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CS-W001157 4
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1-Methyl-1H-benzo[d]imidazole-6-carboxylic acid

  • CAS No. 53484-18-7

  • Cat. No. CS-W006830
  • Purity≥95%
  • MDL No.MFCD11043014

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

1-Methyl-1H-benzo[d]imidazole-6-carboxylic acid|CS-W006830

Structure of 53484-18-7

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General Information

  • CAS No. 53484-18-7
  • Cat. No. CS-W006830
  • Purity ≥95%
  • MDL No. MFCD11043014
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight None
  • Synonym(s) 3-Methyl-3H-benzoimidazole-5-carboxylic acid
  • SMILES O=C(C1=CC=C2N=CN(C)C2=C1)O

Description

1-Methyl-1H-benzo[d]imidazole-6-carboxylic acid features a fused heterocyclic core with a methylated imidazole ring and a carboxylic acid group at the 6-position, enabling direct conjugation or salt formation. This scaffold exhibits enhanced solubility and metabolic stability compared to unsubstituted analogs, making it valuable for medicinal chemistry applications. The electron-deficient aromatic system supports efficient coupling reactions in peptide and macrocycle synthesis.

Application

1-Methyl-1H-benzo[d]imidazole-6-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science applications. Its carboxylic acid functionality enables direct amidation, esterification, or coupling reactions, while the methylated benzoimidazole core offers enhanced metabolic stability and favorable solubility. The compound exhibits good bench stability and facilitates efficient purification via standard chromatographic methods, supporting its use in multi-step syntheses of bioactive molecules and functionalized scaffolds.

Synthesis

  • Route1

    References

    • US4977175 A1, ;
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 24 p. 6838 - 6841
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 23, # 24 p. 6838 - 6841

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

Quality Control

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Computational Chemistry Data

  • TPSA   55.12
  • LogP   1.2715
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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