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CS-W001157 4
Total: USD 88.00

3-Fluoroisonicotinic acid

  • CAS No. 393-53-3

  • Cat. No. CS-W001559
  • Purity≥98%
  • MDL No.MFCD03789251

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

3-Fluoroisonicotinic acid|CS-W001559

Structure of 393-53-3

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General Information

  • CAS No. 393-53-3
  • Cat. No. CS-W001559
  • Purity ≥98%
  • MDL No. MFCD03789251
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄FNO₂
  • Molecular Weight 141.10
  • Synonym(s) T6NJ BF CVQ [WLN]
  • SMILES OC(=O)c1ccncc1F

Description

3-Fluoroisonicotinic acid is a fluorinated pyridine carboxylic acid featuring a strategically positioned electron-withdrawing fluoro group at the meta position. This substitution enhances acidity and metabolic stability, making it a valuable scaffold in medicinal chemistry for targeted drug design. The carboxylic acid functionality enables straightforward derivatization, while the aromatic core supports integration into diverse heterocyclic systems.

Application

3-Fluoroisonicotinic acid serves as a valuable building block in medicinal chemistry, enabling the synthesis of fluorinated heterocycles and bioactive compounds. Its ortho-fluorinated pyridine core provides enhanced metabolic stability and modulated electronic properties, facilitating efficient coupling reactions and functional group transformations. The compound exhibits good bench stability and is compatible with standard synthetic protocols, making it a practical choice for API development and process optimization.

Synthesis

  • Route1
    • null|null
      124-38-9
    • ~68%
    • In-stock
      3-Fluoroisonicotinic acid|CS-W001559
      393-53-3

    References

    • MITSUBISHI PHARMA CORPORATION; SANOFI-AVENTIS Patent: WO2006/36015 A2, 2006 ; Location in patent: Page/Page column 121-122 ; WO 2006/036015 A2
  • Route2
    • In-stock
      3-Fluoropyridine|CS-W011338
      372-47-4
    • null|null
      124-38-9
    • ~86%
    • In-stock
      3-Fluoroisonicotinic acid|CS-W001559
      393-53-3

    References

    • Marzi, Elena; Bobbio, Carla; Cottet, Fabrice; Schlosser, Manfred European Journal of Organic Chemistry, 2005 , # 10 p. 2116 - 2123
  • Route3

    References

    • Shi, Guo-qiang; Takagishi, Sadahito; Schlosser, Manfred Tetrahedron, 1994 , vol. 50, # 4 p. 1129 - 1134

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   50.19
  • LogP   0.9189
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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