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5-Methyl-1H-benzo[d]imidazole-2-carboxylic acid

  • CAS No. 99459-47-9

  • Cat. No. CS-0335792
  • Purity≥98%
  • MDL No.MFCD03368381

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

5-Methyl-1H-benzo[d]imidazole-2-carboxylic acid|CS-0335792

Structure of 99459-47-9

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General Information

  • CAS No. 99459-47-9
  • Cat. No. CS-0335792
  • Purity ≥98%
  • MDL No. MFCD03368381
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight 176.17
  • Synonym(s) 6-Methyl-1H-benzimidazole-2-carboxylic acid
  • SMILES CC1=CC2=C(C=C1)NC(=N2)C(=O)O

Description

This bench-stable heterocyclic carboxylic acid features a methyl-substituted benzimidazole core, enabling direct incorporation into bioactive molecule scaffolds. The electron-deficient aromatic system pairs with the carboxylate group to facilitate coupling reactions under standard conditions.

Application

5-Methyl-1H-benzo[d]imidazole-2-carboxylic acid serves as a versatile building block for bioactive heterocycles, enabling efficient access to pharmacologically relevant scaffolds. Its ortho-carboxylic acid and methyl-substituted imidazole core offer enhanced stability and compatibility with standard coupling reactions, facilitating direct derivatization in peptide and medicinal chemistry workflows. The compound exhibits excellent bench stability and ease of purification, supporting reliable use in scale-up processes and high-throughput synthesis.

Synthesis

  • Route1
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      3584-62-1
    • ~%
    • In-stock
      5-Methyl-1H-benzo[d]imidazole-2-carboxylic acid|CS-0335792
      99459-47-9

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 20, # 2 p. 586 - 590
  • Route2

    References

    • Justus Liebigs Annalen der Chemie, , vol. 237, p. 339 Justus Liebigs Annalen der Chemie, , vol. 292, p. 246 Chemische Berichte, , vol. 18, p. 1231 Justus Liebigs Annalen der Chemie, , vol. 237, p. 356

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   1.56952
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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