Tezacitabine

Tezacitabine
Names
IUPAC name
(2′E)-2′-Deoxy-2′-(fluoromethylidene)cytidine
Systematic IUPAC name
4-Amino-1-[(2R,3E,4S,5R)-3-(fluoromethylidene)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2(1H)-one
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C10H12FN3O4/c11-3-5-8(16)6(4-15)18-9(5)14-2-1-7(12)13-10(14)17/h1-3,6,8-9,15-16H,4H2,(H2,12,13,17)/b5-3+/t6-,8+,9-/m1/s1 ☒N
    Key: GFFXZLZWLOBBLO-ASKVSEFXSA-N ☒N
  • InChI=1/C10H12FN3O4/c11-3-5-8(16)6(4-15)18-9(5)14-2-1-7(12)13-10(14)17/h1-3,6,8-9,15-16H,4H2,(H2,12,13,17)/b5-3+/t6-,8+,9-/m1/s1
    Key: GFFXZLZWLOBBLO-ASKVSEFXBD
  • OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)/C([C@@H]1O)=C/F
Properties
C10H12FN3O4
Molar mass 257.221 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Tezacitabine is a ribonucleotide reductase inhibitor. It is a synthetic purine nucleoside analogue with potential antineoplastic activity. It is used in synthetic DNA.[1]

References

  1. ^ Tsimberidou AM, Alvarado Y, Giles FJ (August 2002). "Evolving role of ribonucleoside reductase inhibitors in hematologic malignancies". Expert Rev Anticancer Ther. 2 (4): 437–48. doi:10.1586/14737140.2.4.437. PMID 12647987. S2CID 30047759.