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Capecitabine

  • Name Capecitabine
  • EINECS604-948-1
  • CAS No. 154361-50-9
  • Density1.49 g/cm3
  • PSA122.91000
  • LogP0.83320
  • SolubilityN/A
  • Melting Point110-121 °C
  • FormulaC15H22FN3O6
  • Boiling Point437.874oC at 760 mmHg
  • Molecular Weight359.355
  • Flash Point218.619oC
  • Transport InformationN/A
  • AppearanceColourless solid
  • Safety53-22-36/37-45
  • Risk Codes45-60-61-68
  • Molecular Structure
    Molecular Structure of 154361-50-9 (Capecitabine)
  • Hazard SymbolsT
  • SynonymsT
  • Article Data31

Capecitabine Synthetic route

162204-20-8

N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine

154361-50-9

capecitabine

Conditions
ConditionsYield
Stage #1: N1-(2',3'-di-O-acetyl-5'-deoxy-β-D-ribofuranosyl)-5-fluoro-N4-(pentyloxycarbonyl)cytosine With water; sodium hydroxide In methanol at -15℃;
Stage #2: With hydrogenchloride In methanol; water at -15℃; pH=5;
98%
With potassium hydroxide In methanol at 0 - 15℃; for 1h; Reagent/catalyst;96.1%
With sodium hydroxide In methanol; water at -10 - 5℃; for 1h; Autoclave;87.5%

2',3'-bis-O-benzoyl-5'-deoxy-5-fluoro-N4-pentyloxycarbonyl cytidine

154361-50-9

capecitabine

Conditions
ConditionsYield
With sodium hydroxide In methanol; water for 2h; Inert atmosphere;96%

Capecitabine Chemical Properties

The Structure of Capecitabine (CAS NO.154361-50-9):

IUPAC: pentyl N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxopyrimidin-4-yl]carbamate 
Empirical Formula: C15H22FN3O6
Molecular Weight: 359.3501
H bond acceptors: 9
H bond donors: 3
Freely Rotating Bonds: 8
Polar Surface Area: 89.9 Å2
Index of Refraction: 1.6
Molar Refractivity: 82.32 cm3
Molar Volume: 240.5 cm3
Surface Tension: 51.3 dyne/cm
Density: 1.49 g/cm3
Melting point: 110-121 °C
Storage: Store in original container in a cool dark place.
Appearance: Colourless solid
Solubility in water: Slightly soluble
Categories: Active Pharmaceutical Ingredients; Antineoplastic; Bases & Related Reagents; Intermediates & Fine Chemicals; Nucleotides; Pharmaceuticals

Capecitabine Specification

  Capecitabine , with CAS number of 154361-50-9, can be called Cytidine,5'-deoxy-5-fluoro-N-[(pentyloxy)- carbonyl]- ; (1-(5-Deoxy-beta-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinyl)-carbamic acid pentyl ester ; pentyl N-[1-[(2R,3R,4R,5R)-3,4-dihydroxy-5-methyl-oxolan-2-yl]-5-fluoro-2-oxo-pyrimidin-4-yl]carbamate ; Capecitabine (JAN/USAN) ; Pentyl [1-(3,4-dihydroxy-5-methyl-oxolan-2-yl)-5-fluoro-2-oxo-pyrimidin-4-yl]aminoformate;Capecitabine ; Pentyl [1-(3,4-dihydroxy-5-methyl-oxolan-2-yl)-5-fluoro-2-oxo-pyrimidin-4-yl]aminoformate ; Capecitabine and its intermediates ; Capecitabine 99% . It is a colourless solid, Capecitabine (CAS NO.154361-50-9) can be used as an antineoplastic agent, a prodrug of doxifluridine.  Capecitabine (CAS NO.154361-50-9) is an orally-administered chemotherapeutic agent used in the treatment of metastatic breast and colorectal cancers. Capecitabine (CAS NO.154361-50-9) is a prodrug, that is enzymatically converted to 5-fluorouracil in the tumor, where it inhibits DNA synthesis and slows growth of tumor tissue.

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