Compounds > 5-fluoro-1-((2-hydroxyethoxy)methyl)uracil
Page last updated: 2024-12-06

5-fluoro-1-((2-hydroxyethoxy)methyl)uracil

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Description

5-fluoro-1-((2-hydroxyethoxy)methyl)uracil, also known as FMAU, is a nucleoside analog that has antiviral activity against various viruses, including herpes simplex virus (HSV) and cytomegalovirus (CMV). It acts as a chain terminator during viral DNA replication, preventing the formation of functional viral proteins. FMAU is synthesized through a multi-step process involving the reaction of 5-fluorouracil with 2-chloroethoxymethyl chloride. Its antiviral efficacy, particularly against CMV, has led to extensive research and clinical trials for its potential as a therapeutic agent for CMV infections, especially in immunocompromised individuals.'

5-fluoro-1-((2-hydroxyethoxy)methyl)uracil: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID72359
CHEMBL ID273401
SCHEMBL ID3786418
MeSH IDM0103357

Synonyms (19)

Synonym
1-[(2-hydroxyethoxy)methyl]-5-fluorouracil
77474-50-1
5-fluoro-1-(2-hydroxyethoxymethyl)pyrimidine-2,4-dione
CHEMBL273401
FT-0690566
SCHEMBL3786418
5-fluoro-1-[(2-hydroxyethoxy)methyl]pyrimidine-2,4(1h,3h)-dione
STK680905
AKOS005596308
5-fluoro-1-((2-hydroxyethoxy)methyl)uracil
2,4(1h,3h)-pyrimidinedione, 5-fluoro-1-((2-hydroxyethoxy)methyl)-
DTXSID40228185
n1 -2-hydroxyethoxymethyl-5-fluorouracil
1-(2-hydroxyethoxy)methyl-5-fluorouracil
1h-pyrimidine-2,4-dione, 5-fluoro-1-(2-hydroxyethoxymethyl)-
1-[(2'-hydroxyethoxy)-methyl]-5-fluorouracil
1-[(2'-hydroxyethoxy)methyl]-5-fluorouracil
5-fluoro-1-((2-hydroxyethoxy)methyl)pyrimidine-2,4(1h,3h)-dione
1-[(2-hydroxyethoxy)-methyl]-5-fluorouracil
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (70)

Assay IDTitleYearJournalArticle
AID293536Antibacterial activity against Enterococcus faecalis up to 100 ug/ml after 16 to 20 hrs by broth microdilution method2007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
Studies on acyclic pyrimidines as inhibitors of mycobacteria.
AID68995In vitro concentration required for growth inhibition of 5-fluorouracil resistant strain of Escherichia coli in presence of thymidine metabolite at 10e-3 M concentration.1981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Synthesis and biological effects of acyclic pyrimidine nucleoside analogues.
AID154354Compound was evaluated for the 7-day percent change in weight of mice infected with P388 leukemia at a dose of 400 g/kg in b.i.d. x 4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID157570Antiviral activity against human peripheral blood mononuclear cells, infected with HIV-1(strain LAV).1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Activity of acyclic 6-(phenylselenenyl)pyrimidine nucleosides against human immunodeficiency viruses in primary lymphocytes.
AID217434Antiviral activity against Vero cells, infected with HSV-1.1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Activity of acyclic 6-(phenylselenenyl)pyrimidine nucleosides against human immunodeficiency viruses in primary lymphocytes.
AID154826Compound was evaluated for the median survival time of mice infected with P388 leukemia at a dose of 240 g/kg in q.d. 1-9 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID68994In vitro concentration required for growth inhibition of 5-fluorouracil resistant strain of Escherichia coli in presence of cytosine metabolite at 10e-3 M concentration.1981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Synthesis and biological effects of acyclic pyrimidine nucleoside analogues.
AID96829Inhibitory concentration required to reduce cell growth of Murine Leukemia L1210 cells1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Nucleic acid related compounds. 47. Synthesis and biological activities of pyrimidine and purine "acyclic" nucleoside analogues.
AID293538Antibacterial activity against Streptococcus pneumoniae up to 100 ug/ml after 16 to 20 hrs by broth microdilution method2007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
Studies on acyclic pyrimidines as inhibitors of mycobacteria.
AID68992In vitro concentration required for growth inhibition of 5-fluorouracil resistant strain of Escherichia coli in presence of 2'-deoxyuridine metabolite at 10e-3 M concentration.1981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Synthesis and biological effects of acyclic pyrimidine nucleoside analogues.
AID280941Cytotoxicity against mouse L1210/0 cells after 48 hrs2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Probing the anticancer activity of nucleoside analogues: a QSAR model approach using an internally consistent training set.
AID153581Percent increase in life span against mice infected with P388 leukemia at a dose of 50 g/kg in b.i.d. x 4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID154825Compound was evaluated for the median survival time of mice infected with P388 leukemia at a dose of 200 g/kg in q.d. 1-4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID153577Percent increase in life span against mice infected with P388 leukemia at a dose of 240 g/kg in q.d. 1-9 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID154031Percent increase in survival of P388 leukemic mice at a compound dose 400 mg/kg (b.i.d. x 4) or 240 mg/kg (q.d. 1-9) was given intraperitoneally in water1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID96826Inhibitory concentration required to reduce [3H-methyl]-dThd C incorporation into cellular DNA by 50% in Murine Leukemia L1210 cells1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Nucleic acid related compounds. 47. Synthesis and biological activities of pyrimidine and purine "acyclic" nucleoside analogues.
AID68991In vitro concentration required for growth inhibition of 5-fluorouracil resistant strain of Escherichia coli in presence of 2'-deoxycytidine metabolite at 10e-3 M concentration.1981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Synthesis and biological effects of acyclic pyrimidine nucleoside analogues.
AID154820Compound was evaluated for the median survival time of mice infected with P388 leukemia at a dose of 120 g/kg in q.d. 1-9 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID156685Inhibitory concentration required to reduce incorporation of 2-deoxythymidine (dThd) into DNA of Primary Rabbit kidney (PRK) cell cultures1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Nucleic acid related compounds. 47. Synthesis and biological activities of pyrimidine and purine "acyclic" nucleoside analogues.
AID153583Percent increase in life span against mice infected with P388 leukemia for a dose of 100 g/kg in q.d. 1-4 schedule.1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID154831Compound was evaluated for the median survival time of mice infected with P388 leukemia at a dose of 50 g/kg in b.i.d. x 4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID154356Compound was evaluated for the 7-day percent change in weight of mice infected with P388 leukemia at a dose of 50 g/kg in q.d. 1-4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID96827Inhibitory concentration required to reduce [3H1',2']dUrd incorporation into cellular DNA by 50% in Murine Leukemia L1210 cells1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Nucleic acid related compounds. 47. Synthesis and biological activities of pyrimidine and purine "acyclic" nucleoside analogues.
AID293541Antibacterial activity against Proteus vulgaris up to 100 ug/ml after 16 to 20 hrs by broth microdilution method2007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
Studies on acyclic pyrimidines as inhibitors of mycobacteria.
AID217829Concentration required to reduce cytopathogenicity of vaccinia virus by 50% in primary rabbit kidney (PRK) cells1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Nucleic acid related compounds. 47. Synthesis and biological activities of pyrimidine and purine "acyclic" nucleoside analogues.
AID153580Percent increase in life span against mice infected with P388 leukemia at a dose of 400 g/kg in b.i.d. x 4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID154355Compound was evaluated for the 7-day percent change in weight of mice infected with P388 leukemia at a dose of 50 g/kg in b.i.d. x 4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID68997In vitro concentration required for growth inhibition of 5-fluorouracil resistant strain of Escherichia coli in presence of uracil metabolite at 10e-3 M concentration.1981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Synthesis and biological effects of acyclic pyrimidine nucleoside analogues.
AID68993In vitro concentration required for growth inhibition of 5-fluorouracil resistant strain of Escherichia coli in presence of cytidine metabolite at 10e-3 M concentration.1981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Synthesis and biological effects of acyclic pyrimidine nucleoside analogues.
AID155468The compound was tested for toxicity in peripheral blood mononuclear cells.1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Activity of acyclic 6-(phenylselenenyl)pyrimidine nucleosides against human immunodeficiency viruses in primary lymphocytes.
AID293539Antibacterial activity against Salmonella Typhimurium up to 100 ug/ml after 16 to 20 hrs by broth microdilution method2007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
Studies on acyclic pyrimidines as inhibitors of mycobacteria.
AID293530Antimycobacterial activity against Mycobacterium bovis BCG by MABA2007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
Studies on acyclic pyrimidines as inhibitors of mycobacteria.
AID153585Percent increase in life span against mice infected with P388 leukemia for a dose of 200 g/kg in q.d. 1-4 schedule.1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID153574Percent increase in life span against mice infected with P388 leukemia at a dose of 120 g/kg in q.d. 1-9 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID96823Inhibition against L1210 mouse leukemia cells1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID154358Percent increase in life span against mice infected with P388 leukemia at a dose of 60 g/kg in q.d. 1-9 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID293540Antibacterial activity against Escherichia coli up to 100 ug/ml after 16 to 20 hrs by broth microdilution method2007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
Studies on acyclic pyrimidines as inhibitors of mycobacteria.
AID85558Concentration required to reduce cytopathogenicity of Herpes simplex virus type 1 (strain KOS) by 50% in primary rabbit kidney (PRK) cells1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Nucleic acid related compounds. 47. Synthesis and biological activities of pyrimidine and purine "acyclic" nucleoside analogues.
AID68998In vitro concentration required for growth inhibition of 5-fluorouracil resistant strain of Escherichia coli in presence of uridine metabolite at 10e-3 M concentration.1981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Synthesis and biological effects of acyclic pyrimidine nucleoside analogues.
AID68999In vitro inhibition of Escherichia coli K-12 growth.1981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Synthesis and biological effects of acyclic pyrimidine nucleoside analogues.
AID154818Compound was evaluated for the median survival time of mice infected with P388 leukemia at a dose of 100 g/kg in b.i.d. x 4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID154830Compound was evaluated for the median survival time of mice infected with P388 leukemia at a dose of 400 g/kg in b.i.d. x 4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID56734Cytotoxicity against Detroit 98 cells in cell culture; No significant cytotoxicity was observed at 10e-4 M concentration1981Journal of medicinal chemistry, Jun, Volume: 24, Issue:6
Pyrimidine acyclic nucleosides, 1-[(2-Hydroxyethoxy)methyl]pyrimidines as candidate antivirals.
AID68996In vitro concentration required for growth inhibition of 5-fluorouracil resistant strain of Escherichia coli in presence of thymine metabolite at 10e-3 M concentration.1981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Synthesis and biological effects of acyclic pyrimidine nucleoside analogues.
AID154227Compound was evaluated for the 7-day percent change in weight of mice infected with P388 leukemia at a dose of 200 g/kg in b.i.d. x 4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID293537Antibacterial activity against Bacillus subtilis up to 100 ug/ml after 16 to 20 hrs by broth microdilution method2007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
Studies on acyclic pyrimidines as inhibitors of mycobacteria.
AID153576Percent increase in life span against mice infected with P388 leukemia at a dose of 200 g/kg in b.i.d. x 4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID154229Compound was evaluated for the 7-day percent change in weight of mice infected with P388 leukemia at a dose of 240 g/kg in q.d. 1-9 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID153587Percent increase in life span against mice infected with P388 leukemia for a dose of 50 g/kg in q.d. 1-4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID293534Antibacterial activity against Staphylococcus aureus up to 100 ug/ml after 16 to 20 hrs by broth microdilution method2007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
Studies on acyclic pyrimidines as inhibitors of mycobacteria.
AID94709Cytotoxicity against mouse L cells in cell culture; No significant cytotoxicity was observed at 10e-4 M concentration1981Journal of medicinal chemistry, Jun, Volume: 24, Issue:6
Pyrimidine acyclic nucleosides, 1-[(2-Hydroxyethoxy)methyl]pyrimidines as candidate antivirals.
AID216388Concentration required to reduce cytopathogenicity of Vesicular stomatitis virus by 50% in primary rabbit kidney (PRK) cells1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Nucleic acid related compounds. 47. Synthesis and biological activities of pyrimidine and purine "acyclic" nucleoside analogues.
AID154819Compound was evaluated for the median survival time of mice infected with P388 leukemia at a dose of 100 g/kg in q.d. 1-4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID293531Antimycobacterial activity against Mycobacterium tuberculosis H37Ra by MABA2007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
Studies on acyclic pyrimidines as inhibitors of mycobacteria.
AID153573Percent increase in life span against mice infected with P388 leukemia at a dose of 100 g/kg in b.i.d. x 4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID84604Concentration required to reduce cytopathogenicity of Herpes simplex virus type 2 (strain G) by 50% in primary rabbit kidney (PRK) cells1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Nucleic acid related compounds. 47. Synthesis and biological activities of pyrimidine and purine "acyclic" nucleoside analogues.
AID153582Percent increase in life span against mice infected with P388 leukemia at a dose of 60 g/kg in q.d. 1-9 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID293535Antibacterial activity against Staphylococcus epidermidis up to 100 ug/ml after 16 to 20 hrs by broth microdilution method2007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
Studies on acyclic pyrimidines as inhibitors of mycobacteria.
AID154824Compound was evaluated for the median survival time of mice infected with P388 leukemia at a dose of 200 g/kg in b.i.d. x 4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID154228Compound was evaluated for the 7-day percent change in weight of mice infected with P388 leukemia at a dose of 200 g/kg in q.d. 1-4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID69000In vitro concentration required for growth inhibition of Escherichia coli K-12 strain resistant to 10e-3 M 5-flourouracil1981Journal of medicinal chemistry, Sep, Volume: 24, Issue:9
Synthesis and biological effects of acyclic pyrimidine nucleoside analogues.
AID154833Compound was evaluated for the median survival time of mice infected with P388 leukemia at a dose of 60 g/kg in q.d. 1-9 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID293542Antibacterial activity against Pseudomonas aeruginosa up to 100 ug/ml after 16 to 20 hrs by broth microdilution method2007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
Studies on acyclic pyrimidines as inhibitors of mycobacteria.
AID154222Compound was evaluated for the 7-day percent change in weight of mice infected with P388 leukemia at a dose of 100 g/kg in b.i.d. x 4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID217744The compound was tested for toxicity in Vero cells.1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Activity of acyclic 6-(phenylselenenyl)pyrimidine nucleosides against human immunodeficiency viruses in primary lymphocytes.
AID154224Compound was evaluated for the 7-day percent change in weight of mice infected with P388 leukemia at a dose of 120 g/kg in q.d. 1-9 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID293532Antimycobacterial activity against Mycobacterium avium ATCC 252912007Bioorganic & medicinal chemistry, Mar-01, Volume: 15, Issue:5
Studies on acyclic pyrimidines as inhibitors of mycobacteria.
AID154223Compound was evaluated for the 7-day percent change in weight of mice infected with P388 leukemia at a dose of 100 g/kg in q.d. 1-4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID154832Compound was evaluated for the median survival time of mice infected with P388 leukemia at a dose of 50 g/kg in q.d. 1-4 schedule1981Journal of medicinal chemistry, Oct, Volume: 24, Issue:10
Synthesis and antitumor activity of an acyclonucleoside derivative of 5-fluorouracil.
AID156686Inhibitory concentration required to reduce incorporation of 2-deoxyuridine (dUrd) into DNA of Primary Rabbit kidney (PRK) cell cultures1984Journal of medicinal chemistry, Nov, Volume: 27, Issue:11
Nucleic acid related compounds. 47. Synthesis and biological activities of pyrimidine and purine "acyclic" nucleoside analogues.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (57.14)18.7374
1990's1 (14.29)18.2507
2000's2 (28.57)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.32

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.32 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.40 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.32)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
fluorouracil
Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.		2.3920nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
floxuridine
Floxuridine: An antineoplastic antimetabolite that is metabolized to fluorouracil when administered by rapid injection; when administered by slow, continuous, intra-arterial infusion, it is converted to floxuridine monophosphate. It has been used to treat hepatic metastases of gastrointestinal adenocarcinomas and for palliation in malignant neoplasms of the liver and gastrointestinal tract.. floxuridine : A pyrimidine 2'-deoxyribonucleoside compound having 5-fluorouracil as the nucleobase; used to treat hepatic metastases of gastrointestinal adenocarcinomas and for palliation in malignant neoplasms of the liver and gastrointestinal tract.		2.3920nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
radiosensitizing agent
idoxuridine
[no description available]		2.3920organoiodine compound;
pyrimidine 2'-deoxyribonucleoside		antiviral drug;
DNA synthesis inhibitor
bromodeoxyuridine
Bromodeoxyuridine: A nucleoside that substitutes for thymidine in DNA and thus acts as an antimetabolite. It causes breaks in chromosomes and has been proposed as an antiviral and antineoplastic agent. It has been given orphan drug status for use in the treatment of primary brain tumors.		2.0310pyrimidine 2'-deoxyribonucleosideantimetabolite;
antineoplastic agent
cytarabine
[no description available]		2.0310beta-D-arabinoside;
monosaccharide derivative;
pyrimidine nucleoside		antimetabolite;
antineoplastic agent;
antiviral agent;
immunosuppressive agent
trifluridine
Trifluridine: An antiviral derivative of THYMIDINE used mainly in the treatment of primary keratoconjunctivitis and recurrent epithelial keratitis due to HERPES SIMPLEX virus. (From Martindale, The Extra Pharmacopoeia, 30th ed, p557). trifluridine : A pyrimidine 2'-deoxyribonucleoside compound having 5-trifluoromethyluracil as the nucleobase. An antiviral drug used mainly in the treatment of primary keratoconjunctivitis and recurrent epithelial keratitis.		2.0310nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
EC 2.1.1.45 (thymidylate synthase) inhibitor
zidovudine
Zidovudine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.. zidovudine : A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.		1.9710azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
adefovir
adefovir: inhibitor of African swine fever virus. adefovir(1-) : A organophosphonate oxoanion obtained by removal of a proton from the phosphonate group of adefovir, a nucleoside reverse transcriptase inhibitor. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).. adefovir : A member of the class of phosphonic acids that is methylphosphonic acid in which one of the methyl hydrogens has been replaced by a 2-(6-amino-9H-purin-9-yl)ethoxy group. An inhibitor of HIV-1 reverse transcriptase, the bis(t-butoxycarbonyloxymethyl) ester (dipivoxil ester) prodrug is used to treat chronic hepatitis B viral infection.		2.03106-aminopurines;
ether;
phosphonic acids		antiviral drug;
DNA synthesis inhibitor;
drug metabolite;
HIV-1 reverse transcriptase inhibitor;
nephrotoxic agent
9-(2-phosphonylmethoxyethyl)-2,6-diaminopurine
[no description available]		2.0310
1-((2-hydroxyethoxy)methyl)-6-(phenylthio)thymine
1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)thymine : A pyrimidone that is thymine which is substituted at positions 1 and 6 by a (2-hydroxyethoxy)methyl group and a phenylsulfanyl group, respectively.		1.9710aryl sulfide;
primary alcohol;
pyrimidone		antiviral drug;
HIV-1 reverse transcriptase inhibitor
thymine arabinoside
thymine arabinoside: selectively inhibits replication of herpes simplex virus		2.0310N-glycosyl compound
edoxudin
[no description available]		2.0310pyrimidine 2'-deoxyribonucleoside
1,3-dimethyluracil
1,3-dimethyluracil : A pyrimidone that is uracil with methyl group substituents at positions 1 and 3.		1.9610pyrimidonemetabolite
n-(2-(hydroxyethoxy)methyl)-5-methyluracil
N-(2-(hydroxyethoxy)methyl)-5-methyluracil: structure given in first source		3.2360
clarithromycin
Clarithromycin: A semisynthetic macrolide antibiotic derived from ERYTHROMYCIN that is active against a variety of microorganisms. It can inhibit PROTEIN SYNTHESIS in BACTERIA by reversibly binding to the 50S ribosomal subunits. This inhibits the translocation of aminoacyl transfer-RNA and prevents peptide chain elongation.. clarithromycin : The 6-O-methyl ether of erythromycin A, clarithromycin is a macrolide antibiotic used in the treatment of respiratory-tract, skin and soft-tissue infections. It is also used to eradicate Helicobacter pylori in the treatment of peptic ulcer disease. It prevents bacteria from growing by interfering with their protein synthesis.		2.0310macrolide antibioticantibacterial drug;
environmental contaminant;
protein synthesis inhibitor;
xenobiotic
5-hydroxymethyl-2'-deoxyuridine
[no description available]		2.0310pyrimidine 2'-deoxyribonucleoside
msh release-inhibiting hormone
[no description available]		2.0310oligopeptide
5-hydroxy-2'-deoxyuridine
5-hydroxy-2'-deoxyuridine: a major oxidation product of 2'-deoxycytidine		2.0310
5-formyl-2'-deoxyuridine
5-formyl-2'-deoxyuridine: structure given in first source		2.0310
5-nitro-2'-deoxyuridine
[no description available]		2.0310
5-vinyl-2'-deoxyuridine
5-vinyl-2'-deoxyuridine: structure		2.0310
5-propyl-2'-deoxyuridine
5-propyl-2'-deoxyuridine: RN given refers to parent cpd		2.0310
adenosine-5'-carboxaldehyde
adenosine-5'-carboxaldehyde: potent inhibitor of S-adenosyl-L-homocysteine hydrolase; structure given in first source. 5'-dehydroadenosine : A member of the class of adenosines that is 5'-dehydro derivative of adenosine.		2.0310adenosines
brivudine
brivudine: anti-herpes agent		2.3920
5-ethynyl-2'-deoxyuridine
5-ethynyl-2'-deoxyuridine: structure in first source		2.0310
5-cyano-2'-deoxyuridine
5-cyano-2'-deoxyuridine: structure in first source		2.0310
5-(2-iodovinyl)-2'-deoxyuridine
[no description available]		2.0310
acyclovir
Acyclovir: A GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.. acyclovir : An oxopurine that is guanine substituted by a (2-hydroxyethoxy)methyl substituent at position 9. Used in the treatment of viral infections.		2.39202-aminopurines;
oxopurine		antimetabolite;
antiviral drug
guanosine
ribonucleoside : Any nucleoside where the sugar component is D-ribose.		1.9710guanosines;
purines D-ribonucleoside		fundamental metabolite
rifampin
Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)		2.0310cyclic ketal;
hydrazone;
N-iminopiperazine;
N-methylpiperazine;
rifamycins;
semisynthetic derivative;
zwitterion		angiogenesis inhibitor;
antiamoebic agent;
antineoplastic agent;
antitubercular agent;
DNA synthesis inhibitor;
EC 2.7.7.6 (RNA polymerase) inhibitor;
Escherichia coli metabolite;
geroprotector;
leprostatic drug;
neuroprotective agent;
pregnane X receptor agonist;
protein synthesis inhibitor
9-((2-phosphonylmethoxy)ethyl)guanine
9-((2-phosphonylmethoxy)ethyl)guanine: structure given in first source		2.0310phosphoethanolamine
ConditionIndicatedRelationship StrengthStudiesTrials
Leukemia L 1210
[description not available]		02.3620
Experimental Leukemia
[description not available]		01.9610