Page last updated: 2024-11-12

4-ethyl-7-fluoro-3,4-dihydro-2h-1,2,4-benzothiadiazine 1,1-dioxide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

4-ethyl-7-fluoro-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide: an AMPA modulator; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID16732615
CHEMBL ID411612
SCHEMBL ID22823720
MeSH IDM0524354

Synonyms (11)

Synonym
CHEMBL411612 ,
3tj ,
4-ethyl-7-fluoro-3,4-dihydro-2h-1,2,4-benzothiadiazine 1,1-dioxide
3TDJ
bdbm50032243
SCHEMBL22823720
TQR0609
4-ethyl-7-fluoro-3,4-dihydro-2h-benzo[e][1,2,4]thiadiazine 1,1-dioxide
Q27454128
4-ethyl-7-fluoro-3,4-dihydro-2h-1,2,4-benzothiadiazine-1,1-dioxide
4-ethyl-7-fluoro-2,3-dihydro-1lambda6,2,4-benzothiadiazine 1,1-dioxide
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Glutamate receptor 2Rattus norvegicus (Norway rat)Kd5.60005.60005.60005.6000AID977611
Chain B, Glutamate receptor 2Rattus norvegicus (Norway rat)Kd5.60005.60005.60005.6000AID977611
Glutamate receptor 2Homo sapiens (human)Kd5.60000.35002.97505.6000AID1170667
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (7)

Processvia Protein(s)Taxonomy
signal transductionGlutamate receptor 2Homo sapiens (human)
chemical synaptic transmissionGlutamate receptor 2Homo sapiens (human)
ionotropic glutamate receptor signaling pathwayGlutamate receptor 2Homo sapiens (human)
synaptic transmission, glutamatergicGlutamate receptor 2Homo sapiens (human)
regulation of postsynaptic membrane potentialGlutamate receptor 2Homo sapiens (human)
monoatomic cation transmembrane transportGlutamate receptor 2Homo sapiens (human)
modulation of chemical synaptic transmissionGlutamate receptor 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
AMPA glutamate receptor activityGlutamate receptor 2Homo sapiens (human)
amyloid-beta bindingGlutamate receptor 2Homo sapiens (human)
glutamate-gated receptor activityGlutamate receptor 2Homo sapiens (human)
AMPA glutamate receptor activityGlutamate receptor 2Homo sapiens (human)
protein bindingGlutamate receptor 2Homo sapiens (human)
ligand-gated monoatomic cation channel activityGlutamate receptor 2Homo sapiens (human)
transmitter-gated monoatomic ion channel activity involved in regulation of postsynaptic membrane potentialGlutamate receptor 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
plasma membraneGlutamate receptor 2Homo sapiens (human)
external side of plasma membraneGlutamate receptor 2Homo sapiens (human)
postsynaptic densityGlutamate receptor 2Homo sapiens (human)
dendriteGlutamate receptor 2Homo sapiens (human)
endocytic vesicle membraneGlutamate receptor 2Homo sapiens (human)
asymmetric synapseGlutamate receptor 2Homo sapiens (human)
neuronal cell bodyGlutamate receptor 2Homo sapiens (human)
dendritic spineGlutamate receptor 2Homo sapiens (human)
excitatory synapseGlutamate receptor 2Homo sapiens (human)
postsynapseGlutamate receptor 2Homo sapiens (human)
postsynaptic endocytic zoneGlutamate receptor 2Homo sapiens (human)
AMPA glutamate receptor complexGlutamate receptor 2Homo sapiens (human)
plasma membraneGlutamate receptor 2Homo sapiens (human)
dendritic spineGlutamate receptor 2Homo sapiens (human)
postsynaptic density membraneGlutamate receptor 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID291179Activity at Wistar rat cortex AMPA receptor expressed in Xenopus laevis oocytes assessed as 5-fold increase of (S)-AMPA-induced current2007Journal of medicinal chemistry, Jun-28, Volume: 50, Issue:13
Design, synthesis, and pharmacology of novel 7-substituted 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxides as positive allosteric modulators of AMPA receptors.
AID777162Binding affinity to rat LBD of GluA2 receptor L483Y and N754S mutant at 243 uM by isothermal titration calorimetry analysis2013Journal of medicinal chemistry, Nov-14, Volume: 56, Issue:21
Synthesis, pharmacological and structural characterization, and thermodynamic aspects of GluA2-positive allosteric modulators with a 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide scaffold.
AID291185Cognitive-enhancing effect in Wistar rat at 3 mg/kg, po by object recognition test2007Journal of medicinal chemistry, Jun-28, Volume: 50, Issue:13
Design, synthesis, and pharmacology of novel 7-substituted 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxides as positive allosteric modulators of AMPA receptors.
AID291178Activity at Wistar rat cortex AMPA receptor expressed in Xenopus laevis oocytes assessed as 2-fold increase of (S)-AMPA-induced current2007Journal of medicinal chemistry, Jun-28, Volume: 50, Issue:13
Design, synthesis, and pharmacology of novel 7-substituted 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxides as positive allosteric modulators of AMPA receptors.
AID345813Potentiation of Wistar rat AMPA receptor expressed in Xenopus laevis oocytes assessed as increase in amplitude of (S)-AMP-induced current by two electrode voltage-clamp method relative to AMPA2008Bioorganic & medicinal chemistry, Dec-01, Volume: 16, Issue:23
Synthesis and pharmacological evaluation of a second generation of pyridothiadiazine 1,1-dioxides acting as AMPA potentiators.
AID458611Induction of amplitude current in Xenopus laevis oocytes assessed as 2 fold increase in AMPA-induced current by voltage clamp method2010Journal of medicinal chemistry, Feb-25, Volume: 53, Issue:4
New fluorinated 1,2,4-benzothiadiazine 1,1-dioxides: discovery of an orally active cognitive enhancer acting through potentiation of the 2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid receptors.
AID291184Cognitive-enhancing effect in Wistar rat at 0.3 mg/kg, po by object recognition test2007Journal of medicinal chemistry, Jun-28, Volume: 50, Issue:13
Design, synthesis, and pharmacology of novel 7-substituted 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxides as positive allosteric modulators of AMPA receptors.
AID291183Increase in (S)-AMPA-stimulated [3H]noradrenaline release in Wistar rat hippocampus at 30 uM relative to control2007Journal of medicinal chemistry, Jun-28, Volume: 50, Issue:13
Design, synthesis, and pharmacology of novel 7-substituted 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxides as positive allosteric modulators of AMPA receptors.
AID345812Potentiation of Wistar rat AMPA receptor expressed in Xenopus laevis oocytes assessed as 5-fold increase in amplitude of (S)-AMPA-induced current by two electrode voltage-clamp method2008Bioorganic & medicinal chemistry, Dec-01, Volume: 16, Issue:23
Synthesis and pharmacological evaluation of a second generation of pyridothiadiazine 1,1-dioxides acting as AMPA potentiators.
AID291182Increase of EPSfP evoked response in Wistar rat hippocampus at 30 uM relative to control2007Journal of medicinal chemistry, Jun-28, Volume: 50, Issue:13
Design, synthesis, and pharmacology of novel 7-substituted 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxides as positive allosteric modulators of AMPA receptors.
AID291181Activity at Wistar rat cortex AMPA receptor expressed in Xenopus laevis oocytes assessed as maximum increase of (S)-AMPA-induced current2007Journal of medicinal chemistry, Jun-28, Volume: 50, Issue:13
Design, synthesis, and pharmacology of novel 7-substituted 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxides as positive allosteric modulators of AMPA receptors.
AID458612Induction of membrane depolarization in rat E16 cells assessed as 2 fold increase in AMPA-induced fluorescence by flipR method2010Journal of medicinal chemistry, Feb-25, Volume: 53, Issue:4
New fluorinated 1,2,4-benzothiadiazine 1,1-dioxides: discovery of an orally active cognitive enhancer acting through potentiation of the 2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid receptors.
AID345811Potentiation of Wistar rat AMPA receptor expressed in Xenopus laevis oocytes assessed as 2-fold increase in amplitude of (S)-AMPA-induced current by two electrode voltage-clamp method2008Bioorganic & medicinal chemistry, Dec-01, Volume: 16, Issue:23
Synthesis and pharmacological evaluation of a second generation of pyridothiadiazine 1,1-dioxides acting as AMPA potentiators.
AID1170667Binding affinity to GluA2-LBD-L483Y-N754S complex (unknown origin) by isothermal titration calorimetry2014Journal of medicinal chemistry, Nov-26, Volume: 57, Issue:22
Positive allosteric modulators of 2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid receptors belonging to 4-cyclopropyl-3,4-dihydro-2h-1,2,4-pyridothiadiazine dioxides and diversely chloro-substituted 4-cyclopropyl-3,4-dihydro-2H-1,2,4-benzothiad
AID291180Activity at Wistar rat cortex AMPA receptor expressed in Xenopus laevis oocytes assessed as effect on (S)-AMPA-induced current2007Journal of medicinal chemistry, Jun-28, Volume: 50, Issue:13
Design, synthesis, and pharmacology of novel 7-substituted 3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxides as positive allosteric modulators of AMPA receptors.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB2012The Biochemical journal, Jan-01, Volume: 441, Issue:1
Thermodynamics and structural analysis of positive allosteric modulation of the ionotropic glutamate receptor GluA2.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (28.57)29.6817
2010's5 (71.43)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: 12.51

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 Index12.51 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.59 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.51)

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]