Compounds > 2',3'-dideoxyguanosine
Page last updated: 2024-08-04 05:11:48

2',3'-dideoxyguanosine

Description

Cross-References

ID SourceID
PubMed CID135463029
CHEMBL ID78101
SCHEMBL ID3162
MeSH IDM0143530

Synonyms (20)

Synonym
CHEMBL78101
guanosine, 2',3'-dideoxy-
2-amino-9-[(2r,5s)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1h-purin-6-one
dideoxyguanosine
2',3'-dideoxyguanosine ,
85326-06-3
ddguo
2-amino-9-((2r,5s)-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1h-purin-6(9h)-one
A841294
AKOS015896853
SCHEMBL3162
DTXSID20234527
deoxy-deoxy-guanosine
OCLZPNCLRLDXJC-NTSWFWBYSA-N
W-203947
AC-32183
mfcd00057074
2', 3'-dideoxyguanosine
2-amino-9-[(2r,5s)-5-(hydroxymethyl)oxolan-2-yl]-1h-purin-6-one
AS-77442

Bioassays (21)

Assay IDTitleYearJournalArticle
AID32212Concentration required to inhibit the cytopathic effect of HIV-1 on ATH8 cells1991Journal of medicinal chemistry, May, Volume: 34, Issue:5
ISSN: 0022-2623		Escherichia coli mediated biosynthesis and in vitro anti-HIV activity of lipophilic 6-halo-2',3'-dideoxypurine nucleosides.
AID297672Antimycobacterial activity against Mycobacterium tuberculosis H37Ra at 100 uM by microplate alamar blue assay2007Journal of medicinal chemistry, Sep-20, Volume: 50, Issue:19
ISSN: 0022-2623		Inhibition of Mycobacterium tuberculosis, Mycobacterium bovis, and Mycobacterium avium by novel dideoxy nucleosides.
AID83567Tested for the determination of percentage protection atuM against HIV-1 in ATH8 Cells1990Journal of medicinal chemistry, May, Volume: 33, Issue:5
ISSN: 0022-2623		Cyclobut-A and cyclobut-G: broad-spectrum antiviral agents with potential utility for the therapy of AIDS.
AID152790The antiviral activity against HIV-1 in human peripheral blood mononuclear (PBM) cells expressed as inhibitory concentration1990Journal of medicinal chemistry, Jun, Volume: 33, Issue:6
ISSN: 0022-2623		Synthesis and structure-activity relationships of 6-substituted 2',3'-dideoxypurine nucleosides as potential anti-human immunodeficiency virus agents.
AID83536Tested for the determination of percentage toxicity at 10 uM against HIV-1 in ATH8 cells1990Journal of medicinal chemistry, May, Volume: 33, Issue:5
ISSN: 0022-2623		Cyclobut-A and cyclobut-G: broad-spectrum antiviral agents with potential utility for the therapy of AIDS.
AID152634The antiviral activity against HIV-1 in human peripheral blood mononuclear (PBM) cells expressed as median effective concentration1990Journal of medicinal chemistry, Jun, Volume: 33, Issue:6
ISSN: 0022-2623		Synthesis and structure-activity relationships of 6-substituted 2',3'-dideoxypurine nucleosides as potential anti-human immunodeficiency virus agents.
AID31904In vitro effective dose which provides 50% protection of ATH-8 cells against the cytopathic effect of HIV; Range 5-10 uM1992Journal of medicinal chemistry, Jun-26, Volume: 35, Issue:13
ISSN: 0022-2623		Synthesis and anti-HIV activity of isonucleosides.
AID83540Tested for the determination of percentage toxicity at 2 uM against HIV-1 in ATH8 cells1990Journal of medicinal chemistry, May, Volume: 33, Issue:5
ISSN: 0022-2623		Cyclobut-A and cyclobut-G: broad-spectrum antiviral agents with potential utility for the therapy of AIDS.
AID83542Tested for the determination of percentage toxicity at 500 uM against HIV-1 in ATH8 cells1990Journal of medicinal chemistry, May, Volume: 33, Issue:5
ISSN: 0022-2623		Cyclobut-A and cyclobut-G: broad-spectrum antiviral agents with potential utility for the therapy of AIDS.
AID297680Antimycobacterial activity against Mycobacterium avium ATCC 25291 at 100 uM by microplate alamar blue assay2007Journal of medicinal chemistry, Sep-20, Volume: 50, Issue:19
ISSN: 0022-2623		Inhibition of Mycobacterium tuberculosis, Mycobacterium bovis, and Mycobacterium avium by novel dideoxy nucleosides.
AID31902In vitro cytotoxicity against uninfected ATH-8 (human T-cell) cell line.1992Journal of medicinal chemistry, Jun-26, Volume: 35, Issue:13
ISSN: 0022-2623		Synthesis and anti-HIV activity of isonucleosides.
AID297676Antimycobacterial activity against Mycobacterium bovis BCG at 100 uM by microplate alamar blue assay2007Journal of medicinal chemistry, Sep-20, Volume: 50, Issue:19
ISSN: 0022-2623		Inhibition of Mycobacterium tuberculosis, Mycobacterium bovis, and Mycobacterium avium by novel dideoxy nucleosides.
AID32208Concentration required to suppress the growth of target ATH8 cells1991Journal of medicinal chemistry, May, Volume: 34, Issue:5
ISSN: 0022-2623		Escherichia coli mediated biosynthesis and in vitro anti-HIV activity of lipophilic 6-halo-2',3'-dideoxypurine nucleosides.
AID32214Concentration required to inhibit the cytopathic effect of HIV-2 on ATH8 cells; ND=Not determined1991Journal of medicinal chemistry, May, Volume: 34, Issue:5
ISSN: 0022-2623		Escherichia coli mediated biosynthesis and in vitro anti-HIV activity of lipophilic 6-halo-2',3'-dideoxypurine nucleosides.
AID83568Tested for the determination of percentage protection atuM against HIV-1 in ATH8 cells1990Journal of medicinal chemistry, May, Volume: 33, Issue:5
ISSN: 0022-2623		Cyclobut-A and cyclobut-G: broad-spectrum antiviral agents with potential utility for the therapy of AIDS.
AID83559Tested for the determination of percentage protection at 10 uM against HIV-1 in ATH81990Journal of medicinal chemistry, May, Volume: 33, Issue:5
ISSN: 0022-2623		Cyclobut-A and cyclobut-G: broad-spectrum antiviral agents with potential utility for the therapy of AIDS.
AID83402Tested for the determination of percentage toxicity at 100 uM against HIV-1 in ATH8 cells1990Journal of medicinal chemistry, May, Volume: 33, Issue:5
ISSN: 0022-2623		Cyclobut-A and cyclobut-G: broad-spectrum antiviral agents with potential utility for the therapy of AIDS.
AID21084Compound was evaluated for the partition coefficient measured for 1-octanol and 0.01 M potassium phosphate buffer (pH 7.0)1991Journal of medicinal chemistry, May, Volume: 34, Issue:5
ISSN: 0022-2623		Escherichia coli mediated biosynthesis and in vitro anti-HIV activity of lipophilic 6-halo-2',3'-dideoxypurine nucleosides.
AID234489ratio of CD50/ED501991Journal of medicinal chemistry, May, Volume: 34, Issue:5
ISSN: 0022-2623		Escherichia coli mediated biosynthesis and in vitro anti-HIV activity of lipophilic 6-halo-2',3'-dideoxypurine nucleosides.
AID231376Ratio value is CD50/ED50; ND=Not determined1991Journal of medicinal chemistry, May, Volume: 34, Issue:5
ISSN: 0022-2623		Escherichia coli mediated biosynthesis and in vitro anti-HIV activity of lipophilic 6-halo-2',3'-dideoxypurine nucleosides.
AID83558Tested for the determination of percentage protection at 100 uM against HIV-1 in ATH8 cells1990Journal of medicinal chemistry, May, Volume: 33, Issue:5
ISSN: 0022-2623		Cyclobut-A and cyclobut-G: broad-spectrum antiviral agents with potential utility for the therapy of AIDS.

Research

Studies (27)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (3.70)18.7374
1990's22 (81.48)18.2507
2000's2 (7.41)29.6817
2010's2 (7.41)24.3611
2020's0 (0.00)2.80

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%
Other27 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
dideoxyadenosine
4
adenosines;
purine 2',3'-dideoxyribonucleoside		EC 3.5.4.4 (adenosine deaminase) inhibitor;
EC 4.6.1.1 (adenylate cyclase) inhibitor		1990200729.2low003100
vidarabine
1
beta-D-arabinoside;
purine nucleoside		antineoplastic agent;
bacterial metabolite;
nucleoside antibiotic		1990199034.0low001000
zalcitabine
1
pyrimidine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor		2007200717.0low000100
zidovudine
2
azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor		1990199133.5low002000
lamivudine
1
monothioacetal;
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		2007200717.0low000100
2,6-diaminopurine 2',3'-dideoxyriboside
2
1992200724.5high001100
clarithromycin
1
macrolide antibioticantibacterial drug;
environmental contaminant;
protein synthesis inhibitor;
xenobiotic		2007200717.0low000100
ro 24-5098
1
1992199232.0medium001000
5-bromo-2',3'-dideoxyuridine
1
2007200717.0medium000100
acyclovir
1
2-aminopurines;
oxopurine		antimetabolite;
antiviral drug		1990199034.0low001000
rifampin
1
cyclic 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		2007200717.0low000100
didanosine
3
purine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
EC 2.4.2.1 (purine-nucleoside phosphorylase) inhibitor;
geroprotector;
HIV-1 reverse transcriptase inhibitor		1990199233.0low003000
ganciclovir
1
2-aminopurines;
oxopurine		antiinfective agent;
antiviral drug		1990199034.0low001000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
lactic acid
1
2-hydroxy monocarboxylic acidalgal metabolite;
Daphnia magna metabolite		2011201113.0low000010
foscarnet
1
carboxylic acid;
one-carbon compound;
phosphonic acids		antiviral drug;
geroprotector;
HIV-1 reverse transcriptase inhibitor;
sodium-dependent Pi-transporter inhibitor		1996199628.0low001000
thymidine
1
pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
metabolite;
mouse metabolite		2001200123.0low000100
deoxycytidine
1
pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		1995199529.0low001000
dideoxyadenosine
4
adenosines;
purine 2',3'-dideoxyribonucleoside		EC 3.5.4.4 (adenosine deaminase) inhibitor;
EC 4.6.1.1 (adenylate cyclase) inhibitor		1991199530.8low004000
zalcitabine
5
pyrimidine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor		1990200129.2low004100
alkenes
1
1999199925.0low001000
zidovudine
4
azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor		1991201125.5low003010
ribavirin
2
1-ribosyltriazole;
aromatic amide;
monocarboxylic acid amide;
primary carboxamide		anticoronaviral agent;
antiinfective agent;
antimetabolite;
antiviral agent;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor		1990199133.5low002000
lamivudine
1
monothioacetal;
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		1996199628.0low001000
2,6-diaminopurine 2',3'-dideoxyriboside
1
1995199529.0medium001000
phosphoramidic acid
1
phosphoric acid derivative2001200123.0low000100
zidovudine triphosphate
1
1996199628.0low001000
mycophenolic acid
1
2-benzofurans;
gamma-lactone;
monocarboxylic acid;
phenols		anticoronaviral agent;
antimicrobial agent;
antineoplastic agent;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
environmental contaminant;
immunosuppressive agent;
mycotoxin;
Penicillium metabolite;
xenobiotic		1990199034.0low001000
tiazofurin
1
1,3-thiazoles;
C-glycosyl compound;
monocarboxylic acid amide		antineoplastic agent;
EC 1.1.1.205 (IMP dehydrogenase) inhibitor;
prodrug		1990199034.0low001000
phosphoramidite
1
2001200123.0low000100
ribose
1
D-ribose;
ribopyranose		1999199925.0low001000
adenosine kinase
1
1992199232.0low001000
acyclovir
1
2-aminopurines;
oxopurine		antimetabolite;
antiviral drug		1996199628.0low001000
deoxyguanosine
1
purine 2'-deoxyribonucleoside;
purines 2'-deoxy-D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		1986198638.0low010000
guanine
1
2-aminopurines;
oxopurine;
purine nucleobase		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		1996199628.0low001000
guanosine
2
guanosines;
purines D-ribonucleoside		fundamental metabolite1992199928.5low002000
didanosine
3
purine 2',3'-dideoxyribonucleosideantimetabolite;
antiviral drug;
EC 2.4.2.1 (purine-nucleoside phosphorylase) inhibitor;
geroprotector;
HIV-1 reverse transcriptase inhibitor		1991199531.3low003000
penciclovir
1
2-aminopurines;
propane-1,3-diols		antiviral drug1996199628.0low001000
nsc 614846
1
carbovirHIV-1 reverse transcriptase inhibitor1991199133.0low001000
9-arabinofuranosylguanine
1
beta-D-arabinoside;
purine nucleoside		antineoplastic agent;
DNA synthesis inhibitor		1996199628.0low001000
6-chloro-2',3'-dideoxyguanosine
2
1995199927.0medium002000
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Acidosis, Lactic0
1
2011201113.0low000010
Acquired Immune Deficiency Syndrome0
1
1990199034.0low001000
Acquired Immunodeficiency Syndrome0
1
1990199034.0low001000
Chronic Progressive External Ophthalmoplegia with Myopathy0
1
1996199628.0low001000
Fatty Liver0
1
2011201113.0low000010
Hepatitis B0
2
1996201120.5medium001010
Hepatitis B Virus Infection0
2
1996201120.5medium001010
Hepatoblastoma0
1
1996199628.0low001000
HIV0
4
1990199133.8high004000
Lactic Acidosis0
1
2011201113.0low000010
Liver Steatosis0
1
2011201113.0low000010

Safety/Toxicity (1)

ArticleYear
Evaluation of mitochondrial toxicity in Marmota himalayana treated with metacavir, a novel 2',3'-dideoxyguanosine prodrug for treatment of hepatitis B Virus.
Antimicrobial agents and chemotherapy, , Volume: 55, Issue:5		2011

Pharmacokinetics (1)

ArticleYear
Pharmacokinetics of dideoxypurine nucleoside analogs in plasma and cerebrospinal fluid of rhesus monkeys.
Antimicrobial agents and chemotherapy, , Volume: 39, Issue:6		1995