543020
5-Fluorocytidine
97%
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About This Item
Empirical Formula (Hill Notation):
C9H12FN3O5
CAS Number:
Molecular Weight:
261.21
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Product Name
5-Fluorocytidine, 97%
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
SMILES string
NC1=NC(=O)N(C=C1F)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O
InChI key
STRZQWQNZQMHQR-UAKXSSHOSA-N
assay
97%
form
solid
optical activity
[α]20/D +55°, c = 1% in methanol
mp
196-200 °C (lit.)
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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
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
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)
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
K Randerath et al.
Recent results in cancer research. Fortschritte der Krebsforschung. Progres dans les recherches sur le cancer, 84, 283-297 (1983-01-01)
5-Fluoropyrimidines and 5-azapyrimidines were found in our laboratory to be specific inhibitors of modification reactions taking place at the 5 position of pyrimidines in nucleic acids. Thus, 5-fluorouracil and 5-fluorouridine specifically inhibit the formation of 5-methyluracil, pseudouridine, and 5,6-dihydrouracil in
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