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CS-W001157 4
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Benzo[b]thiophene-7-carboxylic acid

  • CAS No. 10134-98-2

  • Cat. No. CS-0034918
  • Purity≥98%
  • MDL No.None

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

Benzo[b]thiophene-7-carboxylic acid|CS-0034918

Structure of 10134-98-2

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General Information

  • CAS No. 10134-98-2
  • Cat. No. CS-0034918
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆O₂S
  • Molecular Weight 178.21
  • Synonym(s) 1-benzothiophene-7-carboxylic acid
  • SMILES O=C(C1=C2C(C=CS2)=CC=C1)O

Description

Benzo[b]thiophene-7-carboxylic acid features a fused benzothiophene core with a carboxylic acid group at the 7-position, enabling direct integration into bioactive molecules. The electron-deficient heterocycle enhances reactivity in coupling reactions, while the acidic proton supports salt formation and solubility tuning. This scaffold serves as a key building block in medicinal chemistry and materials science.

Application

Benzo[b]thiophene-7-carboxylic acid serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its carboxylic acid functionality enables direct derivatization via amide, ester, or acyl chloride formation, while the fused benzo[b]thiophene core provides structural rigidity and favorable π-stacking properties. The compound exhibits good bench stability and facilitates efficient functionalization in standard coupling reactions, making it valuable for medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • Ethyl benzo[b]thiophene-7-carboxylate|CS-0557802
      959632-57-6
    • ~60%
    • In-stock
      Benzo[b]thiophene-7-carboxylic acid|CS-0034918
      10134-98-2

    References

    • GALAPAGOS N.V. Patent: WO2007/138072 A2, 2007 ; Location in patent: Page/Page column 86 ;
  • Route2
    • null|null
      859034-01-8
    • ~%
    • In-stock
      Benzo[b]thiophene-7-carboxylic acid|CS-0034918
      10134-98-2

    References

    • Journal of Medicinal Chemistry, , vol. 46, # 12 p. 2446 - 2455
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 46, # 12 p. 2446 - 2455

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   37.3
  • LogP   2.5995
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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