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CS-W001157 4
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4-(1H-1,3-benzodiazol-2-yl)-1,2,5-oxadiazol-3-amine

  • CAS No. 332026-86-5

  • Cat. No. CS-0051209
  • Purity≥98%
  • MDL No.None

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

4-(1H-1,3-benzodiazol-2-yl)-1,2,5-oxadiazol-3-amine|CS-0051209

Structure of 332026-86-5

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General Information

  • CAS No. 332026-86-5
  • Cat. No. CS-0051209
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇N₅O
  • Molecular Weight 201.18
  • Synonym(s) 4-(1H-benzimidazol-2-yl)-1,2,5-oxadiazol-3-amine
  • SMILES NC1=NON=C1C1=NC2=C(N1)C=CC=C2

Description

This oxadiazole derivative features a benzodiazole-fused heterocyclic core that enhances electronic delocalization and stability. The 4-(1H-1,3-benzodiazol-2-yl) moiety imparts strong electron-withdrawing character, while the terminal amine group enables facile functionalization. Designed for use in advanced synthetic scaffolds, this compound serves as a key building block in the development of luminescent materials and bioactive compounds.

Application

4-(1H-1,3-Benzodiazol-2-yl)-1,2,5-oxadiazol-3-amine serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its fused benzodiazole-oxadiazole core provides enhanced stability and planarity, enabling efficient incorporation into bioactive scaffolds. The amine functionality facilitates downstream derivatization via coupling reactions, while the oxadiazole ring exhibits favorable electronic properties and metabolic resilience. This compound functions as a key intermediate in the synthesis of fluorescent probes and kinase inhibitor backbones.

Synthesis

  • Route1
    • (E)-N-hydroxy-1H-benzo[d]imidazole-2-carbimidoyl cyanide|CS-0326754
      63823-75-6
    • ~%
    • In-stock
      4-(1H-1,3-benzodiazol-2-yl)-1,2,5-oxadiazol-3-amine|CS-0051209
      332026-86-5

    References

    • BASILEA PHARMACEUTICA AG; POHLMANN, Jens; BACHMANN, Felix Patent: WO2011/12577 A1, 2011 ; Location in patent: Page/Page column 29; 31 ;
  • Route2
    • null|null
      95-54-5
    • Methyl 4-amino-1,2,5-oxadiazole-3-carboximidate|CS-0241571
      246048-63-5
    • ~71%
    • In-stock
      4-(1H-1,3-benzodiazol-2-yl)-1,2,5-oxadiazol-3-amine|CS-0051209
      332026-86-5

    References

    • Sergievskii; Pirogov; Mel'nikova; Tselinskii Russian Journal of Organic Chemistry, 2001 , vol. 37, # 5 p. 717 - 720
  • Route3
    • 1H-Benzimidazol-1-ylacetonitrile|CS-0072244
      4414-74-8
    • ~%
    • In-stock
      4-(1H-1,3-benzodiazol-2-yl)-1,2,5-oxadiazol-3-amine|CS-0051209
      332026-86-5

    References

    • BASILEA PHARMACEUTICA AG; POHLMANN, Jens; BACHMANN, Felix Patent: WO2011/12577 A1, 2011 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   93.62
  • LogP   1.1951
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   1

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