Basic information
- CAS
69256-17-3- Standard SMILES
Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2F)c(=O)[nH]c1=O- InChIKey
GBBJCSTXCAQSSJ-JVZYCSMKSA-N- Molecular formula
- C10H13FN2O5
- Average molar mass
- 260.22 g/mol
- Monoisotopic mass
- 260.08084968
Names & identifiers
- Preferred name
- Fmau
- IUPAC
- 1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
- English name
- 1-[(2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
- Molecular formula
- C10H13FN2O5
- Molecular weight
- 260.22
Names & synonyms
69256-17-3FMAUD-FMAU2'-Fluoro-5-methylarabinosyluracil5-Methyl-2'-fluoroarauracil1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-methyluracilNSC-67851637F7D05ANBJ61.760A2'-Fluoro-5-methyl-1-beta-D-arabinofuranosyluracil2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-methyl-2'-deoxy-2'-fluoroarabinofuranosylthymine
Show more names
Ara-2'-F-2'-dTFMAU, 2'-Fluoro-5-methylarabinosyluracil2'-Fluoro-5-methyl-1--D-arabinofuranosyluracil2’-Deoxy-2’-fluoro-5-methyl-β-D-arabinouridine2'-Fluoro-5-methyl-1-β-D-arabinofuranosyluracil1-(2-Fluoro-2-deoxy-β-D-arabinofuranosyl)thymine2'-Deoxy-2'-fluoro-5-Methyl-beta-D-arabinouridine
RefChem:1972201-(2-fluoro-2-deoxy-beta-arabinofuranosyl)thymine1-(2-fluoro-2-deoxy-beta-d-arabinofuranosyl)thymine1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione,1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-methyluracil1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dioneMFCD00870799C10H13FN2O5
Properties
Computed structural properties
- XLogP
- -0.9
- Topological polar surface area
- 99.1 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 2
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 413
Physicochemical properties
- Density
- 1.55 · 1.55±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- pka
- 9.55 · 9.55±0.10(Predicted)
- InChI
- InChI=1/C10H13FN2O5/c1-4-2-13(10(17)12-8(4)16)9-6(11)7(15)5(3-14)18-9/h2,5-7,9,14-15H,3H2,1H3,(H,12,16,17)/t5-,6+,7-,9-/s3
- InChIKey
- GBBJCSTXCAQSSJ-DFVSTPOWNA-N
- SMILES
- F[C@H]1[C@@H]([C@@H](CO)O[C@H]1N1C=C(C)C(=O)NC1=O)O |&1:1,2,3,7,r|
- FDA UNII
- 37 F7D05ANB · 37F7D05ANB
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
Safety & regulation
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.
Applications
Description2'-Fluoro-5-methyl-1-beta-D-arabinofuranosyluracil is the impurity of antiviral drug Clevudine (C574150), which is used for the treatment of Hepatitis B.
Uses2''-Fluoro-5-methyl-1-β-D-arabinofuranosyluracil is the impurity of antiviral drug Clevudine (C574150), which is used for the treatment of Hepatitis B.
Upstream & downstream products
Upstream raw materials
Related reactions
5 records
Compound notes
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