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CS-W001157 4
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Benzothiazole-2-carboxylic acid

  • CAS No. 3622-04-6

  • Cat. No. CS-W005062
  • Purity≥95%
  • MDL No.None

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

Benzothiazole-2-carboxylic acid|CS-W005062

Structure of 3622-04-6

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General Information

  • CAS No. 3622-04-6
  • Cat. No. CS-W005062
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₂S
  • Molecular Weight 179.20
  • Synonym(s) benzo[d]thiazole-2-carboxylic acid
  • SMILES S1C2=C(N=C1C(=O)O)C=CC=C2

Description

Benzothiazole-2-carboxylic acid integrates a rigid heterocyclic core with a reactive carboxylic acid group, enabling direct coupling in peptide and small-molecule synthesis. This bench-stable scaffold features enhanced solubility in polar solvents and tolerates standard amidation conditions, streamlining access to bioactive conjugates for medicinal chemistry applications.

Application

Benzothiazole-2-carboxylic acid serves as a versatile building block in medicinal chemistry and materials science, enabling the synthesis of heterocyclic scaffolds through standard amide coupling, esterification, and Suzuki-type cross-coupling reactions. Its bench-stable nature and tolerance to diverse functional groups facilitate straightforward purification and integration into complex molecular architectures.

Synthesis

  • Route1
    • Benzothiazole, ≥96%|CS-1269066
      95-16-9
    • null|null
      124-38-9
    • ~99%
    • In-stock
      Benzothiazole-2-carboxylic acid|CS-W005062
      3622-04-6

    References

    • Vechorkin, Oleg; Hirt, Nathalie; Hu, Xile Organic Letters, 2010 , vol. 12, # 15 p. 3567 - 3569
  • Route2

    References

    • Kamps, Jos J. A. G.; Belle, Roman; Mecinovic, Jasmin Organic and Biomolecular Chemistry, 2013 , vol. 11, # 7 p. 1103 - 1108
  • Route3
    • In-stock
      2-Methylbenzothiazole|CS-W009170
      120-75-2
    • ~14%
    • In-stock
      Benzothiazole-2-carboxylic acid|CS-W005062
      3622-04-6
    • null|null
      311347-10-1

    References

    • NPS Pharmaceuticals, Inc. Patent: US6429207 B1, 2002 ; US 6429207 B1

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   50.19
  • LogP   1.9945
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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