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2′,3′-O-Isopropylideneuridine

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2′,3′-O-Isopropylideneuridine Basic information

Product Name:
2′,3′-O-Isopropylideneuridine
Synonyms:
  • Uridine 2',3'-acetonide
  • Uridine, 2',3'-O-(1-methylethylidene)-
  • Uridine, 2',3'-O-isopropylidene-
  • 2',3'-ISOPROPYLIDENEURIDENE
  • 2,3-ISOPROPYLIDENE URIDINE
  • 2',3'-ISOPROPYLIDENEURIDINE
  • 2',3'-IPU
  • 2',3'-O-ISOPROPYLIDENEURIDINE
CAS:
362-43-6
MF:
C12H16N2O6
MW:
284.27
EINECS:
206-647-7
Product Categories:
  • API intermediates
  • Bases & Related Reagents
  • Nucleotides
  • Biochemicals and Reagents
  • Nucleoside Analogs
  • Nucleosides, Nucleotides, Oligonucleotides
Mol File:
362-43-6.mol
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2′,3′-O-Isopropylideneuridine Chemical Properties

Melting point:
163-166 °C
Boiling point:
426.76°C (rough estimate)
Density 
1.2932 (rough estimate)
refractive index 
1.5460 (estimate)
storage temp. 
-20°C
solubility 
Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
form 
Fine Crystalline Powder or Needles
pka
9.25±0.10(Predicted)
color 
White
BRN 
32671
InChI
InChI=1S/C12H16N2O6/c1-12(2)19-8-6(5-15)18-10(9(8)20-12)14-4-3-7(16)13-11(14)17/h3-4,6,8-10,15H,5H2,1-2H3,(H,13,16,17)/t6-,8-,9-,10-/m1/s1
InChIKey
GFDUSNQQMOENLR-PEBGCTIMSA-N
SMILES
OC[C@H]1O[C@@H](N2C=CC(=O)NC2=O)[C@@H]2OC(O[C@H]12)(C)C
CAS DataBase Reference
362-43-6(CAS DataBase Reference)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29339900

MSDS

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2′,3′-O-Isopropylideneuridine Usage And Synthesis

Description

2',3'-Isopropylideneuridine has been shown to inhibit binding of pestivirus inhibitors by monoclonal antibodies. 2',3'-Isopropylideneuridine was also found to inhibit the replication of human immunodeficiency virus (HIV) in tissue culture by binding to the viral RNA polymerase and inhibiting its activity, preventing viral replication.

Chemical Properties

White Needle-Like Crystals

Uses

2′,3′-O-Isopropylideneuridine is used in the chemical synthesis of N-benzoylated uridine derivatives and N3-substituted 2′,3′-O-isopropylideneuridines with central nervous system (CNS) depressant activity.

Uses

2',3'-O-Isopropylideneuridine can be used as a useful precursor for the preparation of nucleic acids.

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