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CS-W001157 4
Total: USD 88.00

5-Methoxy-1H-benzimidazole-2-ylamine

  • CAS No. 6232-91-3

  • Cat. No. CS-W018649
  • Purity≥97%
  • MDL No.MFCD02752050

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

5-Methoxy-1H-benzimidazole-2-ylamine|CS-W018649

Structure of 6232-91-3

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General Information

  • CAS No. 6232-91-3
  • Cat. No. CS-W018649
  • Purity ≥97%
  • MDL No. MFCD02752050
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉N₃O
  • Molecular Weight 163.18
  • Synonym(s) Ccris 4357
  • SMILES COC1=CC2=C(NC(N)=N2)C=C1

Description

5-Methoxy-1H-benzimidazole-2-ylamine integrates a methoxy group at the 5-position and an amino functionality at the 2-position of the benzimidazole core, delivering a bench-stable, electron-rich heterocyclic scaffold. This structure enables direct incorporation into pharmaceutical intermediates, bioconjugation workflows, and ligand design for metal coordination chemistry.

Application

5-Methoxy-1H-benzimidazole-2-ylamine serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocyclic scaffolds. Its dual functionality—amine and methoxy-substituted benzimidazole—facilitates diverse coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig protocols, with excellent bench stability and straightforward purification. The compound functions effectively in the synthesis of kinase inhibitors and other targeted therapeutics, offering robust compatibility across standard synthetic workflows.

Synthesis

  • Route1
    • null|null
      506-68-3
    • 4-Methoxy-1,2-benzenediamine|CS-W001175
      102-51-2
    • ~92%
    • In-stock
      5-Methoxy-1H-benzimidazole-2-ylamine|CS-W018649
      6232-91-3

    References

    • Frei, Reto; Breitbach, Anthony S.; Blackwell, Helen E. Angewandte Chemie - International Edition, 2012 , vol. 51, # 21 p. 5226 - 5229
  • Route2
    • null|null
      96-96-8
    • ~%
    • In-stock
      5-Methoxy-1H-benzimidazole-2-ylamine|CS-W018649
      6232-91-3

    References

    • European Journal of Medicinal Chemistry, , vol. 26, # 6 p. 633 - 642

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-H317-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   63.93
  • LogP   1.1537
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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