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Overview
Doxifluridine (AMC 0101) is a fluoropyrimidine derivative and oral prodrug of the antineoplastic agent 5-fluorouracil (5-FU) with antitumor activity. Doxifluridine, designed to circumvent the rapid degradation of 5-FU by dihydropyrimidine dehydrogenase in the gut wall, is converted into 5-FU in the presence of pyrimidine nucleoside phosphorylase. 5-FU interferes with DNA synthesis and subsequent cell division by reducing normal thymidine production and interferes with RNA transcription by competing with uridine triphosphate for incorporation into the RNA strand.
Chemical Properties
| Molecular Formula | C9H11FN2O5 |
| Molecular Weight | 246.19 |
| CAS Numbers | 3094-09-5 |
| Solubility | DMSO |
| Purity | 98% by HPLC |
| IUPAC/Chemical Name | |
| InChl Key | |
| InChl Code | |
| SMILES Code | O[C@H]1[C@@H](O[C@H](C)[C@H]1O)N2C(=O)NC(=O)C(F)=C2 |
Storage and Handling
0C Short Term, -20C Long Term
Synonyms
References
Naganuma Y, et al. Cancer Sci,2011, 102[8], 1545-1552.