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CS-W001157 4
Total: USD 88.00

2-Aminobenzo[d]thiazole-6-carboxylic acid

  • CAS No. 93-85-6

  • Cat. No. CS-W019497
  • Purity≥98%
  • MDL No.MFCD00054180

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

2-Aminobenzo[d]thiazole-6-carboxylic acid|CS-W019497

Structure of 93-85-6

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General Information

  • CAS No. 93-85-6
  • Cat. No. CS-W019497
  • Purity ≥98%
  • MDL No. MFCD00054180
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂O₂S
  • Molecular Weight 194.21
  • Synonym(s) 2-Aminobenzothiazole-6-carboxylic acid
  • SMILES C1=C(C(O)=O)C=CC2=C1SC(=N2)N

Description

2-Aminobenzo[d]thiazole-6-carboxylic acid integrates a benzothiazole scaffold with strategically positioned amino and carboxylic acid groups, enabling direct conjugation in bioconjugate chemistry. The electron-rich aromatic system enhances reactivity in coupling reactions, while the carboxylic acid facilitates derivatization under standard conditions. This compound serves as a key building block for fluorescent probes and targeted therapeutics.

Application

2-Aminobenzo[d]thiazole-6-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient access to medicinally relevant scaffolds. Its dual functionality—amine and carboxylic acid groups—facilitates diverse coupling reactions, including amide formation and cyclization pathways. The molecule exhibits good bench stability and compatibility with standard purification techniques, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • WANG, YANMING; Wu, Chunying Patent: US2009/123373 A1, 2009 ; Location in patent: Page/Page column 14-15 ;
  • Route2
    • 4-Amino-3-Thiocyanatobenzonitrile|CS-0768486
      68867-21-0
    • ~57%
    • In-stock
      2-Aminobenzo[d]thiazole-6-carboxylic acid|CS-W019497
      93-85-6

    References

    • Institute of Pharmacology and Toxicology Academy of Military Medical Science, P.L.A Patent: US2011/319423 A1, 2011 ; Location in patent: Page/Page column 10 ;
  • Route3

    References

    • Journal of the Chemical Society, , p. 1190

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   76.21
  • LogP   1.5767
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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