Capecitabine

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Cat.No. 4799 - Capecitabine | C15H22FN3O6 | CAS No. 154361-50-9
Description: Prodrug of 5-Fluorouracil (Cat. No. 3257). Inhibits DNA synthesis
Alternative Names: Ro 09-1978
Chemical Name: 5'-Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews
Literature

Biological Activity

Prodrug of 5-Fluorouracil (5-FU) (Cat. No. 3257). Selectively activated in tumor cells by thymidine phosphorylase; inhibits DNA synthesis upon conversion to 5-FU. Orally available.

Compound Libraries

Capecitabine is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 359.35
Formula C15H22FN3O6
Storage Store at +4°C
Purity ≥98% (HPLC)
CAS Number 154361-50-9
PubChem ID 60953
InChI Key GAGWJHPBXLXJQN-UORFTKCHSA-N
Smiles C[C@H]1O[C@@H](N2C=C(F)C(NC(OCCCCC)=O)=NC2=O)[C@H](O)[C@@H]1O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 35.94 100
ethanol 35.94 100

Preparing Stock Solutions

The following data is based on the product molecular weight 359.35. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.78 mL 13.91 mL 27.83 mL
5 mM 0.56 mL 2.78 mL 5.57 mL
10 mM 0.28 mL 1.39 mL 2.78 mL
50 mM 0.06 mL 0.28 mL 0.56 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Shimma et al (2000) The design and synthesis of a new tumor-selective fluoropyrimidine carbamate, capecitabine. Bioorg.Med.Chem.Lett. 8 1697 PMID: 10976516

Desmoulin et al (2002) Metabolism of capecitabine, an oral fluorouracil prodrug: 19F NMR studies in animal models and human urine. Drug Metab.Dispos. 30 1221 PMID: 12386128

Bhuyan et al (1972) Cell cycle phase specificity of antitumor agents. Cancer Res. 32 398 PMID: 4258018


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Citations for Capecitabine

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Literature in this Area

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Cancer

Cancer Research Product Guide

A collection of over 750 products for cancer research, the guide includes research tools for the study of:

  • Cancer Metabolism
  • Epigenetics in Cancer
  • Receptor Signaling
  • Cell Cycle and DNA Damage Repair
  • Angiogenesis
  • Invasion and Metastasis