SML0632
Fialuridine
≥98% (HPLC), powder, nucleoside analog
Synonym(s):
1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-2,4(1H,3H)-Pyrimidinedione, FIAU
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About This Item
Empirical Formula (Hill Notation):
C9H10FIN2O5
CAS Number:
Molecular Weight:
372.09
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
Fialuridine, ≥98% (HPLC)
Quality Level
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 5 mg/mL, clear (warmed)
storage temp.
−20°C
SMILES string
F[C@H]1[C@H](O)[C@@H](CO)O[C@H]1N2C(NC(C(I)=C2)=O)=O
InChI
1S/C9H10FIN2O5/c10-5-6(15)4(2-14)18-8(5)13-1-3(11)7(16)12-9(13)17/h1,4-6,8,14-15H,2H2,(H,12,16,17)/t4-,5+,6-,8-/m1/s1
InChI key
IPVFGAYTKQKGBM-BYPJNBLXSA-N
General description
Fialuridine (1-(2-deoxy-2-fluoro-β-d-arabinofuranosyl)-5-iodouracil, or FIAU) is an antiviral agent. It is a thymidine-based nucleoside analogue.
Application
Fialuridine has been used in the selection of clones.
Biochem/physiol Actions
Fialuridine (1-(2-deoxy-2-fluoro-β-d-arabinofuranosyl)-5-iodouracil, or FIAU) and its metabolites blocks DNA polymerase at sites of multiple adjacent analog incorporation, reduces the presence of mtDNA (mitochondrial DNA) and results in mitochondrial structural defects in cultured hepatoblasts. It is considered as an efficient drug against hepatitis B virus (HBV) infection.
Fialuridine is a nucleoside analog antiviral agent.
Fialuridine is a nucleoside analog antiviral agent. The compound displays significant mitochondrial toxicity.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.
P Honkoop et al.
Drug safety, 17(1), 1-7 (1997-07-01)
Fialuridine is an antiviral agent with potent activity against hepatitis B virus replication in vitro and in vivo. In a phase II study, 7 of 15 patients experienced severe toxicity due to the drug after 9 to 13 weeks of
Hepatic failure and lactic acidosis due to fialuridine (FIAU), an investigational nucleoside analogue for chronic hepatitis B.
McKenzie R, et al.
The New England Journal of Medicine, 333(17), 1099-1105 (1995)
Fialuridine accumulates in DNA of dogs, monkeys, and rats following long-term oral administration.
Richardson FC, et al.
Proceedings of the National Academy of Sciences of the USA, 91(25), 12003-12007 (1994)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML0632-25MG | 04061832634081 |
| SML0632-5MG | 04061837101199 |