Page last updated: 2024-11-12

n(6)-(2,2-diphenylethyl)adenosine

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Description

N(6)-(2,2-diphenylethyl)adenosine: adenosine receptor agonist; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10388920
CHEMBL ID193692
SCHEMBL ID6852543
MeSH IDM0152250

Synonyms (23)

Synonym
adenosine, n-(2,2-diphenylethyl)-
n-(2,2-diphenylethyl)adenosine
ci 936
brn 6020899
ci-936
bdbm50163015
(2r,3r,4s,5r)-2-[6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol
CHEMBL193692 ,
mrs-3310
98383-40-5
n(6)-(2,2-diphenylethyl)adenosine
ej0e2og5j5 ,
unii-ej0e2og5j5
SCHEMBL6852543
TUGMXIURLRAWSS-UMCMBGNQSA-N
n6 -(2,2-diphenylethyl)adenosine
n-(2,2-diphenylethyl)-adenosine
n6-(2,2-diphenylethyl)adenosine
n6-(2,2-diphenylethyl)-adenosine
(2r,3r,4s,5r)-2-[6-(2,2-diphenylethylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
AKOS034804525
PD161801
Z1980939584

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" These studies demonstrated that DPEA produced a range of adverse effects in common laboratory animal species."( Preclinical toxicity studies of an adenosine agonist, N-(2,2-diphenylethyl) adenosine.
Barsoum, NJ; Macallum, GE; Smith, GS; Walker, RM, 1991
)
0.28
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (8)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Adenosine receptor A3Homo sapiens (human)Ki0.00390.00000.930610.0000AID239092; AID706384
Adenosine receptor A1Rattus norvegicus (Norway rat)Ki0.01420.00011.20929.9700AID32015; AID32177; AID32503; AID706387
Adenosine receptor A3Rattus norvegicus (Norway rat)Ki0.53900.00030.91969.0000AID239053; AID706385
Adenosine receptor A2aHomo sapiens (human)Ki0.39500.00001.06099.7920AID1694570; AID239113; AID647885; AID706388
Adenosine receptor A2bRattus norvegicus (Norway rat)Ki0.02500.00061.353610.0000AID33440; AID33733
Adenosine receptor A1Homo sapiens (human)Ki0.05000.00020.931610.0000AID1694569; AID239011; AID706386
Adenosine receptor A2aRattus norvegicus (Norway rat)Ki0.04170.00021.494010.0000AID33440; AID33733; AID706389
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Adenosine receptor A2bHomo sapiens (human)EC50 (µMol)0.48500.00030.946110.0000AID1694572
[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)
Adenosine receptor A1Rattus norvegicus (Norway rat)EC25 (µMol)0.01000.00300.01420.0350AID175310
Adenosine receptor A2bRattus norvegicus (Norway rat)EC25 (µMol)0.01000.00300.01420.0350AID175310
Adenosine receptor A2bRattus norvegicus (Norway rat)Ratio0.02500.00330.82929.6000AID33746
Adenosine receptor A2aRattus norvegicus (Norway rat)EC25 (µMol)0.01000.00300.01420.0350AID175310
Adenosine receptor A2aRattus norvegicus (Norway rat)Ratio0.02500.00330.82309.6000AID33746
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (105)

Processvia Protein(s)Taxonomy
inflammatory responseAdenosine receptor A3Homo sapiens (human)
signal transductionAdenosine receptor A3Homo sapiens (human)
activation of adenylate cyclase activityAdenosine receptor A3Homo sapiens (human)
regulation of heart contractionAdenosine receptor A3Homo sapiens (human)
negative regulation of cell population proliferationAdenosine receptor A3Homo sapiens (human)
response to woundingAdenosine receptor A3Homo sapiens (human)
regulation of norepinephrine secretionAdenosine receptor A3Homo sapiens (human)
negative regulation of cell migrationAdenosine receptor A3Homo sapiens (human)
negative regulation of NF-kappaB transcription factor activityAdenosine receptor A3Homo sapiens (human)
presynaptic modulation of chemical synaptic transmissionAdenosine receptor A3Homo sapiens (human)
G protein-coupled adenosine receptor signaling pathwayAdenosine receptor A3Homo sapiens (human)
synaptic transmission, dopaminergicAdenosine receptor A2aHomo sapiens (human)
response to amphetamineAdenosine receptor A2aHomo sapiens (human)
regulation of DNA-templated transcriptionAdenosine receptor A2aHomo sapiens (human)
phagocytosisAdenosine receptor A2aHomo sapiens (human)
apoptotic processAdenosine receptor A2aHomo sapiens (human)
inflammatory responseAdenosine receptor A2aHomo sapiens (human)
cellular defense responseAdenosine receptor A2aHomo sapiens (human)
adenylate cyclase-modulating G protein-coupled receptor signaling pathwayAdenosine receptor A2aHomo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayAdenosine receptor A2aHomo sapiens (human)
protein kinase C-activating G protein-coupled receptor signaling pathwayAdenosine receptor A2aHomo sapiens (human)
cell-cell signalingAdenosine receptor A2aHomo sapiens (human)
synaptic transmission, cholinergicAdenosine receptor A2aHomo sapiens (human)
central nervous system developmentAdenosine receptor A2aHomo sapiens (human)
blood coagulationAdenosine receptor A2aHomo sapiens (human)
sensory perceptionAdenosine receptor A2aHomo sapiens (human)
locomotory behaviorAdenosine receptor A2aHomo sapiens (human)
blood circulationAdenosine receptor A2aHomo sapiens (human)
negative regulation of cell population proliferationAdenosine receptor A2aHomo sapiens (human)
response to xenobiotic stimulusAdenosine receptor A2aHomo sapiens (human)
response to inorganic substanceAdenosine receptor A2aHomo sapiens (human)
positive regulation of glutamate secretionAdenosine receptor A2aHomo sapiens (human)
positive regulation of acetylcholine secretion, neurotransmissionAdenosine receptor A2aHomo sapiens (human)
regulation of norepinephrine secretionAdenosine receptor A2aHomo sapiens (human)
response to purine-containing compoundAdenosine receptor A2aHomo sapiens (human)
response to caffeineAdenosine receptor A2aHomo sapiens (human)
positive regulation of synaptic transmission, GABAergicAdenosine receptor A2aHomo sapiens (human)
synaptic transmission, glutamatergicAdenosine receptor A2aHomo sapiens (human)
positive regulation of urine volumeAdenosine receptor A2aHomo sapiens (human)
vasodilationAdenosine receptor A2aHomo sapiens (human)
eating behaviorAdenosine receptor A2aHomo sapiens (human)
negative regulation of vascular permeabilityAdenosine receptor A2aHomo sapiens (human)
negative regulation of neuron apoptotic processAdenosine receptor A2aHomo sapiens (human)
positive regulation of circadian sleep/wake cycle, sleepAdenosine receptor A2aHomo sapiens (human)
negative regulation of alpha-beta T cell activationAdenosine receptor A2aHomo sapiens (human)
astrocyte activationAdenosine receptor A2aHomo sapiens (human)
neuron projection morphogenesisAdenosine receptor A2aHomo sapiens (human)
positive regulation of protein secretionAdenosine receptor A2aHomo sapiens (human)
negative regulation of inflammatory responseAdenosine receptor A2aHomo sapiens (human)
regulation of mitochondrial membrane potentialAdenosine receptor A2aHomo sapiens (human)
membrane depolarizationAdenosine receptor A2aHomo sapiens (human)
regulation of calcium ion transportAdenosine receptor A2aHomo sapiens (human)
positive regulation of synaptic transmission, glutamatergicAdenosine receptor A2aHomo sapiens (human)
excitatory postsynaptic potentialAdenosine receptor A2aHomo sapiens (human)
inhibitory postsynaptic potentialAdenosine receptor A2aHomo sapiens (human)
prepulse inhibitionAdenosine receptor A2aHomo sapiens (human)
apoptotic signaling pathwayAdenosine receptor A2aHomo sapiens (human)
presynaptic modulation of chemical synaptic transmissionAdenosine receptor A2aHomo sapiens (human)
positive regulation of long-term synaptic potentiationAdenosine receptor A2aHomo sapiens (human)
positive regulation of apoptotic signaling pathwayAdenosine receptor A2aHomo sapiens (human)
G protein-coupled adenosine receptor signaling pathwayAdenosine receptor A2aHomo sapiens (human)
G protein-coupled adenosine receptor signaling pathwayAdenosine receptor A2bHomo sapiens (human)
positive regulation of chronic inflammatory response to non-antigenic stimulusAdenosine receptor A2bHomo sapiens (human)
G protein-coupled receptor signaling pathwayAdenosine receptor A2bHomo sapiens (human)
activation of adenylate cyclase activityAdenosine receptor A2bHomo sapiens (human)
positive regulation of vascular endothelial growth factor productionAdenosine receptor A2bHomo sapiens (human)
positive regulation of cGMP-mediated signalingAdenosine receptor A2bHomo sapiens (human)
cGMP-mediated signalingAdenosine receptor A2bHomo sapiens (human)
positive regulation of chemokine productionAdenosine receptor A2bHomo sapiens (human)
positive regulation of interleukin-6 productionAdenosine receptor A2bHomo sapiens (human)
mast cell degranulationAdenosine receptor A2bHomo sapiens (human)
positive regulation of mast cell degranulationAdenosine receptor A2bHomo sapiens (human)
relaxation of vascular associated smooth muscleAdenosine receptor A2bHomo sapiens (human)
presynaptic modulation of chemical synaptic transmissionAdenosine receptor A2bHomo sapiens (human)
adenylate cyclase-activating G protein-coupled receptor signaling pathwayAdenosine receptor A2bHomo sapiens (human)
vasodilationAdenosine receptor A2bHomo sapiens (human)
temperature homeostasisAdenosine receptor A1Homo sapiens (human)
response to hypoxiaAdenosine receptor A1Homo sapiens (human)
G protein-coupled adenosine receptor signaling pathwayAdenosine receptor A1Homo sapiens (human)
regulation of respiratory gaseous exchange by nervous system processAdenosine receptor A1Homo sapiens (human)
negative regulation of acute inflammatory responseAdenosine receptor A1Homo sapiens (human)
negative regulation of leukocyte migrationAdenosine receptor A1Homo sapiens (human)
positive regulation of peptide secretionAdenosine receptor A1Homo sapiens (human)
positive regulation of systemic arterial blood pressureAdenosine receptor A1Homo sapiens (human)
negative regulation of systemic arterial blood pressureAdenosine receptor A1Homo sapiens (human)
regulation of glomerular filtrationAdenosine receptor A1Homo sapiens (human)
protein targeting to membraneAdenosine receptor A1Homo sapiens (human)
phagocytosisAdenosine receptor A1Homo sapiens (human)
inflammatory responseAdenosine receptor A1Homo sapiens (human)
signal transductionAdenosine receptor A1Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayAdenosine receptor A1Homo sapiens (human)
cell-cell signalingAdenosine receptor A1Homo sapiens (human)
nervous system developmentAdenosine receptor A1Homo sapiens (human)
negative regulation of cell population proliferationAdenosine receptor A1Homo sapiens (human)
response to inorganic substanceAdenosine receptor A1Homo sapiens (human)
negative regulation of glutamate secretionAdenosine receptor A1Homo sapiens (human)
response to purine-containing compoundAdenosine receptor A1Homo sapiens (human)
lipid catabolic processAdenosine receptor A1Homo sapiens (human)
negative regulation of synaptic transmission, GABAergicAdenosine receptor A1Homo sapiens (human)
positive regulation of nucleoside transportAdenosine receptor A1Homo sapiens (human)
negative regulation of neurotrophin productionAdenosine receptor A1Homo sapiens (human)
positive regulation of protein dephosphorylationAdenosine receptor A1Homo sapiens (human)
vasodilationAdenosine receptor A1Homo sapiens (human)
negative regulation of circadian sleep/wake cycle, non-REM sleepAdenosine receptor A1Homo sapiens (human)
negative regulation of apoptotic processAdenosine receptor A1Homo sapiens (human)
positive regulation of potassium ion transportAdenosine receptor A1Homo sapiens (human)
positive regulation of MAPK cascadeAdenosine receptor A1Homo sapiens (human)
negative regulation of hormone secretionAdenosine receptor A1Homo sapiens (human)
cognitionAdenosine receptor A1Homo sapiens (human)
leukocyte migrationAdenosine receptor A1Homo sapiens (human)
detection of temperature stimulus involved in sensory perception of painAdenosine receptor A1Homo sapiens (human)
negative regulation of lipid catabolic processAdenosine receptor A1Homo sapiens (human)
positive regulation of lipid catabolic processAdenosine receptor A1Homo sapiens (human)
regulation of sensory perception of painAdenosine receptor A1Homo sapiens (human)
negative regulation of synaptic transmission, glutamatergicAdenosine receptor A1Homo sapiens (human)
fatty acid homeostasisAdenosine receptor A1Homo sapiens (human)
excitatory postsynaptic potentialAdenosine receptor A1Homo sapiens (human)
long-term synaptic depressionAdenosine receptor A1Homo sapiens (human)
mucus secretionAdenosine receptor A1Homo sapiens (human)
negative regulation of mucus secretionAdenosine receptor A1Homo sapiens (human)
triglyceride homeostasisAdenosine receptor A1Homo sapiens (human)
regulation of cardiac muscle cell contractionAdenosine receptor A1Homo sapiens (human)
apoptotic signaling pathwayAdenosine receptor A1Homo sapiens (human)
regulation of presynaptic cytosolic calcium ion concentrationAdenosine receptor A1Homo sapiens (human)
negative regulation of long-term synaptic potentiationAdenosine receptor A1Homo sapiens (human)
negative regulation of long-term synaptic depressionAdenosine receptor A1Homo sapiens (human)
G protein-coupled receptor signaling pathwayAdenosine receptor A1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (16)

Processvia Protein(s)Taxonomy
G protein-coupled adenosine receptor activityAdenosine receptor A3Homo sapiens (human)
G protein-coupled adenosine receptor activityAdenosine receptor A2aHomo sapiens (human)
protein bindingAdenosine receptor A2aHomo sapiens (human)
calmodulin bindingAdenosine receptor A2aHomo sapiens (human)
lipid bindingAdenosine receptor A2aHomo sapiens (human)
enzyme bindingAdenosine receptor A2aHomo sapiens (human)
type 5 metabotropic glutamate receptor bindingAdenosine receptor A2aHomo sapiens (human)
identical protein bindingAdenosine receptor A2aHomo sapiens (human)
protein-containing complex bindingAdenosine receptor A2aHomo sapiens (human)
alpha-actinin bindingAdenosine receptor A2aHomo sapiens (human)
G protein-coupled adenosine receptor activityAdenosine receptor A2bHomo sapiens (human)
protein bindingAdenosine receptor A2bHomo sapiens (human)
G protein-coupled receptor activityAdenosine receptor A2bHomo sapiens (human)
G protein-coupled receptor bindingAdenosine receptor A1Homo sapiens (human)
purine nucleoside bindingAdenosine receptor A1Homo sapiens (human)
protein bindingAdenosine receptor A1Homo sapiens (human)
heat shock protein bindingAdenosine receptor A1Homo sapiens (human)
G-protein beta/gamma-subunit complex bindingAdenosine receptor A1Homo sapiens (human)
heterotrimeric G-protein bindingAdenosine receptor A1Homo sapiens (human)
protein heterodimerization activityAdenosine receptor A1Homo sapiens (human)
G protein-coupled adenosine receptor activityAdenosine receptor A1Homo sapiens (human)
G protein-coupled adenosine receptor activityAdenosine receptor A2aRattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (19)

Processvia Protein(s)Taxonomy
plasma membraneAdenosine receptor A3Homo sapiens (human)
presynaptic membraneAdenosine receptor A3Homo sapiens (human)
Schaffer collateral - CA1 synapseAdenosine receptor A3Homo sapiens (human)
dendriteAdenosine receptor A3Homo sapiens (human)
plasma membraneAdenosine receptor A3Homo sapiens (human)
synapseAdenosine receptor A3Homo sapiens (human)
plasma membraneAdenosine receptor A2aHomo sapiens (human)
intermediate filamentAdenosine receptor A2aHomo sapiens (human)
plasma membraneAdenosine receptor A2aHomo sapiens (human)
membraneAdenosine receptor A2aHomo sapiens (human)
dendriteAdenosine receptor A2aHomo sapiens (human)
axolemmaAdenosine receptor A2aHomo sapiens (human)
asymmetric synapseAdenosine receptor A2aHomo sapiens (human)
presynaptic membraneAdenosine receptor A2aHomo sapiens (human)
neuronal cell bodyAdenosine receptor A2aHomo sapiens (human)
postsynaptic membraneAdenosine receptor A2aHomo sapiens (human)
presynaptic active zoneAdenosine receptor A2aHomo sapiens (human)
glutamatergic synapseAdenosine receptor A2aHomo sapiens (human)
plasma membraneAdenosine receptor A2bHomo sapiens (human)
Schaffer collateral - CA1 synapseAdenosine receptor A2bHomo sapiens (human)
presynapseAdenosine receptor A2bHomo sapiens (human)
glutamatergic synapseAdenosine receptor A2bHomo sapiens (human)
plasma membraneAdenosine receptor A2bHomo sapiens (human)
plasma membraneAdenosine receptor A1Homo sapiens (human)
plasma membraneAdenosine receptor A1Homo sapiens (human)
basolateral plasma membraneAdenosine receptor A1Homo sapiens (human)
axolemmaAdenosine receptor A1Homo sapiens (human)
asymmetric synapseAdenosine receptor A1Homo sapiens (human)
presynaptic membraneAdenosine receptor A1Homo sapiens (human)
neuronal cell bodyAdenosine receptor A1Homo sapiens (human)
terminal boutonAdenosine receptor A1Homo sapiens (human)
dendritic spineAdenosine receptor A1Homo sapiens (human)
calyx of HeldAdenosine receptor A1Homo sapiens (human)
postsynaptic membraneAdenosine receptor A1Homo sapiens (human)
presynaptic active zoneAdenosine receptor A1Homo sapiens (human)
synapseAdenosine receptor A1Homo sapiens (human)
dendriteAdenosine receptor A1Homo sapiens (human)
Golgi membraneAdenosine receptor A2aRattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (56)

Assay IDTitleYearJournalArticle
AID706388Displacement of [3H]CGS21680 from human recombinant adenosine A2A receptor expressed in CHO cells after 60 mins by gamma counter2012Journal of medicinal chemistry, Jun-28, Volume: 55, Issue:12
Medicinal chemistry of A₃ adenosine receptor modulators: pharmacological activities and therapeutic implications.
AID175310Enhancement of coronary flow (A2 response) in isolated rat heart preparation1988Journal of medicinal chemistry, Jan, Volume: 31, Issue:1
N6-(arylalkyl)adenosines. Identification of N6-(9-fluorenylmethyl)adenosine as a highly potent agonist for the adenosine A2 receptor.
AID30496Molar potency ratio (MPR) against adenosine A2 receptor of canine coronary artery1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Dog coronary artery adenosine receptor: structure of the N6-aryl subregion.
AID30491Binding affinity against A2 adenosine receptor1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Dog coronary artery adenosine receptor: structure of the N6-aryl subregion.
AID30495Association constant against A2 adenosine receptor1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Dog coronary artery adenosine receptor: structure of the N6-aryl subregion.
AID706383Selectivity ratio of Ki for rat adenosine A1 receptor to Ki for rat adenosine A3 receptor expressed in CHO cells2012Journal of medicinal chemistry, Jun-28, Volume: 55, Issue:12
Medicinal chemistry of A₃ adenosine receptor modulators: pharmacological activities and therapeutic implications.
AID706382Selectivity ratio of Ki for human recombinant adenosine A1 receptor to Ki for human recombinant adenosine A3 receptor expressed in CHO cells2012Journal of medicinal chemistry, Jun-28, Volume: 55, Issue:12
Medicinal chemistry of A₃ adenosine receptor modulators: pharmacological activities and therapeutic implications.
AID175313Reduction of heart rate (A1 response) in isolated rat heart preparation1988Journal of medicinal chemistry, Jan, Volume: 31, Issue:1
N6-(arylalkyl)adenosines. Identification of N6-(9-fluorenylmethyl)adenosine as a highly potent agonist for the adenosine A2 receptor.
AID1694570Displacement of [3H]CGS21680 from recombinant human A2AR measured after 60 mins by liquid scintillation counting method2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID239053Inhibition of [125I]AB-MECA binding to rat Adenosine A3 receptor expressed in CHO cells2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
(N)-methanocarba 2,N6-disubstituted adenine nucleosides as highly potent and selective A3 adenosine receptor agonists.
AID155531Inhibition of Trypanosoma brucei phosphoglycerate kinase (PGK); inactive at 4 mM2000Journal of medicinal chemistry, Nov-02, Volume: 43, Issue:22
Adenosine analogues as inhibitors of Trypanosoma brucei phosphoglycerate kinase: elucidation of a novel binding mode for a 2-amino-N(6)-substituted adenosine.
AID1694562Antimigratory activity in human MDA-MB-231 cells assessed as wound closure at 2.5 uM after 48 hrs by scratch wound healing assay (Rvb = 93 %)2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID177479Effect on Ataxia(ATX) in rat was measured as ED50 by perorally administration of compound.1987Journal of medicinal chemistry, Oct, Volume: 30, Issue:10
N6-(2,2-diphenylethyl)adenosine, a novel adenosine receptor agonist with antipsychotic-like activity.
AID1694548Displacement of FITC-geldanamycin from GRP94 (unknown origin) at 50 uM after 24 hrs by fluorescence polarization assay relative to control2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID25506Index of hydrophobicity (k')1986Journal of medicinal chemistry, Jun, Volume: 29, Issue:6
Dog coronary artery adenosine receptor: structure of the N6-aryl subregion.
AID1694557Antimigratory activity in human A549 cells assessed as wound closure at 2.5 uM after 24 hrs by scratch wound healing assay (Rvb = 59 %)2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID1694569Displacement of [3H]R-PIA from recombinant human A1AR measured after 60 mins by liquid scintillation counting method2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID232472Selectivity ratio for A1 receptor to that of A2 receptor in vitro in rat tissues1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
C2,N6-disubstituted adenosines: synthesis and structure-activity relationships.
AID1694567Antimigratory activity in human MDA-MB-231 cells assessed as rate of wound closure at 20 uM after 24 hrs by scratch wound healing assay2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID1694558Antimigratory activity in human A549 cells assessed as wound closure at 2.5 uM after 36 hrs by scratch wound healing assay (Rvb = 88 %)2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID32503Inhibition of binding of [3H]N6-cyclohexyladenosine to adenosine A1 receptor of rat whole brain membranes.1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
C2,N6-disubstituted adenosines: synthesis and structure-activity relationships.
AID32195Binding affinity towards adenosine A1 receptor on rat whole brain membrane using [3H]N6-cyclohexyladenosine1988Journal of medicinal chemistry, Jan, Volume: 31, Issue:1
N6-(arylalkyl)adenosines. Identification of N6-(9-fluorenylmethyl)adenosine as a highly potent agonist for the adenosine A2 receptor.
AID239011Inhibition of [3H]R-PIA binding to human Adenosine A1 receptor expressed in CHO cells2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
(N)-methanocarba 2,N6-disubstituted adenine nucleosides as highly potent and selective A3 adenosine receptor agonists.
AID1694571Displacement of [125I]-AB-MECA from human A3AR expressed in CHO cells measured after 60 mins by liquid scintillation counting method2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID251590Relative activation of human Adenosine A3 receptor expressed in CHO cells at 10 uM treatment compared to 10 uM Cl-IB-MECA2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
(N)-methanocarba 2,N6-disubstituted adenine nucleosides as highly potent and selective A3 adenosine receptor agonists.
AID706386Displacement of [3H]CCPA from human recombinant adenosine A1 receptor expressed in CHO cells after 60 mins by gamma counter2012Journal of medicinal chemistry, Jun-28, Volume: 55, Issue:12
Medicinal chemistry of A₃ adenosine receptor modulators: pharmacological activities and therapeutic implications.
AID1694549Displacement of FITC-geldanamycin from HSP90alpha (unknown origin) at 50 uM after 24 hrs by fluorescence polarization assay relative to control2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID706384Displacement of [125I]I-AB-MECA from human recombinant adenosine A3 receptor expressed in CHO cells after 60 mins by gamma counter2012Journal of medicinal chemistry, Jun-28, Volume: 55, Issue:12
Medicinal chemistry of A₃ adenosine receptor modulators: pharmacological activities and therapeutic implications.
AID1694561Antimigratory activity in human MDA-MB-231 cells assessed as wound closure at 2.5 uM after 24 hrs by scratch wound healing assay (Rvb = 64 %)2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID706387Displacement of [3H]CCPA from rat adenosine A1 receptor expressed in CHO cells after 60 mins by gamma counter2012Journal of medicinal chemistry, Jun-28, Volume: 55, Issue:12
Medicinal chemistry of A₃ adenosine receptor modulators: pharmacological activities and therapeutic implications.
AID231269Ratio of binding affinity against A2 and A1 receptors1988Journal of medicinal chemistry, Jul, Volume: 31, Issue:7
N6-[2-(3,5-dimethoxyphenyl)-2-(2-methylphenyl)ethyl]adenosine and its uronamide derivatives. Novel adenosine agonists with both high affinity and high selectivity for the adenosine A2 receptor.
AID1694568Antimigratory activity in human MDA-MB-231 cells assessed as rate of wound closure at 20 uM after 48 hrs by scratch wound healing assay2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID33440Binding affinity at adenosine A2 receptor from rat striatal membranes by [3H]NECA displacement.1988Journal of medicinal chemistry, Jul, Volume: 31, Issue:7
N6-[2-(3,5-dimethoxyphenyl)-2-(2-methylphenyl)ethyl]adenosine and its uronamide derivatives. Novel adenosine agonists with both high affinity and high selectivity for the adenosine A2 receptor.
AID706381Selectivity ratio of Ki for rat adenosine A2A receptor to Ki for rat adenosine A3 receptor expressed in CHO cells2012Journal of medicinal chemistry, Jun-28, Volume: 55, Issue:12
Medicinal chemistry of A₃ adenosine receptor modulators: pharmacological activities and therapeutic implications.
AID177487Effect on Motor activity(MA) in rat was measured as ED50 by perorally administration of compound.1987Journal of medicinal chemistry, Oct, Volume: 30, Issue:10
N6-(2,2-diphenylethyl)adenosine, a novel adenosine receptor agonist with antipsychotic-like activity.
AID647885Binding affinity to A2A adenosine receptor2012Journal of medicinal chemistry, Jan-12, Volume: 55, Issue:1
Evaluation of molecular modeling of agonist binding in light of the crystallographic structure of an agonist-bound A₂A adenosine receptor.
AID33567Binding affinity to A2 adenosine receptor in rat striatal membranes by [3H]NECA (1-(6-amino-9H-purin-9-yl)-1-deoxy-N-ethyl-beta-D-ribofuranuronamide) displacement.1987Journal of medicinal chemistry, Oct, Volume: 30, Issue:10
N6-(2,2-diphenylethyl)adenosine, a novel adenosine receptor agonist with antipsychotic-like activity.
AID131362Effect on Ataxia in mouse following i.p. administration.1987Journal of medicinal chemistry, Oct, Volume: 30, Issue:10
N6-(2,2-diphenylethyl)adenosine, a novel adenosine receptor agonist with antipsychotic-like activity.
AID229799Ratio of Ki at adenosine A2 and A1 receptors1988Journal of medicinal chemistry, Jan, Volume: 31, Issue:1
N6-(arylalkyl)adenosines. Identification of N6-(9-fluorenylmethyl)adenosine as a highly potent agonist for the adenosine A2 receptor.
AID239092Inhibition of [125I]-AB-MECA binding to human Adenosine A3 receptor expressed in CHO cells2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
(N)-methanocarba 2,N6-disubstituted adenine nucleosides as highly potent and selective A3 adenosine receptor agonists.
AID33588Binding affinity towards adenosine A2 receptor on rat striatal membrane using [3H]NECA as radioligand1988Journal of medicinal chemistry, Jan, Volume: 31, Issue:1
N6-(arylalkyl)adenosines. Identification of N6-(9-fluorenylmethyl)adenosine as a highly potent agonist for the adenosine A2 receptor.
AID706389Displacement of [3H]CGS21680 from rat adenosine A2A receptor expressed in CHO cells after 60 mins by gamma counter2012Journal of medicinal chemistry, Jun-28, Volume: 55, Issue:12
Medicinal chemistry of A₃ adenosine receptor modulators: pharmacological activities and therapeutic implications.
AID177488Effect on Sidman conditioned avoidance in rat.1987Journal of medicinal chemistry, Oct, Volume: 30, Issue:10
N6-(2,2-diphenylethyl)adenosine, a novel adenosine receptor agonist with antipsychotic-like activity.
AID31866Binding affinity at adenosine A1 receptor from rat brain membranes by [3H]N6-cyclohexyladenosine displacement.1988Journal of medicinal chemistry, Jul, Volume: 31, Issue:7
N6-[2-(3,5-dimethoxyphenyl)-2-(2-methylphenyl)ethyl]adenosine and its uronamide derivatives. Novel adenosine agonists with both high affinity and high selectivity for the adenosine A2 receptor.
AID32015Binding affinity to adenosine A1 receptor in rat whole brain membranes by [3H]N6-cyclohexyladenosine displacement.1987Journal of medicinal chemistry, Oct, Volume: 30, Issue:10
N6-(2,2-diphenylethyl)adenosine, a novel adenosine receptor agonist with antipsychotic-like activity.
AID33746Binding affinity against adenosine A2 receptor using [3H]- NECA as radioligand1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Adenosine receptors: pharmacology, structure-activity relationships, and therapeutic potential.
AID706385Displacement of [125I]I-AB-MECA from human rat adenosine A3 receptor expressed in CHO cells after 60 mins by gamma counter2012Journal of medicinal chemistry, Jun-28, Volume: 55, Issue:12
Medicinal chemistry of A₃ adenosine receptor modulators: pharmacological activities and therapeutic implications.
AID33752Ratio of A2 to A1.1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Adenosine receptors: pharmacology, structure-activity relationships, and therapeutic potential.
AID706380Selectivity ratio of Ki for human recombinant adenosine A2A receptor to Ki for human recombinant adenosine A3 receptor expressed in CHO cells2012Journal of medicinal chemistry, Jun-28, Volume: 55, Issue:12
Medicinal chemistry of A₃ adenosine receptor modulators: pharmacological activities and therapeutic implications.
AID239113Inhibition of [3H]-CGS- 21680 binding to human Adenosine A2A receptor expressed in CHO cells2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
(N)-methanocarba 2,N6-disubstituted adenine nucleosides as highly potent and selective A3 adenosine receptor agonists.
AID1694572Agonist activity at recombinant human A2BAR expressed in CHO cells assessed as stimulation of cAMP formation preincubated for 30 mins in presence of rolipram and adenosine deaminase followed by compound addition and measured after 20 mins by alphascreen c2021ACS medicinal chemistry letters, Mar-11, Volume: 12, Issue:3
Biological Evaluation of 5'-(
AID251589Relative activation of human Adenosine A2B receptor at 10 uM treatment compared to 10 uM Cl-IB-MECA2005Journal of medicinal chemistry, Mar-24, Volume: 48, Issue:6
(N)-methanocarba 2,N6-disubstituted adenine nucleosides as highly potent and selective A3 adenosine receptor agonists.
AID706377Antagonist activity at human adenosine A3 receptor expressed in CHO cells assessed as blockade of Cl-IB-MECA-mediated inhibition of forskolin-stimulated [3H]cAMP accumulation by scintillation counter2012Journal of medicinal chemistry, Jun-28, Volume: 55, Issue:12
Medicinal chemistry of A₃ adenosine receptor modulators: pharmacological activities and therapeutic implications.
AID131363Effect on Motor activity in mouse following i.p. administration.1987Journal of medicinal chemistry, Oct, Volume: 30, Issue:10
N6-(2,2-diphenylethyl)adenosine, a novel adenosine receptor agonist with antipsychotic-like activity.
AID32177Binding affinity against adenosine A1 receptor using [3H]-CHA or [3H]PIA as radioligand1992Journal of medicinal chemistry, Feb-07, Volume: 35, Issue:3
Adenosine receptors: pharmacology, structure-activity relationships, and therapeutic potential.
AID33733Inhibition of binding of [3H]NECA to adenosine A2 receptor of rat striatal membranes.1989Journal of medicinal chemistry, Aug, Volume: 32, Issue:8
C2,N6-disubstituted adenosines: synthesis and structure-activity relationships.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (41.67)18.7374
1990's2 (16.67)18.2507
2000's2 (16.67)29.6817
2010's2 (16.67)24.3611
2020's1 (8.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.16

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 Index12.16 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.73 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.16)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (16.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (83.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]