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CS-W001157 4
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5-Methoxybenzo[d]thiazol-2-amine

  • CAS No. 54346-87-1

  • Cat. No. CS-0042967
  • Purity≥96%
  • MDL No.MFCD00464314

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

5-Methoxybenzo[d]thiazol-2-amine|CS-0042967

Structure of 54346-87-1

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General Information

  • CAS No. 54346-87-1
  • Cat. No. CS-0042967
  • Purity ≥96%
  • MDL No. MFCD00464314
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂OS
  • Molecular Weight 180.23
  • Synonym(s) 5-METHOXY-BENZOTHIAZOL-2-YLAMINE
  • SMILES NC1=NC2=CC(OC)=CC=C2S1

Description

5-Methoxybenzo[d]thiazol-2-amine features a benzothiazole core bearing a methoxy group at the 5-position and an amino substituent at the 2-position, delivering enhanced solubility and electronic tuning. This scaffold integrates readily into bioactive molecule design, particularly in kinase inhibitors and fluorescent probes, where its electron-rich heterocycle supports strong π-stacking and metabolic stability under standard conditions.

Application

5-Methoxybenzo[d]thiazol-2-amine serves as a versatile building block for the synthesis of biologically active heterocycles, leveraging its ortho-amino and methoxy substituents for directed functionalization. The molecule exhibits robust bench stability and facilitates efficient coupling reactions, enabling straightforward access to substituted thiazole scaffolds commonly found in medicinal chemistry research. Its compatibility with standard synthetic protocols supports scalable derivatization and purification workflows.

Synthesis

  • Route1
    • (3-methoxyphenyl)thiourea|CS-0061992
      37014-08-7
    • ~95%
    • In-stock
      5-Methoxybenzo[d]thiazol-2-amine|CS-0042967
      54346-87-1

    References

    • US2007/232604 A1, ; Page/Page column 40 ;
  • Route2

    References

    • Medicinal Chemistry Research, , vol. 21, # 7 p. 1136 - 1148

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   48.14
  • LogP   1.8871
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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