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2'-C-Methylcytidine

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2'-C-Methylcytidine Basic information

Product Name:
2'-C-Methylcytidine
Synonyms:
  • 2'-C-METHYLCYTIDINE
  • 2'-CMethyl-D-cytidine
  • 2''-METHYLCYTIDINE
  • 1-(2-C-Methyl-β-D-ribofuranosyl)cytosine
  • NM-107
  • 2'-C-Methyl-1-β-D-ribofuranosylcytosine
  • -C-Methylcytidine
  • 2'-C-METHYLCYTIDINE;NM-107;VALOPICITABINE
CAS:
20724-73-6
MF:
C10H15N3O5
MW:
257.24
EINECS:
200-001-2
Product Categories:
  • Bases & Related Reagents
  • Nucleotides
Mol File:
20724-73-6.mol
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2'-C-Methylcytidine Chemical Properties

Melting point:
243-245°C
Boiling point:
523.9±60.0 °C(Predicted)
Density 
1.72±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
H2O: >20mg/mL
pka
13.53±0.70(Predicted)
form 
powder
color 
white to off-white
InChIKey
PPUDLEUZKVJXSZ-VPCXQMTMSA-N
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
3
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2'-C-Methylcytidine Usage And Synthesis

Description

2''-C-Methylcytidine (2CMC) is a ribonucleoside with broad-spectrum antiviral activity. It reduces the number of viral plaques in BHK-21 cells infected with dengue type 2, reovirus type 1, West Nile, and yellow fever RNA viruses with EC50 values of 95, 26, 80, and 75 μM, respectively. 2CMC inhibits hepatitis C virus (HCV) replication (EC50 = 2.2 μM in a replicon assay) and protects MDBK cells from infection with bovine virus diarrhea virus (BVDV; EC50 = 2.2 μM) and human coronavirus (HCoV; EC50 = 90 μM). It also reduces infectious virus yield in BHK-21 cells infected with foot-and-mouth disease virus (FMDV; EC50 = 6.4 μM) and swine vesicular disease virus (SVDV; EC50 = 45.2 μM). In vivo, 2CMC reduces viral shedding to undetectable levels in a mouse model of persistent norovirus infection.

Chemical Properties

White to Off-White Powder

Uses

2’-C-Methyl Cytidine (cas# 20724-73-6) is a compound useful in organic synthesis.

Biochem/physiol Actions

2′-C-Methylcytidine is a potent inhibitor of the HCV NS5B RNA polymerase. 2′-C-Methylcytidine was the first nucleoside NS5B inhibitor that showed clinical efficacy. 2′-C-Methylcytidine was found to be effective against the 17D vaccine strain of yellow fever virus YFV in cell culture.

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