155-16-8

Usage

Uses

Used in Dermatological Applications:
5-fluoro-1-methylpyrimidine-2,4(1H,3H)-dione is used as a topical anti-inflammatory and anti-itching agent for the treatment of various skin conditions. It is particularly effective in managing eczema, dermatitis, and psoriasis due to its ability to reduce inflammation and alleviate itching. 5-fluoro-1-methylpyrimidine-2,4(1H,3H)-dione is formulated in various topical forms, such as creams, ointments, and lotions, to ensure optimal delivery and efficacy on the skin.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-fluoro-1-methylpyrimidine-2,4(1H,3H)-dione is utilized as an active ingredient in the development of medications targeting skin-related disorders. Its potent anti-inflammatory and anti-itching properties make it a valuable component in the formulation of topical treatments for a range of dermatological conditions.

Upstream product

• 115923-76-7 Acetic acid 5-fluoro-3-methyl-2,6-dioxo-hexahydro-pyrimidin-4-yl ester 
• 118004-31-2 Carbonic acid benzyl ester 5-fluoro-3-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-ylmethyl ester 
• 51-21-8 5-fluorouracil 
• 74-88-4 methyl iodide 
• 512-56-1 trimethyl phosphite 
• 615-77-0 1-methyluracil 
• 78948-09-1 acetyl hypofluorite 

Relevant academic research and scientific papers

Effect of the structure of 1- and 3-methyl-5-fluoropyrimidin-4-ones on H-D exchange in position 6 under conditions of base catalysis

Hydrogen atom in position 6 of 5-fluoro-1-methylpyrimidin-4(1H)-one and its 2-methylsulfan-yl, 2-methoxy and 2-butylamino derivatives is readily replaced by deuterium in 90% methanol-d4 at ～20εC under conditions of base catalysis. The rate of H

Effect of the structure of 1- and 3-methylpyrimidin-4-ones on the rate of nucleophilic substitution of the 2-methylsylfanyl group

Rate constants for substitution of the 2-methylsulfanyl group in 1- and 3-methyl-2-methylsulfanyl-pyrimidin-4-ones and their 5-fluoro analogs were measured in the reaction with butylamine, alkaline hydrolysis, and methanolysis. The rate of substitution in 1-methyl isomers having a zwitterionic structure is greater by a factor of ～2 than the rate of substitution in 3-methyl isomers with conjugated double bonds in the ring. The presence of a fluorine atom in position 5 accelerates nucleophilic substitution in 1-methyl isomers, while 5-fluoro-3-methyl-2-methylsulfanylpyrimidin-4-ones react at a lower rate than their 5-unsubstituted analogs. According to the NMR data, the reactions involve formation of a tetrahedral intermediate. Anchimeric effect of the methyl group on N1 hampers attack by basic reagent on the C6 atom.

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.

Glorination of Pyrimidines. Part 2. Mechanistic Aspects of the Reaction of Acetyl Hypofluorite with Uracil and Cytosine Derivatives

The reaction of acetyl hypofluorite (AcOF) with uracil, cytosine, and some N-1-substituted derivatives dissolved in either acetic acid or water has been investigated.Analysis by radio-h.p.l.c., using (18)f as a tracer, and by (1)H n.m.r. revealed that a substituent at N-1 of uracil has a remarkable effect on the stability of the intermediate 6-acetoxy-5-fluoro-5,6-dihydrouracils.In addition, it was found that these cytosine adducts rapidly deaminate in water yielding their corresponding uracil analogues.