55321-99-8

Basic information

• Product Name: 3-HYDROXYPYRAZINE-2-CARBOXAMIDE
• Synonyms: 3-Hydroxy-2-pyrazinecarboxamide;Pyrazine-2-carboxamide, 3-hydroxy-;Pyrazinecarboxamide, 3,4-dihydro-3-oxo-;3-HYDROXYPYRAZINE-2-CARBOXAMIDE;3-Hydroxypyrazine-2-carboxylic acid amide;Pyrazinecarboxamide, 3,4-dihydro-3-oxo- (9CI);3-HYDROXYPYRAZINE-2-CARBOXAMINE;3,4-Dihydro-3-oxo-2-pyrazinecarboxaMide
• CAS NO: 55321-99-8
• Molecular Formula: C₅H₅N₃O₂
• Molecular Weight: 139.11
• EINECS: 202-303-5
• Product Categories: AMIDE;Pyrazines
• Mol File: 55321-99-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: ca 270℃
• Boiling Point: 640.8 °C at 760 mmHg
• Flash Point: 341.3 °C
• Appearance: /
• Density: 1.63 g/cm³
• Vapor Pressure: 5.13E-17mmHg at 25°C
• Refractive Index: 1.696
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Aqueous Base (Slightly)
• PKA: 10.69±0.40(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 3-HYDROXYPYRAZINE-2-CARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXYPYRAZINE-2-CARBOXAMIDE(55321-99-8)
• EPA Substance Registry System: 3-HYDROXYPYRAZINE-2-CARBOXAMIDE(55321-99-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-37
• Hazardous Substances Data: 55321-99-8(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

Apart from biological importance of pyridine-2-carboxamide (picolinamide, pia) as well as of its derivatives such as 3-hydroxypyridine-2-carboxamide (3-OHpia), as ligands they have found their extensive application in coordina- tion chemistry in crystal engineering .

Synthesis Reference(s)

Journal of the American Chemical Society, 71, p. 78, 1949 DOI: 10.1021/ja01169a023

InChI:InChI=1/C5H5N3O2/c6-4(9)3-5(10)8-2-1-7-3/h1-2H,(H2,6,9)(H,8,10)

Upstream product

• 62009-47-6 2-aminopropanediamide 
• 39003-51-5 Glyoxal Bis(sodium bisulfite) 
• 131543-46-9 Glyoxal 
• 20737-42-2 3-oxo-3,4-dihydropyrazine-2-carboxylic acid 
• 27825-20-3 methyl 3-oxo-3,4-dihydropyrazine-2-carboxylate 

Downstream Products

• 499785-81-8 (2R,3R,4R,5R)-4-(acetyloxy)-2-[(acetyloxy)methyl]-5-[3-(aminocarbonyl)-2-oxo-1(2H)-pyrazinyl] tetrahydro-3-furanyl acetate 
• 55557-52-3 2-chloro-3-cyanopyrazine 
• 1257072-34-6 6-bromo-3-chloropyrazine-2-carbonitrile 

Relevant articles and documents

Synthesis and antiviral evaluation of the 2'-c-methyl branched derivative of a nucleoside analog inhibitor of RNA viral infections, T-1106

An example of a 2'-C-methyl branched nucleoside analogue bearing 3,4-dihydro-3-oxopyrazine-2-carboxamide as the base, namely 4-(2-C-methyl- β-D-ribofuranosyl)-3-oxo-3,4-dihydropyrazine-2-carboxamide, is reported. This compound was synthesized following a Vorbrueggen's glycosylation procedure in a few steps. When evaluated in cell culture experiments against a broad range of viruses, this compound did not exhibit any significant antiviral effect or cytotoxicity.

Synthesis process of favipiravir and intermediate thereof

The invention relates to the technical field of medicine synthesis, and in particular, relates to a synthesis process of favipiravir and an intermediate thereof. The synthesis method of favipiravir comprises the following steps: 1) 2-aminopropanediamide and glyoxal serve as raw materials, and generating a compound III through a cyclization reaction; 2) performing benzyl protection on the compoundIII under the catalysis of potassium carbonate to generate a compound IV; 3) performing fluorine substitution on the compound IV under the action of fluorine gas, a solvent and a catalyst to generatea compound V; and 4) performing debenzylation protection on the compound V to generate favipiravir. Compared with other synthetic routes of favipiravir, the synthetic route provided by the invention has the advantages that the whole process route is shortened by virtue of high-selectivity fluorination reaction, the production cost is greatly reduced, and the synthesis process is suitable for industrial production.

3-hydroxy-2-production of pyrazinecarboxamide

PROBLEM TO BE SOLVED: To provide an excellent method for producing 3-hydroxy-2-pyrazinecarboxamide. SOLUTION: This method has characteristics that (1) the reaction temperature is normal temperature, (2) the yield is high, (3) the operation is simple, and the like, and is useful as an industrial production method of 3-hydroxy-2-pyrazinecarboxamide or a salt thereof. COPYRIGHT: (C)2011,JPOandINPIT