Floxuridine

Floxuridine is an active metabolite of the fluorodeoxyuridylate (FdUMP) prodrug 5-fluorouracil (5-FU, Cay-14416). It is formed from 5-FU by thymidine phosphorylase, which is then phosphorylated by thymidine kinase to form FdUMP. Floxuridine (1 µM) induces DNA double-strand breaks in thymidylate synthase-deficient FM3A murine breast cancer cells, as well as increases dATP levels and decreases dTTP and dGTP levels in FM3A F28-7 murine breast cancer cells expressing wild-type thymidylate synthase. It inhibits the proliferation of L1210 leukemia and HeLa cancer cells (IC50s = 1.1 and 9.4 nM, respectively). Floxuridine (200 mg/kg, i.p.) reduces tumor growth by 86.3% in a S180 murine sarcoma model. Formulations containing floxuridine have previously been used in the treatment of metastatic gastrointestinal adenocarcinoma.Formal Name: 2'-deoxy-5-fluoro-uridine. CAS Number: 50-91-9. Synonyms: 5-FDU, FdUrd, 5-Fluorodeoxyuridine, 5-FUDR, NSC 26740, NSC 27640. Molecular Formula: C9H11FN2O5. Formula Weight: 246.2. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 16 mg/ml, DMSO: 10 mg/ml, PBS (pH 7.2): 5 mg/ml. lambdamax: 269 nm. SMILES: OC[C@@H]1[C@@H](O)C[C@H](N2C=C(F)C(NC2=O)=O)O1. InChi Code: InChI=1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1. InChi Key: ODKNJVUHOIMIIZ-RRKCRQDMSA-N.