| Weight | 372.09 g/mol |
|---|---|
| Formula | C9H10FIN2O5 |
| Hydrogen Acceptors | 6 |
| Hydrogen Donors | 3 |
| Aromatic Rings | 1 |
| Rotatable Bonds | 2 |
FIALURIDINE (69123-98-4)
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- Hepatic failure and lactic acidosis due to fialuridine (FIAU), an investigational nucleoside analogue for chronic hepatitis B (The New England Journal of Medicine, 1995)
- Fialuridine and its metabolites inhibit DNA polymerase gamma at sites of multiple adjacent analog incorporation, decrease mtDNA abundance, and cause mitochondrial structural defects in cultured hepatoblasts. (Proceedings of the National Academy of Sciences of the United States of America, 1996)
- Antiviral activity and toxicity of fialuridine in the woodchuck model of hepatitis B virus infection (Hepatology, 1998)
- Mammalian DNA Polymerases .alpha., .beta., .gamma., .delta., and .epsilon. Incorporate Fialuridine (FIAU) Monophosphate into DNA and Are Inhibited Competitively by FIAU Triphosphate (Biochemistry, 1994)
- Identification of the Mitochondrial Targeting Signal of the Human Equilibrative Nucleoside Transporter 1 (hENT1) IMPLICATIONS FOR INTERSPECIES DIFFERENCES IN MITOCHONDRIAL TOXICITY OF FIALURIDINE (Journal of Biological Chemistry, 2006)
- Depletion of mitochondrial DNA, destruction of mitochondria, and accumulation of lipid droplets result from fialuridine treatment in woodchucks (Marmota monax) (Laboratory Investigation, 1997)
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Predict GHS Hazards for Any Chemical in silico.
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. -
SMILESC1=C(C(=O)NC(=O)N1C2C(C(C(O2)CO)O)F)I
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InChIKeyIPVFGAYTKQKGBM-UHFFFAOYSA-N
- Pubchem - FIALURIDINE
- Wikipedia - fialuridine
Fialuridine, or 1-(2-deoxy-2-fluoro-1-D-arabinofuranosyl)-5-iodouracil (FIAU), is a nucleoside analogue that was investigated as a potential therapy for hepatitis B virus infection. In a 1993 clinical study at the NIH, unexpected toxicity led to the death of 5 out of 15 patients from liver failure associated with lactic acidosis; two further participants required liver transplantation. This toxicity was unusual in that it was not predicted by animal studies.
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FIALURIDINE
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