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CS-W001157 4
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Isothiazole-3-carboxylic acid

  • CAS No. 4576-90-3

  • Cat. No. CS-0054866
  • Purity≥97%
  • MDL No.None

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

Isothiazole-3-carboxylic acid|CS-0054866

Structure of 4576-90-3

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General Information

  • CAS No. 4576-90-3
  • Cat. No. CS-0054866
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃NO₂S
  • Molecular Weight 129.14
  • Synonym(s) 3-Isothiazolecarboxylic acid
  • SMILES OC(=O)C1=NSC=C1

Description

Isothiazole-3-carboxylic acid features a heterocyclic core with a carboxylic acid group at the 3-position, offering a rigid, electron-deficient scaffold ideal for bioactive molecule design. This moiety integrates readily into pharmaceutical candidates and agrochemicals, where its metabolic stability enhances functional longevity.

Application

Isothiazole-3-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science, enabling the synthesis of bioactive compounds through established coupling and functionalization protocols. Its carboxylic acid group facilitates direct derivatization or amide formation, while the isothiazole core offers robust metabolic stability and favorable electronic properties. The compound exhibits excellent bench stability and compatibility with standard synthetic workflows, making it well-suited for high-throughput screening and process-scale applications.

Synthesis

  • Route1

    References

    • MEMORY PHARMACEUTICALS CORPORATION Patent: WO2009/55437 A2, 2009 ; Location in patent: Page/Page column 66 ;
  • Route2
    • 3-(Bromomethyl)isothiazole|CS-0530172
      4576-91-4
    • ~%
    • In-stock
      Isothiazole-3-carboxylic acid|CS-0054866
      4576-90-3

    References

    • Buttimore,D. et al. Journal of the Chemical Society, 1965 , p. 7274 - 7276

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   0.8413
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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