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CS-W001157 4
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5H-Thieno[3,2-c]pyridin-4-one

  • CAS No. 27685-92-3

  • Cat. No. CS-0060295
  • Purity≥97%
  • MDL No.None

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

5H-Thieno[3,2-c]pyridin-4-one|CS-0060295

Structure of 27685-92-3

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General Information

  • CAS No. 27685-92-3
  • Cat. No. CS-0060295
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅NOS
  • Molecular Weight 151.19
  • Synonym(s) Thieno[3,2-c]pyridin-4-ol
  • SMILES C1=C2C(=C(N=C1)O)C=CS2

Description

5H-Thieno[3,2-c]pyridin-4-one features a fused heterocyclic core combining thiophene and pyridinone units, delivering enhanced electron-deficient character and planarity. This structural rigidity supports applications in conjugated materials and as a scaffold for bioactive compound development. The molecule exhibits bench-stable handling and compatibility with diverse synthetic transformations.

Application

5H-Thieno[3,2-c]pyridin-4-one serves as a versatile heterocyclic scaffold in medicinal chemistry, enabling the construction of biologically active compounds through established functionalization at the 2-, 3-, and 6-positions. Its planar, electron-deficient core enhances binding affinity in kinase inhibitors and other target-directed agents. The compound exhibits excellent bench stability, facilitates straightforward derivatization via palladium-catalyzed cross-coupling, and supports orthogonal protection strategies in multi-step syntheses.

Synthesis

  • Route1
    • In-stock
      (2E)-3-(thiophen-2-yl)prop-2-enoic acid|CS-W018039
      1124-65-8
    • null|null
      541-41-3
    • ~%
    • In-stock
      5H-Thieno[3,2-c]pyridin-4-one|CS-0060295
      27685-92-3

    References

    • Rhone-Poulenc Rorer Pharmaceuticals Inc. Patent: US5731315 A1, 1998 ; US 5731315 A
  • Route2
    • null|null
      60249-02-7
    • ~%
    • In-stock
      5H-Thieno[3,2-c]pyridin-4-one|CS-0060295
      27685-92-3

    References

    • Farnier,M. et al. Canadian Journal of Chemistry, 1976 , vol. 54, p. 1066 - 1073
  • Route3
    • null|null
      60249-04-9
    • ~%
    • In-stock
      5H-Thieno[3,2-c]pyridin-4-one|CS-0060295
      27685-92-3

    References

    • Farnier,M. et al. Canadian Journal of Chemistry, 1976 , vol. 54, p. 1066 - 1073

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   2.0019
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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