Home Pyridines 694-59-7
694-59-7,MFCD11113379
Catalog No.:AA0035H2

694-59-7 | Pyridine-n-oxide

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  • Technical Information
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Technical Information
Catalog Number:
AA0035H2
Chemical Name:
Pyridine-n-oxide
CAS Number:
694-59-7
Molecular Formula:
C5H5NO
Molecular Weight:
95.0993
MDL Number:
MFCD11113379
SMILES:
[O-][n+]1ccccc1
NSC Number:
18250
Properties
Properties
 
BP:
270°C at 760 mmHg  
Form:
Solid  
MP:
62-67 °C(lit.)  
Refractive Index:
1.5939 (estimate)  
Stability:
Hygroscopic  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
50  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
1  
XLogP3:
-1.2  

Literature

Title: Substitution of the nitro group with Grignard reagents: facile arylation and alkenylation of pyridine N-oxides.

Journal: Organic letters 20121102

Title: Production of a new pyridine N-oxide by bioconversion with Cunninghamella echinulata var. elegans.

Journal: Journal of bioscience and bioengineering 20121101

Title: Enantioselective addition of cyclic enol silyl ethers to 2-alkenoyl-pyridine-N-oxides catalysed by Cu(II)-bis(oxazoline) complexes.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120910

Title: Gold-catalysed cycloisomerisation reactions of 2-(2-propynyl)pyridine N-oxides leading to indolizinones.

Journal: Chemical communications (Cambridge, England) 20120807

Title: Temperature and solvent structure dependence of VO2+ complexes of pyridine-N-oxide derivatives and their interaction with human serum transferrin.

Journal: Dalton transactions (Cambridge, England : 2003) 20120628

Title: Effects of metal pyrithione antifoulants on freshwater macrophyte Lemna gibba G3 determined by image analysis.

Journal: Ecotoxicology (London, England) 20120501

Title: Mechanistic studies on direct arylation of pyridine N-oxide: evidence for cooperative catalysis between two distinct palladium centers.

Journal: Journal of the American Chemical Society 20120227

Title: Cu(I)-catalyzed oxidative cyclization of alkynyl oxiranes and oxetanes.

Journal: Journal of the American Chemical Society 20120118

Title: Photochemical activation of ruthenium(II)-pyridylamine complexes having a pyridine-N-oxide pendant toward oxygenation of organic substrates.

Journal: Journal of the American Chemical Society 20111109

Title: Radiolabeling of PAMAM dendrimers conjugated to a pyridine-N-oxide DOTA analog with ¹¹¹In: Optimization of reaction conditions and biodistribution.

Journal: Journal of pharmaceutical and biomedical analysis 20111101

Title: Synthesis of pyridine-N-oxide-borane intramolecular complexes by palladium-catalyzed reaction of 2-bromopyridine-N-oxides with alkynyltriarylborates.

Journal: Organic letters 20110617

Title: Highly enantioselective nitrone cycloadditions with 2-alkenoyl pyridine N-oxides catalyzed by Cu(II)-BOX complexes.

Journal: Organic letters 20110204

Title: Influence of polarity on the scalability and reproducibility of solvent-free microwave-assisted reactions.

Journal: Combinatorial chemistry & high throughput screening 20110201

Title: General and mild preparation of 2-aminopyridines.

Journal: Organic letters 20101119

Title: Modulation of the luminescence quantum efficiency for blue luminophor {Al(salophen)}(+) by ester-substituents.

Journal: Dalton transactions (Cambridge, England : 2003) 20100227

Title: The stability of aryl carbanions derived from pyridine N-oxide: the role of resonance in stabilizing aryl anions.

Journal: Journal of the American Chemical Society 20100113

Title: Densely packed Gd(III)-chelates with fast water exchange on a calix[4]arene scaffold: a potential MRI contrast agent.

Journal: Dalton transactions (Cambridge, England : 2003) 20100107

Title: Pyridine N-oxides as ligands in Cu-catalyzed N-arylation of imidazoles in water.

Journal: Organic letters 20090806

Title: Bioactive pyridine-N-oxide disulfides from Allium stipitatum.

Journal: Journal of natural products 20090327

Title: Molecular recognition of pyridine N-oxides in water using calix[4]pyrrole receptors.

Journal: Journal of the American Chemical Society 20090311

Title: Direct dehydrative N-pyridinylation of amides.

Journal: The Journal of organic chemistry 20090206

Title: Identification of aliphatic and aromatic tertiary N-oxide functionalities in protonated analytes via ion/molecule and dissociation reactions in an FT-ICR mass spectrometer.

Journal: The Journal of organic chemistry 20090206

Title: Lanthanide(III) complexes of pyridine-N-oxide analogues of DOTA in solution and in the solid state. A new kind of isomerism in complexes of DOTA-like ligands.

Journal: Inorganic chemistry 20090119

Title: Pyridine-N-oxide analogues of DOTA and their gadolinium(III) complexes endowed with a fast water exchange on the square-antiprismatic isomer.

Journal: Inorganic chemistry 20090119

Title: Pharmacokinetics of sorafenib in patients with renal impairment undergoing hemodialysis.

Journal: International journal of clinical pharmacology and therapeutics 20090101

Title: An EXAFS spectroscopic, large-angle X-ray scattering, and crystallographic study of hexahydrated, dimethyl sulfoxide and pyridine 1-oxide hexasolvated mercury(II) ions.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20080101

Title: A general and efficient 2-amination of pyridines and quinolines.

Journal: The Journal of organic chemistry 20070608

Title: 2-alkenoyl pyridine N-oxides, highly efficient dienophiles for the enantioselective Cu(II)-bis(oxazoline) catalyzed Diels-Alder reaction.

Journal: Organic letters 20070510

Title: Synthesis of 2-substituted pyridines via a regiospecific alkylation, alkynylation, and arylation of pyridine N-oxides.

Journal: Organic letters 20070329

Title: Amide-N-oxide heterosynthon and amide dimer homosynthon in cocrystals of carboxamide drugs and pyridine N-oxides.

Journal: Molecular pharmaceutics 20070101

Title: Discovery of 3-methyl-N-(1-oxy-3',4',5',6'-tetrahydro-2'H-[2,4'-bipyridine]-1'-ylmethyl)benzamide (ABT-670), an orally bioavailable dopamine D4 agonist for the treatment of erectile dysfunction.

Journal: Journal of medicinal chemistry 20061214

Title: Synthesis development of a naphthyridinone p38 kinase inhibitor.

Journal: Current opinion in drug discovery & development 20061101

Title: Detection of hydrogen bonding in solution: a 2H nuclear magnetic resonance method based on rotational motion of a donor/acceptor complex.

Journal: Physical chemistry chemical physics : PCCP 20060914

Title: Regioselective synthesis of 3-(2-hydroxyaryl)pyridines via arynes and pyridine N-oxides.

Journal: The Journal of organic chemistry 20060609

Title: Pyridine N-oxide derivatives inhibit viral transactivation by interfering with NF-kappaB binding.

Journal: Biochemical pharmacology 20060414

Title: Carboxamide-pyridine N-oxide heterosynthon for crystal engineering and pharmaceutical cocrystals.

Journal: Chemical communications (Cambridge, England) 20060407

Title: Pyridine N-oxide derivatives are inhibitory to the human SARS and feline infectious peritonitis coronavirus in cell culture.

Journal: The Journal of antimicrobial chemotherapy 20060301

Title: Calculations on the group 15 intraring substituted benzenes (pyridine to bismin series) and their datively bonded oxides and sulfides.

Journal: The journal of physical chemistry. A 20051013

Title: In vitro microsomal metabolic studies on a selective mGluR5 antagonist MTEP: characterization of in vitro metabolites and identification of a novel thiazole ring opening aldehyde metabolite.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20050801

Title: Enantioselective approach to the hetisine alkaloids. Synthesis of the 3-methyl-1-aza-tricyclo[5.2.1.0(3,8)]decane core via intramolecular dipolar cycloaddition.

Journal: Organic letters 20050721

Title: Thermally induced N-to-O rearrangement of tert-N-oxides in atmospheric pressure chemical ionization and atmospheric pressure photoionization mass spectrometry: differentiation of N-oxidation from hydroxylation and potential determination of N-oxidation site.

Journal: Analytical chemistry 20050601

Title: Evidence of the electronic factor for the highly enantioselective catalytic efficiency of Cinchona-derived phase-transfer catalysts.

Journal: Organic letters 20050317

Title: 1H NMR and DFT study of proton exchange in heterogeneous structures of pyridine-N-oxide/HCl/DCl/H2O.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20050301

Title: Pyridine N-oxide derivatives: unusual anti-HIV compounds with multiple mechanisms of antiviral action.

Journal: The Journal of antimicrobial chemotherapy 20050201

Title: Metal-organic rotaxane frameworks: three-dimensional polyrotaxanes from lanthanide-ion nodes, pyridinium N-oxide axles, and crown-ether wheels.

Journal: Angewandte Chemie (International ed. in English) 20050128

Title: Unique oxidation reaction of amides with pyridine-N-oxide catalyzed by ruthenium porphyrin: direct oxidative conversion of N-acyl-L-proline to N-acyl-L-glutamate.

Journal: Journal of the American Chemical Society 20050126

Title: Pyridine N-oxide and pyridine-d5 N-oxide: an electrospray/tandem mass spectrometric study carried out at high mass resolution.

Journal: Rapid communications in mass spectrometry : RCM 20050101

Title: HIV-chemotherapy and -prophylaxis: new drugs, leads and approaches.

Journal: The international journal of biochemistry & cell biology 20040901

Title: Orally active CCR5 antagonists as anti-HIV-1 agents 2: synthesis and biological activities of anilide derivatives containing a pyridine N-oxide moiety.

Journal: Chemical & pharmaceutical bulletin 20040701

Title: Inhibition of human immunodeficiency virus by a new class of pyridine oxide derivatives.

Journal: Antimicrobial agents and chemotherapy 20030901

Title: Chemical speciation of insulinomimetic VO(IV) complexes of pyridine-N-oxide derivatives: binary and ternary systems.

Journal: Journal of inorganic biochemistry 20030601

Title: CYP1A1 induction by pyridine and its metabolites in HepG2 cells.

Journal: Archives of biochemistry and biophysics 20020815

Title: Evidence for elevation of cytochrome P4502E1 (alcohol-inducible form) mRNA levels in rat kidney following pyridine administration.

Journal: Biochemical and biophysical research communications 19920731

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