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6-Fluoro-3-hydroxypyrazine-2-carboxamide

HCID 492405
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Grundinformationen

CAS
259793-96-9
Standard-SMILES
NC(=O)c1nc(F)c[nH]c1=O
InChIKey
ZCGNOVWYSGBHAU-UHFFFAOYSA-N
Summenformel
C5H4FN3O2
Durchschnittliche Molmasse
157,104 g/mol
Monoisotopische Masse
157,02875459

Namen und Bezeichner

Bevorzugter Name
6-Fluoro-3-hydroxypyrazine-2-carboxamide
IUPAC
6-Fluoro-3-hydroxypyrazine-2-carboxamide
Englischer Name
Favipiravir
Summenformel
C5H4FN3O2
Molmasse
157.1

Namen und Synonyme

6-Fluoro-3-hydroxypyrazine-2-carboxamideT-7056-fluoro-3,4-dihydro-3-oxo-PyrazinecarboxamideAviganFavipiravi6-fluoro-3,4-dihydro-3-oxo- (9CI)6-Fluoro-3-hydroxy-2-pyrazinecarboxamidePyrazinecarboxamide, 6-fluoro-3,4-dihydro-3-oxo- (9CI)Farapiwe3-Dithian

Datenbank-Bezeichner

CAS
259793-96-9
PubChem CID
492405
DTXSID
DTXSID60948878
ChEMBL
CHEMBL221722
ChEBI
CHEBI:134722
UNII
EW5GL2X7E0
EC Number
856-840-0
Nikkaji
J1.636.682J

Eigenschaften

Physikochemische Eigenschaften

Schmelzpunkt
151 °C · >151°C (dec.)
Dichte
1.78 · 1.78±0.1 g/cm3(Predicted)
storage temp.
2 · under inert gas (nitrogen or Argon) at 2-8°C
Löslichkeit
Soluble in DMSO (30 mg/mL), water (12 mg/mL with warming)
pka
8.77 · 8.77±0.60(Predicted)
Aggregatzustand
solid
Farbe
Off-white
Stabilität
1 year · Stable for 1 year from date of purchase as supplied. Solutions in DMSO or water may be stored at -20° for up to 3 months.
InChI
InChI=1S/C5H4FN3O2/c6-2-1-8-5(11)3(9-2)4(7)10/h1H,(H2,7,10)(H,8,11)
InChIKey
ZCGNOVWYSGBHAU-UHFFFAOYSA-N
SMILES
C1(C(N)=O)=NC(F)=CNC1=O

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Sicherheitsdaten

wgk
WGK 3
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Muta. 2Repr. 2

Chemie und Industrie

Anwendungen · 3 Einträge

BeschreibungFavipiravir, 6-fluoro-3-hydroxypyrazine-2-carboxamide, is a new broad-spectrum antiviral drug targeting RNA-dependent RNA polymerase (RdRp) developed by Japan's Toyama Chemical Pharmaceutical Company. It was approved for marketing in Japan in March 2014 for the treatment of new and recurrent influenza. During the outbreak of the new coronavirus, the results of the Phase I clinical study of the drug published in March 2020 showed that the drug may have the effect of speeding up virus clearance to alleviate the progress of new coronavirus pneumonia.

HistoryFavipiravir was originally developed in the late 1990s by a company that was later purchased by the Japanese firm Fujifilm as part of its transition from the photo business to healthcare. After being tested against a range of viruses, the drug was approved in Japan in 2014 for emergency use against flu epidemics or to treat new strains of influenza.

VerwendenFavipiravir is used for the treatment of advanced Ebola virus infection in a small animal model. It suppressed the replication of Zaire Ebola virus and prevented a lethal outcome in 100% of the animals. Based on the studies, Favipiravir can be a candidate for the treatment of Ebola hemorrhagic fever. Favipiravir can be used for antiviral treatment of influenza A and B. Studies have shown that in addition to influenza virus, the drug also exhibits good antiviral activity against a variety of RNA viruses, such as Ebola virus, arena virus, Bunia virus, rabies virus and now COVID-19.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Natriumhydroxid3-Aminopyrazin-2-carbonsure2-AminopyrazinMethyl 3-amino-6-bromopyrazine-2-carboxylateMethyl 6-bromo-3-methoxypyrazine-2-carboxylate

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Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Favipiravir is a member of the class of pyrazines that is pyrazine substituted by aminocarbonyl, hydroxy and fluoro groups at positions 2, 3 and 6, respectively. It is an anti-viral agent that inhibits RNA-dependent RNA polymerase of several RNA viruses and is approved for the treatment of influenza in Japan. It has a role as an antiviral drug, an anticoronaviral agent and an EC 2.7.7.48 (RNA-directed RNA polymerase) inhibitor. It is a primary carboxamide, a hydroxypyrazine and an organofluorine compound.