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CS-W001157 4
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3-Aminopyridine-2-carboxylic acid amide

  • CAS No. 50608-99-6

  • Cat. No. CS-W003308
  • Purity≥97%
  • MDL No.MFCD06658329

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

3-Aminopyridine-2-carboxylic acid amide|CS-W003308

Structure of 50608-99-6

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General Information

  • CAS No. 50608-99-6
  • Cat. No. CS-W003308
  • Purity ≥97%
  • MDL No. MFCD06658329
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇N₃O
  • Molecular Weight 137.14
  • Synonym(s) 3-Aminopyridine-2-carboxamide
  • SMILES O=C(C1=NC=CC=C1N)N

Description

3-Aminopyridine-2-carboxylic acid amide features a bifunctional architecture integrating an electron-rich pyridine ring with complementary amine and amide groups. This arrangement enables versatile coordination in metal-ligand systems and facilitates hydrogen bonding in supramolecular assemblies. The molecule exhibits enhanced solubility in polar solvents and maintains stability under standard bench conditions, making it suitable for use in synthetic intermediates, catalyst design, and bioactive compound scaffolds.

Application

3-Aminopyridine-2-carboxylic acid amide serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard amide coupling and electrophilic substitution reactions. Its dual functionality—amine and carboxamide groups—offers orthogonal reactivity for sequential derivatization, while maintaining bench stability and compatibility with common purification methods. Functions effectively in peptide synthesis and scaffold diversification workflows.

Synthesis

  • Route1
    • In-stock
      4-Chloropyrido[3,2-d]pyrimidine|CS-W022165
      51674-77-2
    • ~57%
    • In-stock
      3-Aminopyridine-2-carboxylic acid amide|CS-W003308
      50608-99-6
    • null|null
      171347-62-9

    References

    • Warner-Lambert Company Patent: US5654307 A1, 1997 ; US 5654307 A
  • Route2

    References

    • Rewcastle, Gordon W.; Palmer, Brian D.; Thompson, Andrew M.; Bridges, Alexander J.; Cody, Donna R.; Zhou, Hairong; Fry, David W.; McMichael, Amy; Denny, William A. Journal of Medicinal Chemistry, 1996 , vol. 39, # 9 p. 1823 - 1835
  • Route3

    References

    • Rewcastle, Gordon W.; Palmer, Brian D.; Thompson, Andrew M.; Bridges, Alexander J.; Cody, Donna R.; Zhou, Hairong; Fry, David W.; McMichael, Amy; Denny, William A. Journal of Medicinal Chemistry, 1996 , vol. 39, # 9 p. 1823 - 1835

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

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