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CS-W001157 4
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Pyrazine-2(1H)-thione

  • CAS No. 38521-06-1

  • Cat. No. CS-0022341
  • Molecule weight112.15
  • Purity≥95%
  • MDL No.MFCD00235012

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

Pyrazine-2(1H)-thione|CS-0022341

Structure of 38521-06-1

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General Information

  • CAS No. 38521-06-1
  • Cat. No. CS-0022341
  • Purity ≥95%
  • MDL No. MFCD00235012
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄N₂S
  • Molecular Weight 112.15
  • Synonym(s) 2-Mercaptopyrazine; Pyrazine-2-thiol
  • SMILES S=C1C=NC=CN1

Description

Pyrazine-2(1H)-thione features a fused heterocyclic core with a labile thione group, enabling direct coordination to transition metals and facilitating use in catalytic systems. This electron-deficient scaffold integrates readily into functionalized ligands and exhibits enhanced reactivity under mild conditions.

Application

Pyrazine-2(1H)-thione serves as a versatile heterocyclic building block for medicinal chemistry and materials science, enabling efficient access to pyrazine-based scaffolds via nucleophilic substitution, metal-catalyzed coupling, and cyclization reactions. Its thione functionality offers enhanced reactivity in transition-metal-mediated transformations while maintaining bench stability and compatibility with common protecting groups. The compound facilitates the construction of complex nitrogen-rich architectures under standard synthetic conditions.

Synthesis

  • Route1

    References

    • TAIVEX THERAPEUTICS CORPORATION; HUANG, Yu-Ling; CHUANG, Shih-Hsien; LEE, Ying-Shuan Eda; HUANG, Jiann-Jyh; LAU, Johnson Patent: WO2013/82324 A1, 2013 ; Location in patent: Paragraph 00124 ;
  • Route2
    • In-stock
      Chloropyrazine|CS-W018537
      14508-49-7
    • ~%
    • null|null
      60-29-7
    • In-stock
      Pyrazine-2(1H)-thione|CS-0022341
      38521-06-1

    References

    • Kim; Nak Doo Patent: US5658913 A1, 1997 ;
  • Route3
    • null|null
      147032-16-4
    • ~%
    • In-stock
      Pyrazine-2(1H)-thione|CS-0022341
      38521-06-1

    References

    • Sato, Nobuhiro; Kawahara, Kazunori; Morii, Noritsugu Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993 , # 1 p. 15 - 20

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   1.13919
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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