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154361-50-9

Basic Information
CAS No.: 154361-50-9
Name: Cytidine, 5'-deoxy-5-fluoro-N-[(pentyloxy)carbonyl]-
Molecular Structure:
Molecular Structure of 154361-50-9 (Cytidine, 5'-deoxy-5-fluoro-N-[(pentyloxy)carbonyl]-)
Formula: C15H22FN3O6
Molecular Weight: 359.35
Synonyms: Xeloda (TN);Cytidine,5'-deoxy-5-fluoro-N-[(pentyloxy)- carbonyl]-;Pentyl [1-(3,4-dihydroxy-5-methyl-oxolan-2-yl)-5-fluoro-2-oxo-pyrimidin-4-yl]aminoformate;Capecitabine;pentyl (1-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate;
EINECS: 604-948-1
Density: 1.49 g/cm3
Melting Point: 110-121 °C
Boiling Point: 437.874oC at 760 mmHg
Flash Point: 218.619oC
Solubility:
Appearance: Colourless solid
Hazard Symbols: T
Risk Codes: 45-60-61-68
Safety: 53-22-36/37-45
Transport Information:
PSA: 122.91000
LogP: 0.83320
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%
Downstream Products
66335-38-4
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    154361-50-9 Cytidine, 5'-deoxy-5-fluoro-N-[(pentyloxy)carbonyl]-

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Chemistry

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

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.