2'-Deoxy-2'-fluorothymidine

HCID 352992

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Basic information

CAS: 69256-17-3
Standard SMILES: Cc1cn(C2OC(CO)C(O)C2F)c(=O)[nH]c1=O
InChIKey: GBBJCSTXCAQSSJ-UHFFFAOYSA-N
Molecular formula: C10H13FN2O5
Average molar mass: 260.22 g/mol
Monoisotopic mass: 260.08084974

Names & identifiers

Preferred name: 2'-Deoxy-2'-fluorothymidine
IUPAC: 1-[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

2'-Deoxy-2'-fluorothymidine2923-73-1C10H13FN2O51-(2-Deoxy-2-fluoro-.beta.-D-arabinofuranosyl)-5-methyluracilCHEMBL19062SCHEMBL14356298DTXSID60861432HMS3656F14HMS5081P211-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dioneNSC529515NSC678516

Show more names

FMAUD-FMAUAra-2'-F-2'-dT2'-Fluoro-5-methylarabinosyluracilFMAU, 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

s3001AKOS032947528NSC-529515NCGC00389600-01NCI60_0281241-(2-Deoxy-2-fluoropentofuranosyl)-5-methylpyrimidine-2,4(1H,3H)-dione1-[3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione

Database identifiers

CAS: 69256-17-3
PubChem CID: 352992
DTXSID: DTXSID60861432
ChEMBL: CHEMBL19062

Properties

Computed structural properties

XLogP: -0.9
Topological polar surface area: 99.1 Å²
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

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.