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CS-W001157 4
Total: USD 88.00

4-(2-Oxo-3H-benzimidazol-1-yl)butanoic acid

  • CAS No. 3273-68-5

  • Cat. No. CS-M2356
  • Purity≥98%
  • MDL No.MFCD06656423

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

4-(2-Oxo-3H-benzimidazol-1-yl)butanoic acid|CS-M2356

Structure of 3273-68-5

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General Information

  • CAS No. 3273-68-5
  • Cat. No. CS-M2356
  • Purity ≥98%
  • MDL No. MFCD06656423
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂N₂O₃
  • Molecular Weight 220.22
  • Synonym(s) 4-(2-Oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)butanoic acid
  • SMILES O=C1NC2=CC=CC=C2N1CCCC(O)=O

Description

This benzimidazole-based carboxylic acid integrates a hydrophobic aliphatic chain with a polar heterocyclic core, enabling selective interactions in bioconjugation and medicinal chemistry applications. The electron-deficient benzimidazole moiety enhances binding affinity in target-directed synthesis, while the terminal carboxyl group facilitates derivatization under standard coupling conditions.

Application

4-(2-Oxo-3H-benzimidazol-1-yl)butanoic acid serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient construction of benzimidazole-containing scaffolds. Its carboxylic acid functionality facilitates conjugation via amide bond formation, while the aromatic imidazole core exhibits good bench stability and compatibility with standard functional group transformations. The molecule functions effectively in peptide coupling and macrocyclization strategies, offering practical utility in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • 4-[2-Oxo-3-(prop-1-en-2-yl)-2,3-dihydro-1H-1,3-benzodiazol-1-yl]butanoic acid|CS-0057387
      52099-78-2
    • ~99%
    • In-stock
      4-(2-Oxo-3H-benzimidazol-1-yl)butanoic acid|CS-M2356
      3273-68-5

    References

    • Khalikov, S. S.; Kadyrov, Ch. Sh.; Ayupova, A. T.; Molchanov, L. V. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1985 , vol. 21, # 11 p. 1251 - 1254 Khimiya Geterotsiklicheskikh Soedinenii, 1985 , vol. 21, # 11 p. 1517 - 1520
  • Route2
    • null|null
      96-48-0
    • null|null
      84461-86-9
    • ~30%
    • In-stock
      4-(2-Oxo-3H-benzimidazol-1-yl)butanoic acid|CS-M2356
      3273-68-5

    References

    • Ayupova, A. T.; Khalikov, S. S.; Molchanov, L. V.; Kadyrov, Ch. Sh. Chemistry of Natural Compounds, 1983 , vol. 19, # 6 p. 738 - 739 Khimiya Prirodnykh Soedinenii, 1983 , # 6 p. 776 - 778
  • Route3
    • null|null
      84461-86-9
    • ~%
    • In-stock
      4-(2-Oxo-3H-benzimidazol-1-yl)butanoic acid|CS-M2356
      3273-68-5

    References

    • Chemistry of Heterocyclic Compounds (New York, NY, United States), , vol. 21, # 11 p. 1251 - 1254 Khimiya Geterotsiklicheskikh Soedinenii, , vol. 21, # 11 p. 1517 - 1520

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   75.09
  • LogP   1.1944
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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