4871-13-0

Usage

Chemical family

Fluorouracil

Type of compound

Chemotherapy drug

Modification

Added benzyl group to 5-fluorouracil

Purpose of modification

To increase stability and improve therapeutic properties

Potential effects

Reducing the growth of cancer cells

Current research

Efficacy in various types of cancer treatments, particularly in combination with other chemotherapy drugs.

Upstream product

• 100-39-0 benzyl bromide 
• 118004-32-3 Carbonic acid benzyl ester 3-benzyl-5-fluoro-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-ylmethyl ester 
• 104861-46-3 1-benzyl-3-(2,2,2-trichloroethoxycarbonyl)-5-fluorouracil 
• 51-21-8 5-fluorouracil 
• 100-44-7 benzyl chloride 

Downstream Products

• 85349-88-8 1-Benzyl-5-fluoro-3-pentyl-1H-pyrimidine-2,4-dione 
• 137653-60-2 2-benzyl-6-fluoro-7,7,8,8-tetramethyl-cis-2,4-diazabicyclo<4.2.0>octane-3,5-dione 

Relevant academic research and scientific papers

Enhanced Tumor Selectivity of 5-Fluorouracil Using a Reactive Oxygen Species-Activated Prodrug Approach

We report the design, synthesis, and evaluation of novel 5-fluorouracil (5FU) prodrugs 1a,1b that are efficiently activated by the high level of reactive oxygen species (ROS) in cancer cells. Prodrugs 1a,1b selectively kill cancer cells over normal cells and are well-tolerated in mice. The strategy described herein can extend application of chemotherapeutic drugs.

PRODRUGS OF ANTI-CANCER AND ANTI-AUTOIMMUNE DISEASES THERAPEUTIC AGENTS, AND METHODS OF MAKING AND USE THEREOF

The invention relates to prodrugs of anti-cancer and anti-autoimmune diseases therapeutic agents, and methods of making and use thereof.

BIOORTHOGONAL METHODS AND COMPOUNDS

The invention provides a new bioorthogonal deprotection method for preparing heterocyclic compounds by bond cleavage using palladium. The methods have general application in the field of biological synthetic chemistry. Compounds, such as prodrugs, which are useful in such methods are also provided.

Aryl pyrimidyl compounds, pharmaceutical compositions comprising them, their use as antimicrobial agents

Molecule responding to formula (I): and its use for the preparation of a medicament for the prevention and/or treatment of a pathology caused by a mycobacteria

The photocycloaddition reactions of uridine and related compounds with 2,3-dimethyl-2-butene

The photochemical reactions of uracil and 5-fluorouracil derivatives with simple alkenes have been investigated. Photocycloaddition of uracil or 5-fluorouracil derivatives and 2,3-dimethyl-2-butene in acetone gave an enantiomeric mixture of cross cycloadducts (4, 7) in moderate yields. Under similar conditions, diastereomers of 4-substituted 7,7,8,8-tetramethyl-cis-2,4-diazabicyclo[4.2.0]octane-3,5-dione nucleosides (14-17) were formed from uridine or 5-fluorouridine derivatives in good yields. The structures and stereochemistry of these cycloadducts of the nucleoside series were elucidated on the basis of the proton nuclear magnetic resonance spectra and X-ray crystallographic analysis.

Application of the Benzyloxycarbonyloxymethyl Moiety to a Protective Group of 5-Fluoroacil. Selective Alkylation of Amide Nitrogen of the Uracil Ring

Selective alkylation of 5-fluorouracil using the benzoyloxycarbonyloxymethyl moiety as a protective group of amide nitrogen of the uracil ring is described.Protection, alkylation and deprotection were carried out in high yields.