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CS-W001157 4
Total: USD 88.00

3-Aminoisonicotinamide

  • CAS No. 64188-97-2

  • Cat. No. CS-W005498
  • Purity≥98%
  • MDL No.MFCD08235178

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

3-Aminoisonicotinamide|CS-W005498

Structure of 64188-97-2

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General Information

  • CAS No. 64188-97-2
  • Cat. No. CS-W005498
  • Purity ≥98%
  • MDL No. MFCD08235178
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇N₃O
  • Molecular Weight 137.14
  • Synonym(s) methyl 3-aminoisonicotinate (en)
  • SMILES O=C(N)C1=CC=NC=C1N

Description

3-Aminoisonicotinamide features a strategically positioned amino group on the pyridine ring, enhancing solubility and reactivity in synthetic transformations. This electron-rich heterocycle integrates readily into pharmaceutical scaffolds and bioconjugation workflows, offering improved stability under standard conditions.

Application

3-Aminoisonicotinamide serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and cyclization protocols. Its ortho-amino and carboxamide functionalities offer complementary reactivity for late-stage functionalization, while demonstrating excellent bench stability and ease of purification. Functions effectively in peptide conjugation, macrocyclization, and transition-metal-catalyzed transformations, making it a practical scaffold for drug discovery campaigns.

Synthesis

  • Route1

    References

    • Mochizuki, Akiyoshi; Nagata, Tsutomu; Kanno, Hideyuki; Suzuki, Makoto; Ohta, Toshiharu Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 5 p. 1623 - 1642
  • Route2
    • 3-Nitroisonicotinamide|CS-0733942
      59290-91-4
    • ~98%
    • In-stock
      3-Aminoisonicotinamide|CS-W005498
      64188-97-2

    References

    • Bakke; Riha Journal of Heterocyclic Chemistry, 2001 , vol. 38, # 1 p. 99 - 104
  • Route3
    • Isonicotinamide Isoniazid  Impurity|CS-0229453
      1453-82-3
    • ~%
    • In-stock
      3-Aminoisonicotinamide|CS-W005498
      64188-97-2

    References

    • Journal of Heterocyclic Chemistry, , vol. 38, # 1 p. 99 - 104

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   82
  • LogP   -0.2373
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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