Oxidative N-demethylation of N,N-dimethylaniline by purified isozymes of cytochrome P-450
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Cited by (16)
First observation of methane photochemical generation from an N,N-dimethylamino-substituted arene: the case of 4-(N,N-dimethylamino)benzaldehyde (DMABA)
2016, TetrahedronCitation Excerpt :N,N-dimethyl substituted anilines have been the subject of intense investigation mostly because they are suitable chemical models for study of demethylation reactions mimicking enzymatic processes involving cytochrome P-450 and lignin peroxidase.1–4 For example, the metabolism of the parent N,N-dimethylaniline (DMA) by rabbit liver microsomes results in the formation of N-methylaniline and formaldehyde, through a cytochrome P-450 catalyzed demethylation reaction.5 Photoinduced N-dealkylations (predominantly N-demethylations) are used in conversion of natural products, such as alkaloids.6,7
Protective effect of N,N'-dialkylated analogs of 4,4'-diaminodiphenylsulfone in a model of intrastriatal quinolinic acid induced-excitotoxicity
2012, Neuroscience LettersCitation Excerpt :As we observed in our study, reduced methemoglobin formation up to 30% from that of DDS, is directly related to increased bulk of the N-alkyl substituent that in turn could be inhibiting the formation of aromatic hydroxylamines caused by the metabolic intermediaries derived from the N-dealkylation of amino groups. The notorious decrease in the formation of the original molecule (DDS) and its mono-acetylated metabolite, both precursors of hemoglobin-oxidizing species and the slowing of the microsomal N-hydroxylation rate, derive from the addition of an alkyl substituent on the aromatic amine groups [7,18,33]. On the other hand, DDS penetration trough BBB has been previously demonstrated by measuring the sulfone in brain tissue from Lewis rats and in human by determining its content in CSF samples obtained from AIDS patients receiving prophylactic treatment for encephalitis caused by Toxoplasma gondii and Pneumocystis carinii pneumonia [9,10,16].
A combination of 3D-QSAR, docking, local-binding energy (LBE) and GRID study of the species differences in the carcinogenicity of benzene derivatives chemicals
2008, Journal of Molecular Graphics and ModellingDirect trapping of formaldehyde formed via oxidative N-demethylation of N,N-dialkylarylamines by Bacillus megaterium using cysteamine derivatization
2006, Journal of Microbiological MethodsInvolvement of CYP2D6, CYP3A4, and other cytochrome P-450 isozymes in N-dealkylation reactions
1994, Journal of Pharmacological and Toxicological Methods
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Present address: Division of Radiation Physics, Department of Radiology, Medical College of Virginia, Station Box 72, Richmond, VA 23298.