2'-Deoxy-5-fluorocytidine

2'-Deoxy-5-fluorocytidine is an antimetabolite, an inhibitor of DNA methylation and deoxycytidine kinase, and a prodrug form of the FdUMP prodrug 5-fluorouracil (Cay-14416). Incorporation of 2'-deoxy-5-fluorocytidine into a synthetic DNA polymer inhibits methylation of DNA in a cell-free assay, and 2'-deoxy-5-fluorocytidine-containing oligonucleotides form a covalent complex with DNA methyltransferase 3a (Dnmt3a). 2'-Deoxy-5-fluorocytidine inhibits deoxycytidine kinase (dCK, IC50 = 120 nM). It reduces the cytopathic effects of the influenza H5N1 strain Vietnam/1203/2004 in MDCK cells (IC50 = 0.19 µM). 2'-Deoxy-5-fluorocytidine (12 mg/kg) in combination with the cytidine deaminase inhibitor tetrahydrouridine (Cay-16402) inhibits tumor growth in an ascitic mammary adenocarcinoma 755 murine model. It induces embryonic lethality and skeletal malformations in a dose-dependent manner when administered to pregnant mice.Formal Name: 2'-deoxy-5-fluoro-cytidine. CAS Number: 10356-76-0. Synonyms: 2'-DFCR, 5-Fluoro-2'-deoxycytidine, NSC 48006, Ro 5-1090. Molecular Formula: C9H12FN3O4. Formula Weight: 245.2. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMF: 20 mg/ml, DMSO: 20 mg/ml, Ethanol: 5 mg/ml, PBS (pH 7.2): 5 mg/ml. SMILES: OC[C@@H]1[C@@H](O)C[C@@](N2C=C(F)C(N)=NC2=O)([H])O1. InChi Code: InChI=1S/C9H12FN3O4/c10-4-2-13(9(16)12-8(4)11)7-1-5(15)6(3-14)17-7/h2,5-7,14-15H,1,3H2,(H2,11,12,16)/t5-,6+,7+/m0/s1. InChi Key: IDYKCXHJJGMAEV-RRKCRQDMSA-N.