Chemistry:14-Methoxydihydromorphinone
From HandWiki
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| IUPAC name
3-Hydroxy-14-methoxy-17-methyl-4,5α-epoxymorphinan-6-one
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| Systematic IUPAC name
(4R,4aS,7aR,12bS)-9-Hydroxy-4a-methoxy-3-methyl-2,3,4,4a,5,6-hexahydro-1H-4,12-methano[1]benzofuro[3,2-e]isoquinolin-7(7aH)-one | |
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3D model (JSmol)
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PubChem CID
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| Properties | |
| C18H21NO4 | |
| Molar mass | 315.369 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 | |
Tracking categories (test):
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
References
- ↑ 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. PMID 20600882.
- ↑ Schmidhammer, H; Spetea, M (2011). Synthesis of 14-alkoxymorphinan derivatives and their pharmacological actions. Topics in Current Chemistry. 299. 63–91. doi:10.1007/128_2010_77. ISBN 978-3-642-18106-1. Bibcode: 2011chop.book...63S.
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