2’,3’-Di-O-acetyl-5’-deoxy-5-fluoro-N4-(pentoxycarbonxyl)cytidine

For research use only. Not for therapeutic Use.

  • CAT Number: R003932
  • CAS Number: 162204-20-8
  • Molecular Formula: C19H26FN3O8
  • Molecular Weight: 443.43
  • Purity: ≥95%
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2’,3’-Di-O-acetyl-5’-deoxy-5-fluoro-N4-(pentoxycarbonyl)cytidine (Cat No.: R003932) is a protected fluorinated cytidine analog used as a precursor in the synthesis of chemotherapeutic agents, particularly prodrugs of 5-fluorocytidine. The acetyl groups on the 2’ and 3’ hydroxyls improve lipophilicity and cellular uptake, while the N4-pentoxycarbonyl modification enhances membrane permeability and metabolic stability. The 5-fluoro substitution is crucial for its antitumor activity, interfering with DNA synthesis. This compound is valuable in antiviral and anticancer drug development due to its optimized pharmacokinetic properties and selective cytotoxicity.


CAS Number 162204-20-8
Synonyms

5’-Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine 2’,3’-Diacetate; [1-(2,3-Di-O-acetyl-5-deoxy-β-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinyl]carbamic Acid Pentyl Ester; 2’,3’-Di-O-acetylcapecitabine

Molecular Formula C19H26FN3O8
Purity ≥95%
Storage Store at RT
IUPAC Name [(2R,3R,4R,5R)-4-acetyloxy-5-[5-fluoro-2-oxo-4-(pentoxycarbonylamino)pyrimidin-1-yl]-2-methyloxolan-3-yl] acetate
InChI InChI=1S/C19H26FN3O8/c1-5-6-7-8-28-19(27)22-16-13(20)9-23(18(26)21-16)17-15(31-12(4)25)14(10(2)29-17)30-11(3)24/h9-10,14-15,17H,5-8H2,1-4H3,(H,21,22,26,27)/t10-,14-,15-,17-/m1/s1
InChIKey WMJHGZFQHPCWQZ-GWBBYGMBSA-N
SMILES CCCCCOC(=O)NC1=NC(=O)N(C=C1F)C2C(C(C(O2)C)OC(=O)C)OC(=O)C
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