Page last updated: 2024-12-07

propynyloxy-2'-deoxyuridine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Propynyloxy-2'-deoxyuridine, also known as EdU (5-ethynyl-2'-deoxyuridine), is a synthetic nucleoside analog that is widely used as a thymidine analog for click chemistry-based cell proliferation assays. It is incorporated into the DNA of dividing cells during S-phase. After incorporation, the alkyne group of EdU can be specifically detected by reaction with an azide-containing fluorescent dye through a copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction, known as the click reaction. This allows for the visualization and quantification of cell proliferation and DNA replication. EdU has several advantages over other thymidine analogs, including higher sensitivity, better cell permeability, and lower toxicity. It has been successfully used in various biological studies, such as cell cycle analysis, stem cell research, tumor growth studies, and developmental biology. The study of EdU is crucial for understanding cell proliferation and its role in various biological processes.'

propynyloxy-2'-deoxyuridine: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID99692
CHEMBL ID3143044
SCHEMBL ID1417668
MeSH IDM0065832

Synonyms (15)

Synonym
5-propynyloxy-durd
1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-prop-2-ynoxy-pyrimidine-2,4-dione
65367-85-3
uridine, 2'-deoxy-5-(2-propynyloxy)-
propynyloxy-2'-deoxyuridine
1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-prop-2-ynoxypyrimidine-2,4-dione
nsc 267459
SCHEMBL1417668
2'-deoxy-5-propargyloxyuridine
CHEMBL3143044
2'-deoxy-5-(2-propynyloxy)uridine
5-(propargyloxy)-2'-deoxyuridine
1-((2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(prop-2-ynyloxy)pyrimidine-2,4(1h,3h)-dione
1-((2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(prop-2-yn-1-yloxy)pyrimidine-2,4(1h,3h)-dione
1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-(prop-2-yn-1-yloxy)-1,2,3,4-tetrahydropyrimidine-2,4-dione
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID156399Compound was evaluated for antiviral activity in rabbit kidney cells infected with vaccinia virus1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Synthesis and antiviral activity of 5-[(cyanomethylene)oxy]-2'-deoxyuridine.
AID1135601Cytotoxicity against mouse L cells assessed as suppression of replication at 10'-3 M1978Journal of medicinal chemistry, Feb, Volume: 21, Issue:2
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
AID1135598Antiviral activity against Herpes simplex virus 1 KOS infected in human skin fibroblasts primed with interferon and superinduced with cyclohexamide and actinomycin D assessed as inhibition of virus-induced cytopathogenicity1978Journal of medicinal chemistry, Feb, Volume: 21, Issue:2
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
AID1135603Antiviral activity against Vesicular stomatitis virus infected in human skin fibroblasts primed with interferon and superinduced with cyclohexamide and actinomycin D assessed as inhibition of virus-induced cytopathogenicity1978Journal of medicinal chemistry, Feb, Volume: 21, Issue:2
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
AID1135597Antiviral activity against Herpes simplex virus 1 KOS infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity1978Journal of medicinal chemistry, Feb, Volume: 21, Issue:2
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
AID156521Concentration required to reduce HSV-1(KOS) induced cytopathogenicity by 50% was measured1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Synthesis and antiviral activity of 5-[(cyanomethylene)oxy]-2'-deoxyuridine.
AID1135599Antiviral activity against Vesicular stomatitis virus infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity1978Journal of medicinal chemistry, Feb, Volume: 21, Issue:2
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
AID156522Concentration required to reduce HSV-1(KOS) induced cytopathogenicity by 50% was measured by the addition of [1,'2'-3H]dUrd1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Synthesis and antiviral activity of 5-[(cyanomethylene)oxy]-2'-deoxyuridine.
AID1135602Ratio of I50 for DNA synthesis in primary rabbit kidney cells by [3H]-dT incorporation assay to MIC50 for Herpes simplex virus 1 KOS1978Journal of medicinal chemistry, Feb, Volume: 21, Issue:2
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
AID1135596Antiviral activity against Vaccinia virus infected in human skin fibroblasts primed with interferon and superinduced with cyclohexamide and actinomycin D assessed as inhibition of virus-induced cytopathogenicity1978Journal of medicinal chemistry, Feb, Volume: 21, Issue:2
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
AID156523Concentration required to reduce HSV-1(KOS) induced cytopathogenicity by 50% was measured by the addition of [Me-3H]-dThd1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Synthesis and antiviral activity of 5-[(cyanomethylene)oxy]-2'-deoxyuridine.
AID156515Concentration required to inhibit incorporation of [Me-3H]-dThd into DNA of primary rabbit kidney (PRK) cells by 50%1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Synthesis and antiviral activity of 5-[(cyanomethylene)oxy]-2'-deoxyuridine.
AID156530Concentration required to reduce HSV-2 induced cytopathogenicity by 50% in primary rabbit kidney (PRK) cells; 7-401981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Synthesis and antiviral activity of 5-[(cyanomethylene)oxy]-2'-deoxyuridine.
AID156531Concentration required to reduce TK-HSV-1 (B2006) induced cytopathogenicity by 50% in primary rabbit kidney (PRK) cells1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Synthesis and antiviral activity of 5-[(cyanomethylene)oxy]-2'-deoxyuridine.
AID156517Concentration required to reduce HSV-1 induced cytopathogenicity by 50% in primary rabbit kidney (PRK) cells; 1-1.51981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Synthesis and antiviral activity of 5-[(cyanomethylene)oxy]-2'-deoxyuridine.
AID1135595Antiviral activity against Vaccinia virus infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity1978Journal of medicinal chemistry, Feb, Volume: 21, Issue:2
5-O-Alkylated derivatives of 5-hydroxy-2'-deoxyuridine as potential antiviral agents. Anti-herpes activity of 5-propynyloxy-2'-deoxyuridine.
AID156400Concentration required to inhibit incorporation of [1,'2'-3H]dUrd into DNA of primary rabbit kidney (PRK) cells by 50%1981Journal of medicinal chemistry, Apr, Volume: 24, Issue:4
Synthesis and antiviral activity of 5-[(cyanomethylene)oxy]-2'-deoxyuridine.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (40.00)18.7374
1990's2 (40.00)18.2507
2000's1 (20.00)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: 12.46

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 Index12.46 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.25 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.46)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]