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CS-W001157 4
Total: USD 88.00

2-(1H-Benzo[d]imidazol-2-yl)acetic acid

  • CAS No. 13570-08-6

  • Cat. No. CS-0037477
  • Purity≥97%
  • MDL No.MFCD01102656

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

2-(1H-Benzo[d]imidazol-2-yl)acetic acid|CS-0037477

Structure of 13570-08-6

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General Information

  • CAS No. 13570-08-6
  • Cat. No. CS-0037477
  • Purity ≥97%
  • MDL No. MFCD01102656
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₂
  • Molecular Weight 176.17
  • Synonym(s) IFLAB-BB F1727-0259
  • SMILES C1=CC2=C(C=C1)N=C(CC(=O)O)N2

Description

2-(1H-Benzo[d]imidazol-2-yl)acetic acid features a rigid benzimidazole core linked to a carboxylic acid-bearing side chain, enabling direct incorporation into bioactive molecules. The aromatic system imparts stability and π-stacking potential, while the pendant acid group facilitates conjugation via amide or ester linkages. This structure supports integration into pharmaceutical intermediates and chemical probes requiring polar functionality and defined spatial orientation.

Application

2-(1H-Benzo[d]imidazol-2-yl)acetic acid serves as a versatile building block for bioactive heterocycles, enabling efficient incorporation of the benzoimidazole pharmacophore into drug-like scaffolds. Its carboxylic acid functionality facilitates direct coupling reactions and conjugation strategies, while the stable, planar aromatic core offers favorable solubility and metabolic resistance in medicinal chemistry applications.

Synthesis

  • Route1

    References

    • Merck, Sharp and Dohme Limited Patent: US5792768 A1, 1998 ;
  • Route2
    • null|null
      95-54-5
    • null|null
      107-91-5
    • ~%
    • In-stock
      2-(1H-Benzo[d]imidazol-2-yl)acetic acid|CS-0037477
      13570-08-6

    References

    • US3933847 A1, ;
  • Route3
    • null|null
      105-56-6
    • null|null
      95-54-5
    • ~%
    • In-stock
      2-(1H-Benzo[d]imidazol-2-yl)acetic acid|CS-0037477
      13570-08-6

    References

    • US3933847 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

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   1.19
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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