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CS-W001157 4
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5-Aminopyrazine-2-carboxamide

  • CAS No. 89323-09-1

  • Cat. No. CS-W019230
  • Purity≥96%
  • MDL No.MFCD08705774

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

5-Aminopyrazine-2-carboxamide|CS-W019230

Structure of 89323-09-1

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General Information

  • CAS No. 89323-09-1
  • Cat. No. CS-W019230
  • Purity ≥96%
  • MDL No. MFCD08705774
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆N₄O
  • Molecular Weight 138.13
  • Synonym(s) None
  • SMILES NC(=O)C1=NC=C(N)N=C1

Description

5-Aminopyrazine-2-carboxamide features a fused pyrazine core functionalized with amino and carboxamide groups at opposing positions, enabling versatile coordination in metal complexes and integration into bioactive heterocycles. This electron-rich scaffold supports hydrogen bonding and π-stacking interactions, enhancing solubility and molecular recognition in medicinal chemistry applications.

Application

5-Aminopyrazine-2-carboxamide serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct incorporation into bioactive scaffolds via amide coupling and cyclization reactions. Its dual functionality—amine and carboxamide groups—facilitates orthogonal derivatization, supports metal-catalyzed cross-couplings, and enhances solubility in polar reaction media. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step synthesis of kinase inhibitors and antitumor agents.

Synthesis

  • Route1

    References

    • Servusova, Barbora; Paterova, Pavla; Mandikova, Jana; Kubicek, Vladimir; Kucera, Radim; Kunes, Jiri; Dolezal, Martin; Zitko, Jan Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 2 p. 450 - 453
  • Route2

    References

    • Ellingson; Henry Journal of the American Chemical Society, 1949 , vol. 71, p. 2798
  • Route3
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    • In-stock
      5-Aminopyrazine-2-carboxamide|CS-W019230
      89323-09-1

    References

    • Servusova, Barbora; Paterova, Pavla; Mandikova, Jana; Kubicek, Vladimir; Kucera, Radim; Kunes, Jiri; Dolezal, Martin; Zitko, Jan Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 2 p. 450 - 453

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   94.89
  • LogP   -0.8423
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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