Page last updated: 2024-11-05

5-fluorouridine

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

5-Fluorouridine (5-FUrd) is a nucleoside analog that acts as a potent inhibitor of thymidylate synthase. It is synthesized by replacing the hydrogen at the 5' position of uridine with a fluorine atom. This structural modification disrupts the enzyme's catalytic activity and prevents the synthesis of thymidine monophosphate (TMP), a crucial building block for DNA. As a result, 5-FUrd inhibits DNA replication and cell proliferation. This potent anti-cancer activity has made 5-FUrd a cornerstone in the treatment of various cancers, including colorectal, breast, and gastric cancers. The compound has been extensively studied to understand its mechanism of action, optimize its therapeutic efficacy, and explore new applications. Research continues to investigate its potential in combination therapies, overcoming drug resistance, and developing targeted delivery systems for enhanced efficacy and reduced toxicity.'

Cross-References

ID SourceID
PubMed CID9427
CHEMBL ID54918
CHEBI ID40154
SCHEMBL ID53091
MeSH IDM0042354

Synonyms (67)

Synonym
BIDD:GT0496
beta-d-5fdu
5-fluoro-1-.beta.-d-ribofuranosyluracil
1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-fluoro-pyrimidine-2,4-dione
nsc-146604
5-fluorouridine ,
uridine, 5-fluoro-
FUR ,
5-fur
316-46-1
5-fluorouridine, proapoptotic anitproliferative plant growth regulator
5-fluoro-uridine
5-fluorouracil 1beta-d-ribofuranoside
DB01629
18814-21-6
5UD ,
NCGC00142485-01
einecs 206-260-3
brn 0033662
nsc 146604
furd
1-((2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-fluoropyrimidine-2,4(1h,3h)-dione
1-(3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-fluoro-1h-pyrimidine-2,4-dione(5f-durd)
bdbm50132299
1-((2r,3r,4s,5r)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-fluoro-1h-pyrimidine-2,4-dione
cid_1821
1-((2r,5r)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-fluoro-1h-pyrimidine-2,4-dione
CHEMBL54918 ,
chebi:40154 ,
1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoropyrimidine-2,4-dione
NCGC00142485-03
NCGC00142485-02
1-[(4s,2r,3r,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-fluoro-1,3-dihy dropyrimidine-2,4-dione
fluorouridine
5-fluoro-d-uridine
5-fluoro-1-(beta-d-ribofuranosyl)uracil
A820941
1-[(3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-fluoro-pyrimidine-2,4-dione;fluorouridine
AKOS015918304
c9h11fn2o6
4-24-00-01231 (beilstein handbook reference)
4k0m952561 ,
unii-4k0m952561
AKOS015852922
F58596
5-fluoro uridine
gtpl4614
5-fluorouracil-.beta.-d-ribofuranoside
5-fluorouracil-1.beta.-d-ribofuranoside
SCHEMBL53091
J-700089
1-.beta.-d-arabinofuranosyl-5-fluoro-(1h,3h)-pyrimidine-2,4-dione
5-fluorouracil 1-.beta.-d-arabinosyl
2,4(1h,3h)-pyrimidinedione, 1-.beta.-d-arabinofuranosyl-5-fluoro-
mfcd00036832
DTXSID4040397
4PB2
5-fluorouridine, >=99.0% (hplc)
Q27073979
AS-13467
AMY247
CS-0030739
HY-107856
EN300-221740
PD008907
Z1741958657
BP-58617

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" FdUrd, in particular, had a very minor effect on rRNA production even at very toxic drug concentrations."( Correlation between ribosomal RNA production and RNA-directed fluoropyrimidine cytotoxicity.
Armstrong, RD; Cadman, EC; Takimoto, CH; Tan, YY, 1987
)
0.27
" Lidoflazine had fewer adverse effects."( Modulation of 5-fluorouracil and 5-fluorouridine toxicity by membrane transport inhibitors in normal tissues of rats with liver adenocarcinoma.
Christensson, PI; el Hag, IA; Erichsen, C; Jakobsson, B; Jönsson, PE; Stenram, U,
)
0.41
" Our study suggests that liposome-encapsulated 5-FUR is not toxic to the retina even at doses of 1 mg."( Pharmacokinetics and retinal toxicity of intravitreal liposome-encapsulated 5-fluorouridine.
Casaroli, R; Corcostegui, B; Fonseca, MJ; García-Arumí, J; Isart, FR; Mateo, C; Pascual, R, 1997
)
0.53

Pharmacokinetics

The current study evaluated the pharmacokinetic behavior of intravitreally injected 5-fluorouridine (5-FUR), free and encapsulated in liposomes, either conventionally or coated with collagen into 25 New Zealand rabbits.

ExcerptReferenceRelevance
" Furthermore the differing levels of 5-FU metabolites in normal and malignant tissue could not be correlated with the pharmacokinetic parameters studied."( The relationship between plasma pharmacokinetics and tissue metabolites of 5-fluorouracil (5-FU) in patients with colorectal cancer.
Chisholm, EM; Finan, PJ; Giles, GR; Woodhouse, L, 1987
)
0.27
"Described are some pharmacokinetic parameters for 5-fluorouridine, a potentially useful intermediate metabolite of 5-fluorouracil (5-FU), following subconjunctival and intravitreal injection in the pigmented rabbit."( Uptake and clearance of 5-fluorouridine following subconjunctival and intravitreal injection.
Blumenkranz, MS; Hartzer, M; Hernandez, E; Huang, DS, 1988
)
0.83
" Liposome encapsulation of these antiproliferative drugs may extend the intravitreal half-life and increase their efficacy."( Pharmacokinetics and retinal toxicity of intravitreal liposome-encapsulated 5-fluorouridine.
Casaroli, R; Corcostegui, B; Fonseca, MJ; García-Arumí, J; Isart, FR; Mateo, C; Pascual, R, 1997
)
0.53
"The current study evaluated the pharmacokinetic behavior of intravitreally injected 5-fluorouridine (5-FUR), free and encapsulated in liposomes, either conventionally or coated with collagen into 25 New Zealand rabbits."( Pharmacokinetics and retinal toxicity of intravitreal liposome-encapsulated 5-fluorouridine.
Casaroli, R; Corcostegui, B; Fonseca, MJ; García-Arumí, J; Isart, FR; Mateo, C; Pascual, R, 1997
)
0.75
"The half-life of free 5-FUR after liposome injection into the vitreous cavity was 18."( Pharmacokinetics and retinal toxicity of intravitreal liposome-encapsulated 5-fluorouridine.
Casaroli, R; Corcostegui, B; Fonseca, MJ; García-Arumí, J; Isart, FR; Mateo, C; Pascual, R, 1997
)
0.53
" The purpose of this study was to investigate the pharmacokinetic properties of doxifluridine and its two major metabolites, 5-FU, and 5-fluorouridine (5-FUrd), in beagle dogs following a single oral administration of 200 mg doxifluridine capsule (Furtulon(®))."( Pharmacokinetic analysis of doxifluridine and its metabolites, 5-fluorouracil and 5-fluorouridine, after oral administration in beagle dogs.
Baek, IH; Kim, MS; Kwon, KI; Lee, BY, 2013
)
0.82

Dosage Studied

ExcerptRelevanceReference
" Dose-response curves for each agent indicate the following absolute potency: FUDR greater than FUR greater than ARA-C greater than 5-FU = bleomycin greater than DFUR."( Evaluation of antiproliferative agents using a cell-culture model.
Senderoff, RI; Smith, DR; Sokoloski, TD; Weber, PA, 1990
)
0.28
"FOLFIRINOX and FOLFOXIRI are combination chemotherapy treatments that incorporate the same drug cocktail (folinic acid, 5-fluorouracil, oxaliplatin and irinotecan) but exploit an altered dosing regimen when used in the management of pancreatic and colorectal cancer, respectively."( A single microbubble formulation carrying 5-fluorouridine, Irinotecan and oxaliplatin to enable FOLFIRINOX treatment of pancreatic and colon cancer using ultrasound targeted microbubble destruction.
Callan, B; Callan, JF; Gao, J; Griffith, DM; Logan, KA; Love, M; McHale, AP; McKaig, T; Nesbitt, H; Taylor, M, 2021
)
0.89
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
mutagenAn agent that increases the frequency of mutations above the normal background level, usually by interacting directly with DNA and causing it damage, including base substitution.
[role 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]

Drug Classes (2)

ClassDescription
uridines
organofluorine compoundAn organofluorine compound is a compound containing at least one carbon-fluorine bond.
[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]

Protein Targets (8)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
ATAD5 protein, partialHomo sapiens (human)Potency7.16510.004110.890331.5287AID624252; AID686934; AID720565
TDP1 proteinHomo sapiens (human)Potency0.09780.000811.382244.6684AID686978; AID686979
Smad3Homo sapiens (human)Potency35.48130.00527.809829.0929AID588855
67.9K proteinVaccinia virusPotency1.55870.00018.4406100.0000AID720579; AID720580
hemoglobin subunit betaHomo sapiens (human)Potency3.98110.31629.086131.6228AID1405
cellular tumor antigen p53 isoform aHomo sapiens (human)Potency25.11890.316212.443531.6228AID902
DNA dC->dU-editing enzyme APOBEC-3G isoform 1Homo sapiens (human)Potency2.23870.058010.694926.6086AID602310
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Thymidylate kinaseMycobacterium tuberculosis H37RvKi521.00004.50008.500010.0000AID210904
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (79)

Assay IDTitleYearJournalArticle
AID124969Weight loss of mice on the day of death when a dose of 50 mkdx5 was administered intraperitoneally1989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
2'-Fluorinated isonucleosides. 1. Synthesis and biological activity of some methyl 2'-deoxy-2'-fluoro-2'-pyrimidinyl-D-arabinopyranosides.
AID99611In vitro inhibitory growth activity against L1210 leukemic cells by incubating 5 x 10E4 cells/mL for 48 hour in 2 mL of media.1989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
2'-Fluorinated isonucleosides. 1. Synthesis and biological activity of some methyl 2'-deoxy-2'-fluoro-2'-pyrimidinyl-D-arabinopyranosides.
AID128230Antitumor activity was determined for average 7-day weight change against P-388 leukemia in mice at a dose of 8 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID393526Antitumor activity against human MCF7 cells up to 50 uM after 3 days by WST1 assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents.
AID71905The percentage of increase in life span was determined1990Journal of medicinal chemistry, Aug, Volume: 33, Issue:8
Monophosphoric acid diesters of 7 beta-hydroxycholesterol and of pyrimidine nucleosides as potential antitumor agents: synthesis and preliminary evaluation of antitumor activity.
AID96643Cytostatic activity against proliferation of L1210/BdU cells (deoxythymidine kinase deficient L1210 cells)1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis, structure, and antitumor and antiviral activities of a series of 5-halouridine cyclic 3',5'-monophosphates.
AID138862Antitumor activity was determined for 7-day average percent weight change against P-388 leukemia in mice at a dose of 4 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID96153In vitro antitumor activity in K-562 cell lines1996Journal of medicinal chemistry, Apr-12, Volume: 39, Issue:8
6-Substituted and 5,6-disubstituted derivatives of uridine: stereoselective synthesis, interaction with uridine phosphorylase, and in vitro antitumor activity.
AID138870Antitumor activity was determined for 7-day average percent weight change against P-388 leukemia in mice at a dose of 8 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID138748Antitumor activity was determined for 7-day average percent weight change against P-388 leukemia in mice at a dose of 2 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID589769Antiviral activity against Human parainfluenza virus 3 infected in Vero cells assessed as inhibition of virus-induced cytopathic effect2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID589883Cytostatic activity against human HeLa cells in presence of 500 uM uracil2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID589879Cytostatic activity against mouse L1210 cells in presence of 500 uM uracil2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID589991Antiviral activity against Human coxsackievirus B4 infected in HeLa cells assessed as inhibition of virus-induced cytopathic effect2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID1132731Antitumor activity against mouse S180 cells allografted in mouse assessed as tumor growth inhibition at 5 mg/kg, ip qd for 8 days1977Journal of medicinal chemistry, Mar, Volume: 20, Issue:3
Fluorinated Pyrimidine nucleosides. 1. Synthesis of a nitrogen analogue of the antitumor agent 2,2'-anhydro-1-beta-D-arabinofuranosyl-5-fluorocytosine hydrochloride.
AID128243Antitumor activity was determined for average weight on day 1 against P-388 leukemia in mice at a dose of 2 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID99619Inhibition of incorporation of [3H]deoxyuridine in L1210 cells at 1*10e-9 M compound concentration1989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
2'-Fluorinated isonucleosides. 1. Synthesis and biological activity of some methyl 2'-deoxy-2'-fluoro-2'-pyrimidinyl-D-arabinopyranosides.
AID124968Weight loss of mice on the day of death when a dose of 200 mkdx5 was administered intraperitoneally1989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
2'-Fluorinated isonucleosides. 1. Synthesis and biological activity of some methyl 2'-deoxy-2'-fluoro-2'-pyrimidinyl-D-arabinopyranosides.
AID589987Antiviral activity against Vesicular stomatitis virus infected in HeLa cells assessed as inhibition of virus-induced cytopathic effect2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID20060Catalytical constant (app Km)of the compound was evaluated at pH 61996Journal of medicinal chemistry, Apr-12, Volume: 39, Issue:8
6-Substituted and 5,6-disubstituted derivatives of uridine: stereoselective synthesis, interaction with uridine phosphorylase, and in vitro antitumor activity.
AID136481Antitumor activity was determined for median survival of mice against P-388 leukemia in mice at a dose of 4 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID589872Cytostatic activity against mouse L1210 cells after 2 days by coulter counting analysis2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID136514Antitumor activity was determined for survival range of mice against P-388 leukemia in mice at a dose of 8 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID589878Cytostatic activity against mouse L1210 cells in presence of 500 uM uridine2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID132204Percent increase in life span against P-388 leukemia in mice was determined at a dose of 4 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID94392Evaluated for median survival time against Kreb II murine sarcoma cells in female Swiss/OF1 mice after ip administration of 80 uM/kg per day1990Journal of medicinal chemistry, Aug, Volume: 33, Issue:8
Monophosphoric acid diesters of 7 beta-hydroxycholesterol and of pyrimidine nucleosides as potential antitumor agents: synthesis and preliminary evaluation of antitumor activity.
AID19934Efficacy was determined as ratio of Vmax to that of Km1996Journal of medicinal chemistry, Apr-12, Volume: 39, Issue:8
6-Substituted and 5,6-disubstituted derivatives of uridine: stereoselective synthesis, interaction with uridine phosphorylase, and in vitro antitumor activity.
AID393532Antitumor activity against human Hs 578T cells up to 50 uM after 3 days by WST1 assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents.
AID393527Antitumor activity against human MDA468 cells up to 50 uM after 3 days by WST1 assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents.
AID43697Concentration required for the 50% inhibition of growth of CCRF-CEM human leukemia cells in culture1982Journal of medicinal chemistry, Aug, Volume: 25, Issue:8
Synthesis and biological activity of 5'-substituted 5-fluoropyrimidine nucleosides.
AID165908Cytostatic activity against proliferation of Raji/0 cells (human lymphoblast Raji cells)1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis, structure, and antitumor and antiviral activities of a series of 5-halouridine cyclic 3',5'-monophosphates.
AID393538Antitumor activity against human SNB19 cells up to 50 uM after 3 days by WST1 assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents.
AID589876Cytostatic activity against mouse L1210 cells in presence of 20 uM thymidine2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID589768Antiviral activity against Reovirus 1 infected in Vero cells assessed as inhibition of virus-induced cytopathic effect2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID128222Antitumor activity was determined for average 7-day weight change against P-388 leukemia in mice at a dose of 4 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID589990Antiviral activity against Human coxsackievirus B4 infected in Vero cells assessed as inhibition of virus-induced cytopathic effect2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID136503Antitumor activity was determined for survival range of mice against P-388 leukemia in mice at a dose of 4 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID99615Increase in inhibitory activity against L1210 cells in cultures, by addition of 1*10e-5 M exogenous thymidine to cultures1989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
2'-Fluorinated isonucleosides. 1. Synthesis and biological activity of some methyl 2'-deoxy-2'-fluoro-2'-pyrimidinyl-D-arabinopyranosides.
AID116987Percent increase in lifespan of mice after L1210 leukemic tumor cell inoculation at a dose of 5 mkdx3 was administered intraperitoneally1989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
2'-Fluorinated isonucleosides. 1. Synthesis and biological activity of some methyl 2'-deoxy-2'-fluoro-2'-pyrimidinyl-D-arabinopyranosides.
AID136488Antitumor activity was determined for median survival of mice against P-388 leukemia in mice at a dose of 8 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID91371In vitro antitumor activity in IM-9 cell lines1996Journal of medicinal chemistry, Apr-12, Volume: 39, Issue:8
6-Substituted and 5,6-disubstituted derivatives of uridine: stereoselective synthesis, interaction with uridine phosphorylase, and in vitro antitumor activity.
AID165909Cytostatic activity against proliferation of Raji/TK cells (deoxythymidine kinase deficient Raji cells)1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis, structure, and antitumor and antiviral activities of a series of 5-halouridine cyclic 3',5'-monophosphates.
AID132211Percent increase in life span against P-388 leukemia in mice was determined at a dose of 8 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID589988Antiviral activity against Respiratory syncytial virus infected in HeLa cells assessed as inhibition of virus-induced cytopathic effect2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID589873Cytostatic activity against mouse FM3A cells after 2 days by coulter counting analysis2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID99612Inhibition of L1210 leukemic cell growth in mice 1 hr after exposure to 5*10e-8 M of compound1989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
2'-Fluorinated isonucleosides. 1. Synthesis and biological activity of some methyl 2'-deoxy-2'-fluoro-2'-pyrimidinyl-D-arabinopyranosides.
AID25344Catalytical constant was evaluated1996Journal of medicinal chemistry, Apr-12, Volume: 39, Issue:8
6-Substituted and 5,6-disubstituted derivatives of uridine: stereoselective synthesis, interaction with uridine phosphorylase, and in vitro antitumor activity.
AID214063In vitro antitumor activity in U-937 cell lines1996Journal of medicinal chemistry, Apr-12, Volume: 39, Issue:8
6-Substituted and 5,6-disubstituted derivatives of uridine: stereoselective synthesis, interaction with uridine phosphorylase, and in vitro antitumor activity.
AID589882Cytostatic activity against human HeLa cells in presence of 500 uM uridine2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID98673Evaluated for cytotoxicity against L1210 mouse leukemia cells1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID116986Percent increase in lifespan of mice after L1210 leukemic tumor cell inoculation at a dose of 25 mkdx3 was administered intraperitoneally1989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
2'-Fluorinated isonucleosides. 1. Synthesis and biological activity of some methyl 2'-deoxy-2'-fluoro-2'-pyrimidinyl-D-arabinopyranosides.
AID393534Antitumor activity against human T47D cells up to 50 uM after 3 days by WST1 assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents.
AID210904Inhibitory activity against thymidine monophosphate kinase (TMPK) in Mycobacterium tuberculosis2003Bioorganic & medicinal chemistry letters, Sep-15, Volume: 13, Issue:18
Thymidine and thymidine-5'-O-monophosphate analogues as inhibitors of Mycobacterium tuberculosis thymidylate kinase.
AID589989Antiviral activity against Sindbis virus infected in Vero cells assessed as inhibition of virus-induced cytopathic effect2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID589863Antiviral activity against Vesicular stomatitis virus infected in HEL cells assessed as inhibition of virus-induced cytopathic effect2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID132197Percent increase in life span against P-388 leukemia in mice was determined at a dose of 2 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID589881Cytostatic activity against human HeLa cells in presence of 20 uM 2'-deoxyuridine2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID105087In vitro antitumor activity in MOLT-3 cell lines1996Journal of medicinal chemistry, Apr-12, Volume: 39, Issue:8
6-Substituted and 5,6-disubstituted derivatives of uridine: stereoselective synthesis, interaction with uridine phosphorylase, and in vitro antitumor activity.
AID98552Concentration required for the 50% inhibition of growth of L1210 mouse leukemia cells in culture1982Journal of medicinal chemistry, Aug, Volume: 25, Issue:8
Synthesis and biological activity of 5'-substituted 5-fluoropyrimidine nucleosides.
AID128083Antitumor activity was determined for average 7-day weight change against P-388 leukemia in mice at a dose of 2 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID393530Cytotoxicity against human CCD-967 cells up to 50 uM after 3 days by WST1 assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents.
AID589880Cytostatic activity against human HeLa cells in presence of 20 uM thymidine2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID124967Weight loss of mice on the day of death when a dose of 100 mkdx5 was administered intraperitoneally1989Journal of medicinal chemistry, Apr, Volume: 32, Issue:4
2'-Fluorinated isonucleosides. 1. Synthesis and biological activity of some methyl 2'-deoxy-2'-fluoro-2'-pyrimidinyl-D-arabinopyranosides.
AID589986Antiviral activity against Punta Toro virus infected in Vero cells assessed as inhibition of virus-induced cytopathic effect2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID589865Antiviral activity against Herpes simplex virus type-2 infected in HEL cells assessed as inhibition of virus-induced cytopathic effect2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID128256Antitumor activity was determined for average weight on day 1 against P-388 leukemia in mice at a dose of 8 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID136496Antitumor activity was determined for survival range of mice against P-388 leukemia in mice at a dose of 2 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID681616TP_TRANSPORTER: drug resistance in MDR1-expressing MCF7 cells2003Pharmaceutical research, Jan, Volume: 20, Issue:1
Enhanced drug-induced apoptosis associated with P-glycoprotein overexpression is specific to antimicrotubule agents.
AID589866Antiviral activity against Herpes simplex virus type-1 infected in HEL cells assessed as inhibition of virus-induced cytopathic effect2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID589877Cytostatic activity against mouse L1210 cells in presence of 20 uM 2'-deoxyuridine2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID96642Cytostatic activity against proliferation of L1210/0 cells (murine leukemia L1210 cells)1986Journal of medicinal chemistry, Apr, Volume: 29, Issue:4
Synthesis, structure, and antitumor and antiviral activities of a series of 5-halouridine cyclic 3',5'-monophosphates.
AID589864Antiviral activity against Vaccinia virus infected in HEL cells assessed as inhibition of virus-induced cytopathic effect2011European journal of medicinal chemistry, Apr, Volume: 46, Issue:4
Synthesis and biological evaluation of unsaturated keto and exomethylene D-arabinopyranonucleoside analogs: novel 5-fluorouracil analogs that target thymidylate synthase.
AID393536Antitumor activity against human PC3 cells up to 50 uM after 3 days by WST1 assay2009Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6
Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents.
AID22588Catalytical constant (Vmax) was evaluated1996Journal of medicinal chemistry, Apr-12, Volume: 39, Issue:8
6-Substituted and 5,6-disubstituted derivatives of uridine: stereoselective synthesis, interaction with uridine phosphorylase, and in vitro antitumor activity.
AID128249Antitumor activity was determined for average weight on day 1 against P-388 leukemia in mice at a dose of 4 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID136342Antitumor activity was determined for median survival of mice against P-388 leukemia in mice at a dose of 2 mg/kg1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs.
AID718193Competitive inhibition of bovine pancreatic RNase A type 12-A assessed as degradation of yeast tRNA preincubated for 10 mins before addition of the enzyme by double reciprocal plot analysis2012Bioorganic & medicinal chemistry, Dec-15, Volume: 20, Issue:24
Triazole pyrimidine nucleosides as inhibitors of Ribonuclease A. Synthesis, biochemical, and structural evaluation.
AID155541IIn vitro antitumor activity in PHA-Ly cell lines1996Journal of medicinal chemistry, Apr-12, Volume: 39, Issue:8
6-Substituted and 5,6-disubstituted derivatives of uridine: stereoselective synthesis, interaction with uridine phosphorylase, and in vitro antitumor activity.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB2014eLife, Jul-31, Volume: 3Structural basis of nucleoside and nucleoside drug selectivity by concentrative nucleoside transporters.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (231)

TimeframeStudies, This Drug (%)All Drugs %
pre-199093 (40.26)18.7374
1990's60 (25.97)18.2507
2000's37 (16.02)29.6817
2010's35 (15.15)24.3611
2020's6 (2.60)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.07

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index28.07 (24.57)
Research Supply Index5.49 (2.92)
Research Growth Index4.41 (4.65)
Search Engine Demand Index33.89 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.07)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials3 (1.26%)5.53%
Reviews4 (1.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other232 (97.07%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]