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Version: 17.06d (Release date: 2017-06-26)
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Brincidofovir (Code C90587)

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Terms & Properties

Preferred Name: Brincidofovir

Definition: An alkoxyalkyl ester prodrug containing the synthetic, acyclic nucleoside monophosphate analog cidofovir linked, through its phosphonate group, to a lipid, 3-hexadecyloxy-1-propanol, with antiviral activity against double-stranded DNA viruses. Upon oral administration, brincidofovir crosses the intestinal wall and penetrates target viral-infected cells before being cleaved to the free antiviral agent cidofovir. In turn, cidofovir is phosphorylated by pyruvate kinases to its active metabolite cidofovir diphosphate. Cidofovir diphosphate, bearing structural similarity to nucleotides, competes with deoxycytosine-5-triphosphate (dCTP) for viral DNA polymerase and gets incorporated into the growing viral DNA strands. As a result, it prevents further DNA polymerization and disrupts DNA replication of viruses. Compared to cidofovir, which is given intravenously, hexadecyloxypropyl-cidofovir shows better oral bioavailability, less toxicity and enhanced cellular penetration.

Display Name: Brincidofovir

Label: Brincidofovir

NCI Thesaurus Code: C90587 (Search for linked caDSR metadata)  (search value sets)

NCI Metathesaurus Link: C3886763  (see NCI Metathesaurus info)

Synonyms & Abbreviations: (see Synonym Details)
Cidofovir Hexadecyloxypropyl Ester
Phosphonic Acid, p-(((1S)-2-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1-(hydroxymethyl)ethoxy)methyl)-, Mono(3-(hexadecyloxy)propyl) Ester

External Source Codes: 
CAS Registry Number 444805-28-1 (see NLM ChemIDplus info)
FDA UNII Code 6794O900AX
PDQ Closed Trial Search ID 669280
PDQ Open Trial Search ID 669280 (check for NCI PDQ open clinical trial info)
UMLS CUI C3886763

Other Properties:
     Name Value (qualifiers indented underneath)
Chemical_Formula C27H52N3O7P
code C90587
Contributing_Source CTRP
Contributing_Source FDA
Semantic_Type Pharmacologic Substance

Additional Concept Data: 
Defined Fully by Roles: No  


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