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CS-W001157 4
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2-Amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide

  • CAS No. 302964-24-5

  • Cat. No. CS-0020987
  • Purity≥98%
  • MDL No.MFCD10000630

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

2-Amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide|CS-0020987

Structure of 302964-24-5

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General Information

  • CAS No. 302964-24-5
  • Cat. No. CS-0020987
  • Purity ≥98%
  • MDL No. MFCD10000630
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀ClN₃OS
  • Molecular Weight 267.73
  • Synonym(s) 2-Amino-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide; Dasatinib's intermediate
  • SMILES O=C(C1=CN=C(N)S1)NC2=C(C)C=CC=C2Cl

Description

2-Amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide features a thiazole core flanked by electron-deficient and sterically accessible functional groups, enabling direct integration into kinase inhibitor scaffolds. This bench-stable derivative delivers enhanced binding affinity in target-directed synthesis workflows.

Application

2-Amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide serves as a versatile building block in medicinal chemistry, enabling the synthesis of thiazole-based heterocycles through standard amide coupling and cyclization protocols. Its functional group tolerance facilitates downstream derivatization, while its bench-stable nature supports reliable handling in multi-step syntheses.

Synthesis

  • Route1
    • (E)-N-(2-Chloro-6-methylphenyl)-3-ethoxyacrylamide|CS-0151953
      863127-76-8
    • null|null
      17356-08-0
    • ~92%
    • In-stock
      2-Amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide|CS-0020987
      302964-24-5

    References

    • WO2008/76883 A2, ; Page/Page column 53-54 ; WO 2008/076883 A2
  • Route2
    • null|null
      17356-08-0
    • ~92%
    • In-stock
      2-Amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide|CS-0020987
      302964-24-5

    References

    • WO2005/77945 A2, ; Page/Page column 51 ; WO 2005/077945 A2
  • Route3
    • Tert-butyl (5-((2-chloro-6-methylphenyl)carbamoyl)thiazol-2-yl)carbamate|CS-0745841
      302964-06-3
    • ~%
    • In-stock
      2-Amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide|CS-0020987
      302964-24-5

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 13, # 22 p. 4007 - 4010 Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 24 p. 6061 - 6066

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   68.01
  • LogP   2.93942
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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