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CS-W001157 4
Total: USD 88.00

5-Nitro-1H-indazole-3-carboxylic acid

  • CAS No. 78155-76-7

  • Cat. No. CS-0050422
  • Purity≥96%
  • MDL No.MFCD05663993

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

5-Nitro-1H-indazole-3-carboxylic acid|CS-0050422

Structure of 78155-76-7

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General Information

  • CAS No. 78155-76-7
  • Cat. No. CS-0050422
  • Purity ≥96%
  • MDL No. MFCD05663993
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅N₃O₄
  • Molecular Weight None
  • Synonym(s) 5-Nitroindazole-3-carboxylic acid
  • SMILES OC(=O)C1=NNC2=CC=C(C=C12)[N+]([O-])=O

Description

5-Nitro-1H-indazole-3-carboxylic acid features a fused bicyclic core bearing electron-deficient nitro and carboxylic acid groups at key positions, enabling direct integration into bioactive scaffolds. This robust scaffold supports diverse derivatization for medicinal chemistry applications, particularly in kinase inhibitor design and targeted covalent probe development.

Application

5-Nitro-1H-indazole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through standard functional group transformations. Its dual nitro and carboxylic acid functionalities offer orthogonal reactivity for coupling, derivatization, and cyclization processes. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for use in multi-step synthetic sequences targeting pharmaceutical intermediates and API scaffolds.

Synthesis

  • Route1

    References

    • SCHERING CORPORATION Patent: WO2008/153858 A1, 2008 ; Location in patent: Page/Page column 271 ; WO 2008/153858 A1
  • Route2

    References

    • WO2005/111038 A2, ; Page/Page column 63-64 ; WO 2005/111038 A2
  • Route3
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    • In-stock
      5-Nitro-1H-indazole-3-carboxylic acid|CS-0050422
      78155-76-7

    References

    • WO2004/14864 A1, ; Page 70; 84-85 ; WO 2004/014864 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

Quality Control

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Computational Chemistry Data

  • TPSA   109.12
  • LogP   1.1693
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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