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Capecitabine DNA, RNA and protein synthesis inhibitor

Catalog No.A8647
Size Price Stock Qty
10mM (in 1mL DMSO)
$75.00
In stock
50mg
$70.00
In stock

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Chemical structure

Capecitabine

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Chemical Properties

Cas No. 154361-50-9 SDF Download SDF
Chemical Name pentyl N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxopyrimidin-4-yl]carbamate
Canonical SMILES CCCCCOC(=O)NC1=NC(=O)N(C=C1F)C2C(C(C(O2)C)O)O
Formula C15H22FN3O6 M.Wt 359.35
Solubility >18mg/mL in DMSO Storage Store at -20°C
Shipping Condition Evaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.

Background

Capecitabine (Xeloda) is an anti-cancer chemotherapy drug. Capecitabine (N4-pentyloxycarbonyl-5'-deoxy-5-fluorocytidine) is a novel fluoropyrimidinecarbamate that is converted to 5-fluorouracil (5-FUra) by three enzymes located in the liver and tumors [1].

In vitro: In antiproliferative assays, both LS174T WT and LS174T-c2 cells were more sensitive to capecitabine when cultivated in the same plates as HepG2 hepatoma. In LS174T WT alone and cultivated with HepG2, IC50values of capecitabine were 890 ± 48 and 630 ± 14 μm respectively. The IC50fell from 330 ± 4 down to 89 ± 6 μmin LS174T-C2 subline when cultivated in the same plates as hepatoma cells.In the LS174T-c2 subclone, whereas little cell death occurred in cells exposed to capecitabine, both early and late apoptosis were increased by 244 and 262%, respectively [1]. Furthermore, Capecitabine induces apoptosis in a Fas-dependent manner, and shows a 7-fold higher cytotoxicity and markedly stronger apoptotic potential in thymidine phosphorylase (TP)-transfected LS174T-c2 cells [2].

In vivo:Capecitabine was effective in a wider dose range in CXF280, HCT116, COLO205, and WiDr human colon cancer xenograft models [2]. In highly metastatic nude mice model, capecitabine inhibited tumor growth and metastatic recurrence after resection of HCC attributed to the high expression of PD-ECGF in tumors [3].

References:
[1].  Ishikawa T, Utoh M, Sawada N, et al. Tumor selective delivery of 5-fluorouracil by capecitabine, a new oral fluoropyrimidine carbamate, in human cancer xenografts[J]. Biochemical pharmacology, 1998, 55(7): 1091-1097.
[2]. Ishikawa T, Utoh M, Sawada N, et al. Tumor selective delivery of 5-fluorouracil by capecitabine, a new oral fluoropyrimidine carbamate, in human cancer xenografts[J]. Biochemical pharmacology, 1998, 55(7): 1091-1097.
[3].  Zhou J, Tang Z Y, Fan J, et al. Capecitabine inhibits postoperative recurrence and metastasis after liver cancer resection in nude mice with relation to the expression of platelet-derived endothelial cell growth factor[J]. Clinical cancer research, 2003, 9(16): 6030-6037.