31535-27-0

Basic information

• Product Name: Cytidine, 5-fluoro-, 5'-(dihydrogen phosphate) (8CI)
• Synonyms: Cytidine, 5-fluoro-, 5'-(dihydrogen phosphate) (8CI);5-Fluorocytidine 5'-monophosphate;5-Fluoro-5'-cytidylic acid
• CAS NO: 31535-27-0
• Molecular Formula: C9H13FN3O8P
• Molecular Weight: 341.1869842
• Mol File: 31535-27-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 644.8±65.0 °C(Predicted)
• Appearance: /
• Density: 2.23±0.1 g/cm3(Predicted)
• PKA: 1.86±0.10(Predicted)
• CAS DataBase Reference: Cytidine, 5-fluoro-, 5'-(dihydrogen phosphate) (8CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cytidine, 5-fluoro-, 5'-(dihydrogen phosphate) (8CI)(31535-27-0)
• EPA Substance Registry System: Cytidine, 5-fluoro-, 5'-(dihydrogen phosphate) (8CI)(31535-27-0)

Safety Data

• Hazardous Substances Data: 31535-27-0(Hazardous Substances Data)

Usage

General Description

Cytidine, 5-fluoro-, 5'-(dihydrogen phosphate) (8CI) is a chemical compound that is related to cytidine, a nucleoside found in RNA. This specific variation includes a 5-fluoro group and a dihydrogen phosphate group attached to the 5' carbon atom. It is commonly used in chemical and biochemical research as a precursor for the synthesis of various nucleotide analogs and nucleic acid derivatives. Its structural modifications make it potentially useful for studying the effects of fluorine substitutions on nucleoside metabolism and interactions within the body. Furthermore, it has been studied for its potential pharmacological applications, including antiviral and anticancer properties.

Upstream product

• 4590-33-4 5-fluorocytidine hydrochloride 

Relevant articles and documents

Synthesis and Antitumor and Antiviral Activities of a Series of 1-β-D-Ribofuranosyl-5-halocytosine (5-Halocytidine) Cyclic 3',5'-Monophosphates

A series of 1-β-ribofuranosyl-5-halocytosine cyclic 3',5'-monophosphates (1-4) has been prepared.Direct halogenation of cytidine 3',5'-monophosphate (cCMP) yielded the Cl,Br, and I compounds while 5-F-cCMP (1) was obtained on cyclization of the 5'-monophosphate.On in vitro testing of 1-4 against L1210 and P388 leukemias, only 1 showed significant low-level activity (ID50=3.1*10-4 mmol/L).Derivatives 2-4 were inactive at 10-1 mmol/L and also proved to have low viral ratings against a series of RNA and DNA virus strains in vitro.By contrast the 5-F-cCMP showed moderate activity against VV, HSV-1, and HSV-2 strains (VR=0.6-0.9).Both 5-fluorocytidine and 5-fluorocytidine-5'-monophosphate had marked antiviral activity (VR=1.0-2.1) with the above viruses as well as with parainfluenza virus type 3.The nucleoside and nucleotide also were more active than 5-F-cCMP against L1210 and P388 cells.However, comparison of the cytoxicities and antiviral ED50 values of 5-F-cCMP, 5-fluorocytidine 5'-monophosphate, and 5-fluorocytidine suggests a potential therapeutic advantage for 5-F-cCMP.Possible rationales for these activities are discussed in terms of 5-F-cCMP and the corresponding 5'-monophosphate as potential prodrugs and as sources, following enzymatic deamination, of cytotoxic 5-fluorouridine or its 5'-monophosphate