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CS-W001157 4
Total: USD 88.00

5-Hydroxy-6-nitronicotinic acid

  • CAS No. 59288-43-6

  • Cat. No. CS-0146001
  • Purity≥98%
  • MDL No.MFCD11044358

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

5-Hydroxy-6-nitronicotinic acid|CS-0146001

Structure of 59288-43-6

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General Information

  • CAS No. 59288-43-6
  • Cat. No. CS-0146001
  • Purity ≥98%
  • MDL No. MFCD11044358
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂O₅
  • Molecular Weight 184.11
  • Synonym(s) 6-Nitro-5-hydroxy Nicotinic Acid
  • SMILES O=C(C1=CC(O)=C([N+]([O-])=O)N=C1)O

Description

5-Hydroxy-6-nitronicotinic acid features a pyridine core bearing both hydroxyl and nitro substituents at adjacent positions, enabling strong hydrogen bonding and enhanced polarity. This combination delivers high solubility in polar solvents and facilitates integration into complex synthetic pathways requiring directional reactivity. The molecule’s stability under standard conditions supports reliable handling in medicinal chemistry applications.

Application

5-Hydroxy-6-nitronicotinic acid serves as a versatile building block for heterocyclic synthesis, offering orthogonal functional handles for downstream derivatization. The carboxylic acid and nitro groups enable direct coupling reactions and reductive transformations, while the phenolic hydroxyl supports metal-catalyzed cross-couplings and protection strategies. Its bench-stable crystalline form facilitates handling and purification in synthetic workflows.

Synthesis

  • Route1

    References

    • PFIZER INC. Patent: WO2006/21886 A1, 2006 ; Location in patent: Page/Page column 77 ; WO 2006/021886 A1

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   113.56
  • LogP   0.3936
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   2

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