Capecitabine | 1741

A pre-prodrug of 5-fluorouracil (5-FU). After oral uptake, capecitabine is first metabolized to 5'-deoxy-5-fluorocytidine (5'-DFCR), which occurs mainly in the liver by carboxyl-esterase. The metabolite is converted to 5'-deoxy-5-fluoro-uridine (5'-DFUR) by cytidine deaminase in liver and tumor tissue. Then 5'-DFUR is converted to 5-FU intracellularly by thymidine phosphorylase, which is often expressed in tumor tissue.

Capecitabine is a pre-prodrug of 5-fluorouracil (5-FU). After oral uptake, capecitabine is first metabolized to 5'-deoxy-5-fluorocytidine (5'-DFCR), which occurs mainly in the liver by carboxyl-esterase. The metabolite is converted to 5'-deoxy-5-fluoro-uridine (5'-DFUR) by cytidine deaminase in liver and tumor tissue. Then 5'-DFUR is converted to 5-FU intracellularly by thymidine phosphorylase, which is often expressed in tumor tissue.

1741 | Capecitabine DataSheet

Alternate Name/Synonyms: Pentyl[1-(3,4-dihydroxy-5-methyl-tetrahydrofuran-2-yl)- 5-fluoro-2-oxo-1H-pyrimidin- 4-yl]aminomethanoate; captabin; Ro 09-1978; Xabine

Appearance: White to off-white solid

Formulation: N/A

CAS Number: 154361-50-9

Structure Available?: Yes

Peptide sequence: N/A

Salt Form: No

Molecular Formula: C₁₅H₂₂FN₃O₆

Molecular Weight: 359.35

Cell-Permeable?: Yes

Purity: ≥99% by HPLC

Solubilities: DMSO (100 mg/ml) or EtOH (10 mg/ml)

Handling: Protect from air and moisture

Country of Origin: USA

Tag Line: A pre-prodrug of 5-fluorouracil

MDL Number: MFCD00930626

PubChem CID: 60953

SMILES: CCCCCOC(=O)NC1=NC(=O)N(C=C1F)C2C(C(C(O2)C)O)O

InChi: 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

InChi Key: GAGWJHPBXLXJQN-UORFTKCHSA-N