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3-Pyridin-3-yl-benzoic acid

  • CAS No. 4385-77-7

  • Cat. No. CS-0156955
  • Purity≥98%
  • MDL No.MFCD03426512

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

3-Pyridin-3-yl-benzoic acid|CS-0156955

Structure of 4385-77-7

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General Information

  • CAS No. 4385-77-7
  • Cat. No. CS-0156955
  • Purity ≥98%
  • MDL No. MFCD03426512
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉NO₂
  • Molecular Weight 199.21
  • Synonym(s) 3-(Pyridin-3-yl)benzoic acid
  • SMILES O=C(O)C=1C=CC=C(C1)C2=CN=CC=C2

Description

3-Pyridin-3-yl-benzoic acid features a rigid, planar architecture linking aromatic rings through a direct C–C bond. This configuration imparts enhanced electronic conjugation and facilitates π-stacking interactions. The carboxylic acid group enables facile derivatization for peptide coupling or esterification, while the pyridyl nitrogen offers coordination potential in metal-ligand systems. The molecule exhibits good solubility in polar aprotic solvents and stability under standard bench conditions.

Application

3-Pyridin-3-yl-benzoic acid serves as a versatile building block for constructing biaryl and heterobiaryl scaffolds in medicinal chemistry. Its dual aromatic functionality enables efficient coupling reactions, including Suzuki-Miyaura and Ullmann-type processes, under standard conditions. The carboxylic acid group facilitates direct derivatization or activation for amide bond formation, while the pyridyl nitrogen offers coordination potential. Bench-stable and readily purified by recrystallization, it functions effectively in multistep syntheses targeting kinase inhibitors and other bioactive compounds.

Safety Information

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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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