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CS-W001157 4
Total: USD 88.00

Pyridine-3,4-diol

  • CAS No. 10182-48-6

  • Cat. No. CS-0155544
  • Purity≥98%
  • MDL No.MFCD01691806

*For research and further manufacturing use only, not for direct human use.

Pyridine-3,4-diol|CS-0155544

Structure of 10182-48-6

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General Information

  • CAS No. 10182-48-6
  • Cat. No. CS-0155544
  • Purity ≥98%
  • MDL No. MFCD01691806
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅NO₂
  • Molecular Weight 111.10
  • Synonym(s) 5-21-12-00105 (Beilstein Handbook Reference)
  • SMILES OC1=C(O)C=CN=C1

Description

Pyridine-3,4-diol features a fused diol system on a pyridine scaffold, delivering enhanced solubility and reactivity in aqueous environments. This bench-stable heterocycle serves as a key intermediate for bioactive molecule synthesis, particularly in pharmaceutical scaffolds requiring polar functionality. The adjacent hydroxyl groups enable chelation and hydrogen bonding, facilitating selective transformations in complex reaction networks.

Application

Pyridine-3,4-diol serves as a versatile building block in synthetic organic chemistry, enabling the construction of bioactive heterocycles and pharmaceutical intermediates. Its ortho-dihydroxy functionality offers enhanced reactivity in metal-catalyzed couplings and facilitates chelation in transition metal complexes. The compound exhibits sufficient bench stability for routine handling and is compatible with common protecting group strategies, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • 3-Methoxypyridin-4(1H)-one|CS-0454451
      62885-41-0
    • ~%
    • In-stock
      Pyridine-3,4-diol|CS-0155544
      10182-48-6

    References

    • Journal of the American Chemical Society, , vol. 69, p. 1805
  • Route2
    • 4,5-Dihydroxy-2-pyridinecarboxylic acid|CS-0162522
      43077-77-6
    • ~%
    • In-stock
      Pyridine-3,4-diol|CS-0155544
      10182-48-6

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 27, p. 293 Journal fuer Praktische Chemie (Leipzig), , vol. <2> 29, p. 61 Chemisches Zentralblatt, , p. II,681 Gazzetta Chimica Italiana, , vol. 36 I, p. 55
  • Route3

    References

    • Chemistry of Heterocyclic Compounds (New York, NY, United States), , vol. 29, # 6 p. 730 - 731 Khimiya Geterotsiklicheskikh Soedinenii, , # 6 p. 847 - 848

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   53.35
  • LogP   0.4928
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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