N-Phenethyl-14-ethoxymetopon

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N-Phenethyl-14-ethoxymetopon
N-Phenethyl-14-ethoxymetopon2DCSD.svg
Systematic (IUPAC) name
(5α)-14-Ethoxy-3-hydroxy-5-methyl-17-(2-phenylethyl)-4,5-epoxymorphinan-6-one
Identifiers
PubChem CID 11049533
Chemical data
Formula C27H31NO4
Molar mass 433.538 g/mol
3D model (Jmol) Interactive image
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N-Phenethyl-14-ethoxymetopon is a drug that is a derivative of metopon. It is a potent analgesic, around 60 times stronger than morphine and produces significantly less constipation.[1]

N-Phenethyl-14-ethoxymetopon acts as an agonist at both μ- and δ-opioid receptors, with a Ki of 0.16nM at μ and 3.14nM at δ.[2]

See also[edit]

References[edit]

  1. ^ Ananthan, S (2006). "Opioid ligands with mixed μ/δ opioid receptor interactions: An emerging approach to novel analgesics". The AAPS Journal. 8 (1): E118–25. doi:10.1208/aapsj080114. PMC 2751430Freely accessible. PMID 16584118. 
  2. ^ Lattanzi, R; Spetea, M; Schüllner, F; Rief, SB; Krassnig, R; Negri, L; Schmidhammer, H (2005). "Synthesis and biological evaluation of 14-alkoxymorphinans. 22.(1) Influence of the 14-alkoxy group and the substitution in position 5 in 14-alkoxymorphinan-6-ones on in vitro and in vivo activities". Journal of Medicinal Chemistry. 48 (9): 3372–8. doi:10.1021/jm040894o. PMID 15857143.