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10212-20-1

10212-20-1 | Cytidine, 2'-deoxy-2'-fluoro-

CAS No: 10212-20-1 Catalog No: AG0006OP MDL No:MFCD00057445

Product Description

Catalog Number:
AG0006OP
Chemical Name:
Cytidine, 2'-deoxy-2'-fluoro-
CAS Number:
10212-20-1
Molecular Formula:
C9H12FN3O4
Molecular Weight:
245.2077
MDL Number:
MFCD00057445
IUPAC Name:
4-amino-1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
InChI:
InChI=1S/C9H12FN3O4/c10-6-7(15)4(3-14)17-8(6)13-2-1-5(11)12-9(13)16/h1-2,4,6-8,14-15H,3H2,(H2,11,12,16)/t4-,6-,7-,8-/m1/s1
InChI Key:
NVZFZMCNALTPBY-XVFCMESISA-N
SMILES:
OC[C@H]1O[C@H]([C@@H]([C@@H]1O)F)n1ccc(nc1=O)N
UNII:
LCY080JPY9

Properties

Complexity:
386  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
245.081g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
245.21g/mol
Monoisotopic Mass:
245.081g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
108A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.1  

Literature

Title Journal
In vitro and in vivo efficacy of fluorodeoxycytidine analogs against highly pathogenic avian influenza H5N1, seasonal, and pandemic H1N1 virus infections. Antiviral research 20111101
Synthesis and anti-HCV activity of 3',4'-oxetane nucleosides. Bioorganic & medicinal chemistry letters 20100801
Simultaneous quantification of 2',2'-difluorodeoxycytidine and 2',2'-difluorodeoxyuridine nucleosides and nucleotides in white blood cells using porous graphitic carbon chromatography coupled with tandem mass spectrometry. Rapid communications in mass spectrometry : RCM 20091001
Design, synthesis, and antiviral properties of 4'-substituted ribonucleosides as inhibitors of hepatitis C virus replication: the discovery of R1479. Bioorganic & medicinal chemistry letters 20070501
Inhibition of hepatitis C replicon RNA synthesis by beta-D-2'-deoxy-2'-fluoro-2'-C-methylcytidine: a specific inhibitor of hepatitis C virus replication. Antiviral chemistry & chemotherapy 20060101
Design, synthesis, and antiviral activity of 2'-deoxy-2'-fluoro-2'-C-methylcytidine, a potent inhibitor of hepatitis C virus replication. Journal of medicinal chemistry 20050825
Synthesis and anti-viral activity of a series of d- and l-2'-deoxy-2'-fluororibonucleosides in the subgenomic HCV replicon system. Bioorganic & medicinal chemistry 20050301
Synthesis of some 2'-fluoro-2'-deoxy-3'-C-ethynyl and 3'-C-vinyl-beta-D-lyxofuranosyl nucleosides. Nucleosides, nucleotides & nucleic acids 20050101
Inhibition of the subgenomic hepatitis C virus replicon in huh-7 cells by 2'-deoxy-2'-fluorocytidine. Antimicrobial agents and chemotherapy 20040201
Measurement of the anti-cancer agent gemcitabine in human plasma by high-performance liquid chromatography. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030225
A new class of Spiegelmers containing 2'-fluoro-nucleotides. Nucleosides, nucleotides & nucleic acids 20030101
Quantification of 2'-fluoro-2'-deoxyuridine and 2'-fluoro-2'-deoxycytidine in DNA and RNA isolated from rats and woodchucks using LC/MS/MS. Chemical research in toxicology 20020701
Nucleosides. 110. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides. Journal of medicinal chemistry 19790101

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