10182-48-6 | 3,4-Dihydroxypyridine

Packsize	Purity	Availability	Price	Discounted Price
100mg	95%	in stock	$22.00	$16.00
250mg	95%	in stock	$42.00	$30.00
1g	95%	in stock	$116.00	$82.00
5g	95%	in stock	$579.00	$406.00

Description

• Catalog Number: AA07112
• Chemical Name: 3,4-Dihydroxypyridine
• CAS Number: 10182-48-6
• Molecular Formula: C5H5NO2
• Molecular Weight: 111.0987
• MDL Number: MFCD01691806
• SMILES: Oc1cnccc1O

Computed Properties

• Complexity: 169
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 8
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2

Literature

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  Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 20121001

• Prediction of 3-hydroxypyridin-4-one (HPO) log K1 values for Fe(III).

  Dalton transactions (Cambridge, England : 2003) 20120921

• Prediction of 3-hydroxypyridin-4-one (HPO) hydroxyl pKa values.

  Dalton transactions (Cambridge, England : 2003) 20120607

• Design and synthesis of fluorinated iron chelators for metabolic study and brain uptake.

  Journal of medicinal chemistry 20120308

• Computer-aided design of novel antibacterial 3-hydroxypyridine-4-ones: application of QSAR methods based on the MOLMAP approach.

  Journal of computer-aided molecular design 20120301

• Investigation of the insulin-like properties of zinc(II) complexes of 3-hydroxy-4-pyridinones: identification of a compound with glucose lowering effect in STZ-induced type I diabetic animals.

  Journal of inorganic biochemistry 20111201

• Synthesis, iron(III)-binding affinity and in vitro evaluation of 3-hydroxypyridin-4-one hexadentate ligands as potential antimicrobial agents.

  Bioorganic & medicinal chemistry letters 20111101

• Design of clinically useful macromolecular iron chelators.

  The Journal of pharmacy and pharmacology 20110701

• Synthesis and intestinal transport of the iron chelator maltosine in free and dipeptide form.

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  Genome biology 20110101

• Application of different chemometric tools in QSAR study of azolo-adamantanes against influenza A virus.

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• Synthesis and biological evaluation of bidentate 3-hydroxypyridin-4-ones iron chelating agents.

  Research in pharmaceutical sciences 20110101

• Glucosylated deferiprone and its brain uptake: implications for developing glucosylated hydroxypyridinone analogues intended to cross the blood-brain barrier.

  Journal of medicinal chemistry 20100812

• Fluorescent 3-hydroxy-4-pyridinone hexadentate iron chelators: intracellular distribution and the relevance to antimycobacterial properties.

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• Identification of a new hexadentate iron chelator capable of restricting the intramacrophagic growth of Mycobacterium avium.

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  Dalton transactions (Cambridge, England : 2003) 20100214

• Preparation of pyridine-3,4-diols, their crystal packing and their use as precursors for palladium-catalyzed cross-coupling reactions.

  Beilstein journal of organic chemistry 20100101

• The selective quantification of iron by hexadentate fluorescent probes.

  Bioorganic & medicinal chemistry 20091201

• Combined chelation based on glycosyl-mono- and bis-hydroxypyridinones for aluminium mobilization: solution and biodistribution studies.

  Journal of inorganic biochemistry 20091101

• Classification of 5-HT(1A) receptor ligands on the basis of their binding affinities by using PSO-Adaboost-SVM.

  International journal of molecular sciences 20090801

• Monitoring intracellular labile iron pools: A novel fluorescent iron(III) sensor as a potential non-invasive diagnosis tool.

  Journal of pharmaceutical sciences 20090601

• Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives.

  European journal of medicinal chemistry 20090501

• 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

• Iron behaving badly: inappropriate iron chelation as a major contributor to the aetiology of vascular and other progressive inflammatory and degenerative diseases.

  BMC medical genomics 20090101

• Synthesis of 4-pyridone-3-sulfate and an improved synthesis of 3-hydroxy-4-pyridone.

  Chemistry Central journal 20090101

• Iron chelation as a potential therapy for neurodegenerative disease.

  Biochemical Society transactions 20081201

• QSAR study of antimicrobial 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives using different chemometric tools.

  International journal of molecular sciences 20081201

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  Archives of microbiology 20081001

• Targeting the lysosome: fluorescent iron(III) chelators to selectively monitor endosomal/lysosomal labile iron pools.

  Journal of medicinal chemistry 20080814

• Neuroprotective actions of deferiprone in cultured cortical neurones and SHSY-5Y cells.

  Journal of neurochemistry 20080601

• Gut microbiology - broad genetic diversity, yet specific metabolic niches.

  Animal : an international journal of animal bioscience 20080501

• A new approach for potential combined chelation therapy using mono- and bis-hydroxypyridinones.

  Hemoglobin 20080101

• 55Cobalt complexes with pendant carbohydrates as potential PET imaging agents.

  Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20071201

• The pydA-pydB fusion gene produces an active dioxygenase-hydrolase that degrades 3-hydroxy-4-pyridone, an intermediate of mimosine metabolism.

  Applied microbiology and biotechnology 20070601

• Multicomponent assembly of boron-based dendritic nanostructures.

  The Journal of organic chemistry 20070316

• Determination of the labile iron pool of human lymphocytes using the fluorescent probe, CP655.

  Analytical chemistry insights 20070101

• Spectroscopic and potentiometric characterization of oxovanadium(IV) complexes formed by 3-hydroxy-4-pyridinones. Rationalization of the influence of basicity and electronic structure of the ligand on the properties of V(IV)O species in aqueous solution.

  Inorganic chemistry 20061002

• Selective determination of mimosine and its dihydroxypyridinyl derivative in plant systems.

  Amino acids 20061001

• Chelation and determination of labile iron in primary hepatocytes by pyridinone fluorescent probes.

  The Biochemical journal 20060401

• New lipophilic 3-hydroxy-4-pyridinonate iron(III) complexes: synthesis and EXAFS structural characterisation.

  Dalton transactions (Cambridge, England : 2003) 20060314

• Synthesis and antiviral evaluation of cyclic and acyclic 2-methyl-3-hydroxy-4-pyridinone nucleoside derivatives.

  Journal of medicinal chemistry 20060112

• Carbohydrate-appended 3-hydroxy-4-pyridinone complexes of the [M(CO)3]+ core (M = Re, 99mTc, 186Re).

  Bioconjugate chemistry 20060101

• High affinity iron(III) scavenging by a novel hexadentate 3-hydroxypyridin-4-one-based dendrimer: synthesis and characterization.

  Bioorganic & medicinal chemistry letters 20051115

• 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

• N-Arylamine derivatives of 3-hydroxy-4-pyridinones: solution studies and bioevaluation in view of Al-detoxification roles.

  Analytical and bioanalytical chemistry 20050101

• Carbohydrate-bearing 3-hydroxy-4-pyridinonato complexes of gallium(III) and indium(III).

  Bioconjugate chemistry 20050101

• Design, synthesis and properties of novel iron(III)-specific fluorescent probes.

  The Journal of pharmacy and pharmacology 20040401

• Alkylaryl-amino derivatives of 3-hydroxy-4-pyridinones as aluminium chelating agents with potential clinical application.

  Journal of inorganic biochemistry 20030915

• The mid genes of Rhizobium sp strain TAL1145 are required for degradation of mimosine into 3-hydroxy-4-pyridone and are inducible by mimosine.

  Microbiology (Reading, England) 20030201

• Human immunodeficiency virus type 1 replication inhibition by the bidentate iron chelators CP502 and CP511 is caused by proliferation inhibition and the onset of apoptosis.

  European journal of clinical investigation 20020301

• Synthesis and physicochemical assessment of novel 2-substituted 3-hydroxypyridin-4-ones, novel iron chelators.

  The Journal of pharmacy and pharmacology 20020301

• Structure-function investigation of the interaction of 1- and 2-substituted 3-hydroxypyridin-4-ones with 5-lipoxygenase and ribonucleotide reductase.

  The Journal of biological chemistry 20011228

• Cellular zinc content is a major determinant of iron chelator-induced apoptosis of thymocytes.

  Blood 20011215

• Selection of several classes of mimosine-degradation-defective Tn3Hogus-insertion mutants of Rhizobium sp. strain TAL1145 on the basis of mimosine-inducible GUS activity.

  Canadian journal of microbiology 20010601

• Structure-activity investigation of the inhibition of 3-hydroxypyridin-4-ones on mammalian tyrosine hydroxylase.

  Biochemical pharmacology 20010201

• Microbial metabolism of the pyridine ring. The hydroxylation of 4-hydroxypyridine to pyridine-3,4-diol (3,4-dihydroxypyridine) by 4-hydroxypyridine-3-hydroxylase.

  The Biochemical journal 19740501

• Microbial metabolism of the pyridine ring. The metabolism of pyridine-3,4-diol (3,4-dihydroxypyridine) by Agrobacterium sp.

  The Biochemical journal 19740501