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CS-W001157 4
Total: USD 88.00

1-Benzothiophene-3-carboxylic acid

  • CAS No. 5381-25-9

  • Cat. No. CS-W008166
  • Purity≥98%
  • MDL No.MFCD01846406

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

1-Benzothiophene-3-carboxylic acid|CS-W008166

Structure of 5381-25-9

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General Information

  • CAS No. 5381-25-9
  • Cat. No. CS-W008166
  • Purity ≥98%
  • MDL No. MFCD01846406
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆O₂S
  • Molecular Weight 178.21
  • Synonym(s) 3-CARBOXYLIC ACID BENZOTHIOPHENE
  • SMILES S1C2=C(C(=C1)C(=O)O)C=CC=C2

Description

1-Benzothiophene-3-carboxylic acid features a rigid heteroaromatic core fused with a carboxylic acid group at the 3-position, enabling direct integration into bioactive molecules. The electron-deficient benzothiophene scaffold enhances π-stacking interactions in target binding, while the acidic functionality facilitates derivatization via amide or ester formation. This compound exhibits excellent stability under standard bench conditions and serves as a key building block in medicinal chemistry and materials science applications.

Application

1-Benzothiophene-3-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to biologically relevant scaffolds. Its carboxylic acid functionality facilitates direct derivatization via amide, ester, or acyl chloride formation, while the fused benzothiophene core provides structural rigidity and favorable pharmacophore characteristics. Bench-stable and readily purified by recrystallization, it functions reliably in standard coupling protocols and transition metal-catalyzed transformations.

Safety Information

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

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