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CS-W001157 4
Total: USD 88.00

Methyl 4-aminothiophene-2-carboxylate

  • CAS No. 89499-43-4

  • Cat. No. CS-W003378
  • Purity≥97%
  • MDL No.MFCD07368326

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

Methyl 4-aminothiophene-2-carboxylate|CS-W003378

Structure of 89499-43-4

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General Information

  • CAS No. 89499-43-4
  • Cat. No. CS-W003378
  • Purity ≥97%
  • MDL No. MFCD07368326
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇NO₂S
  • Molecular Weight 157.19
  • Synonym(s) methyl-4-aminothiophene-2-carboxylate
  • SMILES COC(=O)c1cc(cs1)N

Description

Methyl 4-aminothiophene-2-carboxylate features a thiophene core bearing an electron-rich amino group at the 4-position and a methyl ester at the 2-position. This configuration enhances solubility and reactivity in cross-coupling and cyclization reactions. The compound serves as a key intermediate for heterocyclic scaffolds in medicinal chemistry and materials science.

Application

Methyl 4-aminothiophene-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to biologically relevant thiophene scaffolds. The amino and ester functionalities offer orthogonal reactivity for derivatization via coupling, acylation, or cyclization reactions. Its bench-stable nature and compatibility with standard reaction conditions facilitate straightforward purification and integration into multi-step synthetic sequences, making it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • methyl 4-nitrothiophene-2-carboxylate|CS-0008650
      24647-78-7
    • ~81%
    • In-stock
      Methyl 4-aminothiophene-2-carboxylate|CS-W003378
      89499-43-4

    References

    • Arcamone, Federico Maria; Animati, Fabio; Barbieri, Brunella; Configliacchi, Emanuela; D'Alessio, Roberto; et al. Journal of Medicinal Chemistry, 1989 , vol. 32, # 4 p. 774 - 778
  • Route2

    References

    • US2010/68178 A1, ; Page/Page column 16-17 ;
  • Route3

    References

    • WO2010/29577 A2, ; Page/Page column 38-39 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   1.1169
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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