CAS 154361-50-9: Capecitabine
Description:Capecitabine is an oral chemotherapeutic agent primarily used in the treatment of various cancers, including colorectal and breast cancer. It is a prodrug, meaning it is metabolized in the body to its active form, 5-fluorouracil (5-FU), which interferes with DNA synthesis and inhibits tumor growth. Capecitabine is characterized by its ability to selectively target cancer cells, which enhances its efficacy while minimizing damage to normal tissues. The compound is typically administered in a tablet form and is known for its favorable pharmacokinetic profile, allowing for convenient dosing schedules. Its mechanism of action involves the inhibition of thymidylate synthase, an enzyme critical for DNA replication. Capecitabine is generally well-tolerated, but it can cause side effects such as gastrointestinal disturbances, hand-foot syndrome, and myelosuppression. The drug's effectiveness can be influenced by genetic factors, particularly variations in enzymes involved in its metabolism, making pharmacogenomic testing relevant in some cases. Overall, capecitabine represents a significant advancement in targeted cancer therapy.
Formula:C15H22FN3O6
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:InChIKey=GAGWJHPBXLXJQN-UORFTKCHSA-N
SMILES:O=C(OCCCCC)NC1=NC(=O)N(C=C1F)C2OC(C)C(O)C2O
- Synonyms:
- 1-(5-deoxypentofuranosyl)-5-fluoro-4-{[(pentyloxy)carbonyl]amino}pyrimidin-2(1H)-one
- 5-Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine
- 5′-Deoxy-5-fluoro-N<sup>4</sup>-(pentyloxycarbonyl)cytidine
- Capacetrine
- Capecitabine Accord
- Capecitabine Medac
- Capecitabine SUN
- Capecitabine Teva
- Capecitibine
- Capecytabine
- See more synonyms
- Capiibine
- Captabin
- Carbamic acid, [1-(5-deoxy-β-<span class="text-smallcaps">D</span>-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinyl]-, pentyl ester
- Cytidine, 5′-deoxy-5-fluoro-N-[(pentyloxy)carbonyl]-
- Ecansya
- N4-[(pentyloxy)carbonyl]-5'-deoxy-5-fluorocytidine
- N<sup>4</sup>-Pentyloxycarbonyl-5′-deoxy-5-fluorocytidine
- Pentyl [1-(3,4-dihydroxy-5-methyl-oxolan-2-yl)-5-fluoro-2-oxo-pyrimidin-4-yl]aminoformate
- R-340
- Ro 09-1978/000
- Ro-09-1978
- Xeloda
- Xeltabin
- Carbamic acid, [1-(5-deoxy-β-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyrimidinyl]-, pentyl ester
- Capecitabine