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CS-W001157 4
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1,2,5-Oxadiazole-3-carboxylic acid

  • CAS No. 88598-08-7

  • Cat. No. CS-W003930
  • Purity≥98%
  • MDL No.MFCD00604386

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

1,2,5-Oxadiazole-3-carboxylic acid|CS-W003930

Structure of 88598-08-7

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General Information

  • CAS No. 88598-08-7
  • Cat. No. CS-W003930
  • Purity ≥98%
  • MDL No. MFCD00604386
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₂N₂O₃
  • Molecular Weight 114.06
  • Synonym(s) 1,2,5-Oxadiazole-3-carboxylicacid
  • SMILES OC(=O)c1cnon1

Description

1,2,5-Oxadiazole-3-carboxylic acid delivers a rigid, electron-deficient heterocyclic scaffold ideal for bioisostatic replacement in medicinal chemistry. This bench-stable carboxylic acid integrates readily into diverse synthetic pathways, offering enhanced metabolic stability and improved solubility profiles in drug discovery applications.

Application

1,2,5-Oxadiazole-3-carboxylic acid serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling the construction of bioactive heterocyclic scaffolds. Its carboxylic acid functionality facilitates direct derivatization or activation for amide bond formation, while the oxadiazole ring imparts metabolic stability and favorable physicochemical properties. The compound exhibits bench stability and compatibility with standard coupling protocols, making it a practical choice for library synthesis and lead optimization workflows.

Synthesis

  • Route1

    References

    • Strelenko, Yu. A.; Sheremetev, A. B.; Khmel'nitskii, L. I. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1992 , vol. 28, # 8 p. 927 - 930 Khimiya Geterotsiklicheskikh Soedinenii, 1992 , # 8 p. 1101 - 1105

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

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Computational Chemistry Data

  • TPSA   76.22
  • LogP   -0.2322
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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