Synonym
2'-Deoxy-2'-fluorocytidine; 10212-20-1; 2'-Fluoro-2'-deoxycytidine; Cytidine, 2'-deoxy-2'-fluoro-
IUPAC/Chemical Name
4-amino-1-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
InChi Key
NVZFZMCNALTPBY-XVFCMESISA-N
InChi Code
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
SMILES Code
O=C1N=C(N)C=CN1[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2F
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
245.21
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Sala L, Lyshchuk H, Šáchová J, Chvátil D, Kočišek J. Different Mechanisms of
DNA Radiosensitization by 8-Bromoadenosine and 2'-Deoxy-2'-fluorocytidine
Observed on DNA Origami Nanoframe Supports. J Phys Chem Lett. 2022 May
5;13(17):3922-3928. doi: 10.1021/acs.jpclett.2c00584. Epub 2022 Apr 26. PMID:
35472278; PMCID: PMC9083549.
2: Welch SR, Scholte FEM, Flint M, Chatterjee P, Nichol ST, Bergeron É,
Spiropoulou CF. Identification of 2'-deoxy-2'-fluorocytidine as a potent
inhibitor of Crimean-Congo hemorrhagic fever virus replication using a
recombinant fluorescent reporter virus. Antiviral Res. 2017 Nov;147:91-99. doi:
10.1016/j.antiviral.2017.10.008. Epub 2017 Oct 9. PMID: 29024765; PMCID:
PMC8191813.
3: Doerr IL, Fox JJ. Nucleosides. XXXIX. 2'-deoxy-2'-fluorocytidine, 1-beta-D-
arabinofuranosyl-2-amino-1,4(2H)-4-iminopyrimidine, and related derivatives. J
Org Chem. 1967 May;32(5):1462-71. doi: 10.1021/jo01280a035. PMID: 6041430.
4: Stuyver LJ, McBrayer TR, Whitaker T, Tharnish PM, Ramesh M, Lostia S, Cartee
L, Shi J, Hobbs A, Schinazi RF, Watanabe KA, Otto MJ. Inhibition of the
subgenomic hepatitis C virus replicon in huh-7 cells by
2'-deoxy-2'-fluorocytidine. Antimicrob Agents Chemother. 2004 Feb;48(2):651-4.
doi: 10.1128/AAC.48.2.651-654.2004. PMID: 14742230; PMCID: PMC321524.
5: Karim AS, Weltman JK. Transcription of 2'-deoxy-2'-fluoro-modified and
phosphorothioate-modified RNA templates by HIV-1 reverse transcriptase.
Anticancer Res. 1999 Nov-Dec;19(6B):5419-21. PMID: 10697571.
6: Gong Y, Zhang W, Chen L, Lin R, Zhou R, Salter R. Nitro-Activated Nucleobase
Exchange in the Synthesis of 2'-Fluoro-2'-Deoxyribonucleosides. J Org Chem. 2022
Jul 15;87(14):9330-9342. doi: 10.1021/acs.joc.2c01093. Epub 2022 Jun 27. PMID:
35759615.
7: Schmidt S, Niemann A, Krynetskaya NF, Oretskaya TS, Metelev VG, Suchomlinov
VV, Shabarova ZA, Cech D. The use of oligonucleotide probes containing
2'-deoxy-2'-fluoronucleosides for regiospecific cleavage of RNA by RNase H from
Escherichia coli. Biochim Biophys Acta. 1992 Feb 28;1130(1):41-6. doi:
10.1016/0167-4781(92)90459-d. PMID: 1371935.
