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2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid

  • CAS No. 5936-58-3

  • Cat. No. CS-0042676
  • Molecule weight197.26
  • Purity≥97%
  • MDL No.MFCD00466265

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

2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid|CS-0042676

Structure of 5936-58-3

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General Information

  • CAS No. 5936-58-3
  • Cat. No. CS-0042676
  • Purity ≥97%
  • MDL No. MFCD00466265
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₂S
  • Molecular Weight 197.26
  • Synonym(s) 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylic acid
  • SMILES NC1=C(C(O)=O)C2=C(CCCC2)S1

Description

This tetrahydrobenzo[b]thiophene derivative features a fused heterocyclic core with a carboxylic acid and amino group, offering enhanced solubility and metabolic stability. It integrates readily into bioactive scaffolds for medicinal chemistry campaigns targeting kinase inhibition and CNS drug discovery.

Application

2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and process development. Its fused tetrahydrothiophene core provides structural rigidity and favorable pharmacokinetic properties, while the amino and carboxylic acid functionalities enable diverse derivatization via amidation, alkylation, and coupling reactions. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for modular synthesis of bioactive scaffolds and API intermediates.

Synthesis

  • Route1

    References

    • Kanwar, Seema; Sharma Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005 , vol. 44, # 11 p. 2367 - 2371
  • Route2
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    • ~%
    • In-stock
      2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid|CS-0042676
      5936-58-3

    References

    • Abdalha; El-Kassaby, M.K. Abou; El-Regal; Ali Synthetic Communications, 2011 , vol. 41, # 19 p. 2811 - 2821

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   63.32
  • LogP   1.9073
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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