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Version: 17.10e (Release date: 2017-10-30)
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Gemcitabine-Phosphoramidate Hydrochloride NUC-1031 (Code C102752)

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Terms & Properties

Preferred Name: Gemcitabine-Phosphoramidate Hydrochloride NUC-1031

Definition: 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.

Label: Gemcitabine-Phosphoramidate Hydrochloride NUC-1031

NCI Thesaurus Code: C102752 (Search for linked caDSR metadata)  (search value sets)

NCI Metathesaurus Link: C3640933  (see NCI Metathesaurus info)

Synonyms & Abbreviations: (see Synonym Details)
Gemcitabine-Phosphoramidate Hydrochloride NUC-1031
Gemictabine ProTide

External Source Codes: 
PDQ Closed Trial Search ID 735822
PDQ Open Trial Search ID 735822 (check for NCI PDQ open clinical trial info)
UMLS CUI C3640933

Other Properties:
     Name Value (qualifiers indented underneath)
code C102752
Semantic_Type Nucleic Acid, Nucleoside, or Nucleotide
Semantic_Type Pharmacologic Substance

Additional Concept Data: 
Defined Fully by Roles: No  


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