14-Ethoxymetopon

14-Ethoxymetopon[1] is an opioid analog that is a derivative of metopon which has been substituted with an ethoxy group at the 14-position. It is a highly potent analgesic drug several hundred times more potent than morphine.[2]

14-Ethoxymetopon
Identifiers
IUPAC name
  • 3-Hydroxy-14-ethoxy-5-methyl-7,8-dihydro-4,5α-epoxy-17-methylmorphinan-6-one
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H25NO4
Molar mass343.423 g·mol−1
3D model (JSmol)
SMILES
  • CCOC12CCC(=O)[C@@]3(C14CCN([C@@H]2CC5=C4C(=C(C=C5)O)O3)C)C
InChI
  • InChI=1S/C20H25NO4/c1-4-24-20-8-7-15(23)18(2)19(20)9-10-21(3)14(20)11-12-5-6-13(22)17(25-18)16(12)19/h5-6,14,22H,4,7-11H2,1-3H3/t14-,18-,19?,20?/m1/s1 Y
  • Key:LDTUYTORBPKTNO-HPJZBDCMSA-N Y
 NY (what is this?)  (verify)

References
  1. US 6476044, Wnendt S, Strassburger W, Buschmann H, Reiss-Mueller E, Krueger T, "Use of morphine derivatives as medicaments for the treatment of neuropathic problems", published 2002-11-07
  2. Fürst Z, Búzás B, Friedmann T, Schmidhammer H, Borsodi A (May 1993). "Highly potent novel opioid receptor agonist in the 14-alkoxymetopon series". European Journal of Pharmacology. 236 (2): 209–15. doi:10.1016/0014-2999(93)90591-5. PMID 8391457.
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