Compounds > 3'-amino-2',3'-dideoxythymidine
Page last updated: 2024-12-07

3'-amino-2',3'-dideoxythymidine

Cross-References

ID SourceID
PubMed CID108074
CHEMBL ID103356
SCHEMBL ID1415408
MeSH IDM0071572

Synonyms (28)

Synonym
3'-amino-3'-deoxythymidine
nsc620059
ni 2-110-2
thymidine, 3'-amino-3'-deoxy-
3'-deoxy-3'-aminothymidine
whi-02
52450-18-7
1-[(2r,4s,5s)-4-amino-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione
1-((2r,4s,5s)-4-amino-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1h,3h)-dione
1-((2r,5s)-4-amino-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1h-pyrimidine-2,4-dione
bdbm50132294
CHEMBL103356 ,
1-[(2r,4s,5s)-4-amino-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
3'-amino-2',3'-dideoxythymidine
A829093
1-((2r,4s,5s)-4-amino-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1h,3h)-dione;3'-amino-2',3'-dideoxythymidine
unii-7w21m0c25b
7w21m0c25b ,
AKOS015896813
HG1142
ADVCGXWUUOVPPB-XLPZGREQSA-N
3'-amino-3'-deoxy-d-thymidine
SCHEMBL1415408
1-((2r,4s,5s)-4-amino-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1h,3h)-dione
1-(3-amino-2,3-dideoxypentofuranosyl)-4-hydroxy-5-methylpyrimidin-2(1h)-one
DTXSID00966879
Q27268932
CS-W012793

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" At an optimum dosage level of 40 mg/kg, 7 and 8 produced 90% and 60% "cures" (greater than 60-day survivors), respectively."( Antineoplastic activity of 3'-(chloroethyl)nitrosourea analogues of 2'-deoxyuridine and 2'-deoxy-5-fluorouridine.
Brubaker, WF; Lin, TS; Park, S; Prusoff, WH; Wang, ZH, 1986)		0.27
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Thymidine kinase, cytosolic Rattus norvegicus (Norway rat)Ki380.00002.40004.20006.5000AID210886
Thymidylate kinaseMycobacterium tuberculosis H37RvKi230.00004.50008.500010.0000AID210904
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Folylpolyglutamate synthase, mitochondrialHomo sapiens (human)Km6.50000.40004.53447.3000AID260035
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (8)

Processvia Protein(s)Taxonomy
liver developmentFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
nucleobase-containing compound metabolic processFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
glutamate metabolic processFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
one-carbon metabolic processFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
folic acid-containing compound metabolic processFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
animal organ regenerationFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
folic acid metabolic processFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
tetrahydrofolylpolyglutamate biosynthetic processFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
tetrahydrofolylpolyglutamate synthase activityFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
ATP bindingFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
metal ion bindingFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
mitochondrial inner membraneFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
mitochondrial matrixFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
cytosolFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
cytoplasmFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
mitochondrionFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
cytosolFolylpolyglutamate synthase, mitochondrialHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (78)

Assay IDTitleYearJournalArticle
AID1131528Antineoplastic activity against mouse L1210 cells at 25 uM in presence of deoxyadenosine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID210888Affinity towards cytoplasmic Thymidine kinase relative ot TdR.1982Journal of medicinal chemistry, Jun, Volume: 25, Issue:6
Species- or isozyme-specific enzyme inhibitors. 5. Differential effects of thymidine substituents on affinity for rat thymidine kinase isozymes.
AID1131529Antineoplastic activity against mouse L1210 cells at 1 uM in presence of deoxyguanosine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131515Antineoplastic activity against mouse L1210 cells at 0.5 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
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.
AID233146Differential affinity is the ratio between M-TK and C-TK1982Journal of medicinal chemistry, Jun, Volume: 25, Issue:6
Species- or isozyme-specific enzyme inhibitors. 5. Differential effects of thymidine substituents on affinity for rat thymidine kinase isozymes.
AID1131525Antineoplastic activity against mouse L1210 cells at 25 uM in presence of deoxycytidine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID126594Competitive inhibition against rat mitochondrial thymidine kinase1982Journal of medicinal chemistry, Jun, Volume: 25, Issue:6
Species- or isozyme-specific enzyme inhibitors. 5. Differential effects of thymidine substituents on affinity for rat thymidine kinase isozymes.
AID98885Compound was tested for the inhibition of the transport of methionine into L1210 cells at the 10 uM concentration after <20 min1986Journal of medicinal chemistry, May, Volume: 29, Issue:5
Synthesis and biological activity of several amino nucleoside-platinum(II) complexes.
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.
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.
AID1131531Antineoplastic activity against mouse L1210 cells at 25 uM in presence of deoxyguanosine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
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.
AID1131514Antineoplastic activity against mouse L1210 cells at 1 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
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.
AID1131500Antiviral activity against HSV1 at 400 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131508Antineoplastic activity against mouse L1210 cells at 500 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID640476Antimycobacterial activity against Mycobacterium tuberculosis H37Ra assessed as growth inhibition at 0.5 to 100 ug/ml by microplate alamar blue assay2012Bioorganic & medicinal chemistry letters, Jan-15, Volume: 22, Issue:2
Antimycobacterial activities of 5-alkyl (or halo)-3'-substituted pyrimidine nucleoside analogs.
AID1131503Antineoplastic activity against mouse S180 cells at 50 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131536Antineoplastic activity against mouse L1210 cells at 5 uM in presence of cytidine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131533Antineoplastic activity against mouse L1210 cells at 5 uM in presence of uridine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
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.
AID1131510Antineoplastic activity against mouse L1210 cells at 50 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131535Antineoplastic activity against mouse L1210 cells at 1 uM in presence of cytidine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
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.
AID1131530Antineoplastic activity against mouse L1210 cells at 5 uM in presence of deoxyguanosine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131513Antineoplastic activity against mouse L1210 cells at 3 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID260035Binding with human cytosolic FPGS at <= 100 uM2006Journal of medicinal chemistry, Feb-09, Volume: 49, Issue:3
Dual inhibitors of thymidylate synthase and dihydrofolate reductase as antitumor agents: design, synthesis, and biological evaluation of classical and nonclassical pyrrolo[2,3-d]pyrimidine antifolates(1).
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.
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.
AID1131517Antineoplastic activity against mouse L1210 cells at 3 uM in presence of thymidine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID640482Cytotoxicity against human HuH7 cells up to 100 ug/ml by XTT assay2012Bioorganic & medicinal chemistry letters, Jan-15, Volume: 22, Issue:2
Antimycobacterial activities of 5-alkyl (or halo)-3'-substituted pyrimidine nucleoside analogs.
AID1131519Antineoplastic activity against mouse L1210 cells at 27 uM in presence of thymidine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131522Antineoplastic activity against mouse L1210 cells at 25 uM in presence of deoxyuridine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID125177In vitro inhibitory activity against Moloney murine leukemia virus (M-MULV) replication, a mammalian T-lymphotropic retrovirus1987Journal of medicinal chemistry, Feb, Volume: 30, Issue:2
Synthesis and antiviral activity of various 3'-azido, 3'-amino, 2',3'-unsaturated, and 2',3'-dideoxy analogues of pyrimidine deoxyribonucleosides against retroviruses.
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.
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.
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.
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.
AID1131504Antineoplastic activity against mouse S180 cells at 25 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
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.
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.
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.
AID1131512Antineoplastic activity against mouse L1210 cells at 15 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID210886Competitive inhibition against rat cytoplasmic Thymidine kinase1982Journal of medicinal chemistry, Jun, Volume: 25, Issue:6
Species- or isozyme-specific enzyme inhibitors. 5. Differential effects of thymidine substituents on affinity for rat thymidine kinase isozymes.
AID1131520Antineoplastic activity against mouse L1210 cells at 1 uM in presence of deoxyuridine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
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.
AID381860Activity of Escherichia coli thymidine phosphorylase assessed as drug phosphorylation after 1 hr2008Bioorganic & medicinal chemistry, Apr-01, Volume: 16, Issue:7
Kinetic parameters and recognition of thymidine analogues with varying functional groups by thymidine phosphorylase.
AID1131505Antineoplastic activity against mouse S180 cells at 5 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID640484Cytotoxicity against human HuH7 cells up to 100 ug/ml by [3H]thymidine incorporation assay2012Bioorganic & medicinal chemistry letters, Jan-15, Volume: 22, Issue:2
Antimycobacterial activities of 5-alkyl (or halo)-3'-substituted pyrimidine nucleoside analogs.
AID126600Affinity towards mitochondrial thymidine kinase relative to TdR.1982Journal of medicinal chemistry, Jun, Volume: 25, Issue:6
Species- or isozyme-specific enzyme inhibitors. 5. Differential effects of thymidine substituents on affinity for rat thymidine kinase isozymes.
AID1131537Antineoplastic activity against mouse L1210 cells at 25 uM in presence of cytidine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
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.
AID381854Activity of Escherichia coli thymidine phosphorylase assessed as drug phosphorylation after 2 hrs2008Bioorganic & medicinal chemistry, Apr-01, Volume: 16, Issue:7
Kinetic parameters and recognition of thymidine analogues with varying functional groups by thymidine phosphorylase.
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.
AID1131526Antineoplastic activity against mouse L1210 cells at 1 uM in presence of deoxyadenosine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
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.
AID1131534Antineoplastic activity against mouse L1210 cells at 25 uM in presence of uridine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID640329Antimycobacterial activity against Mycobacterium bovis BCG assessed as growth inhibition at 100 ug/ml by microplate alamar blue assay2012Bioorganic & medicinal chemistry letters, Jan-15, Volume: 22, Issue:2
Antimycobacterial activities of 5-alkyl (or halo)-3'-substituted pyrimidine nucleoside analogs.
AID1136938Non-competitive inhibition of Escherichia coli B thymidine kinase using [2-14C]-thymidine as substrate assessed as formation of [14C]-TMP after 10 mins by Lineweaver-Burk double reciprocal plot analysis1979Journal of medicinal chemistry, Dec, Volume: 22, Issue:12
Design of species- or isozyme-specific enzyme inhibitors. 2. Differences between a bacterial and a mammalian thymidine kinase in the effect of thymidine substituents on affinity for the thymidine site.
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.
AID98883Compound was tested for the inhibition of the transport of aminoisobutyric acid into L1210 cells at the 10 uM concentration after <20 min1986Journal of medicinal chemistry, May, Volume: 29, Issue:5
Synthesis and biological activity of several amino nucleoside-platinum(II) complexes.
AID640485Cytotoxicity against human HuH7 cells by [3H]thymidine incorporation assay2012Bioorganic & medicinal chemistry letters, Jan-15, Volume: 22, Issue:2
Antimycobacterial activities of 5-alkyl (or halo)-3'-substituted pyrimidine nucleoside analogs.
AID1131521Antineoplastic activity against mouse L1210 cells at 5 uM in presence of deoxyuridine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131511Antineoplastic activity against mouse L1210 cells at 25 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131527Antineoplastic activity against mouse L1210 cells at 5 uM in presence of deoxyadenosine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID640483Cytotoxicity against human HuH7 cells by XTT assay2012Bioorganic & medicinal chemistry letters, Jan-15, Volume: 22, Issue:2
Antimycobacterial activities of 5-alkyl (or halo)-3'-substituted pyrimidine nucleoside analogs.
AID1131524Antineoplastic activity against mouse L1210 cells at 5 uM in presence of deoxycytidine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131506Antineoplastic activity against mouse S180 cells at 1 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131523Antineoplastic activity against mouse L1210 cells at 1 uM in presence of deoxycytidine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
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.
AID640481Antimycobacterial activity against Mycobacterium avium ATCC 25291 assessed as growth inhibition at 0.5 to 100 ug/ml by microplate alamar blue assay2012Bioorganic & medicinal chemistry letters, Jan-15, Volume: 22, Issue:2
Antimycobacterial activities of 5-alkyl (or halo)-3'-substituted pyrimidine nucleoside analogs.
AID1131518Antineoplastic activity against mouse L1210 cells at 9 uM in presence of thymidine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
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.
AID1131532Antineoplastic activity against mouse L1210 cells at 1 uM in presence of uridine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131509Antineoplastic activity against mouse L1210 cells at 250 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131516Antineoplastic activity against mouse L1210 cells at 1 uM in presence of thymidine relative to compound alone1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
AID1131502Antineoplastic activity against mouse S180 cells at 250 uM1978Journal of medicinal chemistry, Jan, Volume: 21, Issue:1
Synthesis and biological activity of several amino analogues of thymidine.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (69.23)18.7374
1990's0 (0.00)18.2507
2000's3 (23.08)29.6817
2010's1 (7.69)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: 11.45

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 Index11.45 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.09 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.45)

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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
carmustine
Carmustine: A cell-cycle phase nonspecific alkylating antineoplastic agent. It is used in the treatment of brain tumors and various other malignant neoplasms. (From Martindale, The Extra Pharmacopoeia, 30th ed, p462) This substance may reasonably be anticipated to be a carcinogen according to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985). (From Merck Index, 11th ed). carmustine : A member of the class of N-nitrosoureas that is 1,3-bis(2-chloroethyl)urea in which one of the nitrogens is substituted by a nitroso group.		1.9610N-nitrosoureas;
organochlorine compound		alkylating agent;
antineoplastic agent
thymidine
[no description available]		2.4320pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
metabolite;
mouse metabolite
idoxuridine
[no description available]		1.9610organoiodine compound;
pyrimidine 2'-deoxyribonucleoside		antiviral drug;
DNA synthesis inhibitor
uridine
[no description available]		2.6630uridinesdrug metabolite;
fundamental metabolite;
human metabolite
cytidine
[no description available]		1.9610cytidinesEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
cycloserine
Cycloserine: Antibiotic substance produced by Streptomyces garyphalus.. D-cycloserine : A 4-amino-1,2-oxazolidin-3-one that has R configuration. It is an antibiotic produced by Streptomyces garyphalus or S. orchidaceus and is used as part of a multi-drug regimen for the treatment of tuberculosis when resistance to, or toxicity from, primary drugs has developed. An analogue of D-alanine, it interferes with bacterial cell wall synthesis in the cytoplasm by competitive inhibition of L-alanine racemase (which forms D-alanine from L-alanine) and D-alanine--D-alanine ligase (which incorporates D-alanine into the pentapeptide required for peptidoglycan formation and bacterial cell wall synthesis).		2.07104-amino-1,2-oxazolidin-3-one;
organonitrogen heterocyclic antibiotic;
organooxygen heterocyclic antibiotic;
zwitterion		antiinfective agent;
antimetabolite;
antitubercular agent;
metabolite;
NMDA receptor agonist
trifluridine
Trifluridine: An antiviral derivative of THYMIDINE used mainly in the treatment of primary keratoconjunctivitis and recurrent epithelial keratitis due to HERPES SIMPLEX virus. (From Martindale, The Extra Pharmacopoeia, 30th ed, p557). trifluridine : A pyrimidine 2'-deoxyribonucleoside compound having 5-trifluoromethyluracil as the nucleobase. An antiviral drug used mainly in the treatment of primary keratoconjunctivitis and recurrent epithelial keratitis.		2.0110nucleoside analogue;
organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
EC 2.1.1.45 (thymidylate synthase) inhibitor
fluorodeoxyuridylate
Fluorodeoxyuridylate: 5-Fluoro-2'-deoxyuridylate. An inhibitor of thymidylate synthetase. Formed from 5-fluorouracil or 5-fluorodeoxyuridine.		2.0110pyrimidine 2'-deoxyribonucleoside 5'-monophosphate
5-fluorouridine
[no description available]		2.0110organofluorine compound;
uridines		mutagen
thymidine monophosphate
Thymidine Monophosphate: 5-Thymidylic acid. A thymine nucleotide containing one phosphate group esterified to the deoxyribose moiety.. dTMP : The neutral species of thymidine 5'-monophosphate (2'-deoxythymidine 5'-monophosphate).		2.0110thymidine 5'-monophosphatefundamental metabolite
deoxycytidine
[no description available]		2.6630pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
deoxyuridine
[no description available]		2.8840pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
stavudine
Stavudine: A dideoxynucleoside analog that inhibits reverse transcriptase and has in vitro activity against HIV.. stavudine : A nucleoside analogue obtained by formal dehydration across positions 2 and 3 of thymidine. An inhibitor of HIV-1 reverse transcriptase		2.6630dihydrofuran;
nucleoside analogue;
organic molecular entity		antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor
doxifluridine
doxifluridine : A pyrimidine 5'-deoxyribonucleoside that is 5-fluorouridine in which the hydroxy group at the 5' position is replaced by a hydrogen. It is an oral prodrug of the antineoplastic agent 5-fluorouracil. Designed to circumvent the rapid degradation of 5-fluorouracil by dihydropyrimidine dehydrogenase in the gut wall, it is converted into 5-fluorouracil in the presence of pyrimidine nucleoside phosphorylase.		2.0110organofluorine compound;
pyrimidine 5'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
prodrug
zalcitabine
Zalcitabine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by a hydrogen. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication at low concentrations, acting as a chain-terminator of viral DNA by binding to reverse transcriptase. Its principal toxic side effect is axonal degeneration resulting in peripheral neuropathy.. zalcitabine : A pyrimidine 2',3'-dideoxyribonucleoside compound having cytosine as the nucleobase.		1.9710pyrimidine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
alovudine
[no description available]		2.0110pyrimidine 2',3'-dideoxyribonucleoside
zidovudine
Zidovudine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.. zidovudine : A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.		2.8940azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
3'-azido-2',3'-dideoxyuridine
[no description available]		2.6630
2',3'-dideoxycytidinene
2',3'-dideoxycytidinene: 2',3'-unsaturated derivative of 2',3'-dideoxycytidine; potent inhibitor of HTLV-III in vitro; structure given in first source		1.9710
3'-azido-2',3'-dideoxy-5-bromouridine
3'-azido-2',3'-dideoxy-5-bromouridine: a potent, selective inhibitor of HIV replication; a weak competitive inhibitor of thymidylate kinase		2.6830
3'-azido-2',3'-dideoxy-5-methylcytidine
3'-azido-2',3'-dideoxy-5-methylcytidine: inhibits reproduction of AIDS virus in cultured cells		2.6630
thymine arabinoside
thymine arabinoside: selectively inhibits replication of herpes simplex virus		2.0110N-glycosyl compound
ibacitabine
ibacitabine: antiherpetic agent		1.9610pyrimidine 2'-deoxyribonucleoside
methylthymidine
methylthymidine: RN given refers to N-3-methylthymidine		1.9610
2'-deoxyuridylic acid
2'-deoxyuridylic acid: RN given refers to parent cpd		2.0110deoxyuridine phosphate;
pyrimidine 2'-deoxyribonucleoside 5'-monophosphate		Escherichia coli metabolite;
metabolite;
mouse metabolite
2',3'-dideoxythymidine
[no description available]		2.8940
2',3'-didehydro-2',3'-dideoxyuridine
[no description available]		2.3720
2',3'-dideoxyuridine
[no description available]		2.3720pyrimidine 2',3'-dideoxyribonucleoside
5'-amino-2',5'-dideoxythymidine
5'-amino-5'-deoxythymidine: RN given refers to parent cpd		3.3670
3'-azido-3'-deoxythymidine 5'phosphate
3'-azido-3'-deoxythymidine 5'phosphate: inhibits thymidylate kinase		2.0110
edoxudin
[no description available]		2.0110pyrimidine 2'-deoxyribonucleoside
4'-thiothymidine
[no description available]		2.0410
3'-amino-2',3'-dideoxycytidine
[no description available]		2.6530
clarithromycin
Clarithromycin: A semisynthetic macrolide antibiotic derived from ERYTHROMYCIN that is active against a variety of microorganisms. It can inhibit PROTEIN SYNTHESIS in BACTERIA by reversibly binding to the 50S ribosomal subunits. This inhibits the translocation of aminoacyl transfer-RNA and prevents peptide chain elongation.. clarithromycin : The 6-O-methyl ether of erythromycin A, clarithromycin is a macrolide antibiotic used in the treatment of respiratory-tract, skin and soft-tissue infections. It is also used to eradicate Helicobacter pylori in the treatment of peptic ulcer disease. It prevents bacteria from growing by interfering with their protein synthesis.		2.0710macrolide antibioticantibacterial drug;
environmental contaminant;
protein synthesis inhibitor;
xenobiotic
bromodeoxyuridylate
bromodeoxyuridylate: RN given refers to parent cpd		2.0110
5-amino-2'-deoxyuridine
5-amino-2'-deoxyuridine: structure in first source		2.3620
3'-amino-2',3'-dideoxyuridine
3'-amino-2',3'-dideoxyuridine: structure given in first source; a major metabolite of the antiviral agent, 3'-azido-2',3'-dideoxyuridine		2.8840
methotrexate
[no description available]		2.0310dicarboxylic acid;
monocarboxylic acid amide;
pteridines		abortifacient;
antimetabolite;
antineoplastic agent;
antirheumatic drug;
dermatologic drug;
DNA synthesis inhibitor;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
immunosuppressive agent
2'-fluorothymidine
[no description available]		2.0110
n(3)-ethylthymidine
N(3)-ethylthymidine: structure given in first source		1.9510
3'-amino-3'-deoxythymidine 5'-monophosphate
[no description available]		2.0110
5,6-dihydrothymidine
5,6-dihydrothymidine: RN given refers to cpd without isomeric designation. 5,6-dihydrothymidine : A pyrimidine 2'-deoxyribonucleoside having dihydrothymine as the nucleobase.		1.9610pyrimidine 2'-deoxyribonucleosideMycoplasma genitalium metabolite
5-methyldeoxycytidine
[no description available]		1.96102'-deoxycytidine
5-iodo-2'-deoxyuridine 5'-monophosphate
iododeoxyuridylate: RN given refers to parent cpd		2.0110
3'-azido-2',3'-dideoxycytidine
[no description available]		2.6630
5-bromo-2',3'-dideoxyuridine
5-bromo-2',3'-dideoxyuridine: structure given in first source		1.9710
5-cyano-2'-deoxyuridine
5-cyano-2'-deoxyuridine: structure in first source		1.9510
5-(1-propenyl)-2'-deoxyuridine
5-(1-propenyl)-2'-deoxyuridine: has anti-herpes activity; structure in first source		1.9610
4'-thiothymidine
4'-thiothymidine: RN & structure given in first source		2.0410
rifampin
Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)		2.0710cyclic ketal;
hydrazone;
N-iminopiperazine;
N-methylpiperazine;
rifamycins;
semisynthetic derivative;
zwitterion		angiogenesis inhibitor;
antiamoebic agent;
antineoplastic agent;
antitubercular agent;
DNA synthesis inhibitor;
EC 2.7.7.6 (RNA polymerase) inhibitor;
Escherichia coli metabolite;
geroprotector;
leprostatic drug;
neuroprotective agent;
pregnane X receptor agonist;
protein synthesis inhibitor
raltitrexed
[no description available]		2.0310N-acyl-amino acid
pemetrexed
pemetrexed disodium : An organic sodium salt that is the disodium salt of N-{4-[2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamic acid. Inhibits thymidylate synthase (TS), 421 dihydrofolate reductase (DHFR), and glycinamide ribonucleotide formyltransferase (GARFT).		2.0310N-acyl-L-glutamic acid;
pyrrolopyrimidine		antimetabolite;
antineoplastic agent;
EC 1.5.1.3 (dihydrofolate reductase) inhibitor;
EC 2.1.1.45 (thymidylate synthase) inhibitor;
EC 2.1.2.2 (phosphoribosylglycinamide formyltransferase) inhibitor
cb 3717
[no description available]		2.0310N-acyl-L-glutamic acid
ConditionIndicatedRelationship StrengthStudiesTrials
Leukemia L 1210
[description not available]		02.8840
Sarcoma 180
An experimental sarcoma of mice.		02.6530
HIV
Human immunodeficiency virus. A non-taxonomic and historical term referring to any of two species, specifically HIV-1 and/or HIV-2. Prior to 1986, this was called human T-lymphotropic virus type III/lymphadenopathy-associated virus (HTLV-III/LAV). From 1986-1990, it was an official species called HIV. Since 1991, HIV was no longer considered an official species name; the two species were designated HIV-1 and HIV-2.		01.9710
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