Compounds > 8-bromoadenosine
Page last updated: 2024-09-24

8-bromoadenosine

Cross-References

ID SourceID
PubMed CID96544
CHEMBL ID1775009
CHEBI ID2312
SCHEMBL ID440925
MeSH IDM0110036

Synonyms (39)

Synonym
(2r,3r,4s,5r)-2-(6-amino-8-bromo-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
adenosine, 8-bromo
8-bromo-adenosine
adenosine, 8-bromo-
nsc-79213
bromoadenosine
2946-39-6
8-bromoadenosine
8-bromoadenosine, powder
6-amino-8-bromopurine riboside
AKOS001715167
CHEMBL1775009 ,
chebi:2312 ,
(4s,2r,3r,5r)-2-(6-amino-8-bromopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
(2r,3r,4s,5r)-2-(6-amino-8-bromo-9h-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
A819926
8-bromoadenine-9-beta-d-ribofuranoside
einecs 220-959-0
85c9t4txh2 ,
nsc 79213
unii-85c9t4txh2
AM84901
GBA ,
HG1277
8-bromo adenosine
SCHEMBL440925
VJUPMOPLUQHMLE-UUOKFMHZSA-N
bdbm50454084
mfcd00005733
8-bromadenosine
sr-01000147759
SR-01000147759-1
DS-4670
Q27105621
(2r,3r,4s,5r)-2-(6-amino-8-bromo-9h-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
EN300-212333
DTXSID001021364
Z2065682349
BP-58688

Drug Classes (1)

ClassDescription
purine nucleoside
[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]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID70685Optimum concentration for the extent of differentiation of friend erythroleukemia cells was evaluated.(deoxy-coformycin added at 25 uM)1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Purine and 8-substituted purine arabinofuranosyl and ribofuranosyl nucleoside derivatives as potential inducers of the differentiation of the Friend erythroleukemia.
AID597360Inhibition of human recombinant GST-tagged SIRT1 at 50 uM after 4 hrs by homogeneous fluorescent deacetylase assay2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Two-step synthesis of novel, bioactive derivatives of the ubiquitous cofactor nicotinamide adenine dinucleotide (NAD).
AID70684Inhibition of Cellular Replication of friend erythroleukemia cells1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Purine and 8-substituted purine arabinofuranosyl and ribofuranosyl nucleoside derivatives as potential inducers of the differentiation of the Friend erythroleukemia.
AID33205Binding affinity determined by displacement of specific binding of [125I]N-(4-amino-3-iodophenethyl)-adenosine in membranes of CHO cells stably transfected with the rat Adenosine A3 receptor1995Journal of medicinal chemistry, Mar-31, Volume: 38, Issue:7
Search for new purine- and ribose-modified adenosine analogues as selective agonists and antagonists at adenosine receptors.
AID597363Inhibition of human recombinant N-terminally His6-tagged SIRT2 at 50 uM after 4 hrs by homogeneous fluorescent deacetylase assay2011Journal of medicinal chemistry, May-26, Volume: 54, Issue:10
Two-step synthesis of novel, bioactive derivatives of the ubiquitous cofactor nicotinamide adenine dinucleotide (NAD).
AID70562Percent benzidine-positive cells in friend erythroleukemia cells was evaluated (deoxy-coformycin added at 25 uM)1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Purine and 8-substituted purine arabinofuranosyl and ribofuranosyl nucleoside derivatives as potential inducers of the differentiation of the Friend erythroleukemia.
AID70686Optimum concentration for differentiation of friend erythroleukemia cells1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Purine and 8-substituted purine arabinofuranosyl and ribofuranosyl nucleoside derivatives as potential inducers of the differentiation of the Friend erythroleukemia.
AID33911Affinity constant for A2 receptor control of adenylate cyclase in adipocytes, heart and brain cells; Inactive1982Journal of medicinal chemistry, Mar, Volume: 25, Issue:3
Adenosine receptors: targets for future drugs.
AID1151015Activity at rabbit muscle AMP aminohydrolase after 24 hrs by Lineweaver-Burk plot analysis relative to AMP1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Design of substrate-site-directed irreversible inhibitors of adenosine 5'-phosphate aminohydrolase. Effect of substrate substituents on affinity for the substrate site.
AID1151008Activity at rabbit muscle AMP aminohydrolase by Lineweaver-Burk plot analysis1976Journal of medicinal chemistry, Aug, Volume: 19, Issue:8
Design of substrate-site-directed irreversible inhibitors of adenosine 5'-phosphate aminohydrolase. Effect of substrate substituents on affinity for the substrate site.
AID70559Percent benzidine-positive cell differentiation in friend erythroleukemia cells1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Purine and 8-substituted purine arabinofuranosyl and ribofuranosyl nucleoside derivatives as potential inducers of the differentiation of the Friend erythroleukemia.
AID70683Compound was evaluated for the inhibition of Cellular Replication (deoxy-coformycin added at 25 uM)1985Journal of medicinal chemistry, Oct, Volume: 28, Issue:10
Purine and 8-substituted purine arabinofuranosyl and ribofuranosyl nucleoside derivatives as potential inducers of the differentiation of the Friend erythroleukemia.
AID30355Inhibitory constant against A1 receptor control of adenylate cyclase in adipocytes, heart and brain cells; Inactive1982Journal of medicinal chemistry, Mar, Volume: 25, Issue:3
Adenosine receptors: targets for future drugs.
AID33792Binding affinity to adenosine A2A receptor in rat striatal membranes by measuring displacement of specific [3H]-CGS- 21680 as radioligand1995Journal of medicinal chemistry, Mar-31, Volume: 38, Issue:7
Search for new purine- and ribose-modified adenosine analogues as selective agonists and antagonists at adenosine receptors.
AID31247Binding affinity determined on Adenosine A1 receptor in rat brain membranes by measuring displacement of specific [3H]PIA as radioligand.1995Journal of medicinal chemistry, Mar-31, Volume: 38, Issue:7
Search for new purine- and ribose-modified adenosine analogues as selective agonists and antagonists at adenosine receptors.
AID34158Inhibition of adenyl cyclase via P site in adipocytes; Inactive1982Journal of medicinal chemistry, Mar, Volume: 25, Issue:3
Adenosine receptors: targets for future drugs.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (33)

TimeframeStudies, This Drug (%)All Drugs %
pre-19908 (24.24)18.7374
1990's11 (33.33)18.2507
2000's7 (21.21)29.6817
2010's6 (18.18)24.3611
2020's1 (3.03)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%
Reviews1 (3.03%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other32 (96.97%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
adenosine monophosphate[no description available]medium20adenosine 5'-phosphate;
purine ribonucleoside 5'-monophosphate		adenosine A1 receptor agonist;
cofactor;
EC 3.1.3.1 (alkaline phosphatase) inhibitor;
EC 3.1.3.11 (fructose-bisphosphatase) inhibitor;
fundamental metabolite;
micronutrient;
nutraceutical
dimethyl sulfoxide[no description available]medium10sulfoxide;
volatile organic compound		alkylating agent;
antidote;
Escherichia coli metabolite;
geroprotector;
MRI contrast agent;
non-narcotic analgesic;
polar aprotic solvent;
radical scavenger
methylthioinosine[no description available]medium10purine ribonucleoside;
thiopurine
vidarabine[no description available]medium20beta-D-arabinoside;
purine nucleoside		antineoplastic agent;
bacterial metabolite;
nucleoside antibiotic
adenosine[no description available]medium310adenosines;
purines D-ribonucleoside		analgesic;
anti-arrhythmia drug;
fundamental metabolite;
human metabolite;
vasodilator agent
xanthosine[no description available]medium10purines D-ribonucleoside;
xanthosines		Escherichia coli metabolite;
human metabolite;
mouse metabolite
thioinosine[no description available]medium10
inosine[no description available]medium10inosines;
purines D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
hypoxanthine arabinoside[no description available]medium10
8-phenyltheophylline[no description available]medium10
theophylline[no description available]medium10dimethylxanthineadenosine receptor antagonist;
anti-asthmatic drug;
anti-inflammatory agent;
bronchodilator agent;
drug metabolite;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
fungal metabolite;
human blood serum metabolite;
immunomodulator;
muscle relaxant;
vasodilator agent
caffeine[no description available]medium10purine alkaloid;
trimethylxanthine		adenosine A2A receptor antagonist;
adenosine receptor antagonist;
adjuvant;
central nervous system stimulant;
diuretic;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
environmental contaminant;
food additive;
fungal metabolite;
geroprotector;
human blood serum metabolite;
mouse metabolite;
mutagen;
plant metabolite;
psychotropic drug;
ryanodine receptor agonist;
xenobiotic
1-methyl-3-isobutylxanthine[no description available]medium203-isobutyl-1-methylxanthine
2-chloroadenosine[no description available]medium30purine nucleoside
n(6)-benzyladenosine[no description available]medium20
phenylisopropyladenosine[no description available]medium10aromatic amine;
benzenes;
hydrocarbyladenosine;
purine nucleoside;
secondary amino compound		adenosine A1 receptor agonist;
neuroprotective agent
n(6)-phenyladenosine[no description available]medium10purine nucleoside
n-methyladenosine[no description available]medium10methyladenosine
5'-methylthioadenosine[no description available]medium10thioadenosinealgal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
adenosine-5'-(n-ethylcarboxamide)[no description available]medium40adenosines;
monocarboxylic acid amide		adenosine A1 receptor agonist;
adenosine A2A receptor agonist;
antineoplastic agent;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
vasodilator agent
n-(1-methyl-2-phenylethyl)adenosine, (s)-isomer[no description available]medium10
n(6)-cyclohexyladenosine[no description available]medium10
n-cyclopropyl adenosine-5'-carboxamide[no description available]medium10
9-xylosyladenine[no description available]medium10purine nucleoside
3-deazaadenosine[no description available]medium10
tubercidin[no description available]medium10antibiotic antifungal agent;
N-glycosylpyrrolopyrimidine;
ribonucleoside		antimetabolite;
antineoplastic agent;
bacterial metabolite
2'-deoxyadenosine[no description available]medium10purine 2'-deoxyribonucleoside;
purines 2'-deoxy-D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
cladribine[no description available]medium10organochlorine compound;
purine 2'-deoxyribonucleoside		antineoplastic agent;
immunosuppressive agent
hyaluronoglucosaminidase[no description available]medium10purine nucleoside
aristeromycin[no description available]medium10
metrifudil[no description available]medium10
8-aminoadenosine[no description available]medium10
2'-o-methyladenosine[no description available]medium10adenosines;
ether		fungal metabolite
n(6)-(3-iodobenzyl)-5'-n-methylcarboxamidoadenosine[no description available]medium10adenosines;
monocarboxylic acid amide;
organoiodine compound		adenosine A3 receptor agonist
5'-noraristeromycin[no description available]medium10
2-hexynyladenosine-5'-n-ethylcarboxamide[no description available]medium10
5'-deoxyadenosine[no description available]medium105'-deoxyribonucleoside;
adenosines		Escherichia coli metabolite;
human metabolite;
mouse metabolite
3'-c-methyladenosine[no description available]medium10
fludarabine[no description available]medium10purine nucleoside
1-aminoadenosine[no description available]medium10
nad[no description available]medium10NADgeroprotector
2'-fluoro-2'-deoxycytidine[no description available]medium10
deoxycytidine[no description available]medium10pyrimidine 2'-deoxyribonucleosideEscherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
cysteine[no description available]medium10cysteiniumfundamental metabolite
medroxyprogesterone[no description available]medium1017alpha-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(4) steroid;
tertiary alpha-hydroxy ketone		contraceptive drug;
progestin;
synthetic oral contraceptive
cyclin d1[no description available]medium10
aldosterone[no description available]medium1011beta-hydroxy steroid;
18-oxo steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(4) steroid;
C21-steroid hormone;
mineralocorticoid;
primary alpha-hydroxy ketone;
steroid aldehyde		human metabolite;
mouse metabolite
2-hydroxyestradiol[no description available]medium1017beta-hydroxy steroid;
2-hydroxy steroid		carcinogenic agent;
human metabolite;
metabolite;
mouse metabolite;
prodrug
niflumic acid[no description available]medium10aromatic carboxylic acid;
pyridines
tetradecanoylphorbol acetate[no description available]medium10acetate ester;
diester;
phorbol ester;
tertiary alpha-hydroxy ketone;
tetradecanoate ester		antineoplastic agent;
apoptosis inducer;
carcinogenic agent;
mitogen;
plant metabolite;
protein kinase C agonist;
reactive oxygen species generator
emodin[no description available]medium10trihydroxyanthraquinoneantineoplastic agent;
laxative;
plant metabolite;
tyrosine kinase inhibitor
4,4'-diisothiocyanostilbene-2,2'-disulfonic acid[no description available]medium10
8-bromo cyclic adenosine monophosphate[no description available]medium403',5'-cyclic purine nucleotide;
adenyl ribonucleotide;
organobromine compound		antidepressant;
protein kinase agonist
h 89[no description available]medium10N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide
m&b 28,767[no description available]medium10
ng-nitroarginine methyl ester[no description available]medium10alpha-amino acid ester;
L-arginine derivative;
methyl ester;
N-nitro compound		EC 1.14.13.39 (nitric oxide synthase) inhibitor
ah 23848[no description available]medium10(4Z)-7-{5-[([1,1'-biphenyl]-4-yl)methoxy]-2-(morpholin-4-yl)-3-oxocyclopentyl}hept-4-enoic acid
16,16-dimethylprostaglandin e2[no description available]medium10cyclopentanones;
monocarboxylic acid;
prostanoid;
secondary allylic alcohol		anti-ulcer drug;
gastrointestinal drug;
radiation protective agent
dinoprostone[no description available]medium10prostaglandins Ehuman metabolite;
mouse metabolite;
oxytocic
alprostadil[no description available]medium10prostaglandins Eanticoagulant;
human metabolite;
platelet aggregation inhibitor;
vasodilator agent
colforsin[no description available]medium20acetate ester;
cyclic ketone;
labdane diterpenoid;
organic heterotricyclic compound;
tertiary alpha-hydroxy ketone;
triol		adenylate cyclase agonist;
anti-HIV agent;
antihypertensive agent;
plant metabolite;
platelet aggregation inhibitor;
protein kinase A agonist
glyburide[no description available]medium10monochlorobenzenes;
N-sulfonylurea		anti-arrhythmia drug;
EC 2.7.1.33 (pantothenate kinase) inhibitor;
EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor;
hypoglycemic agent
indomethacin[no description available]medium10aromatic ether;
indole-3-acetic acids;
monochlorobenzenes;
N-acylindole		analgesic;
drug metabolite;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
gout suppressant;
non-steroidal anti-inflammatory drug;
xenobiotic metabolite;
xenobiotic
sodium fluoride[no description available]medium10fluoride saltmutagen
butaprost[no description available]medium10
8-((4-chlorophenyl)thio)cyclic-3',5'-amp[no description available]medium103',5'-cyclic purine nucleotide;
adenyl ribonucleotide;
aryl sulfide;
organochlorine compound		protein kinase agonist
glycosides[no description available]medium10
6-chloropurine riboside[no description available]medium10
adenosine diphosphate[no description available]medium10adenosine 5'-phosphate;
purine ribonucleoside 5'-diphosphate		fundamental metabolite;
human metabolite
guanosine monophosphate[no description available]medium10guanosine 5'-phosphate;
purine ribonucleoside 5'-monophosphate		biomarker;
Escherichia coli metabolite;
metabolite;
mouse metabolite
guanosine[no description available]medium20guanosines;
purines D-ribonucleoside		fundamental metabolite
indolidan[no description available]medium10
bucladesine[no description available]medium203',5'-cyclic purine nucleotide
rolipram[no description available]medium10pyrrolidin-2-onesantidepressant;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor
mocetinostat[no description available]medium10aminopyrimidine;
benzamides;
pyridines;
secondary amino compound;
secondary carboxamide;
substituted aniline		antineoplastic agent;
apoptosis inducer;
autophagy inducer;
cardioprotective agent;
EC 3.5.1.98 (histone deacetylase) inhibitor;
hepatotoxic agent
adenosine-3',5'-cyclic phosphorothioate[no description available]medium10nucleoside 3',5'-cyclic phosphorothioate
isoproterenol[no description available]medium10catechols;
secondary alcohol;
secondary amino compound		beta-adrenergic agonist;
bronchodilator agent;
cardiotonic drug;
sympathomimetic agent
8-bromoguanosine[no description available]medium10purine nucleoside
11-hydroxyandrostenedione[no description available]medium103-hydroxy steroidandrogen
androstenedione[no description available]medium1017-oxo steroid;
3-oxo-Delta(4) steroid;
androstanoid		androgen;
Daphnia magna metabolite;
human metabolite;
mouse metabolite
phenylephrine[no description available]medium10phenols;
phenylethanolamines;
secondary amino compound		alpha-adrenergic agonist;
cardiotonic drug;
mydriatic agent;
nasal decongestant;
protective agent;
sympathomimetic agent;
vasoconstrictor agent
glucagon[no description available]medium10peptide hormone
2'-5'-oligoadenylate trimer[no description available]medium30
oligonucleotides[no description available]medium10
acetone[no description available]medium10ketone body;
methyl ketone;
propanones;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
human metabolite;
polar aprotic solvent
2-[6-(cyclohexylamino)-9-purinyl]-5-(hydroxymethyl)oxolane-3,4-diol[no description available]low00purine nucleoside
apnea[no description available]low00purine nucleoside
isoguanosine[no description available]low00purine nucleoside
psicofuranine[no description available]low00psicose derivative;
purine nucleoside
4-nitrobenzylthioinosine[no description available]low00purine nucleoside
2-aminoadenosine[no description available]low00purine nucleoside
n-allyladenosine[no description available]low00purine nucleoside
adenosine-5'-carboxylic acid[no description available]low00purine nucleoside
1,7-dimethylguanosine[no description available]low00purine nucleoside
8-methyladenosine[no description available]low00purine nucleoside
regadenoson[no description available]low00purine nucleoside
6-thioguanosine[no description available]low00purine nucleoside
5-(6-aminopurin-9-yl)-N-ethyl-3,4-dihydroxy-2-oxolanecarboxamide[no description available]low00purine nucleoside
nelarabine[no description available]low00beta-D-arabinoside;
monosaccharide derivative;
purine nucleoside		antineoplastic agent;
DNA synthesis inhibitor;
prodrug
(2R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol[no description available]low00purine nucleoside
cv 1808[no description available]low00purine nucleoside
n-((1s,trans)-2-hydroxycyclopentyl)adenosine[no description available]low00purine nucleoside
ver 155008[no description available]low00purine nucleoside
8-hydroxyguanosine[no description available]low00purine nucleoside
9-arabinofuranosylguanine[no description available]low00beta-D-arabinoside;
purine nucleoside		antineoplastic agent;
DNA synthesis inhibitor
ConditionIndicatedRelationship StrengthStudiesTrials
Cancer of the Uterus0low10
Cancer of Uterus0low10
Choriocarcinoma0low30
Di Guglielmo Disease0low10
Di Guglielmo's Disease0low10
Erythremic Myelosis0low10
Erythroblastic Leukemia, Acute0low10
Erythroleukemia0low10
Leukemia, Erythroblastic, Acute0low10
Leukemia, Myeloid, Acute, M60low10
Myeloid Leukemia, Acute, M60low10
Neoplasms, Uterine0low10
Neoplasms, Uterus0low10
Pregnancy0low20
Uterine Cancer0low10
Uterine Neoplasms0low10
Uterus Cancer0low10
Uterus Neoplasms0low10