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CS-W001157 4
Total: USD 88.00

4-(1H-Benzo[d]imidazol-2-yl)phenol

  • CAS No. 6504-13-8

  • Cat. No. CS-0110911
  • Purity≥98%
  • MDL No.MFCD00230532

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

4-(1H-Benzo[d]imidazol-2-yl)phenol|CS-0110911

Structure of 6504-13-8

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General Information

  • CAS No. 6504-13-8
  • Cat. No. CS-0110911
  • Purity ≥98%
  • MDL No. MFCD00230532
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₀N₂O
  • Molecular Weight 210.23
  • Synonym(s) 4-(1H-BENZOIMIDAZOL-2-YL)-PHENOL
  • SMILES OC1=CC=C(C=C1)C2=NC3=CC=CC=C3N2

Description

4-(1H-Benzo[d]imidazol-2-yl)phenol features a fused benzimidazole core linked to a phenolic hydroxyl group, enabling robust hydrogen bonding and enhanced solubility in polar solvents. This scaffold integrates seamlessly into bioactive molecules, offering structural rigidity and favorable electronic properties for pharmaceutical and materials applications.

Application

4-(1H-Benzo[d]imidazol-2-yl)phenol serves as a versatile building block for heterocyclic synthesis, enabling efficient construction of bioactive scaffolds. Its phenolic hydroxyl group facilitates direct functionalization or metal-catalyzed coupling, while the imidazole moiety provides robust hydrogen-bonding capacity and metabolic stability. The compound exhibits excellent bench stability and compatibility with standard purification methods, making it well-suited for medicinal chemistry campaigns and process development in API discovery.

Synthesis

  • Route1
    • p-Hydroxybenzaldehyde Bisoprolol Impurity|CS-0229513
      123-08-0
    • null|null
      95-54-5
    • ~96%
    • In-stock
      4-(1H-Benzo[d]imidazol-2-yl)phenol|CS-0110911
      6504-13-8

    References

    • Karami, Changiz; Ghodrati, Keivan; Izadi, Mina; Farrokh, Azita; Jafari, Sedigheh; Mahmoudiyani, Maryam; Haghnazari, Nahid Journal of the Chilean Chemical Society, 2013 , vol. 58, # 3 p. 1914 - 1917
  • Route2
    • In-stock
      Benzimidazole|CS-W019944
      51-17-2
    • null|null
      106-41-2
    • ~64%
    • In-stock
      4-(1H-Benzo[d]imidazol-2-yl)phenol|CS-0110911
      6504-13-8

    References

    • Lewis, Jared C.; Berman, Ashley M.; Bergman, Robert G.; Ellman, Jonathan A. Journal of the American Chemical Society, 2008 , vol. 130, # 8 p. 2493 - 2500
  • Route3
    • p-Hydroxybenzaldehyde Bisoprolol Impurity|CS-0229513
      123-08-0
    • null|null
      88-74-4
    • ~%
    • In-stock
      4-(1H-Benzo[d]imidazol-2-yl)phenol|CS-0110911
      6504-13-8

    References

    • Zhou, Binhua; Li, Baojian; Yi, Wei; Bu, Xianzhang; Ma, Lin Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 13 p. 3759 - 3763

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   48.91
  • LogP   2.9355
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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