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.'
ID Source | ID |
---|---|
PubMed CID | 9427 |
CHEMBL ID | 54918 |
CHEBI ID | 40154 |
SCHEMBL ID | 53091 |
MeSH ID | M0042354 |
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 |
Excerpt | Reference | Relevance |
---|---|---|
" 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 |
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.
Excerpt | Reference | Relevance |
---|---|---|
" 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 |
Excerpt | Relevance | Reference |
---|---|---|
" 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 |
Role | Description |
---|---|
mutagen | An 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] |
Class | Description |
---|---|
uridines | |
organofluorine compound | An 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 | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
ATAD5 protein, partial | Homo sapiens (human) | Potency | 7.1651 | 0.0041 | 10.8903 | 31.5287 | AID624252; AID686934; AID720565 |
TDP1 protein | Homo sapiens (human) | Potency | 0.0978 | 0.0008 | 11.3822 | 44.6684 | AID686978; AID686979 |
Smad3 | Homo sapiens (human) | Potency | 35.4813 | 0.0052 | 7.8098 | 29.0929 | AID588855 |
67.9K protein | Vaccinia virus | Potency | 1.5587 | 0.0001 | 8.4406 | 100.0000 | AID720579; AID720580 |
hemoglobin subunit beta | Homo sapiens (human) | Potency | 3.9811 | 0.3162 | 9.0861 | 31.6228 | AID1405 |
cellular tumor antigen p53 isoform a | Homo sapiens (human) | Potency | 25.1189 | 0.3162 | 12.4435 | 31.6228 | AID902 |
DNA dC->dU-editing enzyme APOBEC-3G isoform 1 | Homo sapiens (human) | Potency | 2.2387 | 0.0580 | 10.6949 | 26.6086 | AID602310 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Thymidylate kinase | Mycobacterium tuberculosis H37Rv | Ki | 521.0000 | 4.5000 | 8.5000 | 10.0000 | AID210904 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID124969 | Weight loss of mice on the day of death when a dose of 50 mkdx5 was administered intraperitoneally | 1989 | Journal 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. |
AID99611 | In vitro inhibitory growth activity against L1210 leukemic cells by incubating 5 x 10E4 cells/mL for 48 hour in 2 mL of media. | 1989 | Journal 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. |
AID128230 | Antitumor activity was determined for average 7-day weight change against P-388 leukemia in mice at a dose of 8 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID393526 | Antitumor activity against human MCF7 cells up to 50 uM after 3 days by WST1 assay | 2009 | Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6 | Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents. |
AID71905 | The percentage of increase in life span was determined | 1990 | Journal 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. |
AID96643 | Cytostatic activity against proliferation of L1210/BdU cells (deoxythymidine kinase deficient L1210 cells) | 1986 | Journal 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. |
AID138862 | Antitumor activity was determined for 7-day average percent weight change against P-388 leukemia in mice at a dose of 4 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID96153 | In vitro antitumor activity in K-562 cell lines | 1996 | Journal 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. |
AID138870 | Antitumor activity was determined for 7-day average percent weight change against P-388 leukemia in mice at a dose of 8 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID138748 | Antitumor activity was determined for 7-day average percent weight change against P-388 leukemia in mice at a dose of 2 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID589769 | Antiviral activity against Human parainfluenza virus 3 infected in Vero cells assessed as inhibition of virus-induced cytopathic effect | 2011 | European 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. |
AID589883 | Cytostatic activity against human HeLa cells in presence of 500 uM uracil | 2011 | European 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. |
AID589879 | Cytostatic activity against mouse L1210 cells in presence of 500 uM uracil | 2011 | European 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. |
AID589991 | Antiviral activity against Human coxsackievirus B4 infected in HeLa cells assessed as inhibition of virus-induced cytopathic effect | 2011 | European 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. |
AID1132731 | Antitumor activity against mouse S180 cells allografted in mouse assessed as tumor growth inhibition at 5 mg/kg, ip qd for 8 days | 1977 | Journal 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. |
AID128243 | Antitumor activity was determined for average weight on day 1 against P-388 leukemia in mice at a dose of 2 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID99619 | Inhibition of incorporation of [3H]deoxyuridine in L1210 cells at 1*10e-9 M compound concentration | 1989 | Journal 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. |
AID124968 | Weight loss of mice on the day of death when a dose of 200 mkdx5 was administered intraperitoneally | 1989 | Journal 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. |
AID589987 | Antiviral activity against Vesicular stomatitis virus infected in HeLa cells assessed as inhibition of virus-induced cytopathic effect | 2011 | European 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. |
AID20060 | Catalytical constant (app Km)of the compound was evaluated at pH 6 | 1996 | Journal 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. |
AID136481 | Antitumor activity was determined for median survival of mice against P-388 leukemia in mice at a dose of 4 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID589872 | Cytostatic activity against mouse L1210 cells after 2 days by coulter counting analysis | 2011 | European 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. |
AID136514 | Antitumor activity was determined for survival range of mice against P-388 leukemia in mice at a dose of 8 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID589878 | Cytostatic activity against mouse L1210 cells in presence of 500 uM uridine | 2011 | European 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. |
AID132204 | Percent increase in life span against P-388 leukemia in mice was determined at a dose of 4 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID94392 | Evaluated for median survival time against Kreb II murine sarcoma cells in female Swiss/OF1 mice after ip administration of 80 uM/kg per day | 1990 | Journal 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. |
AID19934 | Efficacy was determined as ratio of Vmax to that of Km | 1996 | Journal 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. |
AID393532 | Antitumor activity against human Hs 578T cells up to 50 uM after 3 days by WST1 assay | 2009 | Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6 | Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents. |
AID393527 | Antitumor activity against human MDA468 cells up to 50 uM after 3 days by WST1 assay | 2009 | Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6 | Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents. |
AID43697 | Concentration required for the 50% inhibition of growth of CCRF-CEM human leukemia cells in culture | 1982 | Journal of medicinal chemistry, Aug, Volume: 25, Issue:8 | Synthesis and biological activity of 5'-substituted 5-fluoropyrimidine nucleosides. |
AID165908 | Cytostatic activity against proliferation of Raji/0 cells (human lymphoblast Raji cells) | 1986 | Journal 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. |
AID393538 | Antitumor activity against human SNB19 cells up to 50 uM after 3 days by WST1 assay | 2009 | Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6 | Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents. |
AID589876 | Cytostatic activity against mouse L1210 cells in presence of 20 uM thymidine | 2011 | European 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. |
AID589768 | Antiviral activity against Reovirus 1 infected in Vero cells assessed as inhibition of virus-induced cytopathic effect | 2011 | European 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. |
AID128222 | Antitumor activity was determined for average 7-day weight change against P-388 leukemia in mice at a dose of 4 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID589990 | Antiviral activity against Human coxsackievirus B4 infected in Vero cells assessed as inhibition of virus-induced cytopathic effect | 2011 | European 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. |
AID136503 | Antitumor activity was determined for survival range of mice against P-388 leukemia in mice at a dose of 4 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID99615 | Increase in inhibitory activity against L1210 cells in cultures, by addition of 1*10e-5 M exogenous thymidine to cultures | 1989 | Journal 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. |
AID116987 | Percent increase in lifespan of mice after L1210 leukemic tumor cell inoculation at a dose of 5 mkdx3 was administered intraperitoneally | 1989 | Journal 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. |
AID136488 | Antitumor activity was determined for median survival of mice against P-388 leukemia in mice at a dose of 8 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID91371 | In vitro antitumor activity in IM-9 cell lines | 1996 | Journal 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. |
AID165909 | Cytostatic activity against proliferation of Raji/TK cells (deoxythymidine kinase deficient Raji cells) | 1986 | Journal 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. |
AID132211 | Percent increase in life span against P-388 leukemia in mice was determined at a dose of 8 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID589988 | Antiviral activity against Respiratory syncytial virus infected in HeLa cells assessed as inhibition of virus-induced cytopathic effect | 2011 | European 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. |
AID589873 | Cytostatic activity against mouse FM3A cells after 2 days by coulter counting analysis | 2011 | European 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. |
AID99612 | Inhibition of L1210 leukemic cell growth in mice 1 hr after exposure to 5*10e-8 M of compound | 1989 | Journal 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. |
AID25344 | Catalytical constant was evaluated | 1996 | Journal 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. |
AID214063 | In vitro antitumor activity in U-937 cell lines | 1996 | Journal 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. |
AID589882 | Cytostatic activity against human HeLa cells in presence of 500 uM uridine | 2011 | European 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. |
AID98673 | Evaluated for cytotoxicity against L1210 mouse leukemia cells | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID116986 | Percent increase in lifespan of mice after L1210 leukemic tumor cell inoculation at a dose of 25 mkdx3 was administered intraperitoneally | 1989 | Journal 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. |
AID393534 | Antitumor activity against human T47D cells up to 50 uM after 3 days by WST1 assay | 2009 | Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6 | Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents. |
AID210904 | Inhibitory activity against thymidine monophosphate kinase (TMPK) in Mycobacterium tuberculosis | 2003 | Bioorganic & medicinal chemistry letters, Sep-15, Volume: 13, Issue:18 | Thymidine and thymidine-5'-O-monophosphate analogues as inhibitors of Mycobacterium tuberculosis thymidylate kinase. |
AID589989 | Antiviral activity against Sindbis virus infected in Vero cells assessed as inhibition of virus-induced cytopathic effect | 2011 | European 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. |
AID589863 | Antiviral activity against Vesicular stomatitis virus infected in HEL cells assessed as inhibition of virus-induced cytopathic effect | 2011 | European 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. |
AID132197 | Percent increase in life span against P-388 leukemia in mice was determined at a dose of 2 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID589881 | Cytostatic activity against human HeLa cells in presence of 20 uM 2'-deoxyuridine | 2011 | European 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. |
AID105087 | In vitro antitumor activity in MOLT-3 cell lines | 1996 | Journal 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. |
AID98552 | Concentration required for the 50% inhibition of growth of L1210 mouse leukemia cells in culture | 1982 | Journal of medicinal chemistry, Aug, Volume: 25, Issue:8 | Synthesis and biological activity of 5'-substituted 5-fluoropyrimidine nucleosides. |
AID128083 | Antitumor activity was determined for average 7-day weight change against P-388 leukemia in mice at a dose of 2 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID393530 | Cytotoxicity against human CCD-967 cells up to 50 uM after 3 days by WST1 assay | 2009 | Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6 | Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents. |
AID589880 | Cytostatic activity against human HeLa cells in presence of 20 uM thymidine | 2011 | European 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. |
AID124967 | Weight loss of mice on the day of death when a dose of 100 mkdx5 was administered intraperitoneally | 1989 | Journal 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. |
AID589986 | Antiviral activity against Punta Toro virus infected in Vero cells assessed as inhibition of virus-induced cytopathic effect | 2011 | European 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. |
AID589865 | Antiviral activity against Herpes simplex virus type-2 infected in HEL cells assessed as inhibition of virus-induced cytopathic effect | 2011 | European 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. |
AID128256 | Antitumor activity was determined for average weight on day 1 against P-388 leukemia in mice at a dose of 8 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID136496 | Antitumor activity was determined for survival range of mice against P-388 leukemia in mice at a dose of 2 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID681616 | TP_TRANSPORTER: drug resistance in MDR1-expressing MCF7 cells | 2003 | Pharmaceutical research, Jan, Volume: 20, Issue:1 | Enhanced drug-induced apoptosis associated with P-glycoprotein overexpression is specific to antimicrotubule agents. |
AID589866 | Antiviral activity against Herpes simplex virus type-1 infected in HEL cells assessed as inhibition of virus-induced cytopathic effect | 2011 | European 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. |
AID589877 | Cytostatic activity against mouse L1210 cells in presence of 20 uM 2'-deoxyuridine | 2011 | European 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. |
AID96642 | Cytostatic activity against proliferation of L1210/0 cells (murine leukemia L1210 cells) | 1986 | Journal 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. |
AID589864 | Antiviral activity against Vaccinia virus infected in HEL cells assessed as inhibition of virus-induced cytopathic effect | 2011 | European 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. |
AID393536 | Antitumor activity against human PC3 cells up to 50 uM after 3 days by WST1 assay | 2009 | Journal of medicinal chemistry, Mar-26, Volume: 52, Issue:6 | Structure-activity relationships of orotidine-5'-monophosphate decarboxylase inhibitors as anticancer agents. |
AID22588 | Catalytical constant (Vmax) was evaluated | 1996 | Journal 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. |
AID128249 | Antitumor activity was determined for average weight on day 1 against P-388 leukemia in mice at a dose of 4 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID136342 | Antitumor activity was determined for median survival of mice against P-388 leukemia in mice at a dose of 2 mg/kg | 1982 | Journal of medicinal chemistry, Sep, Volume: 25, Issue:9 | Synthesis and in vivo antitumor activity of potential 5-fluorouracil prodrugs. |
AID718193 | Competitive 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 analysis | 2012 | Bioorganic & medicinal chemistry, Dec-15, Volume: 20, Issue:24 | Triazole pyrimidine nucleosides as inhibitors of Ribonuclease A. Synthesis, biochemical, and structural evaluation. |
AID155541 | IIn vitro antitumor activity in PHA-Ly cell lines | 1996 | Journal 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. |
AID977611 | Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB | 2014 | eLife, Jul-31, Volume: 3 | Structural 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] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 93 (40.26) | 18.7374 |
1990's | 60 (25.97) | 18.2507 |
2000's | 37 (16.02) | 29.6817 |
2010's | 35 (15.15) | 24.3611 |
2020's | 6 (2.60) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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.
| This Compound (28.07) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 3 (1.26%) | 5.53% |
Reviews | 4 (1.67%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 232 (97.07%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |