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CS-W001157 4
Total: USD 88.00

4-Amino-1,2,5-oxadiazole-3-carboxylic acid

  • CAS No. 78350-50-2

  • Cat. No. CS-W002567
  • Molecule weight129.07
  • Purity≥97%
  • MDL No.MFCD00235172

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

4-Amino-1,2,5-oxadiazole-3-carboxylic acid|CS-W002567

Structure of 78350-50-2

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General Information

  • CAS No. 78350-50-2
  • Cat. No. CS-W002567
  • Purity ≥97%
  • MDL No. MFCD00235172
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₃N₃O₃
  • Molecular Weight 129.07
  • Synonym(s) 5-Aminofurazane-4-carboxylic acid
  • SMILES Nc1nonc1C(=O)O

Description

4-Amino-1,2,5-oxadiazole-3-carboxylic acid is a bench-stable heterocyclic building block featuring a polar carboxylic acid and amino group flanking a rigid oxadiazole ring. This combination enables efficient coupling reactions and enhances solubility in aqueous and protic solvents. The electron-rich oxadiazole core supports diverse functionalization pathways, making it valuable for synthesizing bioactive molecules and advanced materials.

Application

4-Amino-1,2,5-oxadiazole-3-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its orthogonally functionalized core enables direct coupling reactions and facilitates the synthesis of bioactive molecules through established amide and ester formation protocols. The compound exhibits good bench stability and is readily purified by recrystallization, supporting efficient integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      61295-92-9
    • ~64%
    • In-stock
      4-Amino-1,2,5-oxadiazole-3-carboxylic acid|CS-W002567
      78350-50-2

    References

    • Willer, Rodney L.; Storey, Robson F.; Frisch, Mark; Deschamps, Jeffery R. Journal of Heterocyclic Chemistry, 2012 , vol. 49, # 1 p. 227 - 231
  • Route2
    • null|null
      127745-39-5
    • ~%
    • In-stock
      4-Amino-1,2,5-oxadiazole-3-carboxylic acid|CS-W002567
      78350-50-2

    References

    • Meyer, Kevin G. Organic Preparations and Procedures International, 2004 , vol. 36, # 4 p. 361 - 362
  • Route3

    References

    • Sheremetev, Aleksei B.; Aleksandrova, Nataliya S.; Dmitriev, Dmitrii E.; Averkiev, Boris B.; Antipin, Mikhail Yu. Journal of Heterocyclic Chemistry, 2005 , vol. 42, # 4 p. 519 - 525

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   102.24
  • LogP   -0.65
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   1

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