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543020

Sigma-Aldrich

5-Fluorocytidine

97%

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About This Item

Empirical Formula (Hill Notation):
C9H12FN3O5
CAS Number:
2341-22-2
Molecular Weight:
261.21
MDL number:
MFCD00210953
UNSPSC Code:
12352200
PubChem Substance ID:
24878655
NACRES:
NA.22

Assay

97%

form

solid

optical activity

[α]20/D +55°, c = 1% in methanol

mp

196-200 °C (lit.)

SMILES string

NC1=NC(=O)N(C=C1F)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O

InChI

1S/C9H12FN3O5/c10-3-1-13(9(17)12-7(3)11)8-6(16)5(15)4(2-14)18-8/h1,4-6,8,14-16H,2H2,(H2,11,12,17)/t4-,5-,6-,8-/m1/s1

InChI key

STRZQWQNZQMHQR-UAKXSSHOSA-N

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
11917TH
00931TO

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J E Kurtz et al.
Current genetics, 36(3), 130-136 (1999-09-29)
Cytidine metabolism in the yeast Saccharomyces cerevisiae was analyzed by genetic and biochemical approaches. Disruption of a unique ORF (Genbank accession No. U 20865) bearing homology with eucaryotic or bacterial cytidine deaminases abolished cytidine deaminase activity and resulted in 5-fluorocytidine
Mode of action of 5-fluorocytidine and 5-fluoro-2'-deoxycytidine in L5178Y cells in vitro.
M Yoshida et al.
Chemical & pharmaceutical bulletin, 30(3), 1018-1023 (1982-03-01)
I I Kaiser et al.
Biochimica et biophysica acta, 825(1), 12-20 (1985-05-24)
RNAs isolated from Escherichia coli B grown in the presence of 5-fluorouracil have high levels of the analog replacing uridine and uridine-derived modified nucleosides. Cytidine has also been shown to be replaced in these RNAs by 5-fluorocytidine, a metabolic product
S Balakrishna Pai et al.
Antiviral chemistry & chemotherapy, 16(3), 183-192 (2005-07-12)
The clinical emergence of lamivudine and adefovir resistance mutations on prolonged therapy further necessitates the development of additional drugs for the treatment of hepatitis B virus (HBV) infections. We have evaluated a number of novel 2'-fluoro-2',3'-unsaturated D- and L-nucleosides for
L E Grosso et al.
Biochemistry, 23(12), 2651-2656 (1984-06-05)
The effects of 5-fluorocytidine on ribosomal RNA maturation and structure in Novikoff hepatoma cells were investigated. Like other nucleic acid base analogues that are incorporated into RNA, this compound inhibits maturation of the 45S ribosomal RNA precursor. The 45S RNA
View All Related Papers

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