14-Methoxydihydromorphinone

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14-Methoxydihydromorphinone
14-methoxydihydromorphinone.svg
Names
IUPAC name
(5α)-3-Hydroxy-14-methoxy-17-methyl-4,5-epoxymorphinan-6-one
Identifiers
3D model (JSmol)
ChemSpider
Properties
C18H21NO4
Molar mass 315.37 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

14-Methoxydihydromorphinone is a semi-synthetic opioid related to 14-methoxymetopon (14-MM), an opioid with a Ki of 0.15 nM, and 14-O-methyloxymorphone (14-OMO) with a Ki of 0.10 nM. By contrast, oxymorphone has a Ki of 0.97 nM and morphine one of 6.55 nM (all at mu receptors). This suggests that both 14-OMO and 14-MM have a higher mu/kappa selectivity than oxymorphone.[1][2]

See also[edit]

References[edit]

  1. ^ Spetea, M; Bohotin, CR; Asim, MF; Stübegger, K; Schmidhammer, H (2010). "In vitro and in vivo pharmacological profile of the 5-benzyl analogue of 14-methoxymetopon, a novel mu opioid analgesic with reduced propensity to alter motor function". Eur J Pharm Sci. 41 (1): 125–135. doi:10.1016/j.ejps.2010.05.018. PMC 2954314Freely accessible. PMID 20600882. 
  2. ^ Schmidhammer, H; Spetea, M (2011). "Synthesis of 14-alkoxymorphinan derivatives and their pharmacological actions". Top Curr Chem. 299: 63–91. PMID 21630508.