Cas no 84719-33-5 (Pyridine-2,5-diol)

Pyridine-2,5-diol is a heterocyclic organic compound featuring hydroxyl groups at the 2- and 5-positions of the pyridine ring. This structure imparts unique reactivity, making it a valuable intermediate in organic synthesis and pharmaceutical applications. Its dual hydroxyl groups enable selective functionalization, facilitating the preparation of complex molecules such as ligands, catalysts, and bioactive compounds. Pyridine-2,5-diol exhibits moderate solubility in polar solvents, enhancing its utility in solution-phase reactions. The compound’s stability under standard conditions ensures reliable handling and storage. Its versatility and well-defined reactivity profile make it a preferred choice for researchers developing novel chemical entities or fine-tuning molecular properties.
Pyridine-2,5-diol structure
Pyridine-2,5-diol structure
Product Name:Pyridine-2,5-diol
CAS No:84719-33-5
MF:C5H5NO2
MW:111.098701238632
MDL:MFCD00234075
CID:1040971
PubChem ID:99456
Update Time:2025-10-11

Pyridine-2,5-diol Chemical and Physical Properties

Names and Identifiers

    • Pyridine-2,5-diol
    • 2,5-DIHYDROXYPYRIDINE
    • 5-Hydroxy-2(1H)-pyridinone
    • 5-Hydroxypyridin-2(1H)-one
    • pyridine-2, 5-diol
    • Q27101869
    • 24154-26-5
    • 5-Hydroxy-2-pyridone
    • CHEBI:16364
    • STL555493
    • NSC 224189
    • ZZB29100TE
    • NSC224189
    • DB-008137
    • DB-081015
    • NSC-224189
    • 5-oxidanyl-1H-pyridin-2-one
    • 2(1H)-Pyridinone, 5-hydroxy-
    • SY023088
    • EN300-142487
    • Z1198152559
    • 2,5-Dhpy
    • UNII-ZZB29100TE
    • 2,5-Pyridinediol
    • 2,5-Pyridinediol #
    • SB54074
    • AKOS006273362
    • ALBB-027307
    • SCHEMBL174894
    • AC-907/25004408
    • CS-W006127
    • SB21482
    • G6C
    • 84719-33-5
    • 2,5-dihydroxy-pyridine
    • DTXSID00199504
    • AS-10190
    • 5154-01-8
    • AKOS015856408
    • AC-33445
    • MFCD00234075
    • BBL101697
    • O12060
    • pyridin-2(1H)-one, 5-hydroxy-
    • C01059
    • MFCD20442000
    • 5-hydroxy-1H-pyridin-2-one
    • 5-hydroxy-1,2-dihydropyridin-2-one
    • MDL: MFCD00234075
    • Inchi: 1S/C5H5NO2/c7-4-1-2-5(8)6-3-4/h1-3,7H,(H,6,8)
    • InChI Key: CHGPEDOMXOLANF-UHFFFAOYSA-N
    • SMILES: OC1C=CC(O)=CN=1

Computed Properties

  • Exact Mass: 111.03200
  • Monoisotopic Mass: 111.032028402g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 169
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.4
  • Topological Polar Surface Area: 49.3?2

Experimental Properties

  • PSA: 53.35000
  • LogP: 0.49280

Pyridine-2,5-diol Pricemore >>

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Pyridine-2,5-diol Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: NADH ,  FAD Catalysts: Nicotine-degrading enzyme NicB (Pseudomonas putida strain S16 gene nicB 6-hydrox… (immobilized on Immobead 150) ,  Immobead 150 Solvents: Water ;  30 min, pH 9, 35 °C
Reference
Highly efficient synthesis of 2,5-dihydroxypyridine using Pseudomonas sp. ZZ-5 nicotine hydroxylase immobilized on Immobead 150
Dong, Caiwen; Zheng, Yadong; Tang, Hongzhi; Long, Zhangde; Li, Jigang; et al, Catalysts, 2018, 8(11), 548/1-548/12

Pyridine-2,5-diol Raw materials

Pyridine-2,5-diol Preparation Products

Additional information on Pyridine-2,5-diol

Pyridine-2,5-diol (CAS No. 84719-33-5): A Versatile Compound in Pharmaceutical and Chemical Research

Pyridine-2,5-diol (CAS No. 84719-33-5) is a unique and versatile compound that has garnered significant attention in the fields of pharmaceutical and chemical research. This compound, also known as 2,5-dihydroxypyridine, is a derivative of pyridine with hydroxyl groups at the 2 and 5 positions. Its distinct chemical structure and properties make it a valuable intermediate in the synthesis of various pharmaceuticals, agrochemicals, and fine chemicals.

The molecular formula of Pyridine-2,5-diol is C5H6N2O2, and its molecular weight is approximately 126.11 g/mol. The compound exists as a white crystalline solid at room temperature and is soluble in water and polar organic solvents such as methanol and ethanol. Its solubility and reactivity characteristics make it an ideal candidate for various chemical reactions and synthetic processes.

In recent years, Pyridine-2,5-diol has been extensively studied for its potential applications in drug discovery and development. One of the key areas of interest is its role as a building block in the synthesis of bioactive molecules. For instance, researchers have explored its use in the development of novel antiviral agents, particularly against RNA viruses such as influenza and hepatitis C. The hydroxyl groups on the pyridine ring provide multiple functional sites for further modification, enabling the creation of diverse chemical structures with tailored biological activities.

Beyond antiviral applications, Pyridine-2,5-diol has also shown promise in the development of anti-inflammatory drugs. Studies have demonstrated that derivatives of this compound can exhibit potent anti-inflammatory effects by modulating key signaling pathways involved in inflammation. For example, a recent study published in the Journal of Medicinal Chemistry reported that a series of Pyridine-2,5-diol-based compounds effectively inhibited the production of pro-inflammatory cytokines such as TNF-α and IL-6 in vitro.

The versatility of Pyridine-2,5-diol extends to its use in agrochemicals. Researchers have investigated its potential as a precursor for herbicides and fungicides due to its ability to undergo selective chemical transformations under mild conditions. This makes it an attractive starting material for the synthesis of environmentally friendly agrochemicals that can help address challenges related to crop protection and sustainable agriculture.

In addition to its applications in pharmaceuticals and agrochemicals, Pyridine-2,5-diol has found utility in materials science. Its unique electronic properties make it a suitable candidate for the development of functional materials such as conductive polymers and electrochromic devices. Recent studies have shown that incorporating Pyridine-2,5-diol-based moieties into polymer chains can enhance their electrical conductivity and stability under various environmental conditions.

The synthesis of Pyridine-2,5-diol can be achieved through several routes, including oxidative cyclization reactions and metal-catalyzed coupling reactions. One common method involves the oxidative cyclization of 1-amino-3-hydroxypropan-1-one using an appropriate oxidizing agent such as hydrogen peroxide or potassium permanganate. This reaction typically proceeds under mild conditions and yields high-purity Pyridine-2,5-diol. Another approach involves the metal-catalyzed coupling of 2-hydroxypyridine with formaldehyde or other suitable electrophiles.

The safety profile of Pyridine-2,5-diol is an important consideration for its industrial applications. While it is generally considered safe when handled properly, precautions should be taken to avoid exposure to high concentrations or prolonged contact with skin or eyes. Proper personal protective equipment (PPE) such as gloves and goggles should be used during handling to ensure safety.

In conclusion, Pyridine-2,5-diol (CAS No. 84719-33-5) is a multifaceted compound with a wide range of applications in pharmaceuticals, agrochemicals, materials science, and other fields. Its unique chemical structure and properties make it an invaluable intermediate for the synthesis of bioactive molecules and functional materials. Ongoing research continues to uncover new possibilities for this compound, further solidifying its importance in modern scientific endeavors.

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