Fludarabine

Fludarabine is an intermediate active metabolite of the prodrug fludarabine phosphate (Cay-14251). It is produced by the dephosphorylation of fludarabine phosphate in vivo and re-phosphorylation intracellularly to 2-fluoro-ara-ATP, another active metabolite. Fludarabine inhibits the proliferation of RPMI-8226, MM.1S, and MM.1R multiple myeloma cells (IC50s = 1.54, 13.48, and 33.79 µM, respectively). It increases Bax levels and decreases BH3-interacting domain (Bid), X-linked inhibitor of apoptosis (XIAP), and survivin levels, indicating the induction of apoptosis, in RPMI-8226 cells when used at a concentration of 2 µg/ml. Fludarabine is also an inhibitor of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) RNA-dependent RNA polymerase (RdRp, EC50 = 1.06 µM). It completely inhibits DNA synthesis in an SA-NH murine sarcoma model when administered at a dose of 200 mg/kg. Fludarabine reduces tumor growth in an RPMI-8226 mouse xenograft model when administered at a dose of 40 mg/kg. It also reduces tumor growth in an L1210 murine leukemia model.Formal Name: 9-beta-D-arabinofuranosyl-2-fluoro-9H-purin-6-amine. CAS Number: 21679-14-1. Synonyms: 2-fluoro-ara-A, NSC 118218. Molecular Formula: C10H12FN5O4. Formula Weight: 285.2. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 3.3 mg/ml, DMSO: 11 mg/ml, DMSO:PBS (pH 7.2) (1:1): 0.50 mg/ml. lambdamax: 261 nm. SMILES: O[C@@H]1[C@@H](CO)O[C@@H](N2C(N=C(F)N=C3N)=C3N=C2)[C@H]1O. InChi Code: InChI=1S/C10H12FN5O4/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15)/t3-,5-,6+,9-/m1/s1. InChi Key: HBUBKKRHXORPQB-FJFJXFQQSA-N.