Compounds > 5-(1-propenyl)-2'-deoxyuridine
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5-(1-propenyl)-2'-deoxyuridine

Description

5-(1-propenyl)-2'-deoxyuridine: has anti-herpes activity; structure in first source [MeSH]

Cross-References

ID SourceID
PubMed CID6440090
CHEMBL ID2367811
CHEMBL ID31277
MeSH IDM0101119

Synonyms (21)

Synonym
2'-deoxy-5-(1-propenyl)uridine
(e)-5-(1-propenyl)-durd
66270-29-9
4-hydroxy-1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-[(e)-prop-1-enyl]pyrimidin-2-one
4-hydroxy-1-((2r,4s,5r)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-(e)-propenyl-1h-pyrimidin-2-one
2,4(1h,3h)-pyrimidinedione, 1-(2-deoxy-beta-d-erythro-pentofuranosyl)-5-[(1e)-1-propenyl]-
1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-[(e)-prop-1-enyl]pyrimidine-2,4-dione
(e)-5-(1-propenyl)-2'-deoxyuridine
(e)-5-(1-propenyl)deoxyuridine
(e)-2'-deoxy-5-(1-propenyl)uridine
5-(1-propenyl)-2'-deoxyuridine
brn 5758016
uridine, 2'-deoxy-5-(1-propenyl)-, (e)-
bdbm50028584
chembl2367811 ,
1-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-propenyl-1h-pyrimidine-2,4-dione(bvdu)
1-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-propenyl-1h-pyrimidine-2,4-dione
chembl31277
4-hydroxy-1-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-propenyl-1h-pyrimidin-2-one
1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-[(e)-prop-1-enyl]pyrimidine-2,4-dione
e-5-propenyl-2'-deoxyuridine

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Thymidine kinase, cytosolic Rattus norvegicus (Norway rat)Ki8,005.0000AID126598; AID210886

Other Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Thymidine phosphorylaseHomo sapiens (human)Km314.0000AID211066

Bioassays (11)

Assay IDTitleYearJournalArticle
AID84072Compound was evaluated for antiviral activity against HSV-1(strain KOS)1984Journal of medicinal chemistry, Mar, Volume: 27, Issue:3
ISSN: 0022-2623		Synthesis of (E)-5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine and related analogues: potent and unusually selective antiviral activity of (E)-5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine against herpes simplex virus type 1.
AID232840Ratio of Vmax to that of dThd (Vmax = 0.14)1980Journal of medicinal chemistry, Aug, Volume: 23, Issue:8
ISSN: 0022-2623		Thymidine phosphorylase. Substrate specificity for 5-substituted 2'-deoxyuridines.
AID126598Non-competitive inhibition against rat mitochondrial thymidine kinase1982Journal of medicinal chemistry, Jun, Volume: 25, Issue:6
ISSN: 0022-2623		Species- or isozyme-specific enzyme inhibitors. 5. Differential effects of thymidine substituents on affinity for rat thymidine kinase isozymes.
AID165523Concentration of compound required to inhibit [1',2'-3H]dUrd incorporation into host cell DNA by 50% in primary rabbit kidney cell cultures1984Journal of medicinal chemistry, Mar, Volume: 27, Issue:3
ISSN: 0022-2623		Synthesis of (E)-5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine and related analogues: potent and unusually selective antiviral activity of (E)-5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine against herpes simplex virus type 1.
AID84953Compound was evaluated for antiviral activity against HSV-2(strain G)1984Journal of medicinal chemistry, Mar, Volume: 27, Issue:3
ISSN: 0022-2623		Synthesis of (E)-5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine and related analogues: potent and unusually selective antiviral activity of (E)-5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine against herpes simplex virus type 1.
AID85828Antiviral activity against herpes simplex virus type 1 (HSV-1) determined in baby hamster kidney cells1983Journal of medicinal chemistry, Sep, Volume: 26, Issue:9
ISSN: 0022-2623		Structural requirements of olefinic 5-substituted deoxyuridines for antiherpes activity.
AID217982Compound was evaluated for antiviral activity against vaccinia1984Journal of medicinal chemistry, Mar, Volume: 27, Issue:3
ISSN: 0022-2623		Synthesis of (E)-5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine and related analogues: potent and unusually selective antiviral activity of (E)-5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine against herpes simplex virus type 1.
AID165524Concentration of compound required to inhibit [methyl-3H]dThd incorporation into host cell DNA by 50% in primary rabbit kidney cell cultures1984Journal of medicinal chemistry, Mar, Volume: 27, Issue:3
ISSN: 0022-2623		Synthesis of (E)-5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine and related analogues: potent and unusually selective antiviral activity of (E)-5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine against herpes simplex virus type 1.
AID211066Michaelis-Menten constant (Km) against horse liver thymidine phosphorylase1980Journal of medicinal chemistry, Aug, Volume: 23, Issue:8
ISSN: 0022-2623		Thymidine phosphorylase. Substrate specificity for 5-substituted 2'-deoxyuridines.
AID84071Compound was evaluated for antiviral activity against HSV-1(TK-, strain B2006)1984Journal of medicinal chemistry, Mar, Volume: 27, Issue:3
ISSN: 0022-2623		Synthesis of (E)-5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine and related analogues: potent and unusually selective antiviral activity of (E)-5-(3,3,3-trifluoro-1-propenyl)-2'-deoxyuridine against herpes simplex virus type 1.
AID210886Competitive inhibition against rat cytoplasmic Thymidine kinase1982Journal of medicinal chemistry, Jun, Volume: 25, Issue:6
ISSN: 0022-2623		Species- or isozyme-specific enzyme inhibitors. 5. Differential effects of thymidine substituents on affinity for rat thymidine kinase isozymes.

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (100.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80

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%
Other6 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
thymidine
1
pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
metabolite;
mouse metabolite		1980198044.0low010000
floxuridine
1
nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
radiosensitizing agent		1980198044.0low010000
idoxuridine
2
organoiodine compound;
pyrimidine 2'-deoxyribonucleoside		antiviral drug;
DNA synthesis inhibitor		1980198442.0low020000
uridine
1
uridinesdrug metabolite;
fundamental metabolite;
human metabolite		1982198242.0low010000
bromodeoxyuridine
1
pyrimidine 2'-deoxyribonucleosideantimetabolite;
antineoplastic agent		1980198044.0low010000
cytidine
1
cytidinesEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		1982198242.0low010000
trifluridine
2
nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
EC 2.1.1.45 (thymidylate synthase) inhibitor		1980198442.0low020000
deoxycytidine
1
pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		1982198242.0low010000
deoxyuridine
2
pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		1980198243.0low020000
stavudine
1
dihydrofuran;
nucleoside analogue;
organic molecular entity		antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor		1982198242.0low010000
ibacitabine
1
pyrimidine 2'-deoxyribonucleoside1982198242.0low010000
methylthymidine
1
1982198242.0low010000
2',3'-dideoxythymidine
1
1982198242.0low010000
5'-amino-2',5'-dideoxythymidine
1
1982198242.0low010000
5-chloro-2'-deoxyuridine
1
1980198044.0low010000
5-(2-propenyl)-2'-deoxyuridine
2
1980198342.5high020000
edoxudin
1
pyrimidine 2'-deoxyribonucleoside1980198044.0low010000
5-hydroxymethyl-2'-deoxyuridine
1
pyrimidine 2'-deoxyribonucleoside1980198044.0medium010000
5-formyl-2'-deoxyuridine
1
1980198044.0low010000
3'-amino-2',3'-dideoxythymidine
1
1982198242.0medium010000
5-amino-2'-deoxyuridine
1
1982198242.0high010000
5,6-dihydrothymidine
1
pyrimidine 2'-deoxyribonucleosideMycoplasma genitalium metabolite1982198242.0medium010000
5-methyldeoxycytidine
1
2'-deoxycytidine1982198242.0low010000
brivudine
2
1983198440.5low020000
5-cyano-2'-deoxyuridine
1
1980198044.0medium010000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
thymidine
1
pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
metabolite;
mouse metabolite		1981198143.0low010000
idoxuridine
1
organoiodine compound;
pyrimidine 2'-deoxyribonucleoside		antiviral drug;
DNA synthesis inhibitor		1981198143.0low010000
uridine
1
uridinesdrug metabolite;
fundamental metabolite;
human metabolite		1981198143.0low010000
bromodeoxyuridine
1
pyrimidine 2'-deoxyribonucleosideantimetabolite;
antineoplastic agent		1981198143.0low010000
fluorodeoxyuridylate
1
pyrimidine 2'-deoxyribonucleoside 5'-monophosphate1981198143.0low010000
deoxyuridine
2
pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		1981198143.0low020000
brivudine
1
1981198143.0low010000
5-(2-iodovinyl)-2'-deoxyuridine
1
1981198143.0low010000
arabinofuranosyluracil
1
1981198143.0low010000
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Herpes Simplex0
2
1981198342.0high020000
Herpes Simplex Virus Infection0
2
1981198342.0high020000