| Cas No.: | 1332837-31-6 |
| Chemical Name: | L-Alanine, N-(-2'-deoxy-2',2'-difluoro-p-1-naphthalenyl-5'-cytidylyl)-, phenylmethyl ester |
| Synonyms: | 5-FU analog prodrug NUC-3373, nucleotide analog NUC-3373, phosphoramidate-FUDR-MP prodrug NUC-3373; NUC 3373; NUC3373 |
| SMILES: | C(OCC1=CC=CC=C1)(=O)[C@H](C)NP(C1=C2C(C=CC=C2)=CC=C1)(O)(=O)OC[C@H]1O[C@@H](N2C=CC(N)=NC2=O)[C@H0](F)(F)[C@@H]1O |
| Formula: | C29H30F2N4O8P |
| M.Wt: | 613.52 |
| Purity: | >98% |
| Sotrage: | 2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO |
| Description: | NUC-3373 is a phosphoramidate-based prodrug of the monophosphate form of 5-fluoro-2'-deoxyuridine, the active metabolite of fluorouracil,an antimetabolite fluoropyrimidine analog of the pyrimidine nucleoside, with potential antineoplastic activity. |
| In Vitro: | A phosphoramidate-based prodrug of the monophosphate (MP) form of 5-fluoro-2'-deoxyuridine (FUdR; FUDR), the active metabolite of fluorouracil (5-FU), an antimetabolite fluoropyrimidine analog of the pyrimidine nucleoside, with potential antineoplastic activity. Upon administration of the nucleotide analog prodrug NUC-3373, NUC-3373 is readily taken up by tumor cells. In the tumor cell, the phosphoramidate moiety is removed and NUC-3373 is converted to its active form FUDR-MP. In turn, FUDR-MP binds to and inhibits thymidylate synthase (TS), resulting in the depletion of thymidine triphosphate (TTP) and thus DNA synthesis. With the phosphoramidate moiety attached to FUDR-MP, NUC-3373, compared to 5-FU, is more lipophilic and accumulates in cancer cells by passive diffusion and does not require a nucleoside transporter, thereby generating higher intracellular concentrations. In addition, compared to 5-FU, once inside the cell FUDR-MP does not need to be phosphorylated and is already in its active form. Unlike 5-FU, NUC-3373 does not get deactivated or converted into toxic metabolites by dihydropyrimidine dehydrogenase (DPD) and thymidine phosphorylase (TP), which leads to both a longer half-life and less toxicity. |
MSDS
COA
| LOT NO. | DOWNLOAD |
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| 2018-0101 |
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| 2018-0101 |
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