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2-Amino-5-(2-hydroxyethyl)thiazole

  • CAS No. 105773-93-1

  • Cat. No. CS-0158324
  • Molecule weight144.19
  • Purity≥97%
  • MDL No.MFCD13184156

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

2-Amino-5-(2-hydroxyethyl)thiazole|CS-0158324

Structure of 105773-93-1

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General Information

  • CAS No. 105773-93-1
  • Cat. No. CS-0158324
  • Purity ≥97%
  • MDL No. MFCD13184156
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈N₂OS
  • Molecular Weight 144.19
  • Synonym(s) 2-(2-aMinothiazol-5-yl)ethanol
  • SMILES OCCC1=CN=C(N)S1

Description

2-Amino-5-(2-hydroxyethyl)thiazole features a polar hydroxymethyl side chain that enhances solubility in aqueous and protic solvents, enabling efficient integration into bioconjugation workflows. The amino group serves as a reactive handle for coupling reactions, while the thiazole core provides metabolic stability and structural rigidity. This compound functions as a key building block in medicinal chemistry and fluorescent probe development.

Application

2-Amino-5-(2-hydroxyethyl)thiazole serves as a versatile building block for thiazole-based heterocycles, enabling efficient access to medicinally relevant scaffolds. The amino and hydroxyethyl functionalities provide orthogonal handles for derivatization via amide coupling, alkylation, or oxidation reactions. Bench-stable and readily purified by recrystallization, it functions effectively in standard synthetic workflows for API intermediates and kinase inhibitor precursors.

Synthesis

  • Route1
    • null|null
      1191-99-7
    • null|null
      17356-08-0
    • ~59%
    • In-stock
      2-Amino-5-(2-hydroxyethyl)thiazole|CS-0158324
      105773-93-1

    References

    • MANNKIND CORPORATION; TOLERO PHARMACEUTICALS, INC.; ZENG, Qingping; FARIS, Mary; MOLLARD, Alexis; WARNER, Steven L.; FLYNN, Gary A. Patent: WO2014/52365 A1, 2014 ; Location in patent: Page/Page column 170 ;
  • Route2
    • 2,3-Dichlorotetrahydrofuran|CS-0451541
      3511-19-1
    • null|null
      17356-08-0
    • ~%
    • In-stock
      2-Amino-5-(2-hydroxyethyl)thiazole|CS-0158324
      105773-93-1

    References

    • Reppe et al. Justus Liebigs Annalen der Chemie, 1955 , vol. 596, p. 1,117

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   59.14
  • LogP   0.2601
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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