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CS-W001157 4
Total: USD 88.00

5-Amino-2-fluoroisonicotinic acid

  • CAS No. 171178-43-1

  • Cat. No. CS-W006661
  • Purity≥96%
  • MDL No.MFCD03411724

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

5-Amino-2-fluoroisonicotinic acid|CS-W006661

Structure of 171178-43-1

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General Information

  • CAS No. 171178-43-1
  • Cat. No. CS-W006661
  • Purity ≥96%
  • MDL No. MFCD03411724
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅FN₂O₂
  • Molecular Weight 156.12
  • Synonym(s) 5-Amino-2-fluoropyridine-4-carboxylic acid, 5-Amino-4-carboxy-2-fluoropyridine
  • SMILES O=C(O)C1=C(N)C=NC(F)=C1

Description

5-Amino-2-fluoroisonicotinic acid features a strategically positioned amino group and fluorine atom on the pyridine ring, enabling enhanced electronic modulation and metabolic stability. This ortho-substituted scaffold integrates readily into bioactive heterocycles, offering high solubility and bench-stable handling under standard conditions.

Application

5-Amino-2-fluoroisonicotinic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of fluorinated heterocycles and bioactive molecules. Its ortho-fluoro and amino groups offer complementary reactivity for palladium-catalyzed couplings, cyclizations, and derivatization. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthetic campaigns in API development.

Synthesis

  • Route1

    References

    • Rewcastle, Gordon W.; Denny, William A.; Winters, R. Thomas; Colbry, Norman L.; Showalter, H. D. Hollis Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 18 p. 2221 - 2226
  • Route2

    References

    • Journal of the Chemical Society - Perkin Transactions 1, , # 18 p. 2221 - 2226
  • Route3

    References

    • Journal of the Chemical Society - Perkin Transactions 1, , # 18 p. 2221 - 2226

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   76.21
  • LogP   0.5011
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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