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5-Aminopyridine-2-carboxamide

  • CAS No. 145255-19-2

  • Cat. No. CS-W022291
  • Purity≥97%
  • MDL No.MFCD09879701

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

5-Aminopyridine-2-carboxamide|CS-W022291

Structure of 145255-19-2

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General Information

  • CAS No. 145255-19-2
  • Cat. No. CS-W022291
  • Purity ≥97%
  • MDL No. MFCD09879701
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇N₃O
  • Molecular Weight 137.14
  • Synonym(s) 5-aminopyridine-2-carboxylic acid amide
  • SMILES O=C(C1=NC=C(N)C=C1)N

Description

5-Aminopyridine-2-carboxamide features a dual functional group architecture: an electron-rich pyridine ring paired with strategically positioned amine and carboxamide moieties. This arrangement enables versatile coordination in metal complexation and facilitates hydrogen bonding in supramolecular assemblies. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions, supporting its use in medicinal chemistry scaffolds and catalyst design.

Application

5-Aminopyridine-2-carboxamide serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through amide coupling and electrophilic substitution reactions. Its dual functionality—amine and carboxamide groups—facilitates modular synthesis of bioactive compounds, with demonstrated stability under standard reaction conditions and compatibility with common protecting group strategies.

Synthesis

  • Route1

    References

    • Takemoto; Eda; Okada; Sakashita; Matzno; Gohda; Ebisu; Nakamura; Fukaya; Hihara; Eiraku; Yamanouchi; Yokoyama Journal of Medicinal Chemistry, 1994 , vol. 37, # 1 p. 18 - 25
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    References

    • WO2010/10184 A1, ; Page/Page column 61; 79 ; WO 2010/010184 A1
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    References

    • Journal of Medicinal Chemistry, , vol. 37, # 1 p. 18 - 25

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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