5'-Deoxy-5-fluorocytidine

5'-Deoxy-5-fluorocytidine (5-Fluoro-5'-deoxycytidine) is a cytidine analog and metabolite of Capecitabine (HY-B0016) . 5'-Deoxy-5-fluorocytidine is converted from Capecitabine by carboxylesterase in the liver. 5'-Deoxy-5-fluorocytidine is deaminated by cytidine deaminase to generate 5'-deoxy-5-fluorouridine, which is finally converted into 5-fluorouracil (HY-90006) by thymidine phosphorylase in tumor tissues to exert anti-tumor effects. 5'-Deoxy-5-fluorocytidine is used in the researches for solid tumors such as colorectal cancer, non-small cell lung cancer and breast cancer[1][2][3][4].

Product Specifications

CAS Number

[66335-38-4]

Product Name Alternative

5-Fluoro-5'-deoxycytidine

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

DNA/RNA Synthesis; Drug Metabolite; Nucleoside Antimetabolite/Analog

Type

Reference compound

Related Pathways

Cell Cycle/DNA Damage; Metabolic Enzyme/Protease

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/5-fluoro-5-deoxycytidine.html

Purity

99.91

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

O=C(N=C(N)C(F)=C1)N1[C@@H]2O[C@H](C)[C@@H](O)[C@H]2O

Molecular Formula

C9H12FN3O4

Molecular Weight

245.21

Precautions

H302, H315, H319, H335

References & Citations

[1]Gowher H, et al. Mechanism of inhibition of DNA methyltransferases by cytidine analogs in cancer therapy. Cancer Biol Ther. 2004 Nov;3 (11) :1062-8.|[2]Peters GJ, et al. Lipophilic prodrugs and formulations of conventional (deoxy) nucleoside and fluoropyrimidine analogs in cancer. Nucleosides Nucleotides Nucleic Acids. 2011 Dec;30 (12) :1168-80. |[3]Miwa M, et al. Design of a novel oral fluoropyrimidine carbamate, capecitabine, which generates 5-fluorouracil selectively in tumours by enzymes concentrated in human liver and cancer tissue. Eur J Cancer. 1998 Jul;34 (8) :1274-81.|[4]Gao Y, et al. Chemotherapy-induced CDA expression renders resistant non-small cell lung cancer cells sensitive to 5'-deoxy-5-fluorocytidine (5'-DFCR) . J Exp Clin Cancer Res. 2021 Apr 19;40 (1) :138.