CAPECITABINE
Synonyms. Capecitabine; 5'-Deoxy-5-fluoro-N-((pentyloxy)carbonyl)cytidine; Capiibine; (1-(5-Deoxy-beta-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinyl)carbamic acid pentyl ester; Caxeta; N(4)-Pentyloxycarbonyl-5'-deoxy-5-fluorocytidine; Pentyl 1-(5-deoxy-beta-D-ribofuranosyl)-5-fluoro-1,2- dihydro-2-oxo-4- pyrimidinecarbamate; Xabin; Xeloda; Other RN: 158798-73-3

CAPECITABINE
 

PRODUCT IDENTIFICATION

CAS RN

154361-50-9

EINECS RN

  

FORMULA

 C15H22FN3O6

MOLE WEIGHT

 359.35

H.S CODE

  

SMILES

 [C@H]1(n2c(=O)nc(c(c2)F)NC(=O)OCCCCC)[C@@H]([C@@H]([C@H] (O1)C)O)O

CLASSIFICATION

 Antimetabolite, Antineoplastic,

EXTRA NOTES

 A fluorouracil prodrug

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white crystalline powder

MELTING POINT

110 - 115 C

BOILING POINT

  

DENSITY

1.49

SOLUBILITY IN WATER

 
SOLVENT SOLUBILITY  

VAPOR DENSITY

 

log P(octanol-water)

  

VAPOR PRESSURE

  

AUTOIGNITION TEMP

  
pH

 

REFRACTIVE INDEX

 

FLASH POINT

 

 
STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Oxidizing agents
POLYMERIZATION

Has not been reported

NFPA RATINGS

 

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking

Google Scholar Search

Drug Information Portal (U.S. National Library of Medicine) - Capecitabine

PubChem Compound Summary - Capecitabine

Drug Bank - Capecitabine

KEGG (Kyoto Encyclopedia of Genes and Genomes) -  Capecitabine

http://www.ebi.ac.uk/chebi/ -  Capecitabine

http://www.ncbi.nlm.nih.gov/ - Capecitabine

http://www.cancer.gov/
capecitabine: A fluoropyrimidine carbamate belonging to the class of antineoplastic agents called antimetabolites. As a prodrug, capecitabine is selectively activated by tumor cells to its cytotoxic moiety, 5-fluorouracil (5-FU); subsequently, 5-FU is metabolized to two active metabolites, 5-fluoro-2-deoxyuridine monophosphate (FdUMP) and 5-fluorouridine triphosphate (FUTP) by both tumor cells and normal cells. FdUMP inhibits DNA synthesis and cell division by reducing normal thymidine production, while FUTP inhibits RNA and protein synthesis by competing with uridine triphosphate for incorporation into the RNA strand. Check for active clinical trials or closed clinical trials using this agent

http://drugsarea.com/
Mechanism of Action: Capecitabine is a prodrug of fluorouracil. It undergoes hydrolysis in the liver and tissues to form fluorouracil which is the active moiety. Fluorouracil is a fluorinated pyrimidine antimetabolite that inhibits thymidylate synthetase, blocking the methylation of deoxyuridylic acid to thymidylic acid, interfering with DNA, and to a lesser degree, RNA synthesis. Fluorouracil appears to be phase specific for the G1 and S phases of the cell cycle.

 

SALES SPECIFICATION

APPEARANCE

white crystalline powder

ASSAY

98.0% min

WATER

0.5% max
RESIDUE IGNITION

0.01% max
LOSS ON DRYING

0.1% max
MELTING POINT

110 - 114 C

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

Not regulated

HAZARD SYMBOL

  
PACKING GROUP  

 

SAFETY INFORMATION

HAZARD OVERVIEW

Not known

GHS

  

SIGNAL WORD

 

PICTOGRAMS

 

HAZARD STATEMENTS

 

P STATEMENTS

 
EC DIRECTIVES

 
HAZARD CODES

 

RISK PHRASES

  

SAFETY PHRASES

  

 

PACKING

 

 

PRICE INFORMATION