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3-Acetyloxymorphone

From Wikipedia, the free encyclopedia

3-Acetyloxymorphone
Names
IUPAC name
14-Hydroxy-17-methyl-6-oxo-4,5α-epoxymorphinan-3-yl acetate
Systematic IUPAC name
(4R,4aS,7aR,12bS)-4a-Hydroxy-3-methyl-7-oxo-2,3,4,4a,5,6,7,7a-octahydro-1H-4,12-methano[1]benzofuro[3,2-e]isoquinolin-9-yl acetate
Other names
Oxymorphone acetate
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C19H21NO5/c1-10(21)24-13-4-3-11-9-14-19(23)6-5-12(22)17-18(19,7-8-20(14)2)15(11)16(13)25-17/h3-4,14,17,23H,5-9H2,1-2H3/t14-,17+,18+,19-/m1/s1
    Key: DMGAPZQHWZFIRE-GRGSLBFTSA-N
  • CN1[C@H](C2)[C@@]3(O)[C@@]4(CC1)C5=C2C=CC(OC(C)=O)=C5O[C@@]4([H])C(CC3)=O
Properties
C19H21NO5
Molar mass 343.379 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

3-Acetyloxymorphone is an opioid analgesic which has never been marketed. It is an acetyl derivative of oxymorphone and is an intermediate in the synthesis of several related drugs.[1]

References

  1. ^ Werner, Lukas; Wernerova, Martina; Machara, Ales; Endoma-Arias, Mary Ann; Duchek, Jan; Adams, David R.; Cox, D. Phillip; Hudlicky, Tomas (2012). "UnexpectedN-Demethylation of Oxymorphone and OxycodoneN-Oxides Mediated by the Burgess Reagent: Direct Synthesis of Naltrexone, Naloxone, and Other Antagonists from Oxymorphone". Advanced Synthesis & Catalysis. 354 (14–15): 2706–2712. doi:10.1002/adsc.201200676.



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This page was last edited on 26 April 2023, at 22:14
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