Compounds > 3'-amino-2',3'-dideoxyuridine
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3'-amino-2',3'-dideoxyuridine

Description

3'-amino-2',3'-dideoxyuridine: structure given in first source; a major metabolite of the antiviral agent, 3'-azido-2',3'-dideoxyuridine [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID122107
CHEMBL ID2021391
MeSH IDM0206368

Synonyms (12)

Synonym
3'-nh2-ddu
3'-amino-2',3'-dideoxyuridine
84472-86-6
uridine, 3'-amino-2',3'-dideoxy-
1-[(2r,4s,5s)-4-amino-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
amddu
1-[(2r,4s,5s)-4-amino-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CHEMBL2021391
DTXSID50233442
mfcd00872044
A855651
1-[(2r,4s,5s)-4-amino-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

Bioassays (26)

Assay IDTitleYearJournalArticle
AID155775Minimum inhibitory concentration against Pasteurella multocida1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID50534Minimum inhibitory concentration against Citrobacter freundii1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID98046In vitro inhibition against replication of L1210 murine cells1983Journal of medicinal chemistry, Dec, Volume: 26, Issue:12
Synthesis and biological activity of various 3'-azido and 3'-amino analogues of 5-substituted pyrimidine deoxyribonucleosides.
AID163407Minimum inhibitory concentration against Proteus vulgaris1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID201396Minimum inhibitory concentration against Salmonella typhi1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID55275In vitro cytotoxicity against human D-38 cells.1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID162881Minimum inhibitory concentration against Proteus mirabilis1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID152642Cytotoxic effect in uninfected human peripheral blood mononuclear (PBM) cells1989Journal of medicinal chemistry, Mar, Volume: 32, Issue:3
Structure-activity relationships of pyrimidine nucleosides as antiviral agents for human immunodeficiency virus type 1 in peripheral blood mononuclear cells.
AID210869Inhibitory activity against thymidine kinase (TK) from L1210 cells1983Journal of medicinal chemistry, Dec, Volume: 26, Issue:12
Synthesis and biological activity of various 3'-azido and 3'-amino analogues of 5-substituted pyrimidine deoxyribonucleosides.
AID94565in vitro cytotoxicity against mouse L cells.1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID69202Minimum inhibitory concentration against Escherichia coli1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID56582Inhibitory activity against deoxycytidine kinase from L1210 cells1983Journal of medicinal chemistry, Dec, Volume: 26, Issue:12
Synthesis and biological activity of various 3'-azido and 3'-amino analogues of 5-substituted pyrimidine deoxyribonucleosides.
AID98520Ability to effect the replication of L1210 cells in vitro1983Journal of medicinal chemistry, Apr, Volume: 26, Issue:4
Synthesis and antineoplastic activity of 3'-azido and 3'-amino analogues of pyrimidine deoxyribonucleoside.
AID97975Compound was tested in vitro for cytotoxicity against L1210 leukemia cells in tumor bearing mice.1986Journal of medicinal chemistry, May, Volume: 29, Issue:5
Antineoplastic activity of 3'-(chloroethyl)nitrosourea analogues of 2'-deoxyuridine and 2'-deoxy-5-fluorouridine.
AID200872Minimum inhibitory concentration against Salmonella Typhimurium1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID201885In vitro inhibition against replication of Sarcoma-80 cells1983Journal of medicinal chemistry, Dec, Volume: 26, Issue:12
Synthesis and biological activity of various 3'-azido and 3'-amino analogues of 5-substituted pyrimidine deoxyribonucleosides.
AID67853Minimum inhibitory concentration against Enterobacter aerogenes1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID199112Ability to effect the replication of S-180 cells in vitro1983Journal of medicinal chemistry, Apr, Volume: 26, Issue:4
Synthesis and antineoplastic activity of 3'-azido and 3'-amino analogues of pyrimidine deoxyribonucleoside.
AID93874Minimum inhibitory concentration against Klebsiella pneumoniae1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID216569Minimum inhibitory concentration against Vibrio cholerae1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID154959Antiviral activity against HIV I strain (LAV) in human peripheral blood mononuclear (PBM) cells1989Journal of medicinal chemistry, Mar, Volume: 32, Issue:3
Structure-activity relationships of pyrimidine nucleosides as antiviral agents for human immunodeficiency virus type 1 in peripheral blood mononuclear cells.
AID207203In vitro minimum inhibitory concentration against Staphylococcus aureus1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID31821In vitro antiviral activity against adeno virus using plaque reduction assay.1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID162934Minimum inhibitory concentration against Pseudomonas aeruginosa1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID203153Minimum inhibitory concentration against Serratia marcescens1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
AID203189Minimum inhibitory concentration against Shigella flexneri1983Journal of medicinal chemistry, Jun, Volume: 26, Issue:6
3'-Amino-2',3'-dideoxyribonucleosides of some pyrimidines: synthesis and biological activities.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (83.33)18.7374
1990's1 (16.67)18.2507
2000's0 (0.00)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]

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%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
stavudine[no description available]medium10dihydrofuran;
nucleoside analogue;
organic molecular entity		antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor
zidovudine[no description available]medium30azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
3'-azido-2',3'-dideoxyuridine[no description available]medium30
3'-azido-2',3'-dideoxy-5-bromouridine[no description available]medium10
3'-azido-2',3'-dideoxy-5-methylcytidine[no description available]medium30
2',3'-dideoxythymidine[no description available]medium10
2',3'-didehydro-2',3'-dideoxyuridine[no description available]medium10
2',3'-dideoxyuridine[no description available]medium10pyrimidine 2',3'-dideoxyribonucleoside
5'-amino-2',5'-dideoxythymidine[no description available]medium10
3'-amino-2',3'-dideoxythymidine[no description available]medium40
3'-azido-2',3'-dideoxycytidine[no description available]medium30
carmustine[no description available]medium10N-nitrosoureas;
organochlorine compound		alkylating agent;
antineoplastic agent
idoxuridine[no description available]medium10organoiodine compound;
pyrimidine 2'-deoxyribonucleoside		antiviral drug;
DNA synthesis inhibitor
deoxyuridine[no description available]medium20pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
3'-amino-2',3'-dideoxycytidine[no description available]medium30
3'-azido-2',3'-dideoxyuridine[no description available]medium10
uridine diphosphate glucuronic acid[no description available]medium10UDP-D-glucuronic acidEscherichia coli metabolite;
human metabolite;
mouse metabolite
zalcitabine[no description available]medium10pyrimidine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
nadp[no description available]medium10
azides[no description available]medium10pseudohalide anionmitochondrial respiratory-chain inhibitor
ConditionIndicatedRelationship StrengthStudiesTrials
Body Weight0low10
Leukemia L 12100low30
Leukemia L12100low30
Sarcoma 1800low10
Sarcoma 180, Crocker0low10

Research Highlights

Dosage (1)

ArticleYear
Antineoplastic activity of 3'-(chloroethyl)nitrosourea analogues of 2'-deoxyuridine and 2'-deoxy-5-fluorouridine.
Journal of medicinal chemistry, Volume: 29, Issue: 5		1986
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]