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5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid

  • CAS No. 916325-85-4

  • Cat. No. CS-0037491
  • Purity≥95%
  • MDL No.MFCD11040726

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

5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid|CS-0037491

Structure of 916325-85-4

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General Information

  • CAS No. 916325-85-4
  • Cat. No. CS-0037491
  • Purity ≥95%
  • MDL No. MFCD11040726
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrN₃O₂
  • Molecular Weight 242.03
  • Synonym(s) 5-bromo-2H-pyrazolo[3,4-b]pyridine-3-carboxylic acid
  • SMILES C1=C(C=NC2=NNC(=C12)C(=O)O)Br

Description

5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid features a fused heterocyclic core with a bromo substituent at the 5-position and a carboxylic acid group at the 3-position. This combination enables direct incorporation into bioactive scaffolds, facilitating coupling reactions and enabling structural diversification in medicinal chemistry campaigns.

Application

5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid serves as a versatile building block for constructing bioactive heterocycles in medicinal chemistry. The molecule combines a brominated pyrazolopyridine core with a carboxylic acid handle, enabling palladium-catalyzed cross-coupling reactions and derivatization via amide or ester formation. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient incorporation into complex scaffolds for drug discovery campaigns.

Synthesis

  • Route1

    References

    • JANSSEN PHARMACEUTICA, N.V. Patent: WO2006/130673 A1, 2006 ; Location in patent: Page/Page column 74 ; WO 2006/130673 A1
  • Route2

    References

    • Inorganic Chemistry, , vol. 50, # 22 p. 11715 - 11728
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 15 p. 4297 - 4302

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS05
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   78.87
  • LogP   1.4186
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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