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CS-W001157 4
Total: USD 88.00

2-Amino-6-cyanopyrazine

  • CAS No. 59489-39-3

  • Cat. No. CS-W019188
  • Molecule weight120.11
  • Purity≥95%
  • MDL No.MFCD10697805

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

2-Amino-6-cyanopyrazine|CS-W019188

Structure of 59489-39-3

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General Information

  • CAS No. 59489-39-3
  • Cat. No. CS-W019188
  • Purity ≥95%
  • MDL No. MFCD10697805
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄N₄
  • Molecular Weight 120.11
  • Synonym(s) Pyrazinecarbonitrile, 6-amino- (9CI)
  • SMILES NC1=NC(=CN=C1)C#N

Description

2-Amino-6-cyanopyrazine is a heterocyclic building block featuring an amino group and a nitrile moiety positioned at adjacent ring sites. This arrangement enables conjugation and facilitates downstream functionalization in synthetic routes. The molecule exhibits enhanced solubility in polar solvents and stability under standard bench conditions, making it suitable for use in medicinal chemistry and materials science applications.

Application

2-Amino-6-cyanopyrazine serves as a versatile building block in heterocyclic synthesis, enabling access to pyrazine-based scaffolds prevalent in medicinal chemistry and agrochemical development. Its amino and cyano groups offer orthogonal reactivity for nucleophilic substitution, coupling reactions, and functional group interconversion. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for multi-step synthetic sequences and scale-up applications.

Synthesis

  • Route1

    References

    • US4293552 A1, ;
  • Route2
    • null|null
      33332-49-9
    • ~56%
    • In-stock
      2-Amino-6-cyanopyrazine|CS-W019188
      59489-39-3

    References

    • Sato, Nobuhiro; Shimomura, Yuji; Ohwaki, Yoshie; Takeuchi, Ryo Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 11 p. 2877 - 2882
  • Route3
    • null|null
      7677-24-9
    • null|null
      6863-77-0
    • ~5%
    • In-stock
      3-Aminopyrazine-2-carbonitrile|CS-D1579
      25911-65-3
    • In-stock
      2-Amino-6-cyanopyrazine|CS-W019188
      59489-39-3

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , # 11 p. 2877 - 2882

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

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