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CS-W001157 4
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2-Methylthiazol-5-amine

  • CAS No. 89281-44-7

  • Cat. No. CS-W006129
  • Molecule weight114.17
  • Purity≥97%
  • MDL No.MFCD11847087

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

2-Methylthiazol-5-amine|CS-W006129

Structure of 89281-44-7

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General Information

  • CAS No. 89281-44-7
  • Cat. No. CS-W006129
  • Purity ≥97%
  • MDL No. MFCD11847087
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₆N₂S
  • Molecular Weight 114.17
  • Synonym(s) 5-Amino-2-methylthiazole
  • SMILES NC1=CN=C(C)S1

Description

2-Methylthiazol-5-amine serves as a key heterocyclic scaffold in medicinal chemistry, featuring a thiazole ring with a methyl group at the 2-position and an amino substituent at the 5-position. This configuration imparts favorable solubility and metabolic stability, enabling efficient incorporation into bioactive molecules. The compound acts as a versatile building block for drug discovery programs targeting kinase inhibitors and antimicrobial agents.

Application

2-Methylthiazol-5-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to thiazole-based scaffolds. Its amino group facilitates direct functionalization and coupling reactions, while the methyl substituent enhances metabolic stability and lipophilicity. The compound exhibits good bench stability and compatibility with standard synthetic protocols, making it valuable for library synthesis and lead optimization in drug discovery programs.

Synthesis

  • Route1
    • Ethyl ethanedithioate|CS-1058164
      870-73-5
    • ~50%
    • In-stock
      2-Methylthiazol-5-amine|CS-W006129
      89281-44-7

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2007/71955 A1, 2007 ; Location in patent: Page/Page column 48 ; WO 2007/071955 A1
  • Route2
    • Ethyl ethanedithioate|CS-1058164
      870-73-5
    • 2-Aminoacetonitrile, sulfuric acid|CS-0217566
      151-63-3
    • ~%
    • In-stock
      2-Methylthiazol-5-amine|CS-W006129
      89281-44-7

    References

    • Scott, David A.; Aquila, Brian M.; Bebernitz, Geraldine A.; Cook, Donald J.; Dakin, Les A.; Deegan, Tracy L.; Hattersley, Maureen M.; Ioannidis, Stephanos; Lyne, Paul D.; Omer, Charles A.; Ye, Minwei; Zheng, XiaoLan Bioorganic and Medicinal Chemistry Letters, 2008 , vol. 18, # 17 p. 4794 - 4797
  • Route3
    • null|null
      594-03-6
    • In-stock
      2-Aminoacetonitrile|CS-0498388
      540-61-4
    • ~%
    • In-stock
      2-Methylthiazol-5-amine|CS-W006129
      89281-44-7

    References

    • Sych,E.D.; Umanskaya,L.P. J. Gen. Chem. USSR (Engl. Transl.), 1964 , vol. 34, p. 2068 - 2074,2080 - 2085

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   38.91
  • LogP   1.03372
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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