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CS-W001157 4
Total: USD 88.00

1H-Benzo[d]imidazole-5,6-dicarboxylic acid

  • CAS No. 10351-75-4

  • Cat. No. CS-W018433
  • Molecule weight206.16
  • Purity≥97%
  • MDL No.MFCD03093058

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

1H-Benzo[d]imidazole-5,6-dicarboxylic acid|CS-W018433

Structure of 10351-75-4

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General Information

  • CAS No. 10351-75-4
  • Cat. No. CS-W018433
  • Purity ≥97%
  • MDL No. MFCD03093058
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆N₂O₄
  • Molecular Weight 206.16
  • Synonym(s) Benzimidazole-5,6-dicarboxylic acid
  • SMILES O=C(O)C1=CC=2N=CNC2C=C1C(=O)O

Description

1H-Benzo[d]imidazole-5,6-dicarboxylic acid features a rigid fused heterocyclic core with two carboxylic acid groups positioned for orthogonal functionalization. This configuration enables direct integration into bioactive scaffolds and materials requiring defined polarity and hydrogen-bonding capacity. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions.

Application

1H-Benzo[d]imidazole-5,6-dicarboxylic acid serves as a versatile heterocyclic building block for the synthesis of biologically active compounds and functional materials. Its dual carboxylic acid functionalities enable facile derivatization via amide coupling, esterification, or cyclization, while the electron-deficient imidazole core exhibits favorable stability under standard reaction conditions. The molecule functions effectively in peptide mimicry, medicinal chemistry scaffolds, and coordination chemistry due to its planar structure and defined polarity profile.

Synthesis

  • Route1

    References

    • Liu, Haibo; Gao, Jianmin; Maynard, Lystranne; Saito, Y. David; Kool, Eric T. Journal of the American Chemical Society, 2004 , vol. 126, # 4 p. 1102 - 1109

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

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Computational Chemistry Data

  • TPSA   103.28
  • LogP   0.9593
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   2

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