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CS-W001157 4
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1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid

  • CAS No. 17288-35-6

  • Cat. No. CS-W018616
  • Molecule weight162.15
  • Purity≥95%
  • MDL No.MFCD09955613

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

1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid|CS-W018616

Structure of 17288-35-6

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General Information

  • CAS No. 17288-35-6
  • Cat. No. CS-W018616
  • Purity ≥95%
  • MDL No. MFCD09955613
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂
  • Molecular Weight 162.15
  • Synonym(s) None
  • SMILES O=C(C1=CC2=NC=CC=C2N1)O

Description

1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid is a heterocyclic scaffold featuring a fused pyrrole-pyridine core with a carboxylic acid at the 2-position. This structure integrates electron-rich aromaticity with a polar functional group, enabling versatile conjugation in medicinal chemistry and materials science. The molecule exhibits enhanced solubility and stability under standard conditions, facilitating use in synthetic transformations and derivatization workflows.

Application

1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of bioactive scaffolds through standard amide coupling and functionalization reactions. Its carboxylic acid group facilitates conjugation with amines and nucleophiles, while the fused pyrrolopyridine core provides structural rigidity and favorable electronic properties for target engagement. The compound exhibits good bench stability and is compatible with common purification methods, making it well-suited for iterative synthetic workflows in drug discovery programs.

Synthesis

  • Route1

    References

    • Engelhardt, Harald; De Esch, Iwan J.P.; Kuhn, Daniel; Smits, Rogier A.; Zuiderveld, Obbe P.; Dobler, Julia; Mayer, Moriz; Lips, Sebastian; Arnhof, Heribert; Scharn, Dirk; Haaksma, Eric E.J.; Leurs, Rob European Journal of Medicinal Chemistry, 2012 , vol. 54, p. 660 - 668
  • Route2

    References

    • EP1479680 A1, ; Page 48 ; EP 1479680 A1
  • Route3
    • In-stock
      Ethyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate|CS-W006111
      17288-32-3
    • ~0%
    • 1H-pyrrolo[3,2-b]pyridine-2-carboxamide|CS-0554937
      853685-35-5
    • In-stock
      1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid|CS-W018616
      17288-35-6

    References

    • Huang, Bao-Guo; Kubiak, Gregory; Shay, John J.; Pemberton, Clive; Peers, James; Hanna, Reda G.; Powers, Matthew R.; Gamboa, Juan A.; Gelormini, Ann M.; Yarabe, Hyacinthe; Rudisill, Duane E. Organic Process Research and Development, 2011 , vol. 15, # 5 p. 1040 - 1045

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   65.98
  • LogP   1.2611
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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