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CS-W001157 4
Total: USD 88.00

5-Azabenzimidazole

  • CAS No. 272-97-9

  • Cat. No. CS-W005266
  • Purity≥95%
  • MDL No.MFCD00051808

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

5-Azabenzimidazole|CS-W005266

Structure of 272-97-9

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General Information

  • CAS No. 272-97-9
  • Cat. No. CS-W005266
  • Purity ≥95%
  • MDL No. MFCD00051808
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅N₃
  • Molecular Weight 119.12
  • Synonym(s) None
  • SMILES C1(NC=N2)=C2C=CN=C1

Application

5-Azabenzimidazole serves as a privileged heterocyclic scaffold in medicinal chemistry, enabling efficient access to bioactive molecules through its inherent planarity and hydrogen-bonding capacity. It functions as a versatile building block in the synthesis of kinase inhibitors and GPCR-targeted compounds, offering robust bench stability and compatibility with standard coupling reactions. Its nitrogen-rich core facilitates metal coordination and enhances solubility in polar reaction media, supporting scalable synthesis and purification via common chromatographic methods.

Synthesis

  • Route1

    References

    • Crey-Desbiolles, Caroline; Lhomme, Jean; Dumy, Pascal; Kotera, Mitsuharu Journal of the American Chemical Society, 2004 , vol. 126, # 31 p. 9532 - 9533
  • Route2
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      5-Azabenzimidazole|CS-W005266
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    References

    • G.D. Searle and Co. Patent: EP404797 B1, 1995 ;
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      5-Azabenzimidazole|CS-W005266
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    References

    • Wang, Fen; Tran-Dube, Michelle; Scales, Stephanie; Johnson, Sarah; McAlpine, Indrawan; Ninkovic, Sacha Tetrahedron Letters, 2013 , vol. 54, # 31 p. 4054 - 4057

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   0.9579
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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