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CS-W001157 4
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1-Methyl-1H-benzo[d]imidazole-5-carboxylic acid

  • CAS No. 53484-17-6

  • Cat. No. CS-W003360
  • Purity≥98%
  • MDL No.MFCD06809665

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

1-Methyl-1H-benzo[d]imidazole-5-carboxylic acid|CS-W003360

Structure of 53484-17-6

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General Information

  • CAS No. 53484-17-6
  • Cat. No. CS-W003360
  • Purity ≥98%
  • MDL No. MFCD06809665
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight 176.17
  • Synonym(s) 1-Methyl-1H-benzimidazole-5-carboxylic acid
  • SMILES OC(=O)c1ccc2c(c1)ncn2C

Description

1-Methyl-1H-benzo[d]imidazole-5-carboxylic acid features a fused heterocyclic core with a methylated imidazole ring and a carboxylic acid group at the 5-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.

Application

1-Methyl-1H-benzo[d]imidazole-5-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its carboxylic acid functionality enables direct coupling reactions, while the methylated imidazole core provides enhanced metabolic stability and solubility. The molecule exhibits bench stability and compatibility with standard peptide coupling protocols, facilitating efficient incorporation into bioactive scaffolds and macrocyclic architectures.

Synthesis

  • Route1
    • null|null
      64-18-6
    • In-stock
      3-Amino-4-(methylamino)benzoic acid|CS-W006930
      66315-15-9
    • ~10%
    • In-stock
      1-Methyl-1H-benzo[d]imidazole-5-carboxylic acid|CS-W003360
      53484-17-6

    References

    • METHYLGENE, INC. Patent: WO2005/30704 A1, 2005 ; Location in patent: Page/Page column 244-245 ;
  • Route2

    References

    • SANWA KAGAKU KENKYUSHO CO., LTD. Patent: EP1595866 A1, 2005 ; Location in patent: Page/Page column 26 ;
  • Route3
    • Ethyl 1-methyl-1H-benzo[d]imidazole-5-carboxylate|CS-0453361
      53484-19-8
    • ~%
    • In-stock
      1-Methyl-1H-benzo[d]imidazole-5-carboxylic acid|CS-W003360
      53484-17-6

    References

    • WO2006/128670 A1, ; Page/Page column 123 ; WO 2006/128670 A1

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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