Page last updated: 2024-12-10

fk 838

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Description

FK 838: an adenosine subtype-1 receptor antagonist; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID3035594
CHEMBL ID292917
SCHEMBL ID2641189
MeSH IDM0269121

Synonyms (17)

Synonym
bdbm50079654
4-(6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)pyridazin-1(6h)-yl)butanoic acid
4-[6-oxo-3-(2-phenyl-pyrazolo[1,5-a]pyridin-3-yl)-6h-pyridazin-1-yl]-butyric acid
1(6h)-pyridazinebutanoic acid, 6-oxo-3-(2-phenylpyrazolo(1,5-a)pyridin-3-yl)-
fk-838
fk 838
6-oxo-3-(2-phenylpyrazolo(1,5-a)pyridin-3-yl)-1(6h)-pyridazinebutyric acid
6-oxo-3-(2-phenylpyrazolo(1,5-a)pyridin-3-yl)-1(6h)-pyridazineboutanoic acid
131185-37-0
CHEMBL292917 ,
L004106
4-[6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)pyridazin-1-yl]butanoic acid
SCHEMBL2641189
3-[2-(3-carboxypropyl)-3-oxo-2,3-dihydropyridazin-6-yl]-2-phenylpyrazolo[1,5-a]pyridine
FKJPZJACCBMNKZ-UHFFFAOYSA-N ,
DTXSID60156936
pyrazolo[1,5-a]pyridine, 1(6h)-pyridazinebutanoic acid deriv.
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (6)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Adenosine receptor A1Rattus norvegicus (Norway rat)IC50 (µMol)0.12000.00020.552110.0000AID31421
Adenosine receptor A1Rattus norvegicus (Norway rat)Ki0.00660.00011.20929.9700AID34014; AID462305
Adenosine receptor A1Bos taurus (cattle)Ki0.00660.00000.71316.0000AID31984
Adenosine receptor A1Homo sapiens (human)Ki0.01200.00020.931610.0000AID462302
Adenosine receptor A2aRattus norvegicus (Norway rat)Ki1.20200.00021.494010.0000AID462306
Adenosine receptor A1Cavia porcellus (domestic guinea pig)Ki0.01000.00030.45466.9000AID462310
Adenosine receptor A1Mus musculus (house mouse)Ki0.01020.00010.42424.4300AID462308
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (51)

Processvia Protein(s)Taxonomy
G protein-coupled adenosine receptor signaling pathwayAdenosine receptor A1Bos taurus (cattle)
response to purine-containing compoundAdenosine receptor A1Bos taurus (cattle)
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 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 (14)

Processvia Protein(s)Taxonomy
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 (26)

Assay IDTitleYearJournalArticle
AID186819Diuretic activity was measured in saline (20mL/kg, po)-loaded rat as potassium output at 0.032 mg/kg dose po1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID10416solubility in water (ug/mL) at 37 degree C.1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID33905Adenosine A2 receptor binding using [3H]CGS-21680 in rat striatal membranes1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID185092Diuretic activity was measured in saline (20mL/kg, po)-loaded rat as sodium output at 0.032 mg/kg dose po1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID462305Binding affinity to rat adenosine A1 receptor2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
2-Amino-5-benzoyl-4-phenylthiazoles: Development of potent and selective adenosine A1 receptor antagonists.
AID21844Calculated partition coefficient (clogP) (MacLogP)1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID462310Binding affinity to guinea pig adenosine A1 receptor2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
2-Amino-5-benzoyl-4-phenylthiazoles: Development of potent and selective adenosine A1 receptor antagonists.
AID197467Oral bioavailability in rat (fasted)1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID462308Binding affinity to mouse adenosine A1 receptor2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
2-Amino-5-benzoyl-4-phenylthiazoles: Development of potent and selective adenosine A1 receptor antagonists.
AID190353Diuretic activity was measured in saline (20mL/kg, po)-loaded rat as urine volume collected for 6 hr at 10 mg/kg dose po1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID31421Inhibitory activity against Adenosine A1 Receptor using [3H]CHA in rat cortical membranes1999Bioorganic & medicinal chemistry letters, Jul-19, Volume: 9, Issue:14
Discovery of FR166124, a novel water-soluble pyrazolo-[1,5-a]pyridine adenosine A1 receptor antagonist.
AID34014Adenosine A1 receptor using [3H]DPCOX in rat cortical membranes1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID234645Selectivity as IC50 against adenosine A2A and adenosine A1 receptors1999Bioorganic & medicinal chemistry letters, Jul-19, Volume: 9, Issue:14
Discovery of FR166124, a novel water-soluble pyrazolo-[1,5-a]pyridine adenosine A1 receptor antagonist.
AID185095Diuretic activity was measured in saline (20mL/kg, po)-loaded rat as sodium output at 1 mg/kg dose po1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID186821Diuretic activity was measured in saline (20mL/kg, po)-loaded rat as potassium output at 1 mg/kg dose po1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID462302Binding affinity to human adenosine A1 receptor2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
2-Amino-5-benzoyl-4-phenylthiazoles: Development of potent and selective adenosine A1 receptor antagonists.
AID185096Diuretic activity was measured in saline (20mL/kg, po)-loaded rat as sodium output at 10 mg/kg dose po1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID191015Diuretic activity was measured in saline (20mL/kg, po)-loaded rat as urine volume collected for 6 hr at 0.032 mg/kg dose po1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID191014Diuretic activity (mL/kg) was measured on rat adenosine A1 receptor as urine volume at the dose of 0.1 (mg/kg).1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID191016Diuretic activity was measured in saline (20mL/kg, po)-loaded rat as urine volume collected for 6 hr at 0.1 mg/kg dose po1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID185093Diuretic activity was measured in saline (20mL/kg, po)-loaded rat as sodium output at 0.1 mg/kg dose po1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID31984Binding affinity at bovine Adenosine A1 receptor.2002Journal of medicinal chemistry, Oct-24, Volume: 45, Issue:22
Synthesis, molecular modeling studies, and pharmacological activity of selective A(1) receptor antagonists.
AID33774Inhibitory activity against Adenosine A2a receptor using [3H]NECA in rat striatal membranes1999Bioorganic & medicinal chemistry letters, Jul-19, Volume: 9, Issue:14
Discovery of FR166124, a novel water-soluble pyrazolo-[1,5-a]pyridine adenosine A1 receptor antagonist.
AID462306Binding affinity to rat adenosine A2A receptor2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
2-Amino-5-benzoyl-4-phenylthiazoles: Development of potent and selective adenosine A1 receptor antagonists.
AID186822Diuretic activity was measured in saline (20mL/kg, po)-loaded rat as potassium output at 10 mg/kg dose po1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
AID186820Diuretic activity was measured in saline (20mL/kg, po)-loaded rat as potassium output at 0.1 mg/kg dose po1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Discovery of 6-oxo-3-(2-phenylpyrazolo[1,5-a]pyridin-3-yl)-1(6H)- pyridazinebutanoic acid (FK 838): a novel non-xanthine adenosine A1 receptor antagonist with potent diuretic activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (30.77)18.2507
2000's8 (61.54)29.6817
2010's1 (7.69)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: 11.75

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 Index11.75 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index4.39 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.75)

All Compounds (24.57)

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%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]