4-hydroxypyridine

4-pyridone

CAS: 626-64-2 C5 H5 N O MW: 95.10105000

Identification

Name4-hydroxypyridine
CAS Number626-64-2
EINECS210-958-3
FDA UNII3P2MV07G53
Molecular FormulaC5 H5 N O
Molecular Weight95.10105000
MDL NumberMFCD00040458
Nikkaji NumberJ94.859D
Beilstein0105800
XlogP3-1.30 (est)

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 149.80 °C. @ 760.00 mm Hg
Boiling Point 380.61 °C. @ 760.00 mm Hg (est)
Vapor Pressure 0.396000 mmHg @ 20.00 °C.
Flash Point 360.00 °F. TCC ( 182.30 °C. ) (est)
logP (o/w) -1.300 (est)
Soluble in water, 1.00E+06 mg/L @ 20 °C (exp)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityintraperitoneal-mouse LD50 923 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for 4-hydroxypyridine usage levels up tonot for fragrance use.
Recommendation for 4-hydroxypyridine flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

gamma- hydroxypyridine pyridin-4-ol 1H- pyridin-4-one 4- pyridinol 4- pyridone PubMed: Synthesis, characterization and binding affinities of rhenium(I) thiosemicarbazone complexes for the estrogen receptor (α/β). PubMed: The role of substrate strain in the mechanism of the carbon-carbon lyases. PubMed: Switching the conductance of a molecular junction using a proton transfer reaction. PubMed: The Flögel-three-component reaction with dicarboxylic acids - an approach to bis(β-alkoxy-β-ketoenamides) for the synthesis of complex pyridine and pyrimidine derivatives. PubMed: An experimental and theoretical approach of spectroscopic and structural properties of a new chelidamate copper (II) complex. PubMed: Syntheses, structures, properties and DFT study of hybrid inorganic-organic architectures constructed from trinuclear lanthanide frameworks and Keggin-type polyoxometalates. PubMed: catena-Poly[[di-μ2-aqua-hexaaquabis(μ3-4-oxidopyridine-2,6-dicarboxylato)trimanganese(II)] trihydrate]: a new one-dimensional coordination polymer based on a trinuclear Mn(II) complex of chelidamic acid. PubMed: Synthesis, structure and characterization of a helical seven-coordinated pyridine-2,6-dicarboxylate-bridged cadmium(II) complex. PubMed: Synthesis of trans-(4-hydroxypyridine)(ammine)dichloroplatinum(II) and its activity in the human ovarian tumour models. PubMed: Pseudopolymorphs of chelidamic acid and its dimethyl ester. PubMed: Discovery of γ-secretase modulators with a novel activity profile by text-based virtual screening. PubMed: Simplified bicyclic pyridinol analogues protect mitochondrial function. PubMed: 4-Pyridone-terephthalic acid-water (2/1/2) and bis(3-hydroxypyridinium) terephthalate. PubMed: Decaaquabis(μ3-4-hydroxypyridine-2,6-dicarboxylato)bis(4-hydroxypyridine-2,6-dicarboxylato)tetramanganese(II) 3.34-hydrate: a new three-dimensional open metal-organic framework based on a tetranuclear Mn(II) complex of chelidamic acid and undecameric stitching water clusters. PubMed: A practical two-step procedure for the preparation of enantiopure pyridines: Multicomponent reactions of alkoxyallenes, nitriles and carboxylic acids followed by a cyclocondensation reaction. PubMed: A zeolitic porous lithium-organic framework constructed from cubane clusters. PubMed: A three-component synthesis of beta-alkoxy-beta-keto-enamides--flexible precursors for 4-hydroxypyridine derivatives and their palladium-catalysed reactions. PubMed: The effects of tautomerism on the nature of molecules in the solid state. PubMed: Three-component synthesis of perfluoroalkyl- or perfluoroaryl-substituted 4-hydroxypyridine derivatives and their palladium-catalyzed coupling reactions. PubMed: Studies on the synthesis and activity of three tripalladium complexes containing planaramine ligands. PubMed: Synthesis, activity and binding with DNA of [{trans-PtCl(NH(3))(2)}(2)micro-{trans-Pd(4-hydroxypyridine) (2) (H(2)N(CH(2))(6)NH(2))(2)]Cl(4) (TH8). PubMed: A new and flexible synthesis of 4-hydroxypyridines: rapid access to caerulomycins A, E and functionalized terpyridines. PubMed: Coordination polymers with pyridine-2,4,6-tricarboxylic acid and alkaline-earth/lanthanide/transition metals: synthesis and X-ray structures. PubMed: Construction of subphthalocyanine-porphyrin and subphthalocyanine-phthalocyanine heterodyads through axial coordination. PubMed: Characterization of subdomain IIA binding site of human serum albumin in its native, unfolded, and refolded states using small molecular probes. PubMed: Saccharide recognition-induced transformation of pyridine-pyridone alternate oligomers from self-dimer to helical complex. PubMed: Sequential treatment with SN-38 followed by 5-fluorouracil shows synergistic cytotoxic activity in small cell lung cancer cells. PubMed: A study on the inhibition of adenosine deaminase. PubMed: Gas-phase tautomeric equilibrium of 4-hydroxypyrimidine with its ketonic forms: a free jet millimeterwave spectroscopy study. PubMed: Studies on the activity of three palladium(II) compounds of the form: trans-PdL2Cl2 where L=2-hydroxypyridine, 3-hydroxypyridine, and 4-hydroxypyridine. PubMed: Aminoacrylate intermediates in the reaction of Citrobacter freundii tyrosine phenol-lyase. PubMed: Synthesis and characterization of metal-organic frameworks based on 4-hydroxypyridine-2,6-dicarboxylic acid and pyridine-2,6-dicarboxylic acid ligands. PubMed: Reaction paths of tautomerization between hydroxypyridines and pyridones. PubMed: Mn(II) staircase structures stitched by water clusters to a 3D metal-organic open framework: X-ray structural and magnetic studies. PubMed: Synthesis, characterization and binding with DNA of four planaramineplatinum(II) complexes of the forms: trans-PtL2Cl2 and [PtL3Cl]Cl, where L = 3-hydroxypyridine, 4-hydroxypyridine and imidazo(1,2-alpha)pyridine. PubMed: Synthesis and characterization of hydrogen-bonded assemblies of W6S8L6 clusters. PubMed: Metal-ligand induced supramolecular polymerization: a route to responsive materials. PubMed: Multistimuli, multiresponsive metallo-supramolecular polymers. PubMed: Piericidins C5 and C6: new 4-pyridinol compounds produced by Streptomyces sp. and Nocardioides sp. PubMed: 4-Hydroxypyridine-2,6-dicarboxylatodioxovanadate(V) complexes: solid state and aqueous chemistry. PubMed: Calixarenes as scaffolds: introduction of tridentate rare earth metal binding units into calix[4]arene. PubMed: Effects of known and potential antioxidants on animal models of pathological processes (diabetes, gastric lesions, allergic bronchospasm). PubMed: Chemoenzymatic synthesis of isogalactofagomine. PubMed: Comparative induction of CYP1A1 expression by pyridine and its metabolites. PubMed: Ethylenediamine-palladium(II) complexes with pyridine and its derivatives: synthesis, molecular structure and initial antitumor studies. PubMed: Persistent induction of apoptosis and suppression of mitosis as the basis for curative therapy with S-1, an oral 5-fluorouracil prodrug in a colorectal tumor model. PubMed: Comparison of the effects of pyridine and its metabolites on rat liver and kidney. PubMed: Effect of haloperidol and its metabolites on dopamine and noradrenaline uptake in rat brain slices. PubMed: Inhibition of monoamine oxidases by haloperidol and its metabolites: pharmacological implications for the chemotherapy of schizophrenia. PubMed: Binding of phenol and analogues to alanine complexes of tyrosine phenol-lyase from Citrobacter freundii: implications for the mechanisms of alpha,beta-elimination and alanine racemization. PubMed: Validation of whole chick embryo cultures, whole rat embryo cultures and aggregating embryonic brain cell cultures using six pairs of coded compounds. PubMed: Potential for carboxylation-dehydroxylation of phenolic compounds by a methanogenic consortium. PubMed: New 4-hydroxypyridine and 4-hydroxyquinoline derivatives as inhibitors of NADH-ubiquinone reductase in the respiratory chain. PubMed: [Presynaptic effects of aminopyridines on the neuromuscular junction of vertebrates]. PubMed: Rapid liquid chromatographic determination of clopidol in chicken muscles. PubMed: Tissue residues of clopidol (3,5-dichloro-2,6-dimethyl-4-pyridinol) in chickens in relation to withdrawal times. PubMed: Increase in transmitter release from motor nerve terminals induced by some pyridine derivatives. PubMed: Synthesis of potential anticancer agents. Pyrido[4,3-b][1,4]oxazines and pyrido[4,3-b][1,4]thiazines. PubMed: New broad-spectrum cephalosporins with anti-pseudomonal activity. II. Synthesis and antibacterial activity of 7 beta-[2-acylamino-2-(4-hydroxyphenyl)acetamido]-3-[ (1-methyl-1H-tetrazol-5-yl)thiomethyl]ceph-3-em-4-carboxylic acids. PubMed: New broad-spectrum cephalosporins with anti-pseudomonal activity. I. Synthesis and antibacterial activity of 7 beta-[D-2-[(4-hydroxy-1,5-naphthyridine-3-carbonylamino)- and (4-hydroxypyridine-3-carbonylamino)]-2-(4-hydoxyphenyl)acetamido] cephalosporins. PubMed: Metabolism of carcinogenic and non-carcinogenic N-nitroso-N-methylaminopyridines. II. Investigations in vivo. PubMed: Vitamin K-dependent carboxylase. Partial purification and properties of the enzyme-substrate complex. PubMed: Metabolism of carcinogenic and non-carcinogenic N-nitroso-N-methylaminopyridines. I. Investigations in vitro. PubMed: In vitro inhibition of vitamin K dependent carboxylation by tetrachloropyridinol and the imidazopyridines. PubMed: Microbial metabolism of the pyridine ring. The metabolism of pyridine-3,4-diol (3,4-dihydroxypyridine) by Agrobacterium sp. PubMed: Microbial metabolism of the pyridine ring. The hydroxylation of 4-hydroxypyridine to pyridine-3,4-diol (3,4-dihydroxypyridine) by 4-hydroxypyridine-3-hydroxylase. PubMed: Synthesis and anticoccidial activity of 3-fluoro-5-chloro- and -bromo-2,6-dimethyl-4-pyridinol. PubMed: Microbial metabolism of the pyridine ring. Formation of pyridinediols (dihydroxypyridines) as intermediates in the degradation of pyridine compounds by micro-organisms. PubMed: Antimalarial activity of clopidol, 3,5-dichloro-2,6-dimethyl-4-pyridinol, and its esters, carbonates, and sulfonates. PubMed: Potency and coagulation factor effects of 2,3,5,6-tetrachloro-4-pyridinol compared to warfarin and its antagonism by vitamin K. PubMed: 2,3,5,6-tetrachloro-4-pyridinol: a new chemical structure for anticoagulant activity. PubMed: Inhibition of carotenoid synthesis as a mechanism of action of amitrole, dichlormate, and pyriclor. PubMed: The metabolism of 4-hydroxypyridine by Agrobacterium sp.: a new ring cleavage of the pyridine nucleus. PubMed: [Nitration of 2-methyl-4-hydroxypyridine and 2-methyl-4-ethoxypyridine]. PubMed: Fluorescence studies on some hydroxypyridines including compounds of the vitamin B6 group. PubMed: [Synthesis of heterocyclic compounds with nitrogen. 98. Reaction of alpha-halogenated ketones with 3-nitro-4-hydroxypyridine and with 3-amino-4-hydroxypyridine].