Page last updated: 2024-12-08

5-(2-chloroethyl)-2'-deoxyuridine

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

Description

5-(2-chloroethyl)-2'-deoxyuridine: inhibitor of herpes viruses; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID514814
CHEMBL ID2079575
CHEBI ID195580
SCHEMBL ID1627089
MeSH IDM0136850

Synonyms (20)

Synonym
5-(2-chloroethyl)-6-hydroxy-3-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3-hydropyrimidin-2-one
90301-59-0
cedu
5-(2-chloroethyl)-1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
brn 5976898
5-(2-chloroethyl)-2'-deoxyuridine
uridine, 5-(2-chloroethyl)-2'-deoxy-
2'-deoxy-5-(2-chloroethyl)uridine
ccris 2828
5-(2-chloroethyl)-1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CHEBI:195580
CHEMBL2079575
unii-h1sz5qc7qd
h1sz5qc7qd ,
SCHEMBL1627089
AKOS030239862
UUSHUCRHZYSZKI-DJLDLDEBSA-N
5-(2-chloroethyl)deoxyuridine
A901130
DTXSID501034152

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Against HSV-1 encephalitis, CEDU exerted a significant protective effect at a dosage of 50 mg/kg per day when administered intraperitoneally."( Selective in vitro and in vivo activities of 5-(2-haloalkyl)pyrimidine nucleoside analogs, particularly 5-(2-chloroethyl)-2'-deoxyuridine, against herpes simplex virus.
De Clercq, E; Rosenwirth, B, 1985
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
pyrimidine 2'-deoxyribonucleoside
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (58)

Assay IDTitleYearJournalArticle
AID132944Mean duration of lesions in HSV-1 infected mice, after administration of 0.1 % of compound intracutaneously1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID122202Effect of delayed treatment on mortality of systemically infected mice at 25 mg/kg per day administered through oral route after 72 hr of start of treatment1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID130018Cumulative lesions in HSV-1 infected mice, after administration of 0.1 % of compound intracutaneously1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID217419Proliferation of Vero cells by propagation on day 4 by measuring optical density (absorbance) at 100 ug/mL1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID156701Antiviral activity against HSV-2 (G) in Primary Rabbit Kidney (PRK) cells1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID130019Cumulative lesions in HSV-1 infected mice, after administration of 0.3 % of compound intracutaneously1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID120300In vivo evaluation for the percent survivors in systemic HSV-1 infection of Mice administered through oral route at a dose 100 mg/kg per day; NT=Not tested1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID87983Minimum inhibitory concentration of compound causing 50% inhibition of cytopathic effect induced by HSV-1(thymidine kinase deficient) in PRK cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID120303In vivo evaluation for the percent survivors in systemic HSV-1 infection of Mice administered through oral route at a dose 25 mg/kg per day1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID88118Minimum inhibitory concentration of compound causing 50% inhibition of cytopathic effect induced by HSV-2 in PRK cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID132945Mean duration of lesions in HSV-1 infected mice, after administration of 0.3 % of compound intracutaneously1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID120305In vivo evaluation for the percent survivors in systemic HSV-1 infection of Mice administered through oral route at a dose 5 mg/kg per day1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID87847Minimum inhibitory concentration causing 25% inhibition cytopathic effect induced by Herpes simplex virus-1 (Brand) in HEp-2 cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID120302In vivo evaluation for the percent survivors in systemic HSV-1 infection of Mice administered through oral route at a dose 2.5 mg/kg per day1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID87982Minimum inhibitory concentration of compound causing 50% inhibition of cytopathic effect induced by HSV-1 in PRK cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID217888Antiviral activity against HSV-1 (Brand) in Vero cells1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID122195Effect of delayed treatment on mortality of systemically infected mice at 25 mg/kg per day administered Intraperitoneally after 24 hr of start of treatment1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID167149Minimum cytotoxic concentration of compound causing toxic effects on uninfected cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID120288In vivo evaluation for the percent survivors in systemic HSV-1 infection of Mice administered intraperitoneally at a dose 1 mg/kg per day1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID86209Proliferation of Hep-2 cells by propagation on day 4 by measuring optical density (absorbance) at 330 ug/mL1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID87478Tested for in vitro anti-HSV-1 activity; active1990Journal of medicinal chemistry, Feb, Volume: 33, Issue:2
Synthesis and antiviral and cytotoxic activity of iodohydrin and iodomethoxy derivatives of 5-vinyl-2'-deoxyuridines, 2'-fluoro-2'-deoxyuridine, and uridine.
AID86208Proliferation of Hep-2 cells by propagation on day 4 by measuring optical density (absorbance) at 30 ug/mL1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID81757Minimum toxic effect against HEp-2 cells.1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID87999Minimum inhibitory concentration causing 25% inhibition cytopathic effect induced by Herpes simplex virus(HSV) -2 (thymidine kinase deficient) in vero cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID87970Minimum inhibitory concentration causing 25% inhibition of cytopathic effect induced by Herpes simplex virus-1 (K979) in HEp-2 cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID87971Minimum inhibitory concentration causing 25% inhibition of cytopathic effect induced by herpes simplex virus (HSV)-1 (K979) in vero cells.1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID120304In vivo evaluation for the percent survivors in systemic HSV-1 infection of Mice administered through oral route at a dose 50 mg/kg per day1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID120291In vivo evaluation for the percent survivors in systemic HSV-1 infection of Mice administered intraperitoneally at a dose 50 mg/kg per day1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID122198Effect of delayed treatment on mortality of systemically infected mice at 25 mg/kg per day administered Intraperitoneally after 72 hr of start of treatment1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID84961Minimum inhibitory concentration against HSV-2.1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID122199Effect of delayed treatment on mortality of systemically infected mice at 25 mg/kg per day administered through oral route after 24 hr of start of treatment1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID156700Antiviral activity against HSV-1 (KOS) in Primary Rabbit Kidney (PRK) cells1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID87968Minimum inhibitory concentration causing 25% inhibition cytopathic effect induced by Herpes simplex virus(HSV) -1 (thymidine kinase deficient) in HEp-2 cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID86207Proliferation of Hep-2 cells by propagation on day 4 by measuring optical density (absorbance) at 100 ug/mL1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID122197Effect of delayed treatment on mortality of systemically infected mice at 25 mg/kg per day administered Intraperitoneally after 48 hr of start of treatment1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID83146Antiviral activity against VZV (Ellen) in human lung fibroblast (HLF-1) cells1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID217420Proliferation of Vero cells by propagation on day 4 by measuring optical density (absorbance) at 30 ug/mL1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID87974Minimum inhibitory concentration causing 25% inhibition of cytopathic effect induced by Herpes simplex virus(HSV) -1 (thymidine kinase deficient) in vero cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID120289In vivo evaluation for the percent survivors in systemic HSV-1 infection of Mice administered intraperitoneally at a dose 2.5 mg/kg per day; NT=Not tested1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID120148In vivo evaluation for the percent survivors in systemic HSV-1 infection of Mice administered intraperitoneally at a dose 10 mg/kg per day1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID122201Effect of delayed treatment on mortality of systemically infected mice at 25 mg/kg per day administered through oral route after 48 hr of start of treatment1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID167150Minimum cytotoxic concentration causing toxic effects on uninfected cells in rabbit1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID86215Antiviral activity against HSV-1 (Brand) in human epithelial (Hep-2) cells1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID122200Effect of delayed treatment on mortality of systemically infected mice at 25 mg/kg per day administered through oral route after 3 hr of start of treatment1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID83893Minimum inhibitory concentration against HSV-1.1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID120147In vivo evaluation for the percent survivors in systemic HSV-1 infection of Mice administered intraperitoneally at a dose 100 mg/kg per day1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID120290In vivo evaluation for the percent survivors in systemic HSV-1 infection of Mice administered intraperitoneally at a dose 25 mg/kg per day1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID133584Mean survival time in HSV-1 infected mice, after peroral administration of 5 mg/kg of compound1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID133579Mean survival time in HSV-1 infected mice, after intraperitoneal administration of 0.5 mg/kg of compound1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID86216Antiviral activity against HSV-2 (K979) in human epithelial (Hep-2) cells1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID122196Effect of delayed treatment on mortality of systemically infected mice at 25 mg/kg per day administered Intraperitoneally after 3 hr of start of treatment1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID88114Minimum inhibitory concentration causing 25% inhibition of cytopathic effect induced by Herpes simplex virus(HSV) -2 (thymidine kinase deficient) in HEp-2 cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID130021Cumulative mortality in percent of HSV-1 infected mice, after intraperitoneal administration of 0.5 mg/kg of compound1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID130025Cumulative mortality in percent of HSV-1 infected mice, after peroral administration of 5 mg/kg of compound1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
AID217421Proliferation of Vero cells by propagation on day 4 by measuring optical density (absorbance) at 330 ug/mL1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID120292In vivo evaluation for the percent survivors in systemic HSV-1 infection of Mice administered intraperitoneally at a dose 5 mg/kg per day1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
5-(Haloalkyl)-2'-deoxyuridines: a novel type of potent antiviral nucleoside analogue.
AID217889Antiviral activity against HSV-2 (K979) in Vero cells1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
2'-Fluorinated arabinonucleosides of 5-(2-haloalkyl)uracil: synthesis and antiviral activity.
AID87969Minimum inhibitory concentration causing 25% inhibition of cytopathic effect induced by Herpes simplex virus-1 (Brand) in vero cells1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Phosphonoformate and phosphonoacetate derivatives of 5-substituted 2'-deoxyuridines: synthesis and antiviral activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (16)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (56.25)18.7374
1990's3 (18.75)18.2507
2000's2 (12.50)29.6817
2010's1 (6.25)24.3611
2020's1 (6.25)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.61

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 Index11.61 (24.57)
Research Supply Index2.94 (2.92)
Research Growth Index4.55 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.61)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (5.56%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other17 (94.44%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]