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CS-W001157 4
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6-(1H-Imidazol-1-yl)nicotinic acid

  • CAS No. 216955-75-8

  • Cat. No. CS-0130290
  • Molecule weight189.17
  • Purity≥98%
  • MDL No.None

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

6-(1H-Imidazol-1-yl)nicotinic acid|CS-0130290

Structure of 216955-75-8

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General Information

  • CAS No. 216955-75-8
  • Cat. No. CS-0130290
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇N₃O₂
  • Molecular Weight 189.17
  • Synonym(s) Pyridine,2,4-dichloro-, 1-oxide6-(1H-IMIDAZOL-1-YL)NICOTINIC ACID
  • SMILES O=C(C1=CN=C(C=C1)N2C=CN=C2)O

Description

6-(1H-Imidazol-1-yl)nicotinic acid integrates a bioactive imidazole moiety with a pyridine-carboxylic acid scaffold, offering enhanced solubility and hydrogen-bonding capacity. This structural motif enables efficient coordination in metal-complexing applications and facilitates incorporation into ligand frameworks for catalysis and medicinal chemistry.

Application

6-(1H-Imidazol-1-yl)nicotinic acid serves as a versatile building block for heterocyclic synthesis, enabling the construction of bioactive scaffolds through standard coupling and cyclization protocols. The imidazole moiety provides strong hydrogen-bonding capacity and metal-chelating ability, enhancing target affinity in medicinal chemistry applications. Bench-stable and readily purified by recrystallization, it functions effectively in amide bond formation, Suzuki-Miyaura couplings, and transition-metal-catalyzed transformations, supporting scalable synthesis of functionalized pyridine derivatives.

Synthesis

  • Route1
    • Methyl 6-(1H-imidazol-1-yl)nicotinate|CS-0321333
      111205-01-7
    • ~%
    • In-stock
      6-(1H-Imidazol-1-yl)nicotinic acid|CS-0130290
      216955-75-8

    References

    • WO2011/94890 A1, ; Page/Page column 130 ; WO 2011/094890 A1
  • Route2

    References

    • WO2011/94890 A1, ; WO 2011/094890 A1

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   68.01
  • LogP   0.9655
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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