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10182-48-6 | 3,4-Pyridinediol
CAS No: 10182-48-6 Catalog No: AG0005N4 MDL No:MFCD01691806
Product Description
Catalog Number:
AG0005N4
Chemical Name:
3,4-Pyridinediol
CAS Number:
10182-48-6
Molecular Formula:
C5H5NO2
Molecular Weight:
111.0987
MDL Number:
MFCD01691806
IUPAC Name:
3-hydroxy-1H-pyridin-4-one
InChI:
InChI=1S/C5H5NO2/c7-4-1-2-6-3-5(4)8/h1-3,8H,(H,6,7)
InChI Key:
ZCUUVWCJGRQCMZ-UHFFFAOYSA-N
SMILES:
Oc1cnccc1O
UNII:
UW0C50CU4H
Properties
Complexity:
169
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
111.032g/mol
Formal Charge:
0
Heavy Atom Count:
8
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
111.1g/mol
Monoisotopic Mass:
111.032g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
49.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0
Literature
| Title | Journal |
|---|---|
| Characterization of the aqueous iron(III) chelation chemistry of a potential Trojan Horse antimicrobial agent: chelate structure, stability and pH dependent speciation. | 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. | European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20110501 |
| New hydroxypyridinone-functionalized sepharoses as sorbing agents for hard metal ions. | Journal of hazardous materials 20110227 |
| In vitro inhibition of bacterial growth by iron chelators. | FEMS microbiology letters 20110101 |
| A gallium complex with a new tripodal tris-hydroxypyridinone for potential nuclear diagnostic imaging: solution and in vivo studies of 67Ga-labeled species. | Journal of inorganic biochemistry 20110101 |
| Adaptation of Rhizobium leguminosarum to pea, alfalfa and sugar beet rhizospheres investigated by comparative transcriptomics. | Genome biology 20110101 |
| Application of different chemometric tools in QSAR study of azolo-adamantanes against influenza A virus. | Research in pharmaceutical sciences 20110101 |
| 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. | Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20100801 |
| Identification of a new hexadentate iron chelator capable of restricting the intramacrophagic growth of Mycobacterium avium. | Microbes and infection 20100401 |
| In vitro studies of 3-hydroxy-4-pyridinones and their glycosylated derivatives as potential agents for Alzheimer's disease. | 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 |
| Pyruvate carboxylase is involved in metabolism of mimosine by Rhizobium sp. strain TAL1145. | 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 |
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