N-oxygenation

Chemistry, physicochemical properties, and biological activities of N -oxygenated adenines 99H(51)1971. 

Clarke, E.N. Oxygen induced surface conductivity on germanium. Physic. 

Aryl and alkyl hydroxylations, epoxide formation, oxidative dealkylation of heteroatoms, reduction, dehalogenation, desulfuration, deamination, aryl N-oxygenation, oxidation of sulfur Oxidation of nucleophilic nitrogen and sulfur, oxidative desulfurization Oxidation of aromatic hydrocarbons, phenols, amines, and sulfides oxidative dealkylation, reduction of N-oxides Alcohol oxidation reduction of ketones Oxidative deamination... 

Cashman JR, Xiong YN, Xu L, et al. N-oxygenation of amphetamine and methamphetamine by the human flavin-containing monooxygenase (form 3) role in bioactivation and detoxication. J Pharmacol Exp Ther 1999 288(3) 1251—1260. 

Clement B, Zimmermann M. Hepatic microsomal N-demethylation of N-methylbenzamidine. N-d ealkylation vs N-oxygenation of amidines. Biochem Pharmacol 1987 36(19) 3127-3133. 

Seto Y, Guengerich FP. Partitioning between N-dealkylation and N-oxygenation in the oxidation of N, N-dialkylarylamines catalyzed by cytochrome P450 2B1. J Biol Chem 1993 268(14) 9986-9997. 

The second row of the periodic table consists of lithium (Li), beryllium (Be), boron (B), carbon (C), nitrogen (N), oxygen (O), fluorine (F) and neon (Ne). Now let s examine the compounds of these elements form with hydrogen. 

P" = tetrahedral phosphorus bearing (4 — n) oxygens bound only to P (e.g. 

SCHEME 10. Reaction pathways of N-oxygenated arylamines in erythrocytes... 

Heterocyclic N-oxygenated compounds derived from food mutagens... 

Table 8. Radius of the minimal cavity enclosed by n oxygen atoms (97)...

Tugnait, M., Hawes, E.M., McKay, G., Rettie, A.E., Haining, R.L., and Midha, K.K. (1997) N-oxygenation of clozapine by flavin-containing monooxygenase. Drug Metab Dispos 25 524-527. 

Vestraete, W., and Alexander, M. (1972). Formation of hydroxylamine from ammonium by N oxygenation. Biochim. Biophys. Acta 261, 59-62. 

Acid hydrolysis of the methoxy N-oxide 79 gives 100, which in turn is converted to the chloropyrazolinone 193 with hydrochloric acid via protonation at the N-oxygen and then loss of water.118,2° Treatment of 96 with hydrochloric acid leads to 77 by a similar sequence of reactions."9... 

The spectrum of 63 shows a small M- 6 peak due to loss of the N-oxygen.68 This is not apparent in related jV-oxides.15... 

As already described1 the electrophilic substitution reactions in the naphthyridines follow the pyridine pattern. Thus, 3-bromo derivatives are formed in all of the l,X-naphthyridines. In addition, dibromo derivatives are formed with the second bromine at the position / to the other ring nitrogen atom. This pattern prevails when either pyridine or nitrobenzene17 is used as a solvent rather than carbon tetrachloride. Bromination of 1,5-naphthyridine JV-oxide affords the 3,6-dibromo-l,5-naphthyridine as a minor product, apparently through prior de-N-oxygenation.18... 

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