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CS-W001157 4
Total: USD 88.00

3-Nitropyridin-2(1H)-one

  • CAS No. 6332-56-5

  • Cat. No. CS-W007868
  • Purity≥98%
  • MDL No.MFCD00006270

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

3-Nitropyridin-2(1H)-one|CS-W007868

Structure of 6332-56-5

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General Information

  • CAS No. 6332-56-5
  • Cat. No. CS-W007868
  • Purity ≥98%
  • MDL No. MFCD00006270
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄N₂O₃
  • Molecular Weight 140.10
  • Synonym(s) 3-Nitro-2-pyridinol
  • SMILES O=C1C([N+]([O-])=O)=CC=CN1

Description

3-Nitropyridin-2(1H)-one features a pyridinone core bearing a nitro group at the 3-position, conferring enhanced electron-withdrawing character. This arrangement supports its use in transition metal-catalyzed cross-coupling reactions and as a building block for bioactive heterocycles. The compound exhibits bench-stable handling under standard conditions.

Application

3-Nitropyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling the construction of nitrogen-rich heterocyclic scaffolds. Its dual functionality—pyridinone and nitro groups—facilitates selective transformations, including reduction to amino derivatives and coupling reactions under standard conditions. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it valuable for iterative synthesis workflows.

Synthesis

  • Route1

    References

    • Okafor Journal of Organic Chemistry, 1982 , vol. 47, # 3 p. 592 - 594
  • Route2

    References

    • Deng, Guanghui; Meng, Qinghua; Liu, Qian; Xu, Xuesong; Xu, Qiongfeng; Ren, Feng; Guo, Taylor B.; Lu, Hongtao; Xiang, Jia-Ning; Elliott, John D.; Lin, Xichen Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 12 p. 3973 - 3977
  • Route3
    • α-Pyridone Levetiracetam Impurity|CS-0213990
      142-08-5
    • ~%
    • In-stock
      3-Nitropyridin-2(1H)-one|CS-W007868
      6332-56-5

    References

    • Angewandte Chemie, , vol. 49, p. 486,488

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
  • LogP   0.2831
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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