Page last updated: 2024-12-06

2',3'-dideoxy-2',3'-didehydro-2'-fluorocytidine

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

Description

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

Cross-References

ID SourceID
PubMed CID72267
CHEMBL ID366193
SCHEMBL ID10410557
MeSH IDM0179029

Synonyms (12)

Synonym
1-(2,3-dideoxy-2-fluoro-.beta.-d-glycero-pent-2-eno-furanosyl)cytosine
2'-fd4c
d-2'-fd4cl .beta.-d-fd4c
122757-53-3
4-amino-1-[(2r,5s)-3-fluoro-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]pyrimidin-2-one
cytidine, 2',3'-didehydro-2',3'-dideoxy-2'-fluoro-
CHEMBL366193
2',3'-dideoxy-2',3'-didehydro-2'-fluorocytidine
2,3-ddfc
SCHEMBL10410557
DTXSID30924265
1-[3-fluoro-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-4-imino-1,4-dihydropyrimidin-2-ol
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Reverse transcriptase/RNaseH Human immunodeficiency virus 1EC90 (µMol)4.90001.80004.90008.0000AID200011; AID200012
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID81089Anti-HIV activity was determined2002Journal of medicinal chemistry, Mar-14, Volume: 45, Issue:6
Structure-activity relationships of 2'-fluoro-2',3'-unsaturated D-nucleosides as anti-HIV-1 agents.
AID47305Cytotoxicity against CEM cells2002Journal of medicinal chemistry, Mar-14, Volume: 45, Issue:6
Structure-activity relationships of 2'-fluoro-2',3'-unsaturated D-nucleosides as anti-HIV-1 agents.
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.
AID217728Cytotoxicity against Vero cells was determined.2002Journal of medicinal chemistry, Mar-14, Volume: 45, Issue:6
Structure-activity relationships of 2'-fluoro-2',3'-unsaturated D-nucleosides as anti-HIV-1 agents.
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.
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).
AID246171In vitro effective concentration against HIV-1 in human peripheral blood mononuclear cells2005Journal of medicinal chemistry, Jun-02, Volume: 48, Issue:11
Synthesis, antiviral activity, and mechanism of drug resistance of D- and L-2',3'-didehydro-2',3'-dideoxy-2'-fluorocarbocyclic nucleosides.
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).
AID24340t1/2 (half life) period was determined; No decomposition observed up to 7 days2004Journal of medicinal chemistry, Jun-17, Volume: 47, Issue:13
Synthesis, structure-activity relationships, and drug resistance of beta-d-3'-fluoro-2',3'-unsaturated nucleosides as anti-HIV Agents.
AID200011In vitro antiviral activity against HIV-1 Reverse transcriptase M184V mutant2003Bioorganic & medicinal chemistry letters, Jun-16, Volume: 13, Issue:12
The role of 2',3'-unsaturation on the antiviral activity of anti-HIV nucleosides against 3TC-resistant mutant (M184V).
AID154939Toxicity against human peripheral blood mononuclear (PBM) cells2002Journal of medicinal chemistry, Mar-14, Volume: 45, Issue:6
Structure-activity relationships of 2'-fluoro-2',3'-unsaturated D-nucleosides as anti-HIV-1 agents.
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).
AID199981Inhibition of HIV-1 reverse transcriptase; + = active1994Journal of medicinal chemistry, Aug-05, Volume: 37, Issue:16
HIV-1 reverse transcriptase inhibitor design using artificial neural networks.
AID200144Ratio for inhibition of HIV-1 RT to that of type and HIV-1 RT M184V mutant was determined2003Bioorganic & medicinal chemistry letters, Jun-16, Volume: 13, Issue:12
The role of 2',3'-unsaturation on the antiviral activity of anti-HIV nucleosides against 3TC-resistant mutant (M184V).
AID47621Antiviral test was performed against HIV (LAV strain) on CEM cells using 30 tissue culture infectious units. T1990Journal of medicinal chemistry, Aug, Volume: 33, Issue:8
Synthesis and anti-HIV activity of several 2'-fluoro-containing pyrimidine nucleosides.
AID246159In vitro effective concentration against HBV in human peripheral blood mononuclear cells2005Journal of medicinal chemistry, Jun-02, Volume: 48, Issue:11
Synthesis, antiviral activity, and mechanism of drug resistance of D- and L-2',3'-didehydro-2',3'-dideoxy-2'-fluorocarbocyclic nucleosides.
AID200012In vitro antiviral activity against HIV-1 Reverse transcriptase wild type2003Bioorganic & medicinal chemistry letters, Jun-16, Volume: 13, Issue:12
The role of 2',3'-unsaturation on the antiviral activity of anti-HIV nucleosides against 3TC-resistant mutant (M184V).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (42.86)18.2507
2000's4 (57.14)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.34

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.34 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.42 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.34)

All Compounds (24.57)

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]