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Cyclic N-Oxides

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Definition: Heterocyclic compounds in which an oxygen is attached to a cyclic nitrogen.     
Examples 4-Hydroxyaminoquinoline-1-oxide; 4-Nitroquinoline-1-oxide; Triacetoneamine-N-Oxyl 		Other names Heterocyclic N-Oxides; Oxides, Cyclic N; N-Oxides, Heterocyclic; N-Oxides, Cyclic; N Oxides, Cyclic; Heterocyclic N Oxides; Cyclic N Oxides
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
sc-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphinan-2-yl)-5-methy-1-pyrroline N-oxide  0   *Cyclic N-Oxides. Anal Chem. 2011 Dec 15;83(24):9600-4
mito-carboxy proxyl  0   *Cyclic N-Oxides *Organophosphorus Compounds. Free Radic Biol Med. 2005 Sep 1;39(5):567-83.
lagerine N-oxide  0   *Biphenyl Compounds *Cyclic N-Oxides *Quinolizidines. Planta Med. 2011 Dec;77(18):2037-41
lagerstroemine N-oxide  0   *Biphenyl Compounds *Cyclic N-Oxides *Quinolizidines. Planta Med. 2011 Dec;77(18):2037-41
5-epi-dihydrolyfoline N-oxide  0   *Biphenyl Compounds *Cyclic N-Oxides *Quinolizidines. Planta Med. 2011 Dec;77(18):2037-41
decamine N-oxide  0   *Biphenyl Compounds *Cyclic N-Oxides *Quinolizidines Alkaloids. Planta Med. 2011 Dec;77(18):2037-41
2-mercaptopyridine-N-oxide  0   *Cyclic N-Oxides. Chemistry. 2011 Nov 25;17(48):13482-94
5,5-dimethyl-pyrroline N-oxide  0   *Cyclic N-Oxides. Molecules. 2011;16(10) (dup#14):8428-36
CEN-209  0   *Cyclic N-Oxides *Triazines. Biochem Pharmacol. 2012 Mar 1;83(5):574-85.
2,2,6,6-tetraethylpiperidine nitroxide  0   *Cyclic N-Oxides *Piperidines Manganese. Free Radic Res. 2011 Nov;45(11-12):1325-32.
5-(N,N,N-trimethylammonio)-1,1,3,3-tetramethylisoindolin-2-yloxyl  0   *Cyclic N-Oxides *Isoindoles. J Magn Reson. 2011 Aug;211(2):170-7
1,1,3,3-tetramethyl-2,3-dihydro-2-azaphenalen-2-yloxyl  0   *Cyclic N-Oxides *Isoindoles. J Magn Reson. 2011 Aug;211(2):170-7.
tris(pyridine N-oxide)  0   *Cyclic N-Oxides *Pyridines. Chirality. 2011 Aug;23(7):543-8
4-nitrobenzodifuroxan  0   *Cyclic N-Oxides. Chemistry. 2011 Jun 27;17(27):7592-604
4,5-epoxy-14-hydroxy sinomenine N-oxide  0   *Cyclic N-Oxides *Morphinans. J Asian Nat Prod Res. 2011 Jun;13(6):523-8
5-hydroxymethyl-5-methyl-pyrroline N-oxide  0   *Cyclic N-Oxides. Bioorg Med Chem. 2011 Jan 15;19(2):985-93
5-(2-furanyl)oxymethyl-5-methyl-pyrroline N-oxide  0   *Cyclic N-Oxides. Bioorg Med Chem. 2011 Jan 15;19(2):985-93
5-(2-pyranyl)oxymethyl-5-methylpyrroline N-oxide  0   *Cyclic N-Oxides. Bioorg Med Chem. 2011 Jan 15;19(2):985-93
5(6)-(2-phenylethenyl)benzo(1,2-c)1,2,5-oxadiazole N-oxide  0   *Cyclic N-Oxides *Oxadiazoles. Mol Divers 2010 Nov;14(4):643-52
2,2,4,4-tetramethylpiperdine-1-oxyl  0   *Cyclic N-Oxides Spin Labels. Chemistry. 2010 Nov 8;16(42):12718-26
2-(4-bromophenyl)-6-methyl-N-(2-(1-oxidopyridin-3-yl)ethyl)pyrimidin-4-amine  0   *Cyclic N-Oxides *Pyridines. Biochem Biophys Res Commun 2010 Nov 12;402(2):280-5
3-acetoxymethoxycarbonyl-2,2,5,5-tetramethyl-1-pyrrolidinyloxyl  0   *Cyclic N-Oxides. J Pharm Sci 2010 Aug;99(8):3594-600
N-ethoxymethyl-3-amino-1,2,4-benzotriazine-1,4-dioxide  0   *Cyclic N-Oxides *Triazines. Biosci Biotechnol Biochem 2010 Jun 23;74(6):1181-7
(rac)-2-isopropyl-2,3-dimethyl-1-oxy-2,3-dihydro-imidazol-4-one  0   *Cyclic N-Oxides. Org Biomol Chem. 2010 Feb 21;8(4):864-72
4,9-dihydrotriazolo(4,5-g)quinoline-1-oxide  0   *Cyclic N-Oxides *Quinolines. Eur J Med Chem. 2009 Dec;44(12):5117-22
2-hydroxypyridine-N-oxide  0   *Cyclic N-Oxides *Pyridines. Inorg Chem. 2009 Dec 7;48(23):10874-6
lycoposerramine-Z  0   *Cyclic N-Oxides Alkaloids. J Org Chem. 2009 Nov 20;74(22):8675-80
lycoposerramine-X  0   *Cyclic N-Oxides Alkaloids. J Org Chem. 2009 Nov 20;74(22):8675-80
3-amino-2,2,5,5,-tetramethyl-1-pyrrolidinyloxy  0   *Cyclic N-Oxides. Anal Chem. 2009 Oct 1;81(19):8033-40
4-maleimide-2,2,6,6-tetramethyl-4-piperidine-N-oxide  0   *Cyclic N-Oxides *Maleimides. Anal Chem. 2009 Sep 15;81(18):7611-7
2,2',5,5'-tetra(tert-butyl)-4,4'-bis(ethoxycarbonyl)-3,3'-bipyrrolyl-1,1'-dioxyl  0   *Cyclic N-Oxides *Pyrroles Spin Labels. J Am Chem Soc 2009 Jul 29;131(29):10092-106
bis-TEMPO-bisketal  0   *Cyclic N-Oxides *Spiro Compounds. Angew Chem Int Ed Engl. 2009;48(27):4996-5000
tetrathiafulvaleneamido-2-pyrimidine-1-oxide  0   *Cyclic N-Oxides Ligands. Inorg Chem 2009 Jun 1;48(11):4631-3
2,6-bis((diphenylphosphinoyl)methyl)pyridine N-oxide  0   *Cyclic N-Oxides *Pyridines. Inorg Chem. 2009 Apr 6;48(7):3104-13
BDPA-TEMPO biradical  0   *Allyl Compounds *Cyclic N-Oxides. Org Lett 2009 May 7;11(9):1871-4
DOV 315090  0   *Cyclic N-Oxides *Pyrimidines. BMC Pharmacol 2008;8:11
5-N-beta-cyclodextrin-carboxamide-5-methyl-1-pyrroline N-oxide  0   *Cyclic N-Oxides *beta-Cyclodextrins. J Org Chem. 2008 Sep 19;73(18):7108-17
UDP-TEMPO  0   *Cyclic N-Oxides Uridine Diphosphate/*analogs & derivatives. Carbohydr Res 2007 Feb 26;342(3-4):460-6
1-hydroxy-2,2,5,5-tetramethyl-3-imidazoline-3-oxide  0   *Cyclic N-Oxides *Imidazolidines. Ultrason Sonochem 2008 Apr;15(4):497-501
Hemi-GS-TEMPO 5-125  0   *Cyclic N-Oxides. Int J Radiat Oncol Biol Phys 2008 Mar 1;70(3):816-25
3-(4-(methylnitrosoamino)-1-hydroxybutyl)pyridine N-oxide  0   *Cyclic N-Oxides *Nitrosamines. Carcinogenesis 1991 Jun;12(6):1029-34
4-(dimethylamino)pyridine N-oxide  0   *Cyclic N-Oxides. Chem Asian J. 2008 Feb 1;3(2):454-61
ethyl 3-phenylquinoxaline-2- carboxylate 1,4-di-N-oxide  0   *Cyclic N-Oxides *Quinoxalines. Molecules. 2008;13(1):78-85
3-furylquinoxaline-2-carbonitrile 1,4-di-N-oxide  0   *Cyclic N-Oxides *Nitriles *Quinoxalines. Molecules. 2008;13(1):69-77
3-thienylquinoxaline-2-carbonitrile 1,4-di-N-oxide  0   *Cyclic N-Oxides *Nitriles *Quinoxalines. Molecules. 2008;13(1):69-77
1-methyl-4-piperidyl diphenylacetate N-oxide  0   *Benzilates *Cyclic N-Oxides. J Pharmacol Exp Ther 2008 Jan;324(1):118-27
5,10-dihydrobenzo(beta)(1,8)naphthyridine-N-oxide  0   *Cyclic N-Oxides *Naphthyridines. Chem Res Toxicol. 2007 Nov;20(11):1709-17
2-(diphenylphosphinoyl)-2-methyl-3,4-dihydro-2H-pyrrole N-oxide  0   *Cyclic N-Oxides *Pyrroles. Anal Sci. 2007 Oct;23(10):1233-5
14-hydroxyhetisinone N-oxide  0   *Cyclic N-Oxides *Diterpenes. Nat Prod Res 2007 Oct;21(12):1048-55
5-ethoxycarbonyl-3,5-dimethyl-pyrroline N-oxide  0   *Cyclic N-Oxides. Bioorg Med Chem Lett 2007 Oct 15;17(20):5656-60
XJB-5-131  0   *Cyclic N-Oxides. Crit Care Med 2007 Sep;35(9 Suppl):S461-7
1-oxyl-2,2,5,5-tetramethylpyrroline-3-carboxylate  0   *Cyclic N-Oxides. Biophys Chem 2007 Sep;129(2-3):148-62
2-aza-1-methyladamantane N-oxyl  0   *Cyclic N-Oxides Adamantane/*analogs & derivatives. J Am Chem Soc 2006 Jul 5;128(26):8412-3
2-azaadamantane N-oxyl  0   *Cyclic N-Oxides Adamantane/*analogs & derivatives. J Am Chem Soc 2006 Jul 5;128(26):8412-3
4-amino-2,2,6,6-tetramethylpiperidine oxide  0   *Cyclic N-Oxides. J Phys Chem B 2006 Aug 24;110(33):16353-8
2'-deoxycytidine-N-oxide  0   *Cyclic N-Oxides Deoxycytidine/*analogs & derivatives. Nucleic Acids Symp Ser (Oxf) 2006;(50):189-90
1-(TEMPO-4-oxy)-3-(TEMPO-4-amino)propan-2-ol  0   *Cyclic N-Oxides *Propanols. J Am Chem Soc 2006 Sep 6;128(35):11385-90
2,2,5,5-tetramethylpyrrolin-1-yloxy-3-acetylene  0   *Cyclic N-Oxides *Pyrroles. Nucleic Acids Res 2007;35(9):3128-43
2-(2-hydroxyphenyliminomethyl)pyridine N-oxide  0   *Cyclic N-Oxides *Pyridines Ligands. Inorg Chem 2007 Mar 5;46(5):1544-6
2-pyridinecarboxaldehyde N-oxide  0   *Cyclic N-Oxides *Pyridines. Inorg Chem 2007 Mar 5;46(5):1544-6
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012
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