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alovudine

Structure via PubChem · Public domain (PubChem)

EntityQ4734671· pop 5· linked from 6 articles

Also known as MIV-310, 3'-Fluoro-3'-deoxythymidine

Alovudine (fluorothymidine) is an antiviral agent which was being developed by Medivir. It was discontinued after a Phase II trial in 2005 due to toxicity. It is a DNA polymerase inhibitor.

Chemical data

Formula
C10H13FN2O4
Molecular weight
244.22 g/mol
IUPAC name
1-[(2R,4S,5R)-4-fluoro-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
SMILES
CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)F
InChIKey
UXCAQJAQSWSNPQ-XLPZGREQSA-N
XLogP
-0.3
Polar surface area
78.9 Ų
H-bond donors
2
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule
Indications
HIV infection

via ChEMBL · EBI

Wikidata facts

Mass
244.086
Show 4 more facts
Commons category
Alovudine
chemical formula
C₁₀H₁₃FN₂O₄
canonical SMILES
CC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)F
isomeric SMILES
CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)F
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

Alovudine (fluorothymidine) is an antiviral agent which was being developed by Medivir. It was discontinued after a Phase II trial in 2005 due to toxicity. It is a DNA polymerase inhibitor.

== See also == Fluorothymidine F-18, an isotopically enriched version of alovudine used as a PET tracer

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

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