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CS-W001157 4
Total: USD 88.00

3-Methyl-isothiazole-4-carboxylic acid

  • CAS No. 15903-66-9

  • Cat. No. CS-0061411
  • Purity≥95%
  • MDL No.MFCD00030523

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

3-Methyl-isothiazole-4-carboxylic acid|CS-0061411

Structure of 15903-66-9

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General Information

  • CAS No. 15903-66-9
  • Cat. No. CS-0061411
  • Purity ≥95%
  • MDL No. MFCD00030523
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅NO₂S
  • Molecular Weight 143.16
  • Synonym(s) 3-Methylisothiazole-4-carboxylic acid
  • SMILES CC1=NSC=C1C(=O)O

Description

3-Methyl-isothiazole-4-carboxylic acid delivers a rigid, electron-deficient heterocyclic scaffold ideal for medicinal chemistry. The carboxylic acid group enables direct conjugation or derivatization, while the methyl substituent enhances metabolic stability and modulates lipophilicity. This compound serves as a key building block in the development of bioactive molecules.

Application

3-Methyl-isothiazole-4-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its carboxylic acid functionality enables direct amidation, esterification, and coupling reactions, while the isothiazole core provides metabolic stability and favorable electronic properties. The methyl substituent enhances solubility and modulates reactivity. This compound exhibits bench stability, ease of purification, and compatibility with standard synthetic protocols, making it ideal for constructing bioactive scaffolds and functionalized polymers.

Synthesis

  • Route1
    • Ethyl 3-methylisothiazole-4-carboxylate|CS-0313065
      15901-51-6
    • ~79%
    • In-stock
      3-Methyl-isothiazole-4-carboxylic acid|CS-0061411
      15903-66-9

    References

    • Theoclitou, Maria-Elena; Aquila, Brian; Block, Michael H.; Brassil, Patrick J.; Castriotta, Lillian; Code, Erin; Collins, Michael P.; Davies, Audrey M.; Deegan, Tracy; Ezhuthachan, Jayachandran; Filla, Sandra; Freed, Ellen; Hu, Haiqing; Huszar, Dennis; Jayaraman, Muthusamy; Lawson, Deborah; Lewis, Paula M; Nadella, Murali V. P.; Oza, Vibha; Padmanilayam, Maniyan; Pontz, Timothy; Ronco, Lucienne; Russell, Daniel; Whitston, David; Zheng, Xiaolan Journal of Medicinal Chemistry, 2011 , vol. 54, # 19 p. 6734 - 6750
  • Route2
    • Methyl 3-methylisothiazole-4-carboxylate|CS-0455446
      74410-97-2
    • ~%
    • In-stock
      3-Methyl-isothiazole-4-carboxylic acid|CS-0061411
      15903-66-9

    References

    • WO2013/12918 A1, ; Paragraph 00563 ; WO 2013/012918 A1
  • Route3
    • null|null
      49570-33-4
    • ~%
    • In-stock
      3-Methyl-isothiazole-4-carboxylic acid|CS-0061411
      15903-66-9

    References

    • Journal of Organic Chemistry, , vol. 43, p. 3736 - 3742

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   1.14972
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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