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CS-W001157 4
Total: USD 88.00

4-(1H-Imidazol-1-yl)benzoic acid

  • CAS No. 17616-04-5

  • Cat. No. CS-0110912
  • Purity≥97%
  • MDL No.MFCD00586645

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

4-(1H-Imidazol-1-yl)benzoic acid|CS-0110912

Structure of 17616-04-5

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General Information

  • CAS No. 17616-04-5
  • Cat. No. CS-0110912
  • Purity ≥97%
  • MDL No. MFCD00586645
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂O₂
  • Molecular Weight 188.19
  • Synonym(s) None
  • SMILES O=C(O)C1=CC=C(C=C1)N2C=NC=C2

Description

4-(1H-Imidazol-1-yl)benzoic acid integrates a rigid, electron-rich imidazole moiety with a carboxylic acid group, enabling versatile conjugation and metal coordination. This bifunctional scaffold enhances solubility and binding affinity in bioconjugation and medicinal chemistry applications.

Application

4-(1H-Imidazol-1-yl)benzoic acid serves as a versatile building block for constructing bioactive heterocycles and pharmaceutical scaffolds. The imidazole moiety offers strong hydrogen-bonding capacity and metal coordination, while the carboxylic acid enables direct derivatization via amide, ester, or acyl chloride formation. This compound exhibits good bench stability and facilitates efficient purification, making it well-suited for use in medicinal chemistry campaigns and solid-phase synthesis workflows.

Synthesis

  • Route1

    References

    • Priyarega, Sivakumar; Senthil Raja, Duraisamy; Ganesh Babu, Sundaram; Karvembu, Ramasamy; Hashimoto, Takeshi; Endo, Akira; Natarajan, Karuppannan Polyhedron, 2012 , vol. 34, # 1 p. 143 - 148
  • Route2
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • 4-Chlorobenzoic acid Bezafibrate Impurity|CS-0229800
      74-11-3
    • ~79%
    • In-stock
      4-(1H-Imidazol-1-yl)benzoic acid|CS-0110912
      17616-04-5

    References

    • Priyarega, Sivakumar; Senthil Raja, Duraisamy; Ganesh Babu, Sundaram; Karvembu, Ramasamy; Hashimoto, Takeshi; Endo, Akira; Natarajan, Karuppannan Polyhedron, 2012 , vol. 34, # 1 p. 143 - 148
  • Route3

    References

    • Sreedhar; Arundhathi; Linga Reddy; Amarnath Reddy; Lakshmi Kantam Synthesis, 2009 , # 15 art. no. P03909SS, p. 2517 - 2522

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   1.5705
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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