Capecitabine (Xeloda)

Alias: Capecitabine; RO09-1978; Ro-091978000; Ro 091978000; Ro091978000; RO-09-1978; RO 09-1978; Abbreviation: CAPE. Trade name: Xeloda
Cat No.:V1454 Purity: ≥98%
Capecitabine (formerly RO 09-1978; RO-09-1978; RO09-1978; CAPE; Trade name: Xeloda) is an anticancer chemotherapeutic medication approved for treating breast cancer, gastric cancer and colorectal cancer.
Capecitabine (Xeloda) Chemical Structure CAS No.: 154361-50-9
Product category: DNA(RNA) Synthesis
This product is for research use only, not for human use. We do not sell to patients.
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500mg
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5g
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50g
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Capecitabine (formerly RO 09-1978; RO-09-1978; RO09-1978; CAPE; Trade name: Xeloda) is an anticancer chemotherapeutic medication approved for treating breast cancer, gastric cancer and colorectal cancer. It is a prodrug of fluoropyrimidine carbamate that needs to be converted in vivo into 5-fluorouracil (5-FU), the active form or metabolite.

Biological Activity I Assay Protocols (From Reference)
Targets
DNA/RNA Synthesis
ln Vitro

Cultivated in the same plates as HepG2 hepatoma, LS174T WT and LS174T-c2 cells exhibit a markedly increased sensitivity to capecitabine, with IC50 values of 890 and 630 μM for LS174T WT alone and HepG2 cultivated similarly. Additionally, when cultivated in the same plates as hepatoma cells, the IC50 for the LS174T-C2 subline decreases from 330 ± 4 to 89 ± 6 μm. Moreover, in thymidine phosphorylase (TP)-transfected LS174T-c2 cells, capecitabine significantly increases apoptotic potential and induces apoptosis in a Fas-dependent manner. There is also a seven-fold increase in cytotoxicity.[1]

ln Vivo
Capecitabine, which can be correlated with tumor dThdPase levels, is more effective in a wider dose range and has a broader spectrum of antitumor activity than 5-FU, UFT, or its intermediate metabolite 5'-DFUR in the human cancer xenograft models studied.[2] Due to the high expression of platelet-derived endothelial cell growth factor in tumors, capecitabine inhibits tumor growth and metastatic recurrence following resection of human hepatocellular carcinoma (HCC) in highly metastatic nude mice model.[3]
Cell Assay
In 96-well plates, HepG2 and LS174T WT or LS174T-c2 cells are seeded in the upper and lower chambers of 8-well strip membranes, respectively. The cells that are expanding exponentially are subjected to escalating levels of capecitabine. When BR17 MoAB is utilized in the experiments, 100 ng/mL of the moab is added to the medium in addition to 750 ng/mL of ZB4 MoAB. The traditional colorimetric MTT test is used to evaluate the viability of LS174T following a continuous exposure of 72 hours.
Animal Protocol
Mice: C57/Bl6 Nu/Nu mice aged six weeks are employed. The procedure involves subcutaneous injection of 107 cells/flank to produce bilateral HCT 116 xenografts. Treatment for animals carrying HCT 116 xenografts involves oral gavage once daily for five days in a row (days 0-4, 7-11, 14-18) with either vehicle or capecitabine 0.52 or 2.1 mmol/kg (563 and 2250 mg/m2, respectively). On days 0 at 15, 30 minutes, 1, 2, 4, 8, and 24 hours, as well as on days 7 and 14 before the scheduled course of treatment, animals are culled. Every time point, three animals are examined. Blood is drawn while in heparin, and the plasma is separated and kept at -80°C. The liver is taken out right away and placed in RNAlater solution for storage. The liver is taken out right away and placed in RNAlater solution for storage. After fibrotic tissue and blood vessels are removed, tumors are macroscopically dissected and liquid nitrogen-frozen.
References

[1]. Mol Cancer Ther . 2002 Sep;1(11):923-7.

[2]. Biochem Pharmacol . 1998 Apr 1;55(7):1091-7.

[3]. Clin Cancer Res . 2003 Dec 1;9(16 Pt 1):6030-7.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H22FN3O6
Molecular Weight
359.35
Exact Mass
359.15
Elemental Analysis
C, 50.14; H, 6.17; F, 5.29; N, 11.69; O, 26.71
CAS #
154361-50-9
Related CAS #
154361-50-9
Appearance
Solid powder
SMILES
CCCCCOC(=O)NC1=NC(=O)N(C=C1F)[C@H]2[C@@H]([C@@H]([C@H](O2)C)O)O
InChi Key
GAGWJHPBXLXJQN-UORFTKCHSA-N
InChi Code
InChI=1S/C15H22FN3O6/c1-3-4-5-6-24-15(23)18-12-9(16)7-19(14(22)17-12)13-11(21)10(20)8(2)25-13/h7-8,10-11,13,20-21H,3-6H2,1-2H3,(H,17,18,22,23)/t8-,10-,11-,13-/m1/s1
Chemical Name
pentyl N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxopyrimidin-4-yl]carbamate
Synonyms
Capecitabine; RO09-1978; Ro-091978000; Ro 091978000; Ro091978000; RO-09-1978; RO 09-1978; Abbreviation: CAPE. Trade name: Xeloda
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 72~250 mg/mL (200.4~695.7 mM)
Water: ~6 mg/mL (~16.7 mM)
Ethanol: ~72 mg/mL (~200.4 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (5.79 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (5.79 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (5.79 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 25 mg/mL (69.57 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

Solubility in Formulation 5: 20 mg/mL (55.66 mM) in 50% PEG300 50% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7828 mL 13.9140 mL 27.8280 mL
5 mM 0.5566 mL 2.7828 mL 5.5656 mL
10 mM 0.2783 mL 1.3914 mL 2.7828 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT02491697 Active
Recruiting
Biological: DC-CIK Immunotherapy
Drug: Capecitabine Monotherapy
Breast Cancer The First People's Hospital of
Changzhou
February 2016 Phase 2
NCT02861300 Active
Recruiting
Drug: Capecitabine
Drug: CB-839
Colorectal Cancer
Solid Tumor
David Bajor September 12, 2016 Phase 1
Phase 2
NCT04034251 Active
Recruiting
Drug: Paclitaxel
Drug: Capecitabine
Gastric Adenocarcinoma
Gastric Cancer
National Cancer Institute
(NCI)
June 9, 2020 Phase 2
NCT02669173 Active
Recruiting
Drug: Capecitabine
Drug: Bevacizumab
Glioblastoma Case Comprehensive Cancer
Center
October 11, 2016 Phase 1
NCT03377387 Active
Recruiting
Drug: Capecitabine
Drug: Neratinib
Breast Cancer Memorial Sloan Kettering Cancer
Center
December 13, 2017 Phase 1
Phase 2
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