CAPECITABINE

Capecitabine is an oral prodrug converted to 5‑FU, inhibiting DNA synthesis in cancer cells. Used in colorectal and breast cancer. Side effects include diarrhea, hand‑foot syndrome, and myelosuppression.

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Product Description


Mechanism of action

Capecitabine is an orally bioavailable prodrug converted to 5‑fluorouracil (5‑FU) through a cascade involving carboxylesterase, cytidine deaminase and thymidine phosphorylase. Its activation is enhanced in tumour tissues where thymidine phosphorylase is overexpressed. The active metabolite 5‑FU inhibits thymidylate synthase and incorporates into RNA/DNA, causing cytotoxicity.

Benefits and advantages

Used in oncology research, fluoropyrimidine metabolism studies, tumour-selective activation modelling, thymidylate-synthase inhibition assays, DNA-damage investigations and chemoresistance research.

Side effects and risks

Risks include myelosuppression, hand–foot syndrome, diarrhoea, mucositis, hepatotoxicity and cardiotoxicity. Requires strict cytotoxic-agent handling.

Datasheet


Molecular Formula

C15H22FN3O6

Molecular Weight

359.35 g/mol

CAS Number

154361-50-9

Storage Condition

Capecitabine tablets should be stored in tightly closed containers at 25 °C but may be exposed to temperatures of 15-30 °C.

Solubility

Solubility depends on solvent and conditions (e.g., pH). Please contact us for solvent-specific guidance.

Purity

Purity information is available upon request (COA).

Synonym

CAPECITABINE; 154361-50-9; Xeloda; Capecitibine; Capiibine

IUPAC/Chemical Name

pentyl N-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxopyrimidin-4-yl]carbamate

InChl Key

GAGWJHPBXLXJQN-UORFTKCHSA-N

InChl 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

References

https://pubchem.ncbi.nlm.nih.gov/compound/60953;

3D Conformer.

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