Synthesis and biological effects of 2′-fluoro-5-ethyl-1-β-D-arabinofuranosyluracil was written by Chou, Ting Chao; Kong, Xiang Bin; Fanucchi, Michael P.; Cheng, Yung Chi; Takahashi, Kiyobumi; Watanabe, Kyoichi A.; Fox, Jack J.. And the article was included in Antimicrobial Agents and Chemotherapy on September 30,1987.Application In Synthesis of 1-((2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione The following contents are mentioned in the article:
2′-Fluoro-5-ethyl-1-β-D-arabinofuranosyluracil (I) was synthesized, and its biol. activities were compared with those of 5′-fluoro-5-methyl-1-β-D-arabinofuranosyluracil (II). Earlier studies indicated that both compounds have potent anti-herpes simplex virus activity, with a ED50 of <0.25 μM. The cell growth inhibitory activity of I (ED50, 200-2,060 μM) was about 100-fold less than that of II. With an ED50 ranging from 630 to 3,700 μM, I only weakly inhibited thymidine incorporation into DNA, as compared with II with an ED50 of 9-28 μM. Following exposure to [2-14C]-I (100 μM), 0.48 pmol/106 cells per h was incorporated into the DNA of herpes simplex virus type 1-infected Vero cells, whereas no detectable incorporation was found in uninfected Vero cells or L1210 cells. The Ki of I for thymidine kinase purified from human leukemic cells was >150 μM. For herpes simplex virus type 1- and 2-encoded thymidine kinases, the Kis were 0.6 and 0.74 μM, resp. Both I and II were relatively nontoxic for mice, with a LD50 of >800 mg/kg/day (4 i.p. doses). However, the LD of I for dogs was 100 mg/kg/day (10 i.v. doses), a dose which is 40-80-fold greater than the toxic dose of II. These results suggest that I is a worthy candidate for further development as an antiherpetic agent. This study involved multiple reactions and reactants, such as 1-((2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione (cas: 69256-17-3Application In Synthesis of 1-((2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione).
1-((2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione (cas: 69256-17-3) belongs to pyrimidine derivatives. Pyrimidines are isomeric with two other forms of diazines: pyridazine, with the nitrogen atoms in the 1 and 2 positions; and pyrazine, with the nitrogen atoms in the 1 and 4 positions. As nucleotides in DNA and RNA, pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Application In Synthesis of 1-((2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
69256-17-3;1-((2R,3S,4R,5R)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione;The future of 69256-17-3;New trend of C10H13FN2O5;function of 69256-17-3