3,4-PYRIDINEDIOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H5NO2
Molecular Weight	111.0987
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=C(O)C=NC=C1

InChI

InChIKey=ZCUUVWCJGRQCMZ-UHFFFAOYSA-N

InChI=1S/C5H5NO2/c7-4-1-2-6-3-5(4)8/h1-3,8H,(H,6,7)

HIDE SMILES / InChI

Molecular Formula	C5H5NO2
Molecular Weight	111.0987
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Glucosylated deferiprone and its brain uptake: implications for developing glucosylated hydroxypyridinone analogues intended to cross the blood-brain barrier.	2010-08-12	20684616
Fluorescent 3-hydroxy-4-pyridinone hexadentate iron chelators: intracellular distribution and the relevance to antimycobacterial properties.	2010-08	20364296
Preparation of pyridine-3,4-diols, their crystal packing and their use as precursors for palladium-catalyzed cross-coupling reactions.	2010-04-29	20502600
Identification of a new hexadentate iron chelator capable of restricting the intramacrophagic growth of Mycobacterium avium.	2010-04	20097303
In vitro studies of 3-hydroxy-4-pyridinones and their glycosylated derivatives as potential agents for Alzheimer's disease.	2010-02-14	20104324
The selective quantification of iron by hexadentate fluorescent probes.	2009-12-01	19853460
Combined chelation based on glycosyl-mono- and bis-hydroxypyridinones for aluminium mobilization: solution and biodistribution studies.	2009-11	19748126
Classification of 5-HT(1A) receptor ligands on the basis of their binding affinities by using PSO-Adaboost-SVM.	2009-07-29	20111683
Monitoring intracellular labile iron pools: A novel fluorescent iron(III) sensor as a potential non-invasive diagnosis tool.	2009-06	18823046
Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives.	2009-05	19056147
New tripodal hydroxypyridinone based chelating agents for Fe(III), Al(III) and Ga(III): Synthesis, physico-chemical properties and bioevaluation.	2009-02	19062099
Synthesis of 4-pyridone-3-sulfate and an improved synthesis of 3-hydroxy-4-pyridone.	2009-01-09	19134189
Iron behaving badly: inappropriate iron chelation as a major contributor to the aetiology of vascular and other progressive inflammatory and degenerative diseases.	2009-01-08	19133145
QSAR study of antimicrobial 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one derivatives using different chemometric tools.	2008-12	19330084
Iron chelation as a potential therapy for neurodegenerative disease.	2008-12	19021545
Pyruvate carboxylase is involved in metabolism of mimosine by Rhizobium sp. strain TAL1145.	2008-10	18493742
Targeting the lysosome: fluorescent iron(III) chelators to selectively monitor endosomal/lysosomal labile iron pools.	2008-08-14	18624421
Neuroprotective actions of deferiprone in cultured cortical neurones and SHSY-5Y cells.	2008-06-01	18331585
Gut microbiology - broad genetic diversity, yet specific metabolic niches.	2008-05	22443591
A new approach for potential combined chelation therapy using mono- and bis-hydroxypyridinones.	2008	18274992
55Cobalt complexes with pendant carbohydrates as potential PET imaging agents.	2007-12	17666190
Determination of the labile iron pool of human lymphocytes using the fluorescent probe, CP655.	2007-09-17	19662178
The pydA-pydB fusion gene produces an active dioxygenase-hydrolase that degrades 3-hydroxy-4-pyridone, an intermediate of mimosine metabolism.	2007-06	17390132
Multicomponent assembly of boron-based dendritic nanostructures.	2007-03-16	17315935
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.	2006-10-02	16999406
Selective determination of mimosine and its dihydroxypyridinyl derivative in plant systems.	2006-10	16988910
Carbohydrate-appended 3-hydroxy-4-pyridinone complexes of the [M(CO)3]+ core (M = Re, 99mTc, 186Re).	2006-09-21	16984143
Chelation and determination of labile iron in primary hepatocytes by pyridinone fluorescent probes.	2006-04-01	16336208
New lipophilic 3-hydroxy-4-pyridinonate iron(III) complexes: synthesis and EXAFS structural characterisation.	2006-03-14	16505910
Synthesis and antiviral evaluation of cyclic and acyclic 2-methyl-3-hydroxy-4-pyridinone nucleoside derivatives.	2006-01-12	16392791
Carbohydrate-bearing 3-hydroxy-4-pyridinonato complexes of gallium(III) and indium(III).	2005-11-17	16287260
High affinity iron(III) scavenging by a novel hexadentate 3-hydroxypyridin-4-one-based dendrimer: synthesis and characterization.	2005-11-15	16153843
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.	2005-08	16133203
N-Arylamine derivatives of 3-hydroxy-4-pyridinones: solution studies and bioevaluation in view of Al-detoxification roles.	2005-01	15455189
Design, synthesis and properties of novel iron(III)-specific fluorescent probes.	2004-04	15099448
Alkylaryl-amino derivatives of 3-hydroxy-4-pyridinones as aluminium chelating agents with potential clinical application.	2003-09-15	14507473
The mid genes of Rhizobium sp strain TAL1145 are required for degradation of mimosine into 3-hydroxy-4-pyridone and are inducible by mimosine.	2003-02	12624215
Synthesis and physicochemical assessment of novel 2-substituted 3-hydroxypyridin-4-ones, novel iron chelators.	2002-03	11902801
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.	2002-03	11886438
Structure-function investigation of the interaction of 1- and 2-substituted 3-hydroxypyridin-4-ones with 5-lipoxygenase and ribonucleotide reductase.	2001-12-28	11602611
Cellular zinc content is a major determinant of iron chelator-induced apoptosis of thymocytes.	2001-12-15	11739193
Selection of several classes of mimosine-degradation-defective Tn3Hogus-insertion mutants of Rhizobium sp. strain TAL1145 on the basis of mimosine-inducible GUS activity.	2001-06	11467724
Structure-activity investigation of the inhibition of 3-hydroxypyridin-4-ones on mammalian tyrosine hydroxylase.	2001-02-01	11172732
Microbial metabolism of the pyridine ring. The metabolism of pyridine-3,4-diol (3,4-dihydroxypyridine) by Agrobacterium sp.	1974-05	4375963
Microbial metabolism of the pyridine ring. The hydroxylation of 4-hydroxypyridine to pyridine-3,4-diol (3,4-dihydroxypyridine) by 4-hydroxypyridine-3-hydroxylase.	1974-05	4156169

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:09:17 GMT 2025` Edited by `admin` on `Mon Mar 31 19:09:17 GMT 2025`
Record UNII	UW0C50CU4H
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

3,4-PYRIDINEDIOL

Systematic Name

English

3,4-DIHYDROXYPYRIDINE

Preferred Name

English

3-HYDROXY-4(1H)-PYRIDINONE

Systematic Name

English

Code System Code Type Description

CAS

1121-23-9