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CS-W001157 4
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2-(Pyrazin-2-yl)acetic acid

  • CAS No. 140914-89-2

  • Cat. No. CS-W005774
  • Purity≥98%
  • MDL No.MFCD06796638

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

2-(Pyrazin-2-yl)acetic acid|CS-W005774

Structure of 140914-89-2

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General Information

  • CAS No. 140914-89-2
  • Cat. No. CS-W005774
  • Purity ≥98%
  • MDL No. MFCD06796638
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₂
  • Molecular Weight 138.12
  • Synonym(s) 2-Pyrazineacetic acid
  • SMILES O=C(O)CC1=NC=CN=C1

Description

2-(Pyrazin-2-yl)acetic acid features a pyrazine ring conjugated to a carboxylic acid-bearing side chain, enabling robust integration into bioconjugation and medicinal chemistry scaffolds. The electron-deficient pyrazine core enhances reactivity in nucleophilic substitution processes, while the pendant acetic acid group offers facile derivatization for peptide coupling or metal chelation. This structure supports modular synthesis of functionalized heterocycles under standard bench conditions.

Application

2-(Pyrazin-2-yl)acetic acid serves as a versatile building block for constructing bioactive heterocycles and pharmaceutical scaffolds. Its pyrazine core enables robust π–π stacking and hydrogen-bonding interactions in target binding, while the pendant carboxylic acid facilitates direct coupling or derivatization. The compound exhibits good bench stability and compatibility with standard amide coupling protocols, enabling efficient access to peptide-like conjugates and macrocyclic architectures.

Synthesis

  • Route1
    • In-stock
      2-Methylpyrazine|CS-0059136
      109-08-0
    • null|null
      124-38-9
    • ~%
    • In-stock
      2-(Pyrazin-2-yl)acetic acid|CS-W005774
      140914-89-2

    References

    • Chemistry - A European Journal, , vol. 18, # 51 p. 16339 - 16348

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   63.08
  • LogP   0.1037
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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