Page last updated: 2024-11-08

mrs 1067

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Description

3,6-dichloro-2'-isopropyloxy-4'-methylflavone: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID252716
CHEMBL ID89093
SCHEMBL ID2962179
MeSH IDM0285424

Synonyms (17)

Synonym
mrs-1067
CHEMBL89093 ,
bdbm50053924
3,6-dichloro-2-(2-isopropoxy-4-methyl-phenyl)-chromen-4-one
mrs1067
gtpl466
PDSP2_000262
70460-45-6
nsc74899
PDSP1_000263
3,6-dichloro-2'-isopropyloxy-4'-methylflavone
3,6-dichloro-2-(4-methyl-2-propan-2-yloxyphenyl)chromen-4-one
SCHEMBL2962179
DTXSID70291327
3,6-dichloro-2'-(isopropoxy)-4'-methylflavone
Q27087747
AKOS040748962
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (5)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Adenosine receptor A3Homo sapiens (human)Ki0.42040.00000.930610.0000AID34716; AID34861; AID34872; AID706384
Adenosine receptor A1Rattus norvegicus (Norway rat)Ki55.00000.00011.20929.9700AID32341; AID706387
Adenosine receptor A3Rattus norvegicus (Norway rat)Ki5.50000.00030.91969.0000AID706385
Adenosine receptor A1Homo sapiens (human)Ki10.00000.00020.931610.0000AID706386
Adenosine receptor A2aRattus norvegicus (Norway rat)IC50 (µMol)0.10000.00120.48289.0000AID33772
Adenosine receptor A2aRattus norvegicus (Norway rat)Ki55.00000.00021.494010.0000AID32888; AID706389
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (58)

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)
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 (8)

Processvia Protein(s)Taxonomy
G protein-coupled adenosine receptor activityAdenosine receptor A3Homo 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 (15)

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 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 (17)

Assay IDTitleYearJournalArticle
AID34716In vitro binding affinity at human Adenosine A3 receptor from HEK293 cells by [125I]AB-MECA displacement.1996Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21
Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
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.
AID32341Displacement of specific [3H](R)-PIA binding at adenosine A1 receptor from rat brain membranes.1997Journal of medicinal chemistry, Aug-01, Volume: 40, Issue:16
Structure-activity relationships of 4-(phenylethynyl)-6-phenyl-1,4-dihydropyridines as highly selective A3 adenosine receptor antagonists.
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.
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.
AID34872Displacement of specific [125I]AB-MECA binding at human adenosine A3 receptor.1997Journal of medicinal chemistry, Aug-01, Volume: 40, Issue:16
Structure-activity relationships of 4-(phenylethynyl)-6-phenyl-1,4-dihydropyridines as highly selective A3 adenosine receptor antagonists.
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.
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.
AID32888Displacement of specific [3H]-CGS- 21680 binding at Adenosine A2A receptor in rat striatal membranes.1997Journal of medicinal chemistry, Aug-01, Volume: 40, Issue:16
Structure-activity relationships of 4-(phenylethynyl)-6-phenyl-1,4-dihydropyridines as highly selective A3 adenosine receptor antagonists.
AID34861In vitro binding affinity against human Adenosine A3 receptor2000Bioorganic & medicinal chemistry letters, Jan-03, Volume: 10, Issue:1
The utilization of a unified pharmacophore query in the discovery of new antagonists of the adenosine receptor family.
AID30455Binding affinity for Adenosine A1 receptor from rat cerebral cortex membranes using [3H](R)-PIA1996Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21
Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
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.
AID33772Binding affinity for Adenosine A2A receptor from rat striatal membranes using [3H]-CGH 216801996Journal of medicinal chemistry, Oct-11, Volume: 39, Issue:21
Derivatives of the triazoloquinazoline adenosine antagonist (CGS15943) are selective for the human A3 receptor subtype.
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.
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.
AID1345822Human A3 receptor (Adenosine receptors)1997Neuropharmacology, Sep, Volume: 36, Issue:9
Pharmacological characterization of novel A3 adenosine receptor-selective antagonists.
AID1345822Human A3 receptor (Adenosine receptors)1996Journal of medicinal chemistry, Jun-07, Volume: 39, Issue:12
Synthesis and biological activities of flavonoid derivatives as A3 adenosine receptor antagonists.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (50.00)18.2507
2000's3 (37.50)29.6817
2010's1 (12.50)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: 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 Index2.20 (2.92)
Research Growth Index4.36 (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%
Reviews3 (37.50%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (62.50%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]