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CS-W001157 4
Total: USD 88.00

5-Aminopyridin-3-ol

  • CAS No. 3543-01-9

  • Cat. No. CS-W005261
  • Molecule weightNone
  • Purity≥96%
  • MDL No.MFCD04114213

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

5-Aminopyridin-3-ol|CS-W005261

Structure of 3543-01-9

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General Information

  • CAS No. 3543-01-9
  • Cat. No. CS-W005261
  • Purity ≥96%
  • MDL No. MFCD04114213
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂O
  • Molecular Weight None
  • Synonym(s) 3-Amino-5-hydroxy-pyridin
  • SMILES OC1=CC(N)=CN=C1

Description

5-Aminopyridin-3-ol features a strategically positioned amino group flanking a phenolic hydroxyl, enabling dual hydrogen-bonding interactions. This arrangement enhances solubility and facilitates coordination in metal-complexing applications. The molecule exhibits bench-stable behavior under standard conditions, supporting reliable use in synthetic transformations and ligand design.

Application

5-Aminopyridin-3-ol serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through its dual amine and phenolic functionalities. The molecule exhibits bench stability and facilitates straightforward derivatization via coupling reactions, amidation, or electrophilic substitution. Its ortho-difunctionalized pyridine core supports diverse functional group tolerance and is well-suited for modular synthesis of kinase inhibitors and other pharmaceutical scaffolds.

Synthesis

  • Route1

    References

    • Zhang, Yibin; Li, Guoqing; Liu, Mingliang; You, Xuefu; Feng, Lianshun; Lv, Kai; Cao, Jue; Guo, Huiyuan Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 3 p. 928 - 931
  • Route2

    References

    • Abbott Laboratories Patent: US6133253 A1, 2000 ;
  • Route3
    • In-stock
      3-Amino-5-bromopyridine|CS-D0805
      13535-01-8
    • null|null
      7732-18-5
    • ~%
    • In-stock
      5-Aminopyridin-3-ol|CS-W005261
      3543-01-9

    References

    • Chemische Berichte, , vol. 69, p. 32,37

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   59.14
  • LogP   0.3694
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   0

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