Terminology Service for NFDI4Health

Gemcitabine-Phosphoramidate Hydrochloride NUC-1031

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A pyrimidine analogue and a proprietary prodrug based on an aryloxy phosphoramidate derivative of gemcitabine with potential antineoplastic activity. Upon intravenous administration and cellular uptake, NUC-1031 is converted into the active metabolites difluorodeoxycytidine di- and triphosphate (dFdCDP, dFdCTP). dFdCDP inhibits ribonucleotide reductase, thereby decreasing the deoxynucleotide pool available for DNA replication; dFdCTP is incorporated into DNA, resulting in premature termination of DNA replication and eventually induction of apoptosis. With the phosphoramidate moiety on the gemcitabine monophosphate group, NUC-1031 has improved properties over its parent molecule: 1) is more lipophilic and accumulates in cancer cells by passive diffusion and does not require a nucleoside transporter, 2) as the agent is delivered in the monophosphate form, the first phosphorylation step by deoxycytidine kinase is not required, 3) this agent is not susceptible to deactivation by cytidine deaminase cleavage of the monophosphorylated form. Altogether, this may help overcome resistance to gemcitabine. [ ]

Term info

Label

Gemcitabine-Phosphoramidate Hydrochloride NUC-1031

Synonyms
  • Acelarin
  • Gemcitabine-Phosphoramidate Hydrochloride NUC-1031
  • Gemictabine ProTide
  • NUC-1031
Subsets

NCIT_C116978, NCIT_C128784, NCIT_C116977, NCIT_C157711, NCIT_C157712

Display Name

Gemcitabine-Phosphoramidate Hydrochloride NUC-1031

Preferred Name

Gemcitabine-Phosphoramidate Hydrochloride NUC-1031

Semantic Type

Pharmacologic Substance, Nucleic Acid, Nucleoside, or Nucleotide

UMLS CUI

C3640933

code

C102752