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CS-W001157 4
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5-Amino-pyrazine-2-carbonitrile

  • CAS No. 113305-94-5

  • Cat. No. CS-B0941
  • Purity≥96%
  • MDL No.MFCD08234954

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

5-Amino-pyrazine-2-carbonitrile|CS-B0941

Structure of 113305-94-5

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General Information

  • CAS No. 113305-94-5
  • Cat. No. CS-B0941
  • Purity ≥96%
  • MDL No. MFCD08234954
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄N₄
  • Molecular Weight 120.11
  • Synonym(s) IFLAB-BB F2108-0176
  • SMILES NC1=CN=C(C#N)C=N1

Description

5-Amino-pyrazine-2-carbonitrile features a pyrazine core with complementary electron-rich and electron-deficient sites, enabling versatile coupling reactions. The amino group facilitates nucleophilic functionalization, while the carbonitrile serves as a handle for derivatization under mild conditions. This bifunctional scaffold supports efficient integration into bioactive heterocycles and advanced materials.

Application

5-Amino-pyrazine-2-carbonitrile serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to pyrazine-based scaffolds through standard functional group transformations. Its amino and nitrile groups offer orthogonal reactivity for coupling, cyclization, and derivatization under mild conditions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development and target-oriented research.

Synthesis

  • Route1
    • In-stock
      2-Amino-5-bromopyrazine|CS-W009264
      59489-71-3
    • null|null
      151-50-8
    • ~95%
    • In-stock
      5-Amino-pyrazine-2-carbonitrile|CS-B0941
      113305-94-5

    References

    • Li, Goaquan; Li, Qun; Li, Tongmei; Lin, Nan-Horng; Mantei, Robert A.; Sham, Hing L.; Wang, Gary T. Patent: US2004/34038 A1, 2004 ; Location in patent: Page/Page column 10 ;
  • Route2

    References

    • Keegan, Kathleen S.; Kesicki, Edward A.; Gaudino, John Joseph; Cook, Adam Wade; Cowen, Scott Douglas; Burgess, Laurence Edward Patent: US2003/69284 A1, 2003 ; US 20030069284 A1
  • Route3
    • In-stock
      2-Amino-5-bromopyrazine|CS-W009264
      59489-71-3
    • null|null
      143-33-9
    • null|null
      544-92-3
    • ~95%
    • In-stock
      5-Amino-pyrazine-2-carbonitrile|CS-B0941
      113305-94-5

    References

    • LOCUS PHARMACEUTICALS, INC. Patent: WO2008/8059 A1, 2008 ; Location in patent: Page/Page column 112 ;

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   75.59
  • LogP   -0.06952
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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