Compounds > 3'-deoxy-2',3'-didehydro-2'fluorothymidine
Page last updated: 2024-09-23

3'-deoxy-2',3'-didehydro-2'fluorothymidine

Description

3'-deoxy-2',3'-didehydro-2'fluorothymidine: has antiviral activity against HIV-1; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID72283
CHEMBL ID1256387
SCHEMBL ID12157191
MeSH IDM0179034

Synonyms (13)

Synonym
122757-54-4
2'-fd4t
1-(3-deoxy-2,3-didehydro-2-fluoro-.beta.-d-glycero-2-enopentofuranosyl)thymine
1-[(2r,5s)-3-fluoro-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione
1-[(2r,5s)-3-fluoro-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione
CHEMBL1256387
SCHEMBL12157191
uridine, 2',3'-didehydro-2',3'-dideoxy-2'-fluoro-5-methyl-
3'-deoxy-2',3'-didehydro-2'fluorothymidine
3-ddft
DTXSID90924266
1-[3-fluoro-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-4-hydroxy-5-methylpyrimidin-2(1h)-one
3/'-deoxy-2/',3/'-didehydro-2/'fluorothymidine

Bioassays (20)

Assay IDTitleYearJournalArticle
AID517837Antiviral activity against drug resistant HBV infected in M204I cells assessed as inhibition of viral DNA replication2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and
AID199982Inhibition of HIV-1 reverse transcriptase; - = inactive1994Journal of medicinal chemistry, Aug-05, Volume: 37, Issue:16
HIV-1 reverse transcriptase inhibitor design using artificial neural networks.
AID517826Antiviral activity against DHBV infected in duck hepatocytes assessed as inhibition of viral DNA replication at 10 ug/ml2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and
AID232768Selectivity index of IC50 and CD50 of the compound1990Journal of medicinal chemistry, Aug, Volume: 33, Issue:8
Synthesis and antiviral activity of monofluoro and difluoro analogues of pyrimidine deoxyribonucleosides against human immunodeficiency virus (HIV-1).
AID42390Antiviral activity against HIV-1 (RF strain) in C8166 cells1990Journal of medicinal chemistry, Aug, Volume: 33, Issue:8
Synthesis and antiviral activity of monofluoro and difluoro analogues of pyrimidine deoxyribonucleosides against human immunodeficiency virus (HIV-1).
AID517842Cytotoxicity against HuH7 cells2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and
AID517831Antiviral activity against HBV assessed as inhibition of viral DNA replication2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and
AID517840Antiviral activity against drug resistant HBV infected in M204I cells assessed as inhibition of viral DNA replication at 1 ug/mL2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and
AID81489Inhibition of human promyelocytic leukemic cell (HL-60) trypan blue exclusion assay1991Journal of medicinal chemistry, May, Volume: 34, Issue:5
Fluorinated sugar analogues of potential anti-HIV-1 nucleosides.
AID47624Cellular toxicity was measured in CEM cells after 8 days.50 tissue culture infectious doses were used.1990Journal of medicinal chemistry, Aug, Volume: 33, Issue:8
Synthesis and anti-HIV activity of several 2'-fluoro-containing pyrimidine nucleosides.
AID47455Antiviral test was performed against HIV (LAV strain) on CEM cells using 50 tissue culture infectious units.1990Journal of medicinal chemistry, Aug, Volume: 33, Issue:8
Synthesis and anti-HIV activity of several 2'-fluoro-containing pyrimidine nucleosides.
AID517834Antiviral activity against HBV assessed as inhibition of viral DNA replication at 1 ug/mL2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and
AID44815Concentration of compound that inhibits incorporation of radiolabeled amino acids by 50 %1990Journal of medicinal chemistry, Aug, Volume: 33, Issue:8
Synthesis and antiviral activity of monofluoro and difluoro analogues of pyrimidine deoxyribonucleosides against human immunodeficiency virus (HIV-1).
AID517832Antiviral activity against HBV assessed as inhibition of viral DNA replication at 10 ug/mL2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and
AID81488Inhibition of human promyelocytic leukemic cell (HL-60) by XXT-microculture tetrazolium assay1991Journal of medicinal chemistry, May, Volume: 34, Issue:5
Fluorinated sugar analogues of potential anti-HIV-1 nucleosides.
AID78750Anti-HIV activity in H9 cell line; Not active1991Journal of medicinal chemistry, May, Volume: 34, Issue:5
Fluorinated sugar analogues of potential anti-HIV-1 nucleosides.
AID517835Antiviral activity against HBV assessed as inhibition of viral DNA replication at 0.5 ug/mL2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and
AID517827Antiviral activity against DHBV infected in duck hepatocytes assessed as inhibition of viral DNA replication at 1 ug/ml2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and
AID517830Antiviral activity against DHBV infected in duck hepatocytes assessed as inhibition of viral DNA replication2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and
AID517828Antiviral activity against DHBV infected in duck hepatocytes assessed as inhibition of viral DNA replication at 0.05 ug/ml2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Antiviral activity of various 1-(2'-deoxy-β-D-lyxofuranosyl), 1-(2'-fluoro-β-D-xylofuranosyl), 1-(3'-fluoro-β-D-arabinofuranosyl), and 2'-fluoro-2',3'-didehydro-2',3'-dideoxyribose pyrimidine nucleoside analogues against duck hepatitis B virus (DHBV) and
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (80.00)18.2507
2000's0 (0.00)29.6817
2010's1 (20.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
alovudine[no description available]medium20pyrimidine 2',3'-dideoxyribonucleoside
1-(2,3-dideoxy-2-fluoropentofuranosyl)cytosine[no description available]medium40
thymine arabinoside[no description available]medium10N-glycosyl compound
clevudine[no description available]medium10
zalcitabine[no description available]medium30pyrimidine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
zidovudine[no description available]medium30azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
2',3'-dideoxy-2',3'-didehydro-2'-fluorocytidine[no description available]medium30
stavudine[no description available]medium10dihydrofuran;
nucleoside analogue;
organic molecular entity		antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor
dideoxyadenosine[no description available]medium10adenosines;
purine 2',3'-dideoxyribonucleoside		EC 3.5.4.4 (adenosine deaminase) inhibitor;
EC 4.6.1.1 (adenylate cyclase) inhibitor
2',3'-dideoxycytidinene[no description available]medium10
l 693593[no description available]medium10
lodenosine[no description available]medium10
r-82913[no description available]medium10
didanosine[no description available]medium10purine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
EC 2.4.2.1 (purine-nucleoside phosphorylase) inhibitor;
geroprotector;
HIV-1 reverse transcriptase inhibitor
floxuridine[no description available]medium10nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
radiosensitizing agent
idoxuridine[no description available]medium10organoiodine compound;
pyrimidine 2'-deoxyribonucleoside		antiviral drug;
DNA synthesis inhibitor
trifluridine[no description available]medium10nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
EC 2.1.1.45 (thymidylate synthase) inhibitor
2'-deoxyadenosine[no description available]medium10purine 2'-deoxyribonucleoside;
purines 2'-deoxy-D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
lamivudine[no description available]medium10monothioacetal;
nucleoside analogue;
oxacycle;
primary alcohol		allergen;
anti-HBV agent;
antiviral drug;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor;
HIV-1 reverse transcriptase inhibitor;
prodrug
abacavir[no description available]medium102,6-diaminopurinesantiviral drug;
drug allergen;
HIV-1 reverse transcriptase inhibitor
fluorine[no description available]medium10diatomic fluorine;
gas molecular entity		NMR chemical shift reference compound
1-(2,3-dideoxy-2-fluoropentofuranosyl)cytosine[no description available]medium10
ConditionIndicatedRelationship StrengthStudiesTrials
HIV0low10