13161-30-3,MFCD00006195
Catalog No.:AA000ZFN

13161-30-3 | 2-Hydroxypyridine-N-oxide

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5g
98%
in stock  
$7.00   $5.00
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25g
≥98%
in stock  
$22.00   $15.00
- +
100g
95%
in stock  
$69.00   $48.00
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500g
98%
in stock  
$221.00   $155.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Application
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA000ZFN
Chemical Name:
2-Hydroxypyridine-N-oxide
CAS Number:
13161-30-3
Molecular Formula:
C5H5NO2
Molecular Weight:
111.0987
MDL Number:
MFCD00006195
SMILES:
Oc1cccc[n+]1[O-]
NSC Number:
406972
Properties
Computed Properties
 
Complexity:
160  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0  
Rotatable Bond Count:
0  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-0.7  

Synonyms
 
  
Downstream Synthesis Route

[1]JournalofPhysicalChemistry,1980,vol.84,p.532-534

[1]ChemicalCommunications,2000,p.1577-1578

[2]ChemicalCommunications,2002,p.1040-1041

[3]ChemistryofHeterocyclicCompounds,1980,vol.16,p.264-271    KhimiyaGeterotsiklicheskikhSoedinenii,1980,vol.16,p.354-362

[1]ChemicalandPharmaceuticalBulletin,1981,vol.29,p.3529-3535

[2]ChemicalandPharmaceuticalBulletin,1981,vol.29,p.3529-3535

[1]ChemicalandPharmaceuticalBulletin,1981,vol.29,p.3529-3535

[1]ChemicalandPharmaceuticalBulletin,1981,vol.29,p.3529-3535

Literature

Title: Characterization of cobalt(III) hydroxamic acid complexes based on a tris(2-pyridylmethyl)amine scaffold: reactivity toward cysteine methyl ester.

Journal: Inorganic chemistry 20120903

Title: Versatile effects of aurone structure on mushroom tyrosinase activity.

Journal: Chembiochem : a European journal of chemical biology 20120305

Title: Differentiation of isomeric hydroxypyridine N-oxides using metal complexation and electrospray ionization mass spectrometry.

Journal: Journal of the American Society for Mass Spectrometry 20110301

Title: Identifying chelators for metalloprotein inhibitors using a fragment-based approach.

Journal: Journal of medicinal chemistry 20110127

Title: Eu(III) complexes of functionalized octadentate 1-hydroxypyridin-2-ones: stability, bioconjugation, and luminescence resonance energy transfer studies.

Journal: Inorganic chemistry 20101101

Title: An experimental and computational study on the dissociation behavior of hydroxypyridine N-oxides in atmospheric pressure ionization mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20100501

Title: Sulfonate esters of 1-hydroxypyridin-2(1H)-one and ethyl 2-cyano-2-(hydroxyimino)acetate (oxyma) as effective peptide coupling reagents to replace 1-hydroxybenzotriazole and 1-hydroxy-7-azabenzotriazole.

Journal: Chemical & pharmaceutical bulletin 20100401

Title: A direct LC/MS/MS method for the determination of ciclopirox penetration across human nail plate in in vitro penetration studies.

Journal: Journal of pharmaceutical and biomedical analysis 20100105

Title: Photolabile N-hydroxypyrid-2(1H)-one derivatives of guanine nucleosides: a new method for independent guanine radical generation.

Journal: Organic & biomolecular chemistry 20091207

Title: Titanium(IV) complexes with N,N'-dialkyl-2,3-dihydroxyterephthalamides and 1-hydroxy-2(1H)-pyridinone as siderophore and tunichrome analogues.

Journal: Inorganic chemistry 20091116

Title: Aryl bridged 1-hydroxypyridin-2-one: effect of the bridge on the Eu(III) sensitization process.

Journal: Inorganic chemistry 20091005

Title: Selective removal of lanthanides from natural waters, acidic streams and dialysate.

Journal: Journal of hazardous materials 20090915

Title: Circularly polarized luminescence in enantiopure europium and terbium complexes with modular, all-oxygen donor ligands.

Journal: Inorganic chemistry 20090907

Title: From antenna to assay: lessons learned in lanthanide luminescence.

Journal: Accounts of chemical research 20090421

Title: Isolation of 2-pyridone alkaloids from a New Zealand marine-derived penicillium species.

Journal: Journal of natural products 20090327

Title: Synthesis and characterization of mononuclear hydroxamato and hydroximato complexes of iron(III) based on the tris-(2-pyridylmethyl)amine ligand.

Journal: Dalton transactions (Cambridge, England : 2003) 20081207

Title: Synthesis of celecoxib analogs that possess a N-hydroxypyrid-2(1H)one 5-lipoxygenase pharmacophore: biological evaluation as dual inhibitors of cyclooxygenases and 5-lipoxygenase with anti-inflammatory activity.

Journal: Bioorganic & medicinal chemistry letters 20081201

Title: Aryl-bridged 1-hydroxypyridin-2-one: sensitizer ligands for Eu(III).

Journal: Inorganic chemistry 20080721

Title: Synthesis and biological evaluation of 1-(benzenesulfonamido)-2-[5-(N-hydroxypyridin-2(1H)-one)]acetylene regioisomers: a novel class of 5-lipoxygenase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20080715

Title: Highly luminescent lanthanide complexes of 1-hydroxy-2-pyridinones.

Journal: Inorganic chemistry 20080421

Title: Diaqua-bis(picolinato N-oxide-κO,O')zinc(II).

Journal: Acta crystallographica. Section E, Structure reports online 20080101

Title: Improved determination of structural changes of 2-pyridone-(H2O)1 upon electronic excitation.

Journal: The journal of physical chemistry. A 20070503

Title: A three-dimensional framework structure constructed from 2-(2-pyridyl-N-oxide) ethylphosphonic acid and Nd(III).

Journal: Inorganic chemistry 20060501

Title: The relative and absolute configuration of PF1140.

Journal: The Journal of antibiotics 20050601

Title: Paecilosetin, a new bioactive fungal metabolite from a New Zealand isolate of Paecilomyces farinosus.

Journal: Journal of natural products 20050501

Title: An unusual oxidative cyclization: studies towards the biomimetic synthesis of pyridomacrolidin.

Journal: Organic letters 20030626

Title: Examination of novel zinc-binding groups for use in matrix metalloproteinase inhibitors.

Journal: Inorganic chemistry 20030602

Application
2-Pyridinol 1-oxide (HOPO) serves as a peptide coupling agent, acting as an alternative to HOBt. Its unique chemical properties enable it to form stable chelate complexes with transition metal ions. This compound finds application in various fields:

1. Fabrication of gold electrodes for electrochemical detection of europium using cyclic voltammetry.
2. Preparation of polymeric nickel (II) complexes of 2-hydroxypyridine-N-oxide.
3. Participation in the synthesis of 1-methoxypyrid-4-one, facilitated by sodium methoxide and methyl toluene-9-sulphonate. 

These applications underscore the versatility and utility of 2-Pyridinol 1-oxide in analytical chemistry, materials science, and organic synthesis.
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Tags:13161-30-3 Molecular Formula|13161-30-3 MDL|13161-30-3 SMILES|13161-30-3 2-Hydroxypyridine-N-oxide
Catalog No.: AA000ZFN
13161-30-3,MFCD00006195
13161-30-3 | 2-Hydroxypyridine-N-oxide
Pack Size: 5g
Purity: 98%
in stock
$7.00 $5.00
Pack Size: 25g
Purity: ≥98%
in stock
$22.00 $15.00
Pack Size: 100g
Purity: 95%
in stock
$69.00 $48.00
Pack Size: 500g
Purity: 98%
in stock
$221.00 $155.00
Quantity
- +
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Technical Information
Catalog Number: AA000ZFN
Chemical Name: 2-Hydroxypyridine-N-oxide
CAS Number: 13161-30-3
Molecular Formula: C5H5NO2
Molecular Weight: 111.0987
MDL Number: MFCD00006195
SMILES: Oc1cccc[n+]1[O-]
NSC Number: 406972
Properties
Complexity: 160  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 8  
Hydrogen Bond Acceptor Count: 2  
Hydrogen Bond Donor Count: 1  
Isotope Atom Count: 0  
Rotatable Bond Count: 0  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -0.7  
105:   
Downstream Synthesis Route
694-59-7    6602-28-4    6890-62-6    13161-30-3 

[1]JournalofPhysicalChemistry,1980,vol.84,p.532-534

142-08-5    13161-30-3 

[1]ChemicalCommunications,2000,p.1577-1578

[2]ChemicalCommunications,2002,p.1040-1041

[3]ChemistryofHeterocyclicCompounds,1980,vol.16,p.264-271    KhimiyaGeterotsiklicheskikhSoedinenii,1980,vol.16,p.354-362

13161-30-3    74405-07-5    74405-16-6 

[1]ChemicalandPharmaceuticalBulletin,1981,vol.29,p.3529-3535

[2]ChemicalandPharmaceuticalBulletin,1981,vol.29,p.3529-3535

13161-30-3    81415-92-1    81416-09-3 

[1]ChemicalandPharmaceuticalBulletin,1981,vol.29,p.3529-3535

13161-30-3    74405-13-3    81416-07-1 

[1]ChemicalandPharmaceuticalBulletin,1981,vol.29,p.3529-3535

Literature fold

Title: Characterization of cobalt(III) hydroxamic acid complexes based on a tris(2-pyridylmethyl)amine scaffold: reactivity toward cysteine methyl ester.

Journal: Inorganic chemistry20120903

Title: Versatile effects of aurone structure on mushroom tyrosinase activity.

Journal: Chembiochem : a European journal of chemical biology20120305

Title: Differentiation of isomeric hydroxypyridine N-oxides using metal complexation and electrospray ionization mass spectrometry.

Journal: Journal of the American Society for Mass Spectrometry20110301

Title: Identifying chelators for metalloprotein inhibitors using a fragment-based approach.

Journal: Journal of medicinal chemistry20110127

Title: Eu(III) complexes of functionalized octadentate 1-hydroxypyridin-2-ones: stability, bioconjugation, and luminescence resonance energy transfer studies.

Journal: Inorganic chemistry20101101

Title: An experimental and computational study on the dissociation behavior of hydroxypyridine N-oxides in atmospheric pressure ionization mass spectrometry.

Journal: Journal of mass spectrometry : JMS20100501

Title: Sulfonate esters of 1-hydroxypyridin-2(1H)-one and ethyl 2-cyano-2-(hydroxyimino)acetate (oxyma) as effective peptide coupling reagents to replace 1-hydroxybenzotriazole and 1-hydroxy-7-azabenzotriazole.

Journal: Chemical & pharmaceutical bulletin20100401

Title: A direct LC/MS/MS method for the determination of ciclopirox penetration across human nail plate in in vitro penetration studies.

Journal: Journal of pharmaceutical and biomedical analysis20100105

Title: Photolabile N-hydroxypyrid-2(1H)-one derivatives of guanine nucleosides: a new method for independent guanine radical generation.

Journal: Organic & biomolecular chemistry20091207

Title: Titanium(IV) complexes with N,N'-dialkyl-2,3-dihydroxyterephthalamides and 1-hydroxy-2(1H)-pyridinone as siderophore and tunichrome analogues.

Journal: Inorganic chemistry20091116

Title: Aryl bridged 1-hydroxypyridin-2-one: effect of the bridge on the Eu(III) sensitization process.

Journal: Inorganic chemistry20091005

Title: Selective removal of lanthanides from natural waters, acidic streams and dialysate.

Journal: Journal of hazardous materials20090915

Title: Circularly polarized luminescence in enantiopure europium and terbium complexes with modular, all-oxygen donor ligands.

Journal: Inorganic chemistry20090907

Title: From antenna to assay: lessons learned in lanthanide luminescence.

Journal: Accounts of chemical research20090421

Title: Isolation of 2-pyridone alkaloids from a New Zealand marine-derived penicillium species.

Journal: Journal of natural products20090327

Title: Synthesis and characterization of mononuclear hydroxamato and hydroximato complexes of iron(III) based on the tris-(2-pyridylmethyl)amine ligand.

Journal: Dalton transactions (Cambridge, England : 2003)20081207

Title: Synthesis of celecoxib analogs that possess a N-hydroxypyrid-2(1H)one 5-lipoxygenase pharmacophore: biological evaluation as dual inhibitors of cyclooxygenases and 5-lipoxygenase with anti-inflammatory activity.

Journal: Bioorganic & medicinal chemistry letters20081201

Title: Aryl-bridged 1-hydroxypyridin-2-one: sensitizer ligands for Eu(III).

Journal: Inorganic chemistry20080721

Title: Synthesis and biological evaluation of 1-(benzenesulfonamido)-2-[5-(N-hydroxypyridin-2(1H)-one)]acetylene regioisomers: a novel class of 5-lipoxygenase inhibitors.

Journal: Bioorganic & medicinal chemistry letters20080715

Title: Highly luminescent lanthanide complexes of 1-hydroxy-2-pyridinones.

Journal: Inorganic chemistry20080421

Title: Diaqua-bis(picolinato N-oxide-κO,O')zinc(II).

Journal: Acta crystallographica. Section E, Structure reports online20080101

Title: Improved determination of structural changes of 2-pyridone-(H2O)1 upon electronic excitation.

Journal: The journal of physical chemistry. A20070503

Title: A three-dimensional framework structure constructed from 2-(2-pyridyl-N-oxide) ethylphosphonic acid and Nd(III).

Journal: Inorganic chemistry20060501

Title: The relative and absolute configuration of PF1140.

Journal: The Journal of antibiotics20050601

Title: Paecilosetin, a new bioactive fungal metabolite from a New Zealand isolate of Paecilomyces farinosus.

Journal: Journal of natural products20050501

Title: An unusual oxidative cyclization: studies towards the biomimetic synthesis of pyridomacrolidin.

Journal: Organic letters20030626

Title: Examination of novel zinc-binding groups for use in matrix metalloproteinase inhibitors.

Journal: Inorganic chemistry20030602

Application fold
2-Pyridinol 1-oxide (HOPO) serves as a peptide coupling agent, acting as an alternative to HOBt. Its unique chemical properties enable it to form stable chelate complexes with transition metal ions. This compound finds application in various fields:

1. Fabrication of gold electrodes for electrochemical detection of europium using cyclic voltammetry.
2. Preparation of polymeric nickel (II) complexes of 2-hydroxypyridine-N-oxide.
3. Participation in the synthesis of 1-methoxypyrid-4-one, facilitated by sodium methoxide and methyl toluene-9-sulphonate. 

These applications underscore the versatility and utility of 2-Pyridinol 1-oxide in analytical chemistry, materials science, and organic synthesis.
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