Molecular Formula | C5HCl2N3 |
Molar Mass | 173.99 |
Density | 1.60±0.1 g/cm3 (20 ºC 760 Torr) |
Melting Point | 93 - 95°C |
Boling Point | 262.0±35.0℃ (760 Torr) |
Flash Point | 112.3±25.9℃ |
Solubility | Chloroform (Slightly), Methanol (Slightly) |
Appearance | Solid |
Color | Pale Yellow to Light Yellow |
pKa | -7.43±0.10(Predicted) |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
MDL | MFCD22199269 |
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 5.747 ml | 28.737 ml | 57.475 ml |
5 mM | 1.149 ml | 5.747 ml | 11.495 ml |
10 mM | 0.575 ml | 2.874 ml | 5.747 ml |
5 mM | 0.115 ml | 0.575 ml | 1.149 ml |
Use | 3, 6-dichloropyrazine-2-carbonitrile can be used in the production of Favipiravir(F103350), the drug is used to treat advanced Ebola virus infection in a small animal model. |
Introduction | 3, 6-dichloropyrazine-2-carbonitrile can be used as a pharmaceutical synthesis intermediate, the intermediate 3, 6-dichloropyrazine-2-carbonitrile can be prepared from 2-cyanopyrazine as a reaction raw material, and further reacted with phosphorus oxychloride to obtain 3, 6-dichloropyrazine-2-carbonitrile. 3, 6-dichloropyrazine-2-carbonitrile can be used in the preparation of 3, 6-difluoro-2-cyanopyrazine. |
preparation | preparation of 3, 6-dichloropyrazine-2-carbonitrile: 1) preparation of 2, 4-dioxopyrazinamide: control the temperature -5~5 ℃, mix 2-cyanopyrazine 1.4g with glacial acetic acid 29.95g and 30% hydrogen peroxide 45.30g, heat up to 95 ℃, reflux reaction for 22h,TLC showed no raw material, then the solvent was removed by vacuum rotary evaporation at 40 ℃, 15ml water was added, vacuum rotary evaporation was performed, glacial acetic acid was removed several times, and then 15ml water was added, hot chloroform extraction (15ml * 3) was added, the aqueous layer was vacuum spin-dried, recrystallized from 90% methanol, filtered, and the filter cake was vacuum-dried to obtain 4.45g of 1, 4-dioxopyrazinamide as a white powder, the melting point was greater than 300 °c and the yield was 57.43%. 2) add 6, 6-dioxopyrazinamide 1.4g to the redistilled phosphorus oxychloride G and mix well, stir at 50 ℃ for 50min, and heat up to 70 ℃ for 1H, After cooling to room temperature, triethylamine 4.86g was added, the mixture was heated to 96 ℃, and the reaction was refluxed for 6H. TLC showed that after the reaction was completed, the reaction was dried under reduced pressure and then poured into 10ml of ice water, extract with ethyl acetate (15mL * 3), combine organic phases, wash with saturated brine for 2 times, dry the organic phases with anhydrous sodium sulfate, filter, and spin dry the filtrate under reduced pressure, after purification and separation by column chromatography and vacuum drying, 3.14g of 3, 6-dichloropyrazine-2-carbonitrile was obtained as a pale yellow solid with a yield of 45.15% and a melting point of 90-91 °c. |
favipiravir intermediate | 3, 6-dichloropyrazine-2-carbonitrile is an intermediate for production favipiravir. favipiravir, it was developed by Japanese Fuji film Fushan chemical (Zhejiang Haizheng Pharmaceutical Co., Ltd., China), which was approved for marketing in Japan in March 2014, antiviral treatment of influenza B. Studies have shown that in addition to influenza Virus, the drug also shows a good anti Virus effect on a variety of RNA Virus, such as Ebola Virus Virus, sand Virus, Bunia Virus, rabies Virus and so on. Favipiravir is a new broad-spectrum anti-RNA Virus drug, which can selectively inhibit RNA polymerase associated with Virus replication, it can be produced by the host cell enzyme phosphoribosylation favipiravir with biological activity of RTP; Favipiravir of the RTP is misrecognized by Virus RNA polymerase, this is then inserted into the Virus RNA strand or bound to the Virus RNA polymerase domain, thereby impeding replication and transcription of the Virus RNA strand. One foot in the magic height, one foot in the road, favipiravir is worthy of the "Virus gram Star". tests have shown that fapilavir can inhibit Ebola Virus, yellow fever, chikungunya virus, norovirus and Enterovirus, and can also effectively inhibit drug resistance (amantadine, oseltamivir, influenza virus, therefore, is included in the national strategic reserve drug by Japan. The study also showed that in the in vitro cell test, the IC50 of favipiravir against influenza Virus was 341nM, and the EC50 of novel coronavirus against Virus reached 61.88 μm, it shows that it has a very strong anti Virus ability. |