55557-52-3

Basic information

• Product Name: 3-Chloropyrazine-2-carbonitrile
• Synonyms: BUTTPARK 29\04-93;3-CHLOROPYRAZINE-2-CARBONITRILE;2-CHLORO-3-CYANOPYRAZINE;3-Chloro-2-cyanopyrazine;3-Chloropyrazine-2-carbonitrile, 95+%;2-Chloro-3-cyanopyrazine 95%+;3-chloropyrazin-2-carbonitrile;3-Chloro-2-pyrazinecarbonitrile
• CAS NO: 55557-52-3
• Molecular Formula: C₅H₂ClN₃
• Molecular Weight: 139.54
• EINECS: 1592732-453-0
• Product Categories: pharmacetical;Pyrazines, Pyrimidines & Pyridazines;Pyridazine series;Pyrazine;Pyrazines, Pyrimidines & Pyridazines
• Mol File: 55557-52-3.mol
• Article Data: 16

Chemical Properties

• Melting Point: 45-47°C
• Boiling Point: 264.115 °C at 760 mmHg
• Flash Point: 113.533 °C
• Appearance: /
• Density: 1.438 g/cm³
• Vapor Pressure: 0.01mmHg at 25°C
• Refractive Index: 1.568
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -5.41±0.10(Predicted)
• CAS DataBase Reference: 3-Chloropyrazine-2-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloropyrazine-2-carbonitrile(55557-52-3)
• EPA Substance Registry System: 3-Chloropyrazine-2-carbonitrile(55557-52-3)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39-39
• RIDADR: 3276
• Hazardous Substances Data: 55557-52-3(Hazardous Substances Data)

Usage

Uses

3-Chloropyrazine-2-carbonitrile is a reactant in the syntheses of tuberculostatic pyrazine derivatives.

InChI:InChI=1/C5H2ClN3/c6-5-4(3-7)8-1-2-9-5/h1-2H

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 6863-76-9 3-chloropyrazine 1-oxide 
• 768-36-5 2-pyrazinecarboxamide-4-oxide 
• 2423-65-6 Pyrazin-N-Oxid(PyzNO) 
• 98-96-4 pyrazinamide 
• 1378802-34-6 4-(3-chloropyrazin-2-yl)-2-methylbut-3-yn-2-ol 
• 55321-99-8 3-oxo-3,4-dihydropyrazine-2-carboxamide 
• 55321-99-8 3-hydroxy-2-pyrazinecarboxamide 
• 19847-12-2 2-pyrazine carbonitrile 
• 25594-31-4 3-pyrazinecarbonitrile N-oxide 

Downstream Products

• 56881-21-1 ethyl 7-aminothieno[2,3-b]-pyrazine-6-carboxylate 
• 500731-37-3 1-methyl-1H-pyrazolo[3,4-b]pyrazin-3-ylamine 
• 880874-31-7 4-phenyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-3'-carbonitrile 
• 780809-06-5 4-phenyl-3,4,5,6-tetrahydro-2H-[1,2']bipyrazinyl-3'-carbothioic acid amide 
• 67130-86-3 3-morpholin-4-yl-pyrazine-2-carbonitrile 
• 664308-21-8 4-(4-cyanophenyl)-3,4,5,6-tetrahydro-2H-[1,2']-bipyrazinyl-3'-carbonitrile 
• 81411-79-2 3-aminoisoxazolo(4,5-b)pyrazine 
• 1126824-72-3 7-bromothieno[2,3-b]pyrazine 

Relevant articles and documents

Synthesis method of 7-bromothieno [2, 3-B] pyrazine

The invention provides a preparation method of 7-bromothieno [2, 3-b] [1, 2, 4] thiadiazole. The invention discloses a synthetic method of 2, 3-B] pyrazine. Relating to the organic synthesis field, the preparation method comprises the following steps: reacting 2, 3-dichloropyrazine with 2-methyl-3-butyne-2-ol, cuprous iodide and triethylamine under the catalytic action of tetrakis (triphenylphosphine) palladium to generate 2-methyl-4-(3-chloropyrazine)-3-butyne-2-ol; 2-methyl-4-(3-chloropyrazine)-3-butyne-2-ol reacts with alkali to obtain 2-chloro-3-ethynylpyrazine, 2-chloro-3-ethynylpyrazinereacts with sodium sulfide nonahydrate to generate thieno [2, 3-B] pyrazine, and thieno [2, 3-B] pyrazine further reacts with N-bromosuccinimide to generate 7-bromothieno [2, 3-. The synthesis methodprovided by the invention has the advantages of easily available raw materials, mild reaction conditions, high selectivity, good operability of post-treatment, high yield and easiness in large-scale production.

Containing cyclobutane substituent of pyrazines, its composition and use thereof

The invention relates to a cyclobutane substituent containing pyrazine compound, a use of the cyclobutane substituent-containing pyrazine compound as a medicament, and particularly application to the preparation of a medicament for preventing and treating various influenza viruses. Particularly, the invention relates to a compound as shown in general formula (I), or a stereoisomer, geometric isomer, tautomer, nitrogen oxide, hydrate, solvate, metabolite, pharmaceutically acceptable salt or prodrug of the compound, wherein each variable is defined in the description. The invention also relates to the use of the compound as shown in general formula (I) or the stereoisomer, geometric isomer, tautomer, nitrogen oxide, hydrate, solvate, metabolite, pharmaceutically acceptable salt or prodrug of the compound as a medicament, particularly the use as a medicament for preventing and treating influenza viruses.

Synthesis and antimycobacterial evaluation of pyrazinamide derivatives with benzylamino substitution

A series of 19 new compounds related to pyrazinamide were synthesized, characterized with analytical data and screened for in vitro whole cell antimycobacterial activity against Mycobacterium tuberculosis H37Rv, Mycobacterium kansasii and two types of Mycobacterium avium. The series consisted of 3-(benzylamino)-5-cyanopyrazine-2-carboxamides and 3-(benzylamino)pyrazine-2,5-dicarbonitriles with various substituents on the phenyl ring. RP-HPLC method was used to determine the lipophilicity of the prepared compounds. Nine compounds exerted similar or better activity against Mycobacterium tuberculosis compared to pyrazinamide (MIC = 6.25-12.5 μg/mL). 3-(Benzylamino)pyrazine-2,5-dicarbonitrile inhibited all of the tested mycobacterial strains with MIC within the range 12.5-25 μg/mL. Although not the most active, 4-NH2 substituted compounds possessed the lowest in vitro cytotoxicity (hepatotoxicity), leading to selectivity index SI = 5.5 and SI >21.