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CS-W001157 4
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1H-Pyrazolo[3,4-b]pyridine-5-carboxylic acid

  • CAS No. 952182-02-4

  • Cat. No. CS-W021332
  • Purity≥98%
  • MDL No.MFCD09832891

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

1H-Pyrazolo[3,4-b]pyridine-5-carboxylic acid|CS-W021332

Structure of 952182-02-4

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General Information

  • CAS No. 952182-02-4
  • Cat. No. CS-W021332
  • Purity ≥98%
  • MDL No. MFCD09832891
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅N₃O₂
  • Molecular Weight 163.13
  • Synonym(s) 1H-pyrazolo[3,4-b] pyridine-5-carboxylic acid
  • SMILES OC(=O)C1=CC2=C(NN=C2)N=C1

Description

1H-Pyrazolo[3,4-b]pyridine-5-carboxylic acid features a fused heterocyclic core with a carboxylic acid group at the 5-position, enabling direct conjugation or derivatization. This scaffold integrates rigid, electron-deficient aromaticity with a polar functional handle, enhancing solubility and enabling precise molecular positioning in medicinal chemistry and materials science applications.

Application

1H-Pyrazolo[3,4-b]pyridine-5-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its rigid fused scaffold exhibits excellent stability and functional group tolerance, enabling direct derivatization via amide coupling, esterification, or metal-catalyzed cross-coupling reactions. The carboxylic acid moiety facilitates conjugation with biomolecules and supports purification by standard chromatographic techniques. This compound functions as a key intermediate in the synthesis of kinase inhibitors and other bioactive scaffolds.

Synthesis

  • Route1
    • null|null
      1086423-59-7
    • ~77%
    • In-stock
      1H-Pyrazolo[3,4-b]pyridine-5-carboxylic acid|CS-W021332
      952182-02-4

    References

    • GENENTECH,INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Kanl H.; DRAGOVICH, Peter; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; YUEN, Po-Wai; ZAK, Mark; ZHANG, Yamin; ZHENG, Xiaozhang; ZHAO, Guiling Patent: WO2013/127268 A1, 2013 ; Location in patent: Page/Page column 61; 62; 63 ;
  • Route2

    References

    • WO2013/127266 A1, ;
  • Route3

    References

    • WO2013/127266 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 : H319
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   78.87
  • LogP   0.6561
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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