16867-04-2 | 2,3-Dihydroxypyridine

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$5.00	$4.00
5g	97%	in stock	$14.00	$10.00
10g	97%	in stock	$22.00	$16.00
25g	97%	in stock	$32.00	$23.00
100g	97%	in stock	$127.00	$89.00

Description

• Catalog Number: AB47846
• Chemical Name: 2,3-Dihydroxypyridine
• CAS Number: 16867-04-2
• Molecular Formula: C5H5NO2
• Molecular Weight: 111.0987
• MDL Number: MFCD00006271
• SMILES: Oc1ncccc1O
• NSC Number: 49272

Computed Properties

• Complexity: 169
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 8
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 2
• XLogP3: 0.1

Literature

• Tiered High-Throughput Screening Approach to Identify Thyroperoxidase Inhibitors Within the ToxCast Phase I and II Chemical Libraries.

  Toxicological sciences : an official journal of the Society of Toxicology 20160501

• Pyrimidin-2(1H)-ones based inhibitors of Mycobacterium tuberculosis orotate phosphoribosyltransferase.

  European journal of medicinal chemistry 20120801

• Copper(II) complexes with antimicrobial drug flumequine: structure and biological evaluation.

  Journal of inorganic biochemistry 20120801

• Iron mobilization from transferrin by therapeutic iron chelating agents.

  Biochimica et biophysica acta 20120301

• Invasive mold infections: virulence and pathogenesis of mucorales.

  International journal of microbiology 20120101

• Improving T₁ and T₂ magnetic resonance imaging contrast agents through the conjugation of an esteramide dendrimer to high-water-coordination Gd(III) hydroxypyridinone complexes.

  Contrast media & molecular imaging 20120101

• Hydroxypyri(mi)dine-based chelators as antidotes of toxicity due to aluminum and actinides.

  Current medicinal chemistry 20120101

• Nickel-quinolones interaction. Part 5-Biological evaluation of nickel(II) complexes with first-, second- and third-generation quinolones.

  Journal of inorganic biochemistry 20111001

• Connection of metallamacrocycles via dynamic covalent chemistry: a versatile method for the synthesis of molecular cages.

  Journal of the American Chemical Society 20110511

• Hepcidin and iron species distribution inside the first-trimester human gestational sac.

  Molecular human reproduction 20110401

• Rational design, synthesis and evaluation of first generation inhibitors of the Giardia lamblia fructose-1,6-biphosphate aldolase.

  Journal of inorganic biochemistry 20110401

• Spectroscopic, structure and antimicrobial activity of new Y(III) and Zr(IV) ciprofloxacin.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20110201

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

  Journal of medicinal chemistry 20110127

• Induction of hypoxia inducible factor (HIF-1α) in rat kidneys by iron chelation with the hydroxypyridinone, CP94.

  Biochimica et biophysica acta 20110101

• Zygomycosis in Immunocompromised non-Haematological Patients.

  Mediterranean journal of hematology and infectious diseases 20110101

• Recent advances in the treatment of mucormycosis.

  Current infectious disease reports 20101101

• Synthesis and iron sequestration equilibria of novel exocyclic 3-hydroxy-2-pyridinone donor group siderophore mimics.

  Inorganic chemistry 20100920

• A novel pathway for nicotine degradation by Aspergillus oryzae 112822 isolated from tobacco leaves.

  Research in microbiology 20100901

• Functional sorbents for selective capture of plutonium, americium, uranium, and thorium in blood.

  Health physics 20100901

• [Fungal diseases of vulva and vagina caused by Candida species].

  Medizinische Monatsschrift fur Pharmazeuten 20100901

• The hydroxypyridinone iron chelator CP94 can enhance PpIX-induced PDT of cultured human glioma cells.

  Photochemistry and photobiology 20100101

• Antineoplastic Activity of New Transition Metal Complexes of 6-Methylpyridine-2-carbaldehyde-N(4)-ethylthiosemicarbazone: X-Ray Crystal Structures of [VO(2)(mpETSC)] and [Pt(mpETSC)Cl].

  Bioinorganic chemistry and applications 20100101

• Additive in vitro antiplasmodial effect of N-alkyl and N-benzyl-1,10-phenanthroline derivatives and cysteine protease inhibitor e64.

  Malaria research and treatment 20100101

• A distinct peripheral blood monocyte phenotype is associated with parasite inhibitory activity in acute uncomplicated Plasmodium falciparum malaria.

  PLoS pathogens 20091001

• Ethyl 5-[(1H-benzoimidazol-2-yl)amino-carbon-yl]-4-hydr-oxy-2-methyl-6-oxo-1-propyl-1,6-dihydro-pyridine-3-carboxyl-ate-ethanol-methanol (4/2/1).

  Acta crystallographica. Section E, Structure reports online 20090801

• Amino-indanol catalyzed enantioselective reactions of 3-hydroxy-2-pyridones.

  Journal of the American Chemical Society 20090527

• Ruthenium-based metallacrown complexes for the selective detection of lithium ions in water and in serum by fluorescence spectroscopy.

  Organic & biomolecular chemistry 20090321

• Metal-mediated base pairing within the simplified nucleic acid GNA.

  Organic & biomolecular chemistry 20090207

• Deferiprone glucuronidation by human tissues and recombinant UDP glucuronosyltransferase 1A6: an in vitro investigation of genetic and splice variants.

  Drug metabolism and disposition: the biological fate of chemicals 20090201

• New tripodal hydroxypyridinone based chelating agents for Fe(III), Al(III) and Ga(III): Synthesis, physico-chemical properties and bioevaluation.

  Journal of inorganic biochemistry 20090201

• 1,2-hydroxypyridonate/terephthalamide complexes of gadolinium(III): synthesis, stability, relaxivity, and water exchange properties.

  Inorganic chemistry 20090105

• Metal-ligand solution equilibria studied by electrospray ionization mass spectrometry: effect of instrumental parameters.

  Journal of mass spectrometry : JMS 20090101

• Conformational tuning of magnetic interactions in metal-DNA complexes.

  Angewandte Chemie (International ed. in English) 20090101

• Effects of point mutations in Plasmodium falciparum dihydrofolate reductase and dihydropterate synthase genes on clinical outcomes and in vitro susceptibility to sulfadoxine and pyrimethamine.

  PloS one 20090101

• Inhibition of HIV-1 gene expression by Ciclopirox and Deferiprone, drugs that prevent hypusination of eukaryotic initiation factor 5A.

  Retrovirology 20090101

• Structural origin of copper ion containing artificial DNA: a density functional study.

  The journal of physical chemistry. B 20081225

• Mononuclear metal complexes with ciprofloxacin: Synthesis, characterization and DNA-binding properties.

  Journal of inorganic biochemistry 20080901

• Duplex structure of a minimal nucleic acid.

  Journal of the American Chemical Society 20080702

• Breaking the symmetry: assembly of cylindrical nanostructures with a C3-symmetrical ligand.

  Inorganic chemistry 20080602

• Basic 3-hydroxypyridin-4-ones: potential antimalarial agents.

  European journal of medicinal chemistry 20080501

• Dioxidobis(2-oxo-1,2-dihydropyridin-3-olato)-molybdenum(VI).

  Acta crystallographica. Section E, Structure reports online 20080401

• Pyrogallol and its analogs can antagonize bacterial quorum sensing in Vibrio harveyi.

  Bioorganic & medicinal chemistry letters 20080301

• Terephthalamide-containing ligands: fast removal of iron from transferrin.

  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20080201

• Synthesis, Spectroscopic, and Anticancerous Properties of Mixed Ligand Palladium(II) and Silver(I) Complexes with 4,6-Diamino-5-hydroxy-2-mercaptopyrimidine and 2,2'-Bipyridyl.

  Metal-based drugs 20080101

• 3-Hydroxypyridin-2-one complexes of near-infrared (NIR) emitting lanthanides: sensitization of holmium(III) and praseodymium(III) in aqueous solution.

  Angewandte Chemie (International ed. in English) 20080101

• Deferiprone in the treatment of transfusion-dependent thalassemia: a review and perspective.

  Therapeutics and clinical risk management 20071001

• Multicomponent assembly of boron-based dendritic nanostructures.

  The Journal of organic chemistry 20070316

• Metal complexes with the quinolone antibacterial agent N-propyl-norfloxacin: synthesis, structure and bioactivity.

  Journal of inorganic biochemistry 20070301

• Direct comparison of delta-aminolevulinic acid and methyl-aminolevulinate-derived protoporphyrin IX accumulations potentiated by desferrioxamine or the novel hydroxypyridinone iron chelator CP94 in cultured human cells.

  Photochemistry and photobiology 20070101

• FT-IR, FT-Raman spectra and scaled quantum mechanical study of 2,3-dihydroxy pyridine and 2,4-dihyroxy-3-nitropyridine.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20061101

• Novel, efficient total synthesis of natural 20(S)-camptothecin.

  Organic & biomolecular chemistry 20061021

• Model complexes of cobalt-substituted matrix metalloproteinases: tools for inhibitor design.

  Inorganic chemistry 20060904

• Bridged dihydroxypyridine ligands for the synthesis of expanded helicates.

  Journal of the American Chemical Society 20060816

• Fe(III)-templated Gd(III) self-assemblies-a new route toward macromolecular MRI contrast agents.

  Journal of the American Chemical Society 20060726

• Iron binding dendrimers: a novel approach for the treatment of haemochromatosis.

  Journal of medicinal chemistry 20060713

• Synthesis and thermodynamic evaluation of mixed hexadentate linear iron chelators containing hydroxypyridinone and terephthalamide units.

  Inorganic chemistry 20060501

• Concise synthesis of 22-hydroxyacuminatine, cytotoxic camptothecinoid from Camptotheca acuminata, by pyridone benzannulation.

  Organic & biomolecular chemistry 20060207

• Utilization of self-sorting processes to generate dynamic combinatorial libraries with new network topologies.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20060123

• Bifunctional 3-hydroxy-4-pyridinone derivatives as potential pharmaceuticals: synthesis, complexation with Fe(III), Al(III) and Ga(III) and in vivo evaluation with 67Ga.

  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20050801

• A novel, expeditious synthesis of racemic camptothecin.

  Organic letters 20050707

• Coordination behavior toward copper(II) and zinc(II) ions of three ligands joining 3-hydroxy-2-pyridinone and polyaza fragments.

  Inorganic chemistry 20050502

• Oxygen accessibility and iron levels are critical factors for the antifungal action of ciclopirox against Candida albicans.

  The Journal of antimicrobial chemotherapy 20050501

• Hydroxypyridinone functionalized self-assembled monolayers on nanoporous silica for sequestering lanthanide cations.

  Journal of nanoscience and nanotechnology 20050401

• Incorporation of hydroxypyridinone ligands into self-assembled monolayers on mesoporous supports for selective actinide sequestration.

  Environmental science & technology 20050301

• The first mu(6)-peroxide transition-metal complex: [Ni(8)(L)(12)(O(2))](2+).

  Angewandte Chemie (International ed. in English) 20050218

• A macrocyclic ligand able to bind gallium(III) by preorganized pendant arms; coordination and kinetic studies.

  Dalton transactions (Cambridge, England : 2003) 20050207

• Study of metal complexes of a tripodal hydroxypyridinone ligand by electrospray tandem mass spectrometry.

  Rapid communications in mass spectrometry : RCM 20050101

• pH-triggered assembly of organometallic receptors for lithium ions.

  Journal of the American Chemical Society 20041229

• Design, synthesis, physicochemical properties, and evaluation of novel iron chelators with fluorescent sensors.

  Journal of medicinal chemistry 20041202

• A theoretical study of solvent effects on tautomerism and electronic absorption spectra of 3-hydroxy-2-mercaptopyridine and 2,3-dihydroxypyridine.

  Journal of computational chemistry 20041130

• Synthesis of cladobotryal, CJ16,169, and CJ16,170.

  Organic letters 20040819

• New beginnings for matrix metalloproteinase inhibitors: identification of high-affinity zinc-binding groups.

  Journal of the American Chemical Society 20040714

• Metabolic and pharmacokinetic evaluation of a novel 3-hydroxypyridinone iron chelator, CP502, in the rat.

  European journal of drug metabolism and pharmacokinetics 20040101

• 2,3-Dihydroxypyridine-loaded cellulose: a new macromolecular chelator for metal enrichment prior to their determination by atomic absorption spectrometry.

  Analytical and bioanalytical chemistry 20031101

• [Treatment of interdigital tinea pedis].

  Deutsche medizinische Wochenschrift (1946) 20030905

• Ciclopirox gel for seborrheic dermatitis of the scalp.

  International journal of dermatology 20030901

• Enhanced effects of aminolaevulinic acid-based photodynamic therapy through local hyperthermia in rat tumours.

  British journal of cancer 20030721

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

  Inorganic chemistry 20030602

• Emerging understanding of the advantage of small molecules such as hydroxypyridinones in the treatment of iron overload.

  Current medicinal chemistry 20030601

• Thorium(IV) complexes of bidentate hydroxypyridinonates.

  Inorganic chemistry 20030421

• Efficient incorporation of a copper hydroxypyridone base pair in DNA.

  Journal of the American Chemical Society 20021023

• Solvent effects on the electronic absorption spectra and acid strength of some substituted pyridinols.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20020115

• In vitro activity of polyhydroxycarboxylates against herpesviruses and HIV.

  Antiviral chemistry & chemotherapy 20011101

• Self-assembled organometallic [12]metallacrown-3 complexes.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20010803

• A simple compound with an unexpectedly complex structure: 4-pyridone 6/5-hydrate.

  Acta crystallographica. Section C, Crystal structure communications 20010701

• Effects of hydroxypyridinone iron chelators in combination with antimalarial drugs on the in vitro growth of Plasmodium falciparum.

  The Southeast Asian journal of tropical medicine and public health 20010301

• [Theoretical construction of chemotherapeutic tactics for advanced or recurrent gastrointestinal carcinoma].

  Gan to kagaku ryoho. Cancer & chemotherapy 20010101

• Structure-activity relationship of ligands of uracil phosphoribosyltransferase from Toxoplasma gondii.

  Biochemical pharmacology 19940817