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CS-W001157 4
Total: USD 88.00

2-Aminothiophene-3-carboxamide

  • CAS No. 14080-51-4

  • Cat. No. CS-W004718
  • Purity≥98%
  • MDL No.MFCD00706455

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

2-Aminothiophene-3-carboxamide|CS-W004718

Structure of 14080-51-4

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General Information

  • CAS No. 14080-51-4
  • Cat. No. CS-W004718
  • Purity ≥98%
  • MDL No. MFCD00706455
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₂OS
  • Molecular Weight 142.18
  • Synonym(s) 2-AMINO-3-THIOPHENECARBOXAMIDE
  • SMILES C1=CC(=C(S1)N)C(=O)N

Description

2-Aminothiophene-3-carboxamide features a fused thiophene core with strategically positioned amino and carboxamide groups, enabling versatile integration into bioactive scaffolds. This electron-rich heterocycle supports hydrogen bonding and dipole interactions, enhancing target affinity in medicinal chemistry applications. The compound exhibits bench-stable handling characteristics and facilitates efficient derivatization under standard conditions.

Application

2-Aminothiophene-3-carboxamide serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds through standard coupling and cyclization reactions. Its dual functionality—amine and amide groups—supports diverse derivatization, including amidation, urea formation, and transition-metal-catalyzed cross-couplings. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns targeting kinase inhibitors and other pharmacologically relevant architectures.

Synthesis

  • Route1
    • p-Dithiane-2,5-diol|CS-W018087
      40018-26-6
    • null|null
      107-91-5
    • ~88%
    • In-stock
      2-Aminothiophene-3-carboxamide|CS-W004718
      14080-51-4

    References

    • Smithkline Beecham Corporation Patent: WO2003/104218 A1, 2003 ; Location in patent: Page 13 ; WO 03/104218 A1
  • Route2
    • null|null
      6851-93-0
    • null|null
      107-91-5
    • ~63%
    • In-stock
      2-Aminothiophene-3-carboxamide|CS-W004718
      14080-51-4

    References

    • Dumaitre, Bernard; Dodic, Nerina Journal of Medicinal Chemistry, 1996 , vol. 39, # 8 p. 1635 - 1644
  • Route3
    • null|null
      75-07-0
    • null|null
      107-91-5
    • ~%
    • In-stock
      2-Aminothiophene-3-carboxamide|CS-W004718
      14080-51-4

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 20, # 19 p. 5753 - 5756

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H317-H319
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.11
  • LogP   0.4292
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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