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122757-54-4

122757-54-4 | Uridine, 2',3'-didehydro-2',3'-dideoxy-2'-fluoro-5-methyl-

CAS No: 122757-54-4 Catalog No: AG000JBJ MDL No:

Product Description

Catalog Number:
AG000JBJ
Chemical Name:
Uridine, 2',3'-didehydro-2',3'-dideoxy-2'-fluoro-5-methyl-
CAS Number:
122757-54-4
Molecular Formula:
C10H11FN2O4
Molecular Weight:
242.2037
IUPAC Name:
1-[(2R,5S)-3-fluoro-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
InChI:
InChI=1S/C10H11FN2O4/c1-5-3-13(10(16)12-8(5)15)9-7(11)2-6(4-14)17-9/h2-3,6,9,14H,4H2,1H3,(H,12,15,16)/t6-,9+/m0/s1
InChI Key:
VVHNXFRGXWUNCK-IMTBSYHQSA-N
SMILES:
Cc1cn([C@@H]2O[C@@H](C=C2F)CO)c(=O)[nH]c1=O

Properties

Complexity:
432  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
242.07g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
242.206g/mol
Monoisotopic Mass:
242.07g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
78.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1  

Literature

Title Journal
Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and human hepatitis B virus (HBV) replication. Journal of medicinal chemistry 20101014
Fluorinated sugar analogues of potential anti-HIV-1 nucleosides. Journal of medicinal chemistry 19910501
Synthesis and antiviral activity of monofluoro and difluoro analogues of pyrimidine deoxyribonucleosides against human immunodeficiency virus (HIV-1). Journal of medicinal chemistry 19900801
Synthesis and anti-HIV activity of several 2'-fluoro-containing pyrimidine nucleosides. Journal of medicinal chemistry 19900801

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