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4-(4-Chlorothiophen-2-yl)thiazol-2-amine

  • CAS No. 570407-10-2

  • Cat. No. CS-0372956
  • Purity≥98%
  • MDL No.None

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

4-(4-Chlorothiophen-2-yl)thiazol-2-amine|CS-0372956

Structure of 570407-10-2

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General Information

  • CAS No. 570407-10-2
  • Cat. No. CS-0372956
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂S₂
  • Molecular Weight 216.71
  • Synonym(s) 2-Thiazolamine, 4-(4-chloro-2-thienyl)-
  • SMILES NC1=NC(C2=CC(Cl)=CS2)=CS1

Description

This thiazole derivative features a chlorothiophene moiety that enhances electron-withdrawing character and improves metabolic stability. The amine group enables facile coupling reactions, while the fused heterocyclic system provides rigidity and planarity, favoring π-stacking in target binding. Suitable for pharmaceutical intermediates requiring halogenated aromatic scaffolds with tunable reactivity.

Application

4-(4-Chlorothiophen-2-yl)thiazol-2-amine serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds via cross-coupling and nucleophilic substitution reactions. Its thiazole core exhibits excellent bench stability and functional group tolerance, facilitating efficient derivatization for target-oriented synthesis. The 4-chlorothiophene moiety provides a reactive handle for Pd-catalyzed coupling, making this compound a practical intermediate in the development of bioactive molecules.

Synthesis

  • Route1
    • 1-(4-Chlorothiophen-2-yl)ethanone Avatrombopag Impurity|CS-0377382
      34730-20-6
    • null|null
      17356-08-0
    • ~%
    • In-stock
      4-(4-Chlorothiophen-2-yl)thiazol-2-amine|CS-0372956
      570407-10-2

    References

    • Astellas Pharma Inc. Patent: EP1647553 A1, 2006 ; Location in patent: Page/Page column 18 ;
  • Route2
    • null|null
      677007-73-7
    • null|null
      17356-08-0
    • ~%
    • In-stock
      4-(4-Chlorothiophen-2-yl)thiazol-2-amine|CS-0372956
      570407-10-2

    References

    • YAMANOUCHI PHARMACEUTICAL CO. LTD. Patent: EP1466912 A1, 2004 ; Location in patent: Page 16 ;

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   38.91
  • LogP   3.1072
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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