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Usage

Uses

Used in Oncology:
5-Fluorouracil is used as an anticancer agent for the treatment of various types of cancer, including breast, colon, rectum, stomach, esophageal, and pancreatic cancers. It is administered as an intravenous infusion in a hospital or clinic setting under the supervision of a healthcare professional. The medication works by interfering with the synthesis of DNA and RNA, which is crucial for the growth and spread of cancer cells.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-fluorouracil is used as an active pharmaceutical ingredient in the formulation of cancer treatment drugs. Its role in inhibiting the synthesis of DNA and RNA makes it a valuable component in the development of medications targeting cancer cells.
Common side effects of 5-fluorouracil treatment include nausea, vomiting, diarrhea, and loss of appetite. However, its effectiveness in treating various types of cancer makes it a widely used medication in oncology.

Upstream product

• 66-22-8 uracil 
• 64-19-7 acetic acid 

Relevant academic research and scientific papers

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.

Mechanism and Stereochemistry of the luorination of Uracil and Cytosine Using Fluorine and Acetyl Hypofluorite

The products of the reaction of CH3COOF and F2 with uracil and cytosine dissolved in acetic acid and water were studied by using 18F as a tracer.Apart from 5-fluorouracil (2) and the 5,5-difluoro adducts 5a and 5b, the 1H NMR spectra of the crude reaction mixture showed the presence of two geometric isomers of both 5- fluoro-6-acetoxy-5,6-dihydrouracil (3a, 4a) and 5-fluoro-6-hydroxy-5,6-dihydrouracil (3b, 4b).In the fluorination of cytosine, corresponding products were observed with the exception of the acetoxy adducts.For both reagents and for both substrates a radical-cation mechanism is proposed.The observed conversions of the acetoxy adducts of uracil are explained by an acylimine (iii) as an intermediary.