Pyrazine  (Synonyms: 1,4-Diazine)

Pyrazine (1,4-Diazine) is an aromatic nitrogen-containing heterocyclic compound with two nitrogen atoms, and is well known for its electron-deficient property. Pyrazine serves as a key pharmacophore in a variety of drugs, and also acts as the core skeleton of derivatives with anticancer, antimycobacterial, antithrombotic and anti-inflammatory activities^[1].

Pyrazine (sodamide; 30% H₂O₂/CH₃COOH; 70-80 °C for H₂O₂/CH₃COOH reaction) undergoes Chichibabin reaction with sodamide to form 2-aminopyrazine, and reacts with 30% H₂O₂/CH₃COOH at 70-80 °C to form mono and dioxide products^[1].
Pyrazine (300 °C for catalytic dehydrogenation) can be synthesized via catalytic dehydrogenation of ethanolamine (with optimal yield at 300 °C using copper catalyst) or via double condensation of a 1,2-dicarbonyl compound with equimolar 1,2-diamine followed by oxidation^[1].
Pyrazine is a monobasic compound with a pK_a of 0.65, protonated at N-1, and only undergoes N,N-diprotonation in very strong acidic media^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

80.09

C₄H₄N₂

290-37-9

Solid

White to off-white

C1=NC=CN=C1

Room temperature in continental US; may vary elsewhere.

Store at room temperature 3 years

*In solvent : -80°C, 6 months; -20°C, 1 month (Store at room temperature 3 years)

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 1 year; -20°C, 6 months. When stored at -80°C, please use it within 1 year. When stored at -20°C, please use it within 6 months.

• [1]. Miniyar PB, et al. Unequivocal role of pyrazine ring in medicinally important compounds: a review. Mini Rev Med Chem. 2013;13(11):1607-1625.  [Content Brief]