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GS-441524

Structure via PubChem · Public domain (PubChem)

EntityQ94518604· pop 5· linked from 108 articles

Also known as GS441524, (2R,3S,5R)-2-(4-Aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furancarbonitrile

GS-441524 is a nucleoside analogue antiviral drug which was developed by Gilead Sciences. It is the main plasma metabolite of the antiviral prodrug remdesivir, and has a half-life of around 24 hours in human patients. Remdesivir and GS-441524 were both found to be effective in vitro against feline coronavirus strains responsible for feline infectious peritonitis (FIP), a lethal systemic disease affecting domestic cats. Remdesivir was never tested in cats (though some vets now offer it), but GS-441524 has been found to be effective treatment for FIP.

Chemical data

Formula
C12H13N5O4
Molecular weight
291.26 g/mol
IUPAC name
(2R,3R,4S,5R)-2-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3,4-dihydroxy-5-(hydroxymethyl)oxolane-2-carbonitrile
SMILES
C1=C2C(=NC=NN2C(=C1)[C@]3([C@@H]([C@@H]([C@H](O3)CO)O)O)C#N)N
InChIKey
BRDWIEOJOWJCLU-LTGWCKQJSA-N
XLogP
-1.4
Polar surface area
150 Ų
H-bond donors
4
H-bond acceptors
8
Formal charge
0

via PubChem

Wikidata facts

Mass
291.09675389600005
Show 5 more facts
chemical formula
C₁₂H₁₃N₅O₄
canonical SMILES
C1=C2C(=NC=NN2C(=C1)C3(C(C(C(O3)CO)O)O)C#N)N
isomeric SMILES
C1=C2C(=NC=NN2C(=C1)[C@]3([C@@H]([C@@H]([C@H](O3)CO)O)O)C#N)N
Commons category
GS-441524
subject has role
antiviral drug
Sources (1)

via Wikidata · CC0

~8 min read

Encyclopedic overview

13 sections
Contents
  • Use and research
  • Feline infectious peritonitis
  • COVID-19
  • USA regulations
  • Deuremidevir
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Mechanism of action
  • Tolerance
  • See also
  • Notes
  • References

GS-441524 is a nucleoside analogue antiviral drug which was developed by Gilead Sciences. It is the main plasma metabolite of the antiviral prodrug remdesivir, and has a half-life of around 24 hours in human patients. Remdesivir and GS-441524 were both found to be effective in vitro against feline coronavirus strains responsible for feline infectious peritonitis (FIP), a lethal systemic disease affecting domestic cats. Remdesivir was never tested in cats (though some vets now offer it), but GS-441524 has been found to be effective treatment for FIP.

It is widely used despite no official FDA approval due to Gilead's refusal to license this drug for veterinary use. In several countries oral GS-441524 tablets (and injectable remdesivir) became legally available to vets for the treatment of FIP in cats, for example Australia, the Netherlands, and the United Kingdom.

Excerpted from Wikipedia’s “GS-441524” article, available under the CC BY-SA 4.0 licence.

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