Compounds > 8-aminoguanine
Page last updated: 2024-10-15

8-aminoguanine

Cross-References

ID SourceID
PubMed CID135421887
CHEMBL ID8040
SCHEMBL ID21760
MeSH IDM0103882

Synonyms (41)

Synonym
nsc-23170
6h-purin-6-one (9ci),8-diamino-1,7-dihydro-
8-aminoguanine
nsc23170
purin-6-ol,8-diamino-
hypoxanthine (8ci),8-diamino-
28128-41-8
ANG ,
CHEMBL8040 ,
2,8-diamino-1,9-dihydro-6h-purin-6-one
FT-0657015
2,8-diamino-1,9-dihydro-purin-6-one
bdbm50022243
2,8-diamino-3,7-dihydropurin-6-one
AKOS006285057
2,8-diamino-1h-purin-6(7h)-one
A819341
purin-6-ol, 2,8-diamino-
unii-k158txw61r
k158txw61r ,
nsc 23170
6h-purin-6-one, 2,8-diamino-1,7-dihydro-
hypoxanthine (8ci), 2,8-diamino-
6h-purin-6-one (9ci), 2,8-diamino-1,7-dihydro-
7-amino flunitrazepam-13c,d3
2,8-diaminohypoxanthine
SCHEMBL21760
2,8-diamino-6-hydroxy purine
WYDKPTZGVLTYPG-UHFFFAOYSA-N
W-202179
DTXSID50182406
hypoxanthine, 2,8-diamino-
uric acid diimine
2,8-diamino-6,7-dihydro-1h-purin-6-one
8-aminoguanine, >=95% (hplc)
6h-purin-6-one, 2,8-diamino-1,9-dihydro-
2,8-diamino-1,7-dihydropurin-6-one
1217062-64-0
2,8-diamino-1h-purin-6(9h)-one
Q27457638
PD183254
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Purine nucleoside phosphorylaseHomo sapiens (human)IC50 (µMol)0.91670.00351.49875.0000AID164909; AID164911
Purine nucleoside phosphorylaseHomo sapiens (human)Ki0.80000.00000.52897.0000AID156075
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (17)

Processvia Protein(s)Taxonomy
inosine catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
urate biosynthetic processPurine nucleoside phosphorylaseHomo sapiens (human)
positive regulation of T cell proliferationPurine nucleoside phosphorylaseHomo sapiens (human)
positive regulation of alpha-beta T cell differentiationPurine nucleoside phosphorylaseHomo sapiens (human)
allantoin metabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
nucleobase-containing compound metabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
inosine catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
deoxyinosine catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
deoxyadenosine catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
purine ribonucleoside salvagePurine nucleoside phosphorylaseHomo sapiens (human)
IMP catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
nicotinamide riboside catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
immune responsePurine nucleoside phosphorylaseHomo sapiens (human)
nucleotide biosynthetic processPurine nucleoside phosphorylaseHomo sapiens (human)
response to xenobiotic stimulusPurine nucleoside phosphorylaseHomo sapiens (human)
positive regulation of interleukin-2 productionPurine nucleoside phosphorylaseHomo sapiens (human)
purine-containing compound salvagePurine nucleoside phosphorylaseHomo sapiens (human)
dAMP catabolic processPurine nucleoside phosphorylaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (7)

Processvia Protein(s)Taxonomy
nucleoside bindingPurine nucleoside phosphorylaseHomo sapiens (human)
purine nucleobase bindingPurine nucleoside phosphorylaseHomo sapiens (human)
purine-nucleoside phosphorylase activityPurine nucleoside phosphorylaseHomo sapiens (human)
protein bindingPurine nucleoside phosphorylaseHomo sapiens (human)
phosphate ion bindingPurine nucleoside phosphorylaseHomo sapiens (human)
identical protein bindingPurine nucleoside phosphorylaseHomo sapiens (human)
guanosine phosphorylase activityPurine nucleoside phosphorylaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
extracellular regionPurine nucleoside phosphorylaseHomo sapiens (human)
cytoplasmPurine nucleoside phosphorylaseHomo sapiens (human)
cytosolPurine nucleoside phosphorylaseHomo sapiens (human)
secretory granule lumenPurine nucleoside phosphorylaseHomo sapiens (human)
extracellular exosomePurine nucleoside phosphorylaseHomo sapiens (human)
ficolin-1-rich granule lumenPurine nucleoside phosphorylaseHomo sapiens (human)
cytoplasmPurine nucleoside phosphorylaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID105509Compound was tested for inhibition of MOLT-4 cell growth using human lymphoblast cytotoxicity assay in the absence of 2''-deoxy guanosine, cytotoxicity determined by monitoring uptake of [3H]thymidine1986Journal of medicinal chemistry, Oct, Volume: 29, Issue:10
Synthesis of 8-amino-3-deazaguanine via imidazole precursors. Antitumor activity and inhibition of purine nucleoside phosphorylase.
AID164909Compound was evaluated for 50% inhibition of purine nucleoside phosphorylase activity by was measured by the conversion of [8-14C]-inosine to [8-14C]-hypoxanthine1986Journal of medicinal chemistry, Sep, Volume: 29, Issue:9
Inhibitors of human purine nucleoside phosphorylase. Synthesis, purine nucleoside phosphorylase inhibition, and T-cell cytotoxicity of 2,5-diaminothiazolo[5,4-d]pyrimidin-7(6H)-one and 2,5-diaminothiazolo[4,5-d]pyrimidin-7(6H)-one. Two thio isosteres of 8
AID89109Cytotoxicity was evaluated against human MGL-8 B -lymphoblasts (absence of 10 uM 2'-deoxyguanosine (Wo/GdR))1986Journal of medicinal chemistry, Sep, Volume: 29, Issue:9
Inhibitors of human purine nucleoside phosphorylase. Synthesis, purine nucleoside phosphorylase inhibition, and T-cell cytotoxicity of 2,5-diaminothiazolo[5,4-d]pyrimidin-7(6H)-one and 2,5-diaminothiazolo[4,5-d]pyrimidin-7(6H)-one. Two thio isosteres of 8
AID156075PNP activity in human RBC1993Journal of medicinal chemistry, Apr-16, Volume: 36, Issue:8
Nucleosides. 5. Synthesis of guanine and formycin B derivatives as potential inhibitors of purine nucleoside phosphorylase.
AID164911Compound was tested for inhibition of purine nucleoside phosphorylase using human erythro lysate1986Journal of medicinal chemistry, Oct, Volume: 29, Issue:10
Synthesis of 8-amino-3-deazaguanine via imidazole precursors. Antitumor activity and inhibition of purine nucleoside phosphorylase.
AID105108Cytotoxicity was evaluated against human MOLT-4 T-lymphoblasts (presence of 10 uM 2'-deoxyguanosine (W/GdR))1986Journal of medicinal chemistry, Sep, Volume: 29, Issue:9
Inhibitors of human purine nucleoside phosphorylase. Synthesis, purine nucleoside phosphorylase inhibition, and T-cell cytotoxicity of 2,5-diaminothiazolo[5,4-d]pyrimidin-7(6H)-one and 2,5-diaminothiazolo[4,5-d]pyrimidin-7(6H)-one. Two thio isosteres of 8
AID89108Cytotoxicity was evaluated against human MGL-8 B -lymphoblasts (Presence of 10 uM 2'-deoxyguanosine (W/GdR))1986Journal of medicinal chemistry, Sep, Volume: 29, Issue:9
Inhibitors of human purine nucleoside phosphorylase. Synthesis, purine nucleoside phosphorylase inhibition, and T-cell cytotoxicity of 2,5-diaminothiazolo[5,4-d]pyrimidin-7(6H)-one and 2,5-diaminothiazolo[4,5-d]pyrimidin-7(6H)-one. Two thio isosteres of 8
AID105107Cytotoxicity was evaluated against human MOLT-4 T-lymphoblasts (absence of 10 uM 2'-deoxyguanosine (Wo/GdR))1986Journal of medicinal chemistry, Sep, Volume: 29, Issue:9
Inhibitors of human purine nucleoside phosphorylase. Synthesis, purine nucleoside phosphorylase inhibition, and T-cell cytotoxicity of 2,5-diaminothiazolo[5,4-d]pyrimidin-7(6H)-one and 2,5-diaminothiazolo[4,5-d]pyrimidin-7(6H)-one. Two thio isosteres of 8
AID106499Compound was tested for inhibition of MGL-8 cell growth using human lymphoblast cytotoxicity assay in the presence of 2''-deoxy guanosine, cytotoxicity determined by monitoring uptake of [3H]thymidine1986Journal of medicinal chemistry, Oct, Volume: 29, Issue:10
Synthesis of 8-amino-3-deazaguanine via imidazole precursors. Antitumor activity and inhibition of purine nucleoside phosphorylase.
AID164756Inhibitory activity against calf spleen purine nucleoside phosphorylase (PNP) using inosine as substrate at a concentration of 10 uM.1999Journal of medicinal chemistry, Jul-01, Volume: 42, Issue:13
Structure-activity relationships for a class of inhibitors of purine nucleoside phosphorylase.
AID101090Compound was tested in vitro for antitumor activity against L1210 leukemia cells in the absence of 2'-deoxy guanosine1986Journal of medicinal chemistry, Oct, Volume: 29, Issue:10
Synthesis of 8-amino-3-deazaguanine via imidazole precursors. Antitumor activity and inhibition of purine nucleoside phosphorylase.
AID164763Inhibitory activity against calf spleen purine nucleoside phosphorylase (PNP) using 2-amino-6-mercapto-7-methyl purine ribonucleoside (MESG) as substrate.1999Journal of medicinal chemistry, Jul-01, Volume: 42, Issue:13
Structure-activity relationships for a class of inhibitors of purine nucleoside phosphorylase.
AID105640Compound was tested for inhibition of MOLT-4 cell growth using human lymphoblast cytotoxicity assay in the presence of 2''-deoxy guanosine, cytotoxicity determined by monitoring uptake of [3H]thymidine1986Journal of medicinal chemistry, Oct, Volume: 29, Issue:10
Synthesis of 8-amino-3-deazaguanine via imidazole precursors. Antitumor activity and inhibition of purine nucleoside phosphorylase.
AID164770Tested for its ability to inhibit calf spleen purine nucleoside phosphorylase (PNP)1994Journal of medicinal chemistry, Jul-22, Volume: 37, Issue:15
Structure-based design of inhibitors of purine nucleoside phosphorylase. 5. 9-Deazahypoxanthines.
AID164764Inhibitory activity against calf spleen purine nucleoside phosphorylase (PNP) using inosine as substrate at a concentration of 10 uM.1999Journal of medicinal chemistry, Jul-01, Volume: 42, Issue:13
Structure-activity relationships for a class of inhibitors of purine nucleoside phosphorylase.
AID164765Ratio of IC50 ino and Ki ino against purine nucleoside phosphorylase (PNP)1999Journal of medicinal chemistry, Jul-01, Volume: 42, Issue:13
Structure-activity relationships for a class of inhibitors of purine nucleoside phosphorylase.
AID164766Ratio of Ki ino and Kimesg against purine nucleoside phosphorylase (PNP)1999Journal of medicinal chemistry, Jul-01, Volume: 42, Issue:13
Structure-activity relationships for a class of inhibitors of purine nucleoside phosphorylase.
AID106498Compound was tested for inhibition of MGL-8 cell growth using human lymphoblast cytotoxicity assay in the absence of 2''-deoxy guanosine, cytotoxicity determined by monitoring uptake of [3H]thymidine1986Journal of medicinal chemistry, Oct, Volume: 29, Issue:10
Synthesis of 8-amino-3-deazaguanine via imidazole precursors. Antitumor activity and inhibition of purine nucleoside phosphorylase.
AID230018Ratio of Ki values for guanines and related hypoxanthines in PNP inhibition assay; value ranges from 8 to 501994Journal of medicinal chemistry, Jul-22, Volume: 37, Issue:15
Structure-based design of inhibitors of purine nucleoside phosphorylase. 5. 9-Deazahypoxanthines.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (21)

TimeframeStudies, This Drug (%)All Drugs %
pre-19904 (19.05)18.7374
1990's5 (23.81)18.2507
2000's7 (33.33)29.6817
2010's2 (9.52)24.3611
2020's3 (14.29)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%
Other22 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
cytosine
[no description available]		210aminopyrimidine;
pyrimidine nucleobase;
pyrimidone		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
guanidine
Guanidine: A strong organic base existing primarily as guanidium ions at physiological pH. It is found in the urine as a normal product of protein metabolism. It is also used in laboratory research as a protein denaturant. (From Martindale, the Extra Pharmacopoeia, 30th ed and Merck Index, 12th ed) It is also used in the treatment of myasthenia and as a fluorescent probe in HPLC.. guanidine : An aminocarboxamidine, the parent compound of the guanidines.		2.0310carboxamidine;
guanidines;
one-carbon compound
tyrosine
Tyrosine: A non-essential amino acid. In animals it is synthesized from PHENYLALANINE. It is also the precursor of EPINEPHRINE; THYROID HORMONES; and melanin.. tyrosine : An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring.		2.0310amino acid zwitterion;
erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid;
proteinogenic amino acid;
tyrosine		EC 1.3.1.43 (arogenate dehydrogenase) inhibitor;
fundamental metabolite;
micronutrient;
nutraceutical
3-deazaguanine
3-deazaguanine: structure		1.9610
pyrimidine dimers
Pyrimidine Dimers: Dimers found in DNA chains damaged by ULTRAVIOLET RAYS. They consist of two adjacent PYRIMIDINE NUCLEOTIDES, usually THYMINE nucleotides, in which the pyrimidine residues are covalently joined by a cyclobutane ring. These dimers block DNA REPLICATION.		2.110
peroxynitrous acid
Peroxynitrous Acid: A potent oxidant synthesized by the cell during its normal metabolism. Peroxynitrite is formed from the reaction of two free radicals, NITRIC OXIDE and the superoxide anion (SUPEROXIDES).		2.4110nitrogen oxoacid
3-deazaguanosine
3-deazaguanosine: structure		1.9610
3-nitrotyrosine
3-nitrotyrosine: RN given refers to parent cpd without isomeric designation. 3-nitrotyrosine : A nitrotyrosine comprising tyrosine having a nitro group at the 3-position on the phenyl ring.		2.03102-nitrophenols;
C-nitro compound;
nitrotyrosine;
non-proteinogenic alpha-amino acid
oligonucleotides
[no description available]		2.9340
acyclovir
Acyclovir: A GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.. acyclovir : An oxopurine that is guanine substituted by a (2-hydroxyethoxy)methyl substituent at position 9. Used in the treatment of viral infections.		1.98102-aminopurines;
oxopurine		antimetabolite;
antiviral drug
deoxyguanosine
[no description available]		1.9910purine 2'-deoxyribonucleoside;
purines 2'-deoxy-D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
guanine
[no description available]		4.362002-aminopurines;
oxopurine;
purine nucleobase		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
guanosine
ribonucleoside : Any nucleoside where the sugar component is D-ribose.		7.420guanosines;
purines D-ribonucleoside		fundamental metabolite
hypoxanthine
[no description available]		1.9810nucleobase analogue;
oxopurine;
purine nucleobase		fundamental metabolite
inosine
[no description available]		1.9610inosines;
purines D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
8-amino-9-(2-thienylmethyl)guanine
[no description available]		210
8-amino-9-benzylguanine
8-amino-9-benzylguanine: structure given in first source		2.3920
peldesine
peldesine: potent inhibitor of human CCRF-CEM T-cell proliferation; structure given in first source		2.3920
8-hydroxyguanine
7,8-dihydro-8-oxoguanine: was substituted for guanine at G(8), G(9), G(14), or G(15) in the human telomeric oligonucleotide 5'-d[AGGGTTAG(8)G(9)GTT AG(14)G(15)GTTAGGGTGT]-3'. 7,8-dihydro-8-oxoguanine : An oxopurine that is guanine in which the hydrogen at position 8 is replaced by an oxo group and in which the nitrogens at positions 7 and 9 each bear a hydrogen.		2.110oxopurine
9-(4-hydroxybutyl)guanine
[no description available]		1.9810
formycins
Formycins: Pyrazolopyrimidine ribonucleosides isolated from Nocardia interforma. They are antineoplastic antibiotics with cytostatic properties.		1.9810
9-deaza-9-(3-thienylmethyl)guanine
[no description available]		2.3920
8-aminoguanosine
[no description available]		8.0850
ConditionIndicatedRelationship StrengthStudiesTrials
Leukemia L 1210
[description not available]		01.9610
Blood Pressure, High
[description not available]		02.4110
Hypertension
Persistently high systemic arterial BLOOD PRESSURE. Based on multiple readings (BLOOD PRESSURE DETERMINATION), hypertension is currently defined as when SYSTOLIC PRESSURE is consistently greater than 140 mm Hg or when DIASTOLIC PRESSURE is consistently 90 mm Hg or more.		02.4110
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.2510
Urinary Tract Diseases
[description not available]		02.2510
Aging
The gradual irreversible changes in structure and function of an organism that occur as a result of the passage of time.		02.2510
Glycosuria
The appearance of an abnormally large amount of GLUCOSE in the urine, such as more than 500 mg/day in adults. It can be due to HYPERGLYCEMIA or genetic defects in renal reabsorption (RENAL GLYCOSURIA).		02.1310
Disease Exacerbation
[description not available]		02.0310
Innate Inflammatory Response
[description not available]		02.0310
Metastase
[description not available]		02.0310
Fibrosarcoma
A sarcoma derived from deep fibrous tissue, characterized by bundles of immature proliferating fibroblasts with variable collagen formation, which tends to invade locally and metastasize by the bloodstream. (Stedman, 25th ed)		02.0310
Inflammation
A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.		02.0310
Neoplasm Metastasis
The transfer of a neoplasm from one organ or part of the body to another remote from the primary site.		02.0310
Sarcoma 180
An experimental sarcoma of mice.		01.9610