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CS-W001157 4
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5-Nitro-3-pyridinol

  • CAS No. 186593-26-0

  • Cat. No. CS-W019771
  • Molecule weight140.10
  • Purity≥98%
  • MDL No.MFCD04114224

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

5-Nitro-3-pyridinol|CS-W019771

Structure of 186593-26-0

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General Information

  • CAS No. 186593-26-0
  • Cat. No. CS-W019771
  • Purity ≥98%
  • MDL No. MFCD04114224
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄N₂O₃
  • Molecular Weight 140.10
  • Synonym(s) 3-Hydroxy-5-nitropyridine; 5-Nitropyridin-3-ol
  • SMILES OC1=CC([N+]([O-])=O)=CN=C1

Description

5-Nitro-3-pyridinol features a strategically positioned nitro group at the 5-position of the pyridinol scaffold, enhancing electron deficiency and enabling selective reactivity in transition metal-catalyzed couplings. This bench-stable heterocycle integrates readily into functionalized molecular architectures, serving as a key intermediate in the synthesis of bioactive compounds and advanced materials.

Application

5-Nitro-3-pyridinol serves as a versatile building block for nitrogen-containing heterocycles, enabling efficient access to bioactive scaffolds through electrophilic substitution and metal-catalyzed coupling reactions. Its ortho-directing nitro group facilitates regioselective functionalization, while the phenolic hydroxyl supports derivatization and hydrogen bonding in medicinal chemistry applications. The compound exhibits bench stability and compatibility with standard purification protocols, making it well-suited for iterative synthesis in process and medicinal chemistry workflows.

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

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Computational Chemistry Data

  • TPSA   76.26
  • LogP   0.6954
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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