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Journal articles on the topic '3-hydroxy-2(1H)-pyridinone'

Author: Grafiati
Published: 9 March 2023
Last updated: 31 July 2025

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1

Nelson, William O., Timothy B. Karpishin, Steven J. Rettig, and Chris Orvig. "Physical and structural studies of N-substituted-3-hydroxy-2-methyl-4(1H)-pyridinones." Canadian Journal of Chemistry 66, no. 1 (1988): 123–31. http://dx.doi.org/10.1139/v88-019.

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A series of 3-hydroxy-2-methyl-4(1H)-pyridinones has been prepared with the substituents H, CH3, n-C6H11, and CH2CH2NH2 at the ring N. The dipyridinone 1,6-bis(3-hydroxy-2-methyl-4(1H)-pyridinon-1-yl)hexane has also been synthesized. The products with H and CH3 substituents have been studied by single crystal X-ray diffraction. Crystals of 3-hydroxy-2-methyl-4-pyridinone are monoclinic, a = 6.8351(4), b = 10.2249(4), c = 8.6525(4) Å, β = 105.215(4)°, Z = 4, space group P21/n and those of 3-hydroxy-1,2-dimethyl-4-pyridinone are orthorhombic, a = 7.3036(4), b = 13.0490(6), c = 13.7681(7) Å, Z =
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2

Orvig, C., S. J. Rettig, and Z. Zhang. "1-Carboxymethyl-3-hydroxy-2-methyl-4(1H)-pyridinone (monoclinic form 2)." Acta Crystallographica Section C Crystal Structure Communications 50, no. 9 (1994): 1511–14. http://dx.doi.org/10.1107/s0108270194000508.

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3

Stoyanov, Edmont, and Ivo Ivanov. "4-Hydroxy-6-methyl-3-nitroso-1-phenethyl-2(1H)-pyridinone." Molecules 5, no. 12 (2000): M132. http://dx.doi.org/10.3390/m132.

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4

Di Marco, Valerio B., G. Giorgio Bombi, Andrea Tapparo, Annie K. Powell, and Christopher E. Anson. "Complexation of aluminium(III) with 3-hydroxy-2(1H )-pyridinone. Solution state study and crystal structure of tris(3-hydroxy-2(1H )-pyridinonato)aluminium(III)." Journal of the Chemical Society, Dalton Transactions, no. 15 (1999): 2427–32. http://dx.doi.org/10.1039/a902997d.

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5

Simpson, Linda, Steven J. Rettig, James Trotter, and Chris Orvig. "1-n-Propyl- and 1-n-butyl-3-hydroxy-2-methyl-4-pyridinone complexes of group 13 (IIIA) metal ions." Canadian Journal of Chemistry 69, no. 5 (1991): 893–900. http://dx.doi.org/10.1139/v91-131.

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The aluminum, gallium, and indium tris(ligand) complexes of 3-hydroxy-2-methyl-1-n-propyl-4-pyridinone and 1-n-butyl-3-hydroxy-2-methyl-4-pyridinone have been prepared and characterized. All six compounds were prepared in a one-pot synthesis from maltol, n-propyl-, or n-butylamine and an appropriate metal(III) salt, and were completely characterized (IR, FAB-MS, 1H NMR, 27Al NMR, elemental analysis). Three of the six complexes were studied by single-crystal X-ray diffraction and were found to form trihydrates, unlike their 1-methyl and 1-ethyl analogues, which formed dodecahydrates. The n-buty
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6

Nagy, Sándor, András Ozsváth, Attila Cs Bényei, Etelka Farkas, and Péter Buglyó. "Donor Atom Preference of Organoruthenium and Organorhodium Cations on the Interaction with Novel Ambidentate (N,N) and (O,O) Chelating Ligands in Aqueous Solution." Molecules 26, no. 12 (2021): 3586. http://dx.doi.org/10.3390/molecules26123586.

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Two novel, pyridinone-based chelating ligands containing separated (O,O) and (Namino,Nhet) chelating sets (Namino = secondary amine; Nhet = pyrrole N for H(L3) (1-(3-(((1H-pyrrole-2-yl)methyl)-amino)propyl)-3-hydroxy-2-methylpyridin-4(1H)-one) or pyridine N for H(L5) (3-hydroxy-2-methyl-1-(3-((pyridin-2-ylmethyl)amino)propyl)pyridin-4(1H)-one)) were synthesized via reduction of the appropriate imines. Their proton dissociation processes were explored, and the molecular structures of two synthons were assessed by X-ray crystallography. These ambidentate chelating ligands are intended to develop
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7

Rai, Bijaya L., Hicham Khodr, and Robert C. Hider. "Synthesis, physico-chemical and iron(III)-chelating properties of novel hexadentate 3-hydroxy-2(1H)pyridinone ligands." Tetrahedron 55, no. 4 (1999): 1129–42. http://dx.doi.org/10.1016/s0040-4020(98)01091-6.

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8

Xu, Jide, Patricia W. Durbin, Birgitta Kullgren, Shirley N. Ebbe, Linda C. Uhlir, and Kenneth N. Raymond. "Synthesis and Initial Evaluation for In Vivo Chelation of Pu(IV) of a Mixed Octadentate Spermine-Based Ligand Containing 4-Carbamoyl-3-hydroxy-1-methyl-2(1H)-pyridinone and 6-Carbamoyl-1-hydroxy-2(1H)-pyridinone." Journal of Medicinal Chemistry 45, no. 18 (2002): 3963–71. http://dx.doi.org/10.1021/jm010564t.

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9

Rai, Bijaya L., Hicham Khodr, and Robert C. Hider. "ChemInform Abstract: Synthesis, Physico-Chemical and Iron(III)-Chelating Properties of Novel Hexadentate 3-Hydroxy-2(1H)pyridinone Ligands." ChemInform 30, no. 22 (2010): no. http://dx.doi.org/10.1002/chin.199922141.

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10

Buglyó, Péter, Eszter Márta Nagy, and Imre Sóvágó. "Vanadium(III) binding strengths of small biomolecules." Pure and Applied Chemistry 77, no. 9 (2005): 1583–94. http://dx.doi.org/10.1351/pac200577091583.

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The hydrolysis of vanadium(III) and the complex formation reactions between V(III) and weakly coordinating [glycine (GLY), DL-aspartic acid (ASP), D-penicillamine (PEN), DL-histidine (HIS)] or strongly coordinating [N,O] donor [picolinic (PIC) or 6-methylpicolinic acid (MePIC)] and [O,O] donor [maltol (MALT), 1,2-dimethyl-3-hydroxy-4-(1H)-pyridinone (DHP), tiron (TIR)] ligands were studied at 25.0 °C and an ionic strength of 0.20 M (KCl) in aqueous solution using combined pH-potentiometric and UV-vis spectroscopic techniques. Although some interaction between the amino acids and V(III) was fou
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11

Bebbington, David, Nathaniel J. T. Monck, Suneel Gaur, et al. "3,5-Disubstituted-4-hydroxyphenyls Linked to 3-Hydroxy-2-methyl-4(1H)-pyridinone: Potent Inhibitors of Lipid Peroxidation and Cell Toxicity." Journal of Medicinal Chemistry 43, no. 24 (2000): 4724. http://dx.doi.org/10.1021/jm0010872.

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12

Bebbington, David, Nathaniel J. T. Monck, Suneel Gaur, et al. "3,5-Disubstituted-4-hydroxyphenyls Linked to 3-Hydroxy-2-methyl- 4(1H)-pyridinone: Potent Inhibitors of Lipid Peroxidation and Cell Toxicity." Journal of Medicinal Chemistry 43, no. 15 (2000): 2779–82. http://dx.doi.org/10.1021/jm990945v.

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13

Feng, Min-Hua, Leen van der Does та Adriaan Bantjes. "Iron(III) chelating resins IV. Crosslinked copolymer beads of 1-(β-acrylamidoethyl)-3-hydroxy-2-methyl-4(1H)-pyridinone (AHMP) with 2-hydroxyethyl methacrylate (HEMA)". European Polymer Journal 30, № 8 (1994): 941–47. http://dx.doi.org/10.1016/0014-3057(94)90028-0.

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14

Feng, Min Hua, Leen van der Does, and Adriaan Bantjes. "Iron(III)-chelating resins. 3. Synthesis, iron(III)-chelating properties, and in vitro antibacterial activity of compounds containing 3-hydroxy-2-methyl-4(1H)-pyridinone ligands." Journal of Medicinal Chemistry 36, no. 19 (1993): 2822–27. http://dx.doi.org/10.1021/jm00071a013.

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15

Xu, Jide, and Kenneth N. Raymond. "Uranyl Sequestering Agents: Correlation of Properties and Efficacy with Structure for UO22+Complexes of Linear Tetradentate 1-Methyl-3-hydroxy-2(1H)-pyridinone Ligands1." Inorganic Chemistry 38, no. 2 (1999): 308–15. http://dx.doi.org/10.1021/ic980993q.

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16

Shi, Feng, Longji Cao, Ning Ma, et al. "ChemInform Abstract: A Green and Efficient Synthesis of 3,3′-Arylidenebis[4-hydroxy-6-methyl-2(1h)-3-pyridinone]s in Water under Microwave Irradiation." ChemInform 41, no. 24 (2010): no. http://dx.doi.org/10.1002/chin.201024135.

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17

Katoh, Akira, Hidenori Kudo, and Ryota Saito. "Allosteric Binding of Alkali Metal Ions to a Pseudocryptand Formed by a C-Pivot Tripodal Ligand Containing 3-Hydroxy-2(1H)-pyridinone and Ga(III)." HETEROCYCLES 66, no. 1 (2005): 285. http://dx.doi.org/10.3987/com-05-s(k)20.

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18

Kamariotaki, Maria, Alexandra Karaliota, Despina Stabaki, Thomas Bakas, Spyros P. Perlepes, and Nick Hadjiliadis. "Coordination complexes of iron(III) with 3-hydroxy-2(1H)-pyridinone, 2,3-dihydroxybenzoic acid and 3,4-dihydroxybenzoic acid: preparation and characterization in the solid state." Transition Metal Chemistry 19, no. 2 (1994): 241–47. http://dx.doi.org/10.1007/bf00161899.

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19

Mekheimer, Ramadan Ahmed, Nabil Helmi Mohamed, and Kamal Usef Sadek. "Synthesis of Functionalized 4H-Pyrano[3,2-c]pyridines from 4-Hydroxy-6-methyl-2-pyridone and Their Reactions. Unexpected New Routes to 3,3′-Benzylidenebis[4-hydroxy-6-methyl-2(1H)-3-pyridinone]s." Bulletin of the Chemical Society of Japan 70, no. 7 (1997): 1625–30. http://dx.doi.org/10.1246/bcsj.70.1625.

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20

Xiao, Gaoyi, Dick van der Helm, Robert C. Hider, and Bejeya L. Rai. "Molecular Modeling Studies of a Ferric Hexadentate 3-Hydroxy-2(1H)-pyridinone Complex and an Analogue by Molecular Mechanics, Molecular Dynamics, and Free Energy Perturbation Simulations." Journal of Physical Chemistry 100, no. 6 (1996): 2345–52. http://dx.doi.org/10.1021/jp942640s.

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21

Fing, Minhua, Leen Van Dir Does, Adriaan Banties, Petronella M. Van Berkel та Jan Reedijk. "Structure of a complex of iron III with a crosslinked copolymer of 1-(β-acrylamidoethyl)-3-hydroxy-2-methyl-4(1H-pyridinone and (N,N)-dimethylacrylamide". Journal of Applied Polymer Science 60, № 3 (1996): 477–80. http://dx.doi.org/10.1002/(sici)1097-4628(19960418)60:3<477::aid-app22>3.0.co;2-z.

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22

Zhang, Xiyang, Rhea Nickerson, Lauren Burton, et al. "The Hydroxypyridinone Iron Chelator DIBI Reduces Bacterial Load and Inflammation in Experimental Lung Infection." Biomedicines 12, no. 7 (2024): 1452. http://dx.doi.org/10.3390/biomedicines12071452.

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Iron plays a critical role in lung infections due to its function in the inflammatory immune response but also as an important factor for bacterial growth. Iron chelation represents a potential therapeutic approach to inhibit bacterial growth and pathologically increased pro-inflammatory mediator production. The present study was designed to investigate the impact of the iron chelator DIBI in murine lung infection induced by intratracheal Pseudomonas aeruginosa (strain PA14) administration. DIBI is a polymer with a polyvinylpyrrolidone backbone containing nine 3-hydroxy-1-(methacrylamidoethyl)
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23

MEKHEIMER, R. A., N. H. MOHAMED, and K. U. SADEK. "ChemInform Abstract: Synthesis of Functionalized 4H-Pyrano(3,2-c)pyridines from 4-Hydroxy-6- methyl-2-pyridone and Their Reactions. Unexpected New Routes to 3,3′- Benzylidenebis(4-hydroxy-6-methyl-2(1H)-3-pyridinone)s." ChemInform 28, no. 45 (2010): no. http://dx.doi.org/10.1002/chin.199745050.

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24

Johnson, Adam R., Brendon O'Sulliva, and Kenneth N. Raymond. "Synthesis of a Ligand Based upon a New Entry into the 3-Hydroxy-N-alkyl-2(1H)-pyridinone Ring System and Thermodynamic Evaluation of Its Gadolinium Complex." Inorganic Chemistry 39, no. 12 (2000): 2652–60. http://dx.doi.org/10.1021/ic991471t.

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25

Xu, Jide, Birgitta Kullgren, Patricia W. Durbin, and Kenneth N. Raymond. "Specific Sequestering Agents for the Actinides. 28. Synthesis and Initial Evaluation of Multidentate 4-Carbamoyl-3-hydroxy-1-methyl-2(1H)-pyridinone Ligands for in Vivo Plutonium(IV) Chelation." Journal of Medicinal Chemistry 38, no. 14 (1995): 2606–14. http://dx.doi.org/10.1021/jm00014a013.

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26

Feng, Minhua, Leen Van Der Does та Adriaan Bantjes. "Iron (III) chelating resins. V. Cross-linked copolymers of 1-(β-acrylamidoethyl)-3-hydroxy-2-methyl-4(1H)pyridinone (AHMP) and N,N-dimethylacrylamide (DMAA) for iron (III) chelation studies". Journal of Applied Polymer Science 52, № 1 (1994): 21–28. http://dx.doi.org/10.1002/app.1994.070520103.

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27

Queirós, Carla, Sílvia Vinhas, Jéssica Oliveira, Andreia Leite, Ana M. G. Silva, and Maria Rangel. "Functionalization of Rhodamine Platforms with 3-Hydroxy-4-pyridinone Chelating Units and Its Fluorescence Behavior towards Fe(III)." Molecules 27, no. 5 (2022): 1567. http://dx.doi.org/10.3390/molecules27051567.

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Functionalization of xanthene fluorophores with specific receptor units is an important topic of research aiming for the development of new analytical tools for biological sciences, clinical diagnosis, food and environmental monitoring. Herein, we report a new dihydrorosamine containing two active amino groups, which was functionalized with 3-benzyloxy-1-(3′-carboxypropyl)-2-methyl-4-pyridinone through an amide coupling strategy. Benzylated mono- and di-functionalized dihydrorosamine derivatives (H in position 9 of the xanthene) were obtained, but with modest reaction yields, requiring long an
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28

Shi, Feng, Longji Cao, Ning Ma, et al. "A green and efficient synthesis of 3,3′-arylidenebis[4-hydroxy-6-methyl-2(1H)-3-pyridinone]s in water under microwave irradiation." Journal of Heterocyclic Chemistry, 2009, NA. http://dx.doi.org/10.1002/jhet.210.

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