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4-Pyridin-3-ylbenzoic acid

  • CAS No. 4385-75-5

  • Cat. No. CS-0036181
  • Purity≥97%
  • MDL No.MFCD03426513

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

4-Pyridin-3-ylbenzoic acid|CS-0036181

Structure of 4385-75-5

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General Information

  • CAS No. 4385-75-5
  • Cat. No. CS-0036181
  • Purity ≥97%
  • MDL No. MFCD03426513
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉NO₂
  • Molecular Weight 199.21
  • Synonym(s) 4-Pyridin-3-yl-benzoic acid
  • SMILES O=C(O)C1=CC=C(C=C1)C2=CN=CC=C2

Description

4-Pyridin-3-ylbenzoic acid features a rigid, planar architecture combining a pyridine ring with a benzoic acid moiety, enabling strong π–π interactions and directional hydrogen bonding. This conjugated system enhances solubility in polar solvents while maintaining stability under standard bench conditions. The carboxylic acid group facilitates direct coupling reactions without protection, making it ideal for constructing functionalized scaffolds in medicinal chemistry and materials science applications.

Application

4-Pyridin-3-ylbenzoic acid serves as a versatile building block for constructing bioactive heterocyclic scaffolds, particularly in medicinal chemistry and materials science. Its dual aromatic functionality enables efficient coupling reactions via amide, ester, or Suzuki-Miyaura protocols. The molecule exhibits excellent bench stability, facilitates straightforward purification, and demonstrates broad functional group tolerance in standard synthetic workflows.

Synthesis

  • Route1

    References

    • LEAD THERAPEUTICS, INC. Patent: US2009/197863 A1, 2009 ; Location in patent: Page/Page column 73-74 ;
  • Route2
    • Methyl 4-(pyridin-3-yl)benzoate|CS-0677741
      90395-47-4
    • ~96%
    • In-stock
      4-Pyridin-3-ylbenzoic acid|CS-0036181
      4385-75-5

    References

    • Beavers, Lisa Selsam; Finley, Don Richard; Finn, Terry Patrick; Gadski, Robert Alan; Hipskind, Philip Arthur; Hornback, Wiliam Joseph; Jesudason, Cynthia Darshini; Pickard, Richard Todd; Takakuwa, Takako; Vaught, Grant Mathews Patent: US2010/48580 A1, 2010 ; Location in patent: Page/Page column 14; 15 ; US 20100048580 A1
  • Route3

    References

    • Halazy, Serge; Quattropani, Anna; Scheer, Alexander; Schwarz, Mattias; Thomas, Russell; Baxter, Antony Patent: US2003/212012 A1, 2003 ;

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   50.19
  • LogP   2.4468
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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