Morphinan, 3-methoxy
Morphinan, 3-methoxy structure
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Common Name | Morphinan, 3-methoxy | ||
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| CAS Number | 1531-25-5 | Molecular Weight | 257.37100 | |
| Density | 1.12g/cm3 | Boiling Point | 403.2ºC at 760mmHg | |
| Molecular Formula | C17H23NO | Melting Point | N/A | |
| MSDS | N/A | Flash Point | 167.1ºC | |
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A validated SIM GC/MS method for the simultaneous determination of dextromethorphan and its metabolites dextrorphan, 3-methoxymorphinan and 3-hydroxymorphinan in biological matrices and its application to in vitro CYP2D6 and CYP3A4 inhibition study.
Biomed. Chromatogr. 23(11) , 1131-7, (2009) Dextromethorphan is used as a probe drug for assessing CYP2D6 and CYP3A4 activity in vivo and in vitro. A SIM GC/MS method without derivatization for the simultaneous determination of dextromethorphan and its metabolites, dextrorphan, 3-methoxymorphinan and 3... |
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Simultaneous quantification of dextromethorphan and its metabolites dextrorphan, 3-methoxymorphinan and 3-hydroxymorphinan in human plasma by ultra performance liquid chromatography/tandem triple-quadrupole mass spectrometry.
J. Pharm. Biomed. Anal. 54(2) , 387-94, (2011) A rapid and sensitive ultra performance liquid chromatography/tandem mass spectrometry (UPLC-MS/MS) method has been developed and validated for the simultaneous quantitative determination of dextromethorphan (DM) and its metabolites dextrorphan (DX), 3-methox... |
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Effect of black seed on dextromethorphan O- and N-demethylation in human liver microsomes and healthy human subjects.
Drug Metab. Lett. 4(1) , 51-5, (2010) To investigate the effects of black seed on the metabolic activities of CYP3A4 and CYP2D6 in human liver microsomes and in human subjects using dextromethorphan as a probe drug.CYP2D6-mediated O-demethylation and CYP3A4-mediated N-demethylation of dextrometho... |
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mRNA and protein expression of dog liver cytochromes P450 in relation to the metabolism of human CYP2C substrates.
Xenobiotica 33(3) , 225-37, (2003) 1. Interpretation of novel drug exposure and toxicology data from the dog is tempered by our limited molecular and functional knowledge of dog cytochromes P450 (CYPs). The aim was to study the mRNA and protein expression of hepatic dog CYPs in relation to the... |
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Validation of a liquid chromatography-mass spectrometry method to assess the metabolism of dextromethorphan in rat everted gut sacs.
J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 819(1) , 105-13, (2005) A rapid, sensitive and selective liquid chromatography-mass spectrometry (LC-MS) method was developed for the simultaneous assay of dextromethorphan and its metabolites in tissue culture medium and its intestinal metabolism studied with the rat everted gut sa... |
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New morphinan derivatives with negligible psychotropic effects attenuate convulsions induced by maximal electroshock in mice.
Life Sci. 72(16) , 1883-95, (2003) Interest in dextromethorphan (DM) has been renewed because of its anticonvulsant and neuroprotective properties. However, DM at supra-antitussive doses can produce psychotomimetic effects in humans. Recently, we demonstrated that DM exerts psychotropic effect... |
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High-performance liquid chromatography assay for simultaneous determination of dextromethorphan and its main metabolites in urine and in microsomal preparations.
J. Chromatogr. B. Biomed. Sci. Appl. 754(1) , 209-15, (2001) An HPLC method has been developed and validated for the determination of dextromethorphan, dextrorphan, 3-methoxymorphinan and 3-hydroxymorphinan in urine samples. Deconjugated compounds were extracted on silica cartridges using dichloromethane/hexane (95:05,... |
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The role of CYP2D6 in primary and secondary oxidative metabolism of dextromethorphan: in vitro studies using human liver microsomes.
Br. J. Clin. Pharmacol. 38(3) , 243-8, (1994) 1. The enzyme kinetics of dextromethorphan O-demethylation in liver microsomes from three extensive metabolisers (EM) with respect to CYP2D6 indicated high (Km1 2.2-9.4 microM) and low (Km2 55.5-307.3 microM) affinity sites whereas microsomes from two poor me... |
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Comparative contribution to dextromethorphan metabolism by cytochrome P450 isoforms in vitro: can dextromethorphan be used as a dual probe for both CTP2D6 and CYP3A activities?
Drug Metab. Dispos. 29(11) , 1514-20, (2001) Dextromethorphan (DXM) is a widely used probe drug for human CYP2D6 activity both in vitro and in vivo. In humans, DXM is metabolized to dextrorphan (DXO), as well as 3-methoxymorphinan (MEM) and 3-hydroxymorphinan (HYM). The formation of MEM has been attribu... |
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Metabolism of dextromethorphan in vitro: involvement of cytochromes P450 2D6 and 3A3/4, with a possible role of 2E1.
Biopharm. Drug Dispos. 18(3) , 227-40, (1997) Dextromethorphan (DMO), a cough suppressing synthetic analog of codeine, undergoes parallel O-demethylation to dextrorphan (DOP), and N-demethylation to 3-methoxymorphinan (MEM), in humans. 3-hydroxymorphinan, a didemethylated metabolite, is formed secondaril... |