CID	527012;
UNII	L9MX8N0TEF;
Chemical and physical data
Formula	C23H30N2O2
Molar mass	366.505 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC(=O)N(C1CCN(CC1)CCC2=CC=CC=C2)C3=CC=C(C=C3)OC;
	InChI InChI=1S/C23H30N2O2/c1-3-23(26)25(20-9-11-22(27-2)12-10-20)21-14-17-24(18-15-21)16-13-19-7-5-4-6-8-19/h4-12,21H,3,13-18H2,1-2H3; Key:QKQAUPIOVFHVJI-UHFFFAOYSA-N;

para-Methoxyfentanyl or p-methoxyfentanyl or 4-methoxyfentanyl is a potent short-acting synthetic opioid analgesic drug. It is an analog of fentanyl, with similar effects but slightly lower potency.^[1]^[2]

References

^ Higashikawa, Yoshiyasu (2008). "Studies on 1-(2-phenethyl)-4-(N-propionylanilino) piperidine (fentanyl) and its related compounds. VI. Structure-analgesic activity relationship for fentanyl, methyl-substituted fentanyls and other analogues". Forensic Toxicology. 26 (1): 1–5. doi:10.1007/s11419-007-0039-1. S2CID 22092512.
^ Sinhorini, Luiz FC (2021). "Synthetic fentanyls evaluation and characterization by infrared spectroscopy employing in silico methods". Computational and Theoretical Chemistry. 1204: 113378. doi:10.1016/j.comptc.2021.113378.

Higashikawa Y, Suzuki S (June 2008). "Studies on 1-(2-phenethyl)-4-(N-propionylanilino)piperidine (fentanyl) and its related compounds. VI. Structure-analgesic activity relationship for fentanyl, methyl-substituted fentanyls and other analogues". Forensic Toxicology. 26 (1): 1–5. doi:10.1007/s11419-007-0039-1. S2CID 22092512.
Alburges ME, Hanson GR, Gibb JW, Sakashita CO, Rollins DE (1992). "Fentanyl receptor assay. II. Utilization of a radioreceptor assay for the analysis of fentanyl analogs in urine". J Anal Toxicol. 16 (1): 36–41. doi:10.1093/jat/16.1.36. PMID 1322477.
Woods J, Medzihradsky F, Smith C, Winger G, Gmerek D (1988). "Evaluation of new compounds for opioid activity: 1987 annual report". NIDA Res. Monogr. 81: 543–90. PMID 3136388.
Aceto M, Bowman E, Harris L, May E (1988). "Dependence studies of new compounds in the rhesus monkey, rat, and mouse, 1987". NIDA Res. Monogr. 81: 485–542. PMID 3136386.
Brine GA, Boldt KG, Huang PT, Sawyer DK, Carroll FI (2009). "Carbon-13 nuclear magnetic resonance spectra of fentanyl analogs". Journal of Heterocyclic Chemistry. 26 (3): 677–686. doi:10.1002/jhet.5570260329.

[1] Higashikawa, Yoshiyasu (2008). "Studies on 1-(2-phenethyl)-4-(N-propionylanilino) piperidine (fentanyl) and its related compounds. VI. Structure-analgesic activity relationship for fentanyl, methyl-substituted fentanyls and other analogues". Forensic Toxicology. 26 (1): 1–5. doi:10.1007/s11419-007-0039-1. S2CID 22092512.

[2] Sinhorini, Luiz FC (2021). "Synthetic fentanyls evaluation and characterization by infrared spectroscopy employing in silico methods". Computational and Theoretical Chemistry. 1204: 113378. doi:10.1016/j.comptc.2021.113378.

[1]

[2]

p-Methoxyfentanyl

See also

References

Further reading

Identifiers


IUPAC name N-(4-methoxyphenyl)-N-[1-(2-phenylethyl)piperidin-4-yl]propanamide
CAS Number	1688-41-1
PubChem CID	527012
UNII	L9MX8N0TEF
Chemical and physical data
Formula	C₂₃H₃₀N₂O₂
Molar mass	366.505 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCC(=O)N(C1CCN(CC1)CCC2=CC=CC=C2)C3=CC=C(C=C3)OC
InChI InChI=1S/C23H30N2O2/c1-3-23(26)25(20-9-11-22(27-2)12-10-20)21-14-17-24(18-15-21)16-13-19-7-5-4-6-8-19/h4-12,21H,3,13-18H2,1-2H3 Key:QKQAUPIOVFHVJI-UHFFFAOYSA-N