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CS-W001157 4
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Thieno[2,3-b]pyridine-2-carboxylic acid

  • CAS No. 59944-76-2

  • Cat. No. CS-0043678
  • Purity≥97%
  • MDL No.MFCD07371381

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

Thieno[2,3-b]pyridine-2-carboxylic acid|CS-0043678

Structure of 59944-76-2

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General Information

  • CAS No. 59944-76-2
  • Cat. No. CS-0043678
  • Purity ≥97%
  • MDL No. MFCD07371381
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₂S
  • Molecular Weight 179.20
  • Synonym(s) 2-Carboxythieno[2,3-b]pyridine
  • SMILES O=C(C1=CC2=CC=CN=C2S1)O

Description

Thieno[2,3-b]pyridine-2-carboxylic acid features a fused heterocyclic core combining thiophene and pyridine units, delivering enhanced electron-withdrawing character and planarity. This structural rigidity supports applications in organic semiconductors and pharmaceutical intermediates, where stable conjugation and defined polarity are critical. The carboxylic acid group enables direct functionalization or salt formation for improved solubility and reactivity under standard conditions.

Application

Thieno[2,3-b]pyridine-2-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its fused thiophene-pyridine core provides enhanced planarity and electron-deficient character, enabling efficient coupling reactions and facilitating incorporation into bioactive scaffolds. The carboxylic acid group offers direct handle for amide formation, esterification, or metal coordination, supporting downstream derivatization. Bench-stable and readily purified by recrystallization, it functions reliably in standard synthetic workflows.

Synthesis

  • Route1

    References

    • Wishka, Donn G.; Reitz, Steven Charles; Piotrowski, David W.; Groppi JR., Vincent E. Patent: US2003/45540 A1, 2003 ;
  • Route2
    • Ethyl thieno[2,3-b]pyridine-2-carboxylate|CS-0053892
      59944-78-4
    • ~%
    • In-stock
      Thieno[2,3-b]pyridine-2-carboxylic acid|CS-0043678
      59944-76-2

    References

    • Journal of Heterocyclic Chemistry, , vol. 13, p. 273 - 275
  • Route3

    References

    • Journal of Heterocyclic Chemistry, , vol. 13, p. 273 - 275

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   50.19
  • LogP   1.9945
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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