78097-11-7

Usage

Uses

Used in Molecular Biology Research:
1-(2-Hydroxyethoxy)methyl-5-bromouracil is used as a research tool for studying DNA replication, repair, and recombination. It is incorporated into DNA during cell division, allowing researchers to track and analyze these processes.
Used in Cell Proliferation Studies:
In Cell Biology, 1-(2-Hydroxyethoxy)methyl-5-bromouracil is used as a cell proliferation marker to label and track the proliferation of cells. This helps researchers investigate the effects of various treatments on DNA synthesis and cell growth.
Used in Neurobiology Research:
In Neurobiology, 1-(2-Hydroxyethoxy)methyl-5-bromouracil is used to study cell proliferation in the brain. It aids in understanding the dynamics of neural development and the impact of different factors on brain cell growth.
Used in Tissue Analysis:
1-(2-Hydroxyethoxy)methyl-5-bromouracil is used as a marker to identify proliferating cells in tissue samples. This application is crucial for diagnosing and studying various diseases and conditions that involve abnormal cell proliferation.

InChI:InChI=1/C7H9BrN2O4/c8-5-3-10(4-14-2-1-11)7(13)9-6(5)12/h3,11H,1-2,4H2,(H,9,12,13)

Upstream product

• 58305-05-8 (2-benzoyloxyethyl)oxymethyl chloride 
• 51-20-7 5-bromouracil 
• 646-06-0 1,3-DIOXOLANE 
• 33282-64-3 2,4-bis-(trimethylsilyloxy)-5-bromopyrimidine 
• 78096-99-8 Benzoic acid 2-(4-ethoxy-2-oxo-2H-pyrimidin-1-ylmethoxy)-ethyl ester 
• 78097-03-7 1-<<2-(benzoyloxy)ethoxy>methyl>uracil 
• 78692-73-6 1-<(2-acetoxyethoxy)methyl>-5-bromouracil 
• 80504-46-7 1,2-dihydro-5-bromo-4-methoxy-2-oxo-1-(2'-benzoyloxyethoxymethyl)pyrimidine 
• 78097-04-8 1-[(2-hydroxyethoxy)methyl]uracil 

Downstream Products

• 136632-06-9 1-<(2-hydroxyethoxy)methyl>-6-(phenylselenenyl)-5-bromouracil 
• 136632-00-3 1-<<2-<(tert-butyldimethylsilyl)oxy>ethoxy>methyl>-6-(phenylselenenyl)-5-bromouracil 
• 123027-55-4 5-Bromo-1-(2-hydroxy-ethoxymethyl)-6-phenylsulfanyl-1H-pyrimidine-2,4-dione 
• 123027-50-9 5-Bromo-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxymethyl]-6-phenylsulfanyl-1H-pyrimidine-2,4-dione 

Relevant academic research and scientific papers

Inhibition of hepatitis B virus (HBV) replication by pyrimidines bearing an acyclic moiety: Effect on wild-type and mutant HBV

Chronic hepatitis B virus (HBV) infection remains a major health problem worldwide. The main clinical limitation of a current antiviral drug for HBV, lamivudine, is the emergence of drug-resistant viral strains upon prolonged therapy. A group of 5-, 6-, or 5,6-substituted acyclic pyrimidine nucleosides with a 1-[(2-hydroxyethoxy)methyl] moiety were synthesized and evaluated for antiviral activities. The target compounds were prepared by the reaction of silylated uracils possessing a variety of substituents at the C-5 or C-6 positions or both with 1,3-dioxolane in the presence of potassium iodide and chlorotrimethylsilane by a convenient and single-step synthesis. Among the compounds tested, 5-chloro and 5-bromo analogues possessing an acyclic glycosyl moiety were the most effective and selective antiviral agents in the in vitro assays against wild-type duck HBV (EC50 = 0.4-2.2 and 3.7-18.5 μM, respectively) and human HBV-containing 2.2.15 cells (EC50 = 4.5-45.4 and 18.5-37.7 μM, respectively). These compounds were also found to retain sensitivity against lamivudine-resistant HBV containing a single mutation (M204I) and double mutations (L180M/M204V). The compounds investigated did not show cytotoxicity to host HepG2 and Vero cells, up to the highest concentration tested. The results presented here confirm and accentuate the potential of acyclic pyrimidine nucleosides as anti-HBV agents and extend our previous observations. We herein report the capability of acyclic pyrimidine nucleosides to inhibit the replication of both wild-type and drug-resistant mutant HBV.

Potentiation of the antitumor effect of 5-fluoro-2'-deoxyuridine esters in combination with acyclothymidine esters on L1210 in mice via oral administration

Fifteen pyrimidine-related compounds were evaluated for their ability to inhibit enzymatic degradation of 5-fluoro-2'-deoxyuridine (FUdR). Acyclothymidine [5-methyl-1-(2'-hydroxyethoxymethyl)uracil] showed the highest inhibitory effect on the phosphorolytic degradation of FUdR in various tissue homogenates derived from mouse, rat, and beagle organs. Both the drug (FUdR) and the inhibitor (acyclothymidine) were esterified with appropriate aliphatic acids in order to synchronize their behavior after simultaneous oral administration. The antitumor activity of orally administered FUdR esters was potentiated by the simultaneous oral administration of the acyclothymidine esters, but not by acyclothymidine.

Pyrimidine Acyclic Nucleosides. 1-pyrimidines as Candidate Antivirals

A number of pyrimidine acyclic nucleosides were synthesized and tested for activity against herpes simplex virus type 1.Synthesis of 1-cytosine (8) and 1-uracil (14) was accomplished in two or three steps