2022-78-8

Basic information

• Product Name: 5-FLUORO-2-HYDROXYPYRIMIDINE
• Synonyms: 2-Hydroxy-5-fluoropyrimidine;5-Fluoro-2(1H)-pyrimidinone;5-Fluoro-2-pyrimidinol;5-Fluoropyrimidin-2-one;5-FLUORO-2-HYDROXYPYRIMIDINE;5-FLUORO-2(1H)-PYRIMIDONE;2(1H)-Pyrimidinone, 5-fluoro- (7CI,8CI,9CI);5-Fluoro-2-hydroxypyridimine
• CAS NO: 2022-78-8
• Molecular Formula: C₄H₃FN₂O
• Molecular Weight: 114.08
• Product Categories: PYRIMIDINE
• Mol File: 2022-78-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 170-174 °C
• Appearance: /
• Density: 1.46g/cm³
• Storage Temp.: 2-8°C
• PKA: 7.39±0.10(Predicted)
• CAS DataBase Reference: 5-FLUORO-2-HYDROXYPYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FLUORO-2-HYDROXYPYRIMIDINE(2022-78-8)
• EPA Substance Registry System: 5-FLUORO-2-HYDROXYPYRIMIDINE(2022-78-8)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 2022-78-8(Hazardous Substances Data)

Usage

Description

5-FLUORO-2-HYDROXYPYRIMIDINE is an organic compound with the molecular formula C4H4FN2O. It is a derivative of pyrimidine, a heterocyclic compound with potential applications in various chemical and pharmaceutical processes due to its unique structure and reactivity.

Uses

Used in Chemical Synthesis:
5-FLUORO-2-HYDROXYPYRIMIDINE is used as a reactant for the preparation of various complex compounds, such as manganese fluoro(hydroxy)pyrimidinato aqua dinuclear complex [Mn2(Fpymo)4(H2O)4]. This application takes advantage of its reactivity and ability to form coordination complexes with metal ions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-FLUORO-2-HYDROXYPYRIMIDINE is used as a reactant for the synthesis of 2-Chloro-5-fluoropyrimidine, which can be further utilized in the development of pharmaceutical compounds. The compound is synthesized by treating 5-FLUORO-2-HYDROXYPYRIMIDINE with POCl3, showcasing its potential in drug discovery and medicinal chemistry.

Upstream product

• 2022-85-7 Flucytosine 
• 671-41-0 4-thio-5-fluorouracil 

Downstream Products

• 88045-91-4 1-(4-Chlorobenzyloxy)methyl-5-fluoropyrimidin-2-one 
• 63331-27-1 1-Propargyl-5-fluor-pyrimid-2-on 

Relevant articles and documents

Cloned cytosine deaminase gene expression of Bifidobacterium longum and application to enzyme/pro-drug therapy of hypoxic solid tumors.

Bifidobacterium longum is a nonpathogenic anaerobic bacterium among normal bacterial flora. Recently, it was reported that B. longum accumulated in hypoxic solid tumors. The gene of interest was expressed in transfected B. longum by the shuttle vector pBLES100 in solid tumors. In this report, we constructed pBLES100-S-eCD, which included the cytosine deaminase gene. We confirmed by western blotting that transfected B. longum produced cytosine deaminase. In addition, transfected B. longum produced cytosine deaminase that converted 5-fluorocytosine into 5-fluorouracil. B. longum could be useful for enzyme/pro-drug therapy of hypoxic solid tumors.

Antitumor Properties of 2(1H)-Pyrimidinone Riboside (Zebularine) and Its Fluorinated Analogues

2(1H)-Pyrimidinone riboside (zebularine, 1b) and its 5-fluoro (6b) and 2'-ara-fluoro (7b) analogues have been synthesized and evaluated in vivo as antitumor agents.Zebularine provides increase in life span (ILS) values of ca. 70percent against intraperito