Page last updated: 2024-11-06

thymine arabinoside

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Description

Thymine arabinoside (Ara-T) is a synthetic nucleoside analog that has shown significant potential as an antiviral agent. It is structurally similar to thymidine, a natural component of DNA, but with an arabinose sugar moiety instead of the deoxyribose sugar. This structural difference prevents Ara-T from being incorporated into DNA, while it effectively inhibits the viral DNA polymerase. This mechanism of action, specifically blocking viral DNA synthesis, makes Ara-T an effective treatment for Herpes simplex virus (HSV) infections, especially in cases where acyclovir resistance has developed. The drug has demonstrated efficacy in treating HSV keratitis and other ocular infections. Research on Ara-T focuses on optimizing its therapeutic application, including exploring its potential as a topical antiviral agent for HSV infections and its use in combination therapies with other antivirals to enhance effectiveness. The development of novel Ara-T prodrugs to improve its pharmacokinetic profile is another area of active research.'

thymine arabinoside: selectively inhibits replication of herpes simplex virus [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID65049
CHEMBL ID103283
CHEBI ID80699
SCHEMBL ID1619684
MeSH IDM0055266

Synonyms (45)

Synonym
1-.beta.-d-arabinofuranosylthymine
spongothymidine
nsc-68929
spongothymidin
thymine, 1-.beta.-d-arabinofuranosyl-
thymine, 1-.beta.-d-arabinofuranoside
605-23-2
1-[(2r,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione
2,4(1h,3h)-pyrimidinedione, 1-.beta.-d-arabinofuranosyl-5-methyl-
arabinosylthymine
thymine arabinoside
ara-t
einecs 210-083-7
thymine, 1-beta-d-arabinofuranosyl- (van)
nsc 68929
2,4(1h,3h)-pyrimidinedione, 1-beta-d-arabinofuranosyl-5-methyl-
thymine, 1-beta-d-arabinofuranosyl-
1-beta-d-arabinofuranosyl-5-methyl-(1h,3h)-pyrimidine-2,4-dione
brn 0090166
1-beta-d-arabinofuranosylthymine
bdbm50132291
1-((2r,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1h,3h)-dione
1-(beta-d-arabinofuranosyl)thymine
1-((2r,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1h,3h)-dione
1-((2r,3s,5r)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1h-pyrimidine-2,4-dione
1-[(2r,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
CHEMBL103283 ,
chebi:80699 ,
unii-ns9u4beg7y
ns9u4beg7y ,
4-24-00-01308 (beilstein handbook reference)
SCHEMBL1619684
1-.beta.-d arabinofuranosylthymine
5-methylarabinosyluracil
mfcd00065474
thymine-beta-d -arabinofuranoside
thymine-b-d-arabinofuranoside
Q27149733
1-beta-d-arabinofuranosylthymine, arat
thymine 1- beta -d-arabinofuranoside
1-beta-d-arabinofuranosyl-5-methyl-2,4(1h,3h)-pyrimidinedione
DTXSID201194189
1-[(2r,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
1--d-arabinofuranosyl-5-methyl-2,4(1h,3h)-pyrimidinedione
F89223

Research Excerpts

Compound-Compound Interactions

ExcerptReferenceRelevance
" The cytotoxicity and bystander effects of Dm‑dNK combined with cytotoxic nucleoside analogs were both observed in Dm‑dNK+ keloid fibroblasts."( Efficacy of lentivirus‑mediated Drosophila melanogaster deoxyribonucleoside kinase combined with (E)‑5‑(2‑bromovinyl)‑2'‑deoxyuridine or 1‑β‑D‑arabinofuranosylthymine therapy in human keloid fibroblasts.
Gu, M; Jiang, H; Sun, Y; Zheng, X, 2018
)
0.48
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
N-glycosyl compoundA glycosyl compound arising formally from the elimination of water from a glycosidic hydroxy group and an H atom bound to a nitrogen atom, thus creating a C-N 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 Targets (7)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Thymidine kinase, cytosolicHomo sapiens (human)IC50 (µMol)1,000.00000.01601.21053.0000AID210895; AID306718
Thymidine kinaseHuman alphaherpesvirus 1 strain SC16IC50 (µMol)24.00000.10001.84917.9433AID210531
Thymidine kinaseHuman herpesvirus 3 strain DumasIC50 (µMol)17.00003.20003.20003.2000AID210892; AID306722
Thymidylate kinaseMycobacterium tuberculosis H37RvKi238.00004.50008.500010.0000AID210904
Thymidine kinaseHuman alphaherpesvirus 1 (Herpes simplex virus type 1)IC50 (µMol)24.00000.15004.81679.0000AID306720
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (10)

Processvia Protein(s)Taxonomy
nucleobase-containing compound metabolic processThymidine kinase 2, mitochondrialHomo sapiens (human)
deoxyribonucleoside monophosphate biosynthetic processThymidine kinase 2, mitochondrialHomo sapiens (human)
nucleotide biosynthetic processThymidine kinase 2, mitochondrialHomo sapiens (human)
pyrimidine nucleoside salvageThymidine kinase 2, mitochondrialHomo sapiens (human)
deoxycytidine metabolic processThymidine kinase 2, mitochondrialHomo sapiens (human)
thymidine metabolic processThymidine kinase 2, mitochondrialHomo sapiens (human)
DNA biosynthetic processThymidine kinase 2, mitochondrialHomo sapiens (human)
nucleobase-containing compound metabolic processThymidine kinase, cytosolicHomo sapiens (human)
deoxyribonucleoside monophosphate biosynthetic processThymidine kinase, cytosolicHomo sapiens (human)
thymidine metabolic processThymidine kinase, cytosolicHomo sapiens (human)
thymidine biosynthetic processThymidine kinase, cytosolicHomo sapiens (human)
protein homotetramerizationThymidine kinase, cytosolicHomo sapiens (human)
DNA synthesis involved in mitotic DNA replicationThymidine kinase, cytosolicHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
deoxycytidine kinase activityThymidine kinase 2, mitochondrialHomo sapiens (human)
thymidine kinase activityThymidine kinase 2, mitochondrialHomo sapiens (human)
ATP bindingThymidine kinase 2, mitochondrialHomo sapiens (human)
nucleoside kinase activityThymidine kinase 2, mitochondrialHomo sapiens (human)
deoxynucleoside kinase activityThymidine kinase 2, mitochondrialHomo sapiens (human)
thymidine kinase activityThymidine kinase, cytosolicHomo sapiens (human)
protein bindingThymidine kinase, cytosolicHomo sapiens (human)
ATP bindingThymidine kinase, cytosolicHomo sapiens (human)
zinc ion bindingThymidine kinase, cytosolicHomo sapiens (human)
identical protein bindingThymidine kinase, cytosolicHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
mitochondrionThymidine kinase 2, mitochondrialHomo sapiens (human)
mitochondrial matrixThymidine kinase 2, mitochondrialHomo sapiens (human)
cytoplasmThymidine kinase 2, mitochondrialHomo sapiens (human)
nucleusThymidine kinase, cytosolicHomo sapiens (human)
cytosolThymidine kinase, cytosolicHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (67)

Assay IDTitleYearJournalArticle
AID210892Inhibitory concentration against Varicella- zoster virus thymidine kinase(VZV TK)2001Bioorganic & medicinal chemistry letters, May-21, Volume: 11, Issue:10
Design, synthesis and enzymatic activity of highly selective human mitochondrial thymidine kinase inhibitors.
AID1225472Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated nitric oxide production up to 30 ug/ml after 24 hrs by Colorimetry based Griess assay2015Journal of natural products, Mar-27, Volume: 78, Issue:3
Spongosine production by a Vibrio harveyi strain associated with the sponge Tectitethya crypta.
AID306721Inhibition of Drosophila melanogaster dNK assessed as [methyl-3H]dThd phosphorylation2007Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8
Novel selective human mitochondrial kinase inhibitors: design, synthesis and enzymatic activity.
AID1123152Antiviral activity against HSV1 2931 infected in African green monkey Vero cells assessed as inhibition of virus replication at 0.01 ug/ml after 24 hrs relative to control1979Journal of medicinal chemistry, Jan, Volume: 22, Issue:1
Nucleosides. 110. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides.
AID210721Antiviral activity against thymidine kinase from Herpes simplex virus type-2 (333 Strain) infected HeLa (Bu-25-TK-) cells at 500 uM concentration1993Journal of medicinal chemistry, Feb-05, Volume: 36, Issue:3
Syntheses and biological evaluations of 3'-deoxy-3'-C-branched-chain-substituted nucleosides.
AID1123325Antimetabolic activity against primary rabbit kidney cells assessed as inhibition of [methyl-3H]dThd incorporation into DNA after 16 hrs1979Journal of medicinal chemistry, Jun, Volume: 22, Issue:6
Synthesis and antiviral activities of arabinofuranosyl-5-ethylpyrimidine nucleosides. Selective antiherpes activity of 1-(beta-D-arabinofuranosyl)-5-ethyluracil.
AID1123146Cytotoxicity against mouse P815 cells assessed as growth inhibition after 96 hrs1979Journal of medicinal chemistry, Jan, Volume: 22, Issue:1
Nucleosides. 110. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides.
AID210531Inhibitory concentration against Herpes simplex virus type 1 thymidine kinase(HSV-1 TK)2001Bioorganic & medicinal chemistry letters, May-21, Volume: 11, Issue:10
Design, synthesis and enzymatic activity of highly selective human mitochondrial thymidine kinase inhibitors.
AID81372Minimum concentration not causing a microscopically detectable cytotoxic alteration of normal human embryonic lung fibroblast (HELF) morphology1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Synthesis and biological activities of 4-O-(difluoromethyl)-5-substituted-uracil nucleoside analogues.
AID1136031Cytotoxicity against mouse L1210 cells at 400 uM after 1 day1979Journal of medicinal chemistry, Oct, Volume: 22, Issue:10
Antiviral and antineoplastic activities of pyrimidine arabinosyl nucleosides and their 5'-amino derivatives.
AID1123260Cytotoxicity against human skin fibroblasts assessed as change in cell morphology1979Journal of medicinal chemistry, Mar, Volume: 22, Issue:3
5-Substituted uracil arabinonucleosides as potential antiviral agents.
AID306718Inhibition of human TK1 assessed as [methyl-3H]dThd phosphorylation2007Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8
Novel selective human mitochondrial kinase inhibitors: design, synthesis and enzymatic activity.
AID1123320Antiviral activity against Vaccinia virus infected in human skin fibroblast cells assessed as inhibition of virus-induced cytopathogenicity treated immediately after virus adsorption measured 2 to 3 days after virus infection1979Journal of medicinal chemistry, Jun, Volume: 22, Issue:6
Synthesis and antiviral activities of arabinofuranosyl-5-ethylpyrimidine nucleosides. Selective antiherpes activity of 1-(beta-D-arabinofuranosyl)-5-ethyluracil.
AID1123319Antiviral activity against Vaccinia virus infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity treated immediately after virus adsorption measured 2 to 3 days after virus infection1979Journal of medicinal chemistry, Jun, Volume: 22, Issue:6
Synthesis and antiviral activities of arabinofuranosyl-5-ethylpyrimidine nucleosides. Selective antiherpes activity of 1-(beta-D-arabinofuranosyl)-5-ethyluracil.
AID1123149Antiviral activity against HSV1 2931 infected in African green monkey Vero cells assessed as inhibition of virus replication at 10 ug/ml after 24 hrs relative to control1979Journal of medicinal chemistry, Jan, Volume: 22, Issue:1
Nucleosides. 110. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides.
AID1123326Antimetabolic activity against primary rabbit kidney cells assessed as inhibition of [2-14C]dUrd incorporation into DNA after 16 hrs1979Journal of medicinal chemistry, Jun, Volume: 22, Issue:6
Synthesis and antiviral activities of arabinofuranosyl-5-ethylpyrimidine nucleosides. Selective antiherpes activity of 1-(beta-D-arabinofuranosyl)-5-ethyluracil.
AID409956Inhibition of mouse brain MAOB2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.
AID280941Cytotoxicity against mouse L1210/0 cells after 48 hrs2007Journal of medicinal chemistry, Apr-05, Volume: 50, Issue:7
Probing the anticancer activity of nucleoside analogues: a QSAR model approach using an internally consistent training set.
AID1123259Cytotoxicity against primary rabbit kidney cells assessed as change in cell morphology1979Journal of medicinal chemistry, Mar, Volume: 22, Issue:3
5-Substituted uracil arabinonucleosides as potential antiviral agents.
AID83716Ability to reduce plaque formation of herpes simplex virus type 1 (HSV-1) by 50% in human embryonic lung fibroblast (HELF) cell cultures1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Synthesis and biological activities of 4-O-(difluoromethyl)-5-substituted-uracil nucleoside analogues.
AID306722Inhibition of VZV TK assessed as [methyl-3H]dThd phosphorylation2007Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8
Novel selective human mitochondrial kinase inhibitors: design, synthesis and enzymatic activity.
AID274900Cytotoxicity against human OST TK- cells expressing HSV1 TK2006Journal of medicinal chemistry, Dec-28, Volume: 49, Issue:26
N1-substituted thymine derivatives as mitochondrial thymidine kinase (TK-2) inhibitors.
AID210896Inhibitory concentration against mitochondrial thymidine kinase (TK-2)2001Bioorganic & medicinal chemistry letters, May-21, Volume: 11, Issue:10
Design, synthesis and enzymatic activity of highly selective human mitochondrial thymidine kinase inhibitors.
AID210719Antiviral activity against thymidine kinase activity from K562 mammalian cells at 500 uM concentration1993Journal of medicinal chemistry, Feb-05, Volume: 36, Issue:3
Syntheses and biological evaluations of 3'-deoxy-3'-C-branched-chain-substituted nucleosides.
AID274895Cytotoxicity against human OST TK- cells expressing HSV1 TK in presence of 5 uM 1-[6-(triphenylmethoxy)hexyl]thymine2006Journal of medicinal chemistry, Dec-28, Volume: 49, Issue:26
N1-substituted thymine derivatives as mitochondrial thymidine kinase (TK-2) inhibitors.
AID1123255Antiviral activity against HSV1 KOS infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity1979Journal of medicinal chemistry, Mar, Volume: 22, Issue:3
5-Substituted uracil arabinonucleosides as potential antiviral agents.
AID1136032Antiviral activity against HSV11979Journal of medicinal chemistry, Oct, Volume: 22, Issue:10
Antiviral and antineoplastic activities of pyrimidine arabinosyl nucleosides and their 5'-amino derivatives.
AID90619Ability to reduce plaque formation of human cytomegalovirus (HCMV) by 50% in human embryonic lung fibroblast (HELF) cell cultures1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Synthesis and biological activities of 4-O-(difluoromethyl)-5-substituted-uracil nucleoside analogues.
AID1123150Antiviral activity against HSV1 2931 infected in African green monkey Vero cells assessed as inhibition of virus replication at 100 ug/ml after 24 hrs relative to control1979Journal of medicinal chemistry, Jan, Volume: 22, Issue:1
Nucleosides. 110. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides.
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.
AID274897Cytotoxicity against human OST TK- cells expressing HSV1 TK in presence of 10 uM 1-[6-[1,1-(diphenyl)-1-(4-pyridyl)methoxy]hexyl]thymine2006Journal of medicinal chemistry, Dec-28, Volume: 49, Issue:26
N1-substituted thymine derivatives as mitochondrial thymidine kinase (TK-2) inhibitors.
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.
AID409954Inhibition of mouse brain MAOA2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.
AID1123321Antiviral activity against Herpes simplex virus-1 KOS infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity treated immediately after virus adsorption measured 2 to 3 days after virus infection1979Journal of medicinal chemistry, Jun, Volume: 22, Issue:6
Synthesis and antiviral activities of arabinofuranosyl-5-ethylpyrimidine nucleosides. Selective antiherpes activity of 1-(beta-D-arabinofuranosyl)-5-ethyluracil.
AID85548In vitro cytotoxicity against herpes simplex virus type-1 (HSV-1) HF strain in infected KB cells1988Journal of medicinal chemistry, Jul, Volume: 31, Issue:7
7-Aminoquinolines. A novel class of agents active against herpesviruses.
AID274894Cytotoxicity against human OST TK- cells expressing HSV1 TK in presence of 10 uM 1-[6-(triphenylmethoxy)hexyl]thymine2006Journal of medicinal chemistry, Dec-28, Volume: 49, Issue:26
N1-substituted thymine derivatives as mitochondrial thymidine kinase (TK-2) inhibitors.
AID306719Inhibition of human TK2 assessed as [methyl-3H]dThd phosphorylation2007Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8
Novel selective human mitochondrial kinase inhibitors: design, synthesis and enzymatic activity.
AID1123256Antiviral activity against Vesicular stomatitis virus infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity1979Journal of medicinal chemistry, Mar, Volume: 22, Issue:3
5-Substituted uracil arabinonucleosides as potential antiviral agents.
AID306720Inhibition of HSV1 TK assessed as [methyl-3H]dThd phosphorylation2007Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8
Novel selective human mitochondrial kinase inhibitors: design, synthesis and enzymatic activity.
AID1123153Antiviral activity against HSV1 2931 infected in African green monkey Vero cells assessed as inhibition of virus replication at 0.1 ug/ml after 24 hrs relative to control1979Journal of medicinal chemistry, Jan, Volume: 22, Issue:1
Nucleosides. 110. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides.
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.
AID1123323Antiviral activity against Herpes simplex virus-2 LYONS infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity treated immediately after virus adsorption measured 2 to 3 days after virus infection1979Journal of medicinal chemistry, Jun, Volume: 22, Issue:6
Synthesis and antiviral activities of arabinofuranosyl-5-ethylpyrimidine nucleosides. Selective antiherpes activity of 1-(beta-D-arabinofuranosyl)-5-ethyluracil.
AID56589Inhibitory concentration against Drosophila melanogaster deoxyribonucleoside kinase (Dm-dNK)2001Bioorganic & medicinal chemistry letters, May-21, Volume: 11, Issue:10
Design, synthesis and enzymatic activity of highly selective human mitochondrial thymidine kinase inhibitors.
AID85559Concentration required to reduce the number of viral plaques in vivo cell monolayers of herpes simplex virus type 1.1989Journal of medicinal chemistry, Feb, Volume: 32, Issue:2
Synthesis and antiviral activity of phosphonoacetic and phosphonoformic acid esters of 5-bromo-2'-deoxyuridine and related pyrimidine nucleosides and acyclonucleosides.
AID1123254Antiviral activity against Vaccinia virus infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity1979Journal of medicinal chemistry, Mar, Volume: 22, Issue:3
5-Substituted uracil arabinonucleosides as potential antiviral agents.
AID1123151Cytotoxicity against mouse L5178Y cells assessed as growth inhibition after 96 hrs1979Journal of medicinal chemistry, Jan, Volume: 22, Issue:1
Nucleosides. 110. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides.
AID1136033Inhibition of Herpesvirus 1 pyrimidine 2'-deoxyribonucleoside kinase by double reciprocal plot analysis in presence of thymidine1979Journal of medicinal chemistry, Oct, Volume: 22, Issue:10
Antiviral and antineoplastic activities of pyrimidine arabinosyl nucleosides and their 5'-amino derivatives.
AID210720Antiviral activity against thymidine kinase from Herpes simplex virus type-1 (KOS Strain) infected HeLa (Bu-25-TK-) cells at 500 uM concentration1993Journal of medicinal chemistry, Feb-05, Volume: 36, Issue:3
Syntheses and biological evaluations of 3'-deoxy-3'-C-branched-chain-substituted nucleosides.
AID274896Cytotoxicity against human OST TK- cells expressing HSV1 TK in presence of 2.5 uM 1-[6-(triphenylmethoxy)hexyl]thymine2006Journal of medicinal chemistry, Dec-28, Volume: 49, Issue:26
N1-substituted thymine derivatives as mitochondrial thymidine kinase (TK-2) inhibitors.
AID1123322Antiviral activity against Herpes simplex virus-1 KOS infected in human skin fibroblast cells assessed as inhibition of virus-induced cytopathogenicity treated immediately after virus adsorption measured 2 to 3 days after virus infection1979Journal of medicinal chemistry, Jun, Volume: 22, Issue:6
Synthesis and antiviral activities of arabinofuranosyl-5-ethylpyrimidine nucleosides. Selective antiherpes activity of 1-(beta-D-arabinofuranosyl)-5-ethyluracil.
AID83715Ability to reduce plaque formation of TK deficient herpes simplex virus type 1(HSV-1) by 50% in human embryonic lung fibroblast (HELF) cell cultures1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Synthesis and biological activities of 4-O-(difluoromethyl)-5-substituted-uracil nucleoside analogues.
AID235581In vitro therapeutic index as ratio of cytotoxicity to inhibition of viral replication1988Journal of medicinal chemistry, Jul, Volume: 31, Issue:7
7-Aminoquinolines. A novel class of agents active against herpesviruses.
AID85552Inhibitory activity against herpes simplex virus type-1 (HSV-1) replication in KB cells1988Journal of medicinal chemistry, Jul, Volume: 31, Issue:7
7-Aminoquinolines. A novel class of agents active against herpesviruses.
AID1136030Cytotoxicity against mouse S180 cells at 400 uM after 1 day1979Journal of medicinal chemistry, Oct, Volume: 22, Issue:10
Antiviral and antineoplastic activities of pyrimidine arabinosyl nucleosides and their 5'-amino derivatives.
AID216165Ability to reduce plaque formation of varicella zoster virus (VZV) by 50% in human embryonic lung fibroblast (HELF) cell cultures1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Synthesis and biological activities of 4-O-(difluoromethyl)-5-substituted-uracil nucleoside analogues.
AID274899Cytotoxicity against human OST TK- cells expressing HSV1 TK in presence of 2.5 uM 1-[6-[1,1-(diphenyl)-1-(4-pyridyl)methoxy]hexyl]thymine2006Journal of medicinal chemistry, Dec-28, Volume: 49, Issue:26
N1-substituted thymine derivatives as mitochondrial thymidine kinase (TK-2) inhibitors.
AID1123318Antiviral activity against Vesicular stomatitis virus infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity treated immediately after virus adsorption measured 2 to 3 days after virus infection1979Journal of medicinal chemistry, Jun, Volume: 22, Issue:6
Synthesis and antiviral activities of arabinofuranosyl-5-ethylpyrimidine nucleosides. Selective antiherpes activity of 1-(beta-D-arabinofuranosyl)-5-ethyluracil.
AID84950Ability to reduce plaque formation of herpes simplex virus type 2 (HSV-2) by 50% in human embryonic lung fibroblast (HELF) cell cultures1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Synthesis and biological activities of 4-O-(difluoromethyl)-5-substituted-uracil nucleoside analogues.
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.
AID210895Inhibitory concentration against cytosolic thymidine kinase (TK-1)2001Bioorganic & medicinal chemistry letters, May-21, Volume: 11, Issue:10
Design, synthesis and enzymatic activity of highly selective human mitochondrial thymidine kinase inhibitors.
AID1123324Antiviral activity against Herpes simplex virus-2 196 infected in primary rabbit kidney cells assessed as inhibition of virus-induced cytopathogenicity treated immediately after virus adsorption measured 2 to 3 days after virus infection1979Journal of medicinal chemistry, Jun, Volume: 22, Issue:6
Synthesis and antiviral activities of arabinofuranosyl-5-ethylpyrimidine nucleosides. Selective antiherpes activity of 1-(beta-D-arabinofuranosyl)-5-ethyluracil.
AID1123148Antiviral activity against HSV1 2931 infected in African green monkey Vero cells assessed as inhibition of virus replication at 1 ug/ml after 24 hrs relative to control1979Journal of medicinal chemistry, Jan, Volume: 22, Issue:1
Nucleosides. 110. Synthesis and antiherpes virus activity of some 2'-fluoro-2'-deoxyarabinofuranosylpyrimidine nucleosides.
AID1123257Antiviral activity against Vaccinia virus infected in human skin fibroblasts assessed as inhibition of virus-induced cytopathogenicity1979Journal of medicinal chemistry, Mar, Volume: 22, Issue:3
5-Substituted uracil arabinonucleosides as potential antiviral agents.
AID274898Cytotoxicity against human OST TK- cells expressing HSV1 TK in presence of 5 uM 1-[6-[1,1-(diphenyl)-1-(4-pyridyl)methoxy]hexyl]thymine2006Journal of medicinal chemistry, Dec-28, Volume: 49, Issue:26
N1-substituted thymine derivatives as mitochondrial thymidine kinase (TK-2) inhibitors.
AID84605Concentration required to reduce the number of viral plaques in vivo cell monolayers of herpes simplex virus type 2.1989Journal of medicinal chemistry, Feb, Volume: 32, Issue:2
Synthesis and antiviral activity of phosphonoacetic and phosphonoformic acid esters of 5-bromo-2'-deoxyuridine and related pyrimidine nucleosides and acyclonucleosides.
AID1225471Cytotoxicity against mouse RAW264.7 cells assessed as cell viability after 48 hrs by MTT assay2015Journal of natural products, Mar-27, Volume: 78, Issue:3
Spongosine production by a Vibrio harveyi strain associated with the sponge Tectitethya crypta.
AID1123258Antiviral activity against HSV1 KOS infected in human skin fibroblasts assessed as inhibition of virus-induced cytopathogenicity1979Journal of medicinal chemistry, Mar, Volume: 22, Issue:3
5-Substituted uracil arabinonucleosides as potential antiviral agents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (72)

TimeframeStudies, This Drug (%)All Drugs %
pre-199043 (59.72)18.7374
1990's11 (15.28)18.2507
2000's15 (20.83)29.6817
2010's3 (4.17)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: 9.84

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 Index9.84 (24.57)
Research Supply Index4.32 (2.92)
Research Growth Index4.16 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (9.84)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (1.35%)6.00%
Case Studies1 (1.35%)4.05%
Observational0 (0.00%)0.25%
Other72 (97.30%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]