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Substance Name: RX-3117
RN: 865838-26-2
UNII: 0Z4A82I0JO
InChIKey: QLLGKCJUPWYJON-HLTSFMKQSA-N

Note

  • Has antineoplastic activity.

    NCI: cytadine analogue RX-3117 An orally available small molecule and nucleoside antimetabolite with potential antineoplastic activity. Upon administration, the cytidine analogue RX-3117 is taken up by cells through a carrier-mediated transporter, phosphorylated by uridine cytidine kinase (UCK) and then further phosphorylated to its diphosphate (RX-DP) and triphosphate forms (RX-TP). The triphosphate form is incorporated into RNA and inhibits RNA synthesis. The diphosphate RX-DP is reduced by ribonucleotide reductase (RR) to dRX-DP; its triphosphate form (dRX-TP) is incorporated into DNA. In addition, RX-3117 also inhibits DNA methyltransferase 1 (DNMT1). This eventually leads to cell cycle arrest and the induction of apoptosis. UCK is the rate-limiting enzyme in the pyrimidine-nucleotide salvage pathway. (NCI Thesaurus)

Molecular Weight

  • 257.2198
 
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Names and Synonyms

Name of Substance

  • RX-3117

Synonyms

  • 4-Amino-1-((1S,4R,5S)-2-fluoro-4,5-dihydroxy-3-(hydroxymethyl)-2-cyclopenten-1-yl)-2(1H)-pyrimidinone
  • RX 3117
  • RX3117
  • UNII-0Z4A82I0JO

Registry Numbers

CAS Registry Number

  • 865838-26-2

FDA UNII

  • 0Z4A82I0JO

System Generated Number

  • 0865838262

Structure Descriptors

InChI

1S/C10H12FN3O4/c11-6-4(3-15)8(16)9(17)7(6)14-2-1-5(12)13-10(14)18/h1-2,7-9,15-17H,3H2,(H2,12,13,18)/t7-,8-,9+/m1/s1

InChIKey

QLLGKCJUPWYJON-HLTSFMKQSA-N

Smiles

NC1=NC(=O)N(C=C1)[C@H]2[C@H](O)[C@H](O)C(=C2F)CO