Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C16H21NO.BrH |
| Molecular Weight | 324.256 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Br.OC1=CC2=C(C[C@H]3NCC[C@@]24CCCC[C@@H]34)C=C1
InChI
InChIKey=LJAQABDSIONCIU-QALYCTJVSA-N
InChI=1S/C16H21NO.BrH/c18-12-5-4-11-9-15-13-3-1-2-6-16(13,7-8-17-15)14(11)10-12;/h4-5,10,13,15,17-18H,1-3,6-9H2;1H/t13-,15+,16+;/m0./s1
| Molecular Formula | BrH |
| Molecular Weight | 80.912 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C16H21NO |
| Molecular Weight | 243.344 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Neuropsychotoxic and neuroprotective potentials of dextromethorphan and its analogs. | 2011 |
|
| 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. | 2009-11 |
|
| Inhibitory effect of glutamate release from rat cerebrocortical synaptosomes by dextromethorphan and its metabolite 3-hydroxymorphinan. | 2009-07 |
|
| Metabolism of dextrorphan by CYP2D6 in different recombinantly expressed systems and its implications for the in vitro assessment of dextromethorphan metabolism. | 2009-02 |
|
| Concise synthesis of dimemorfan (DF) starting from 3-hydroxymorphinan (3-HM). | 2008-07 |
|
| Neuropsychotoxicity of abused drugs: potential of dextromethorphan and novel neuroprotective analogs of dextromethorphan with improved safety profiles in terms of abuse and neuroprotective effects. | 2008-01 |
|
| Simultaneous analysis of dextromethorphan and its three metabolites in human plasma using an improved HPLC method with fluorometric detection. | 2007-11-01 |
|
| 3-Hydroxymorphinan, a metabolite of dextromethorphan, protects nigrostriatal pathway against MPTP-elicited damage both in vivo and in vitro. | 2006-12 |
|
| Selective effects of nitric oxide on the disposition of chlorzoxazone and dextromethorphan in isolated perfused rat livers. | 2006-07 |
|
| Effect of methamphetamine on the pharmacokinetics of dextromethorphan and midazolam in rats. | 2005-10-28 |
|
| Evaluation of dextromethorphan metabolism using hepatocytes from CYP2D6 poor and extensive metabolizers. | 2005-06 |
|
| Validation of a liquid chromatography-mass spectrometry method to assess the metabolism of dextromethorphan in rat everted gut sacs. | 2005-05-05 |
|
| 3-hydroxymorphinan is neurotrophic to dopaminergic neurons and is also neuroprotective against LPS-induced neurotoxicity. | 2005-03 |
|
| LC-MS/MS analysis of dextromethorphan metabolism in human saliva and urine to determine CYP2D6 phenotype and individual variability in N-demethylation and glucuronidation. | 2004-12-25 |
|
| Influence of phenylalanine 120 on cytochrome P450 2D6 catalytic selectivity and regiospecificity: crucial role in 7-methoxy-4-(aminomethyl)-coumarin metabolism. | 2004-12-01 |
|
| Maintenance of liver functions in rat hepatocytes cultured as spheroids in a rotating wall vessel. | 2003-08-02 |
|
| Determination of dextromethorphan and its metabolites in rat serum by liquid-liquid extraction and liquid chromatography with fluorescence detection. | 2003-05-25 |
|
| New morphinan derivatives with negligible psychotropic effects attenuate convulsions induced by maximal electroshock in mice. | 2003-03-07 |
|
| A sensitive LC-MS/MS assay for the determination of dextromethorphan and metabolites in human urine--application for drug interaction studies assessing potential CYP3A and CYP2D6 inhibition. | 2002-08-22 |
|
| The effect of grapefruit juice and seville orange juice on the pharmacokinetics of dextromethorphan: the role of gut CYP3A and P-glycoprotein. | 2002-07-26 |
|
| 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? | 2001-11 |
|
| High-performance liquid chromatography assay for simultaneous determination of dextromethorphan and its main metabolites in urine and in microsomal preparations. | 2001-04-15 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:30:22 GMT 2025
by
admin
on
Mon Mar 31 22:30:22 GMT 2025
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| Record UNII |
V44B57LQ23
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| Record Status |
Validated (UNII)
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| Record Version |
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V44B57LQ23
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5486108
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63732-85-4
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DTXSID00980237
Created by
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m8066
Created by
admin on Mon Mar 31 22:30:22 GMT 2025 , Edited by admin on Mon Mar 31 22:30:22 GMT 2025
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PRIMARY | Merck Index |
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PARENT -> SALT/SOLVATE |
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ACTIVE MOIETY |