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CS-W001157 4
Total: USD 88.00

4-(1H-Imidazol-2-yl)benzoic acid

  • CAS No. 108035-45-6

  • Cat. No. CS-D0470
  • Purity≥97%
  • MDL No.MFCD00456057

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

4-(1H-Imidazol-2-yl)benzoic acid|CS-D0470

Structure of 108035-45-6

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General Information

  • CAS No. 108035-45-6
  • Cat. No. CS-D0470
  • Purity ≥97%
  • MDL No. MFCD00456057
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂O₂
  • Molecular Weight 188.19
  • Synonym(s) 4-(Imidazol-2-yl)benzoic acid
  • SMILES O=C(O)C=1C=CC(=CC1)C2=NC=CN2

Description

4-(1H-Imidazol-2-yl)benzoic acid features a rigid, planar architecture integrating an electron-rich imidazole ring with a carboxylic acid-functionalized benzene unit. This dual functionality enables robust coordination in metal-ligand systems and facilitates conjugation in bioactive molecule design. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions, making it suitable for synthetic and medicinal chemistry workflows.

Application

4-(1H-Imidazol-2-yl)benzoic acid serves as a versatile building block for bioactive heterocycles, enabling efficient construction of pharmaceutically relevant scaffolds. Its orthogonal functional groups facilitate direct coupling reactions and derivatization under standard conditions. The molecule exhibits bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis in medicinal chemistry campaigns.

Synthesis

  • Route1
    • null|null
      131543-46-9
    • In-stock
      4-Formylbenzoic acid|CS-W018162
      619-66-9
    • ~83%
    • In-stock
      4-(1H-Imidazol-2-yl)benzoic acid|CS-D0470
      108035-45-6

    References

    • MethylGene, Inc. Patent: US6897220 B2, 2005 ; US 6897220 B2

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   65.98
  • LogP   1.7749
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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