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CAS 5983-09-5

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2',3'-Dideoxyuridine

Description:
2',3'-Dideoxyuridine (ddU) is a nucleoside analog that plays a significant role in antiviral and antitumor research. It is characterized by the absence of hydroxyl groups at the 2' and 3' positions of the ribose sugar, which distinguishes it from the natural nucleoside uridine. This structural modification impedes the incorporation of ddU into DNA and RNA, thereby inhibiting nucleic acid synthesis. ddU exhibits antiviral activity, particularly against certain retroviruses, and has been studied for its potential in treating viral infections and certain cancers. The compound is typically administered in a phosphorylated form to enhance its bioavailability and efficacy. In terms of solubility, ddU is generally soluble in water and exhibits stability under physiological conditions. Its mechanism of action involves the selective inhibition of viral polymerases, making it a valuable tool in molecular biology and pharmacology. As with many nucleoside analogs, careful consideration of its pharmacokinetics and potential side effects is essential in therapeutic applications.
Formula:C9H12N2O4
InChI:InChI=1/C9H12N2O4/c12-5-6-1-2-8(15-6)11-4-3-7(13)10-9(11)14/h3-4,6,8,12H,1-2,5H2,(H,10,13,14)/t6-,8+/m0/s1
Synonyms:
  • Uridine, 2',3'-dideoxy-
  • 1-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione
  • 2',3'-DIDEOXYURIDINE
  • BETA-D-2',3'-DIDEOXYURIDINE
  • 2'', 3''-DIDEOXYURIDINE (DDU)
  • 2',3'-Dideoxy-D-uridine
  • DDU
  • 1-(2',3'-DIDEOXY-BETA-RIBOFURANOSYL)URACIL
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