Page last updated: 2024-10-15

trimedoxime bromide

Description

Trimedoxime: Cholinesterase reactivator used as an antidote in alkyl phosphate poisoning. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID135565598
CHEMBL ID426113
SCHEMBL ID61945
MeSH IDM0021984

Synonyms (60)

Synonym
1,3-propan-bis-(4-hydroxyiminomethyl-pyridinium-(1))-dibromids [german]
trimedoxime bromide [inn]
n,n-trimethylen-bis-(pyridinium-4-aldoxim)-dibromid [german]
pyridinium, 1,1'-(1,3-propanediyl)bis(4-((hydroxyimino)methyl)-, dibromide
einecs 200-304-5
4-hydroxyiminomethyl-(3-(4-hydroxyiminomethyl-1-pyridinio)propyl)pyridinium dibromide
nsc 148341
pyridinium, 1,1'-trimethylenebis(4-formyl-, dibromide, dioxime
1,1'-trimethylenebis(4-formylpyridinium bromide)dioxime
1,3-trimethylen-bis-(4-hydroximinoformylpyridinium)-dibromid [german]
bromuro de trimedoxima [inn-spanish]
tmb4
bromure de trimedoxime [inn-french]
trimedoximi bromidum [inn-latin]
1,3-bis(4-hydroxyiminomethylpyridino)propane dibromide
1,1'-trimethylenebis(4-aldoximinopyridinium) dibromide
dipiroxim dibromide
trimedoxime n
1,3-trimethylenebis(4-hydroxyiminomethylpyridinium bromide)
1,1'-trimethylenebis(4-formylpyridine oxime) dibromide
1,3-bis(n-pyridine-4-aldoxime)propane dibromide
nsc-148341
1,1'-trimethylenebis(4-formylpyridinium) dibromide dioxime
n,n'-trimethylenebis(4-formylpyridinium bromide) dioxime
1,3-bis(pyridinium-4-aldoxime)propane dibromide
tmb-4
trimedoxime
c-434
1,1'-trimethylenebis(4-formylpyridine bromide) dioxime
1,3-propan-bis-(4-hydroxyiminomethyl-pyridinium-(1))-dibromids
1,3-bis(4-hydroxyiminomethyl-1-pyridinium)propane dibromide
trimedoxime bromide
56-97-3
dipyroxim dibromide
trimethylenebis(4-hydroxyiminomethylpyridinium) dibromide
c 434
n,n'-trimethylenebis(pyridinium-4-aldoxime) dibromide
1,3-bis(4-hydroxyiminomethylpyridinium)propane dibromide
dipiroxim
dipiroksim dibromide
dipyroxime
1,3-bis(4-formylpyridinium)-propane bisoxide dibromide
1,1'-trimethylenebis(4-formylpyridinium bromide) dioxime
CHEMBL426113 ,
bdbm50024963
AKOS024319179
bromure de trimedoxime
unii-ed0gxi9825
n,n-trimethylen-bis-(pyridinium-4-aldoxim)-dibromid
ed0gxi9825 ,
1,3-trimethylen-bis-(4-hydroximinoformylpyridinium)-dibromid
bromuro de trimedoxima
trimedoximi bromidum
trimedoxime bromide [who-dd]
trimedoxime bromide [mart.]
SCHEMBL61945
1,1'-trimethylene-bis(4-formylpyridinium bromide)dioxime
1,1'-trimethylenebis(4-(hydroxyiminomethyl)pyridinium bromide)
(ne)-n-[[1-[3-[4-[(e)-hydroxyiminomethyl]pyridin-1-ium-1-yl]propyl]pyridin-1-ium-4-yl]methylidene]hydroxylamine;dibromide
1,1'-(1,3-propanediyl)bis[4-[(hydroxyimino)methyl]pyridinium dibromide

Toxicity

ExcerptReference
" An additive toxic effect of atropine was suggested with its combinations with TMB4, mecamylamine, and diazepam, whereas no additive toxicity occurred with combinations involving hexamethonium or benactyzine (i."( Efficacy and toxicity of drug combinations in treatment of physostigmine toxicosis.
Klemm, WR, 1983
)
"Tabun (O-ethyl-N,N-dimethyl phosphoramidocyanidate) belongs to highly toxic organophosphorus compounds misused as chemical warfare agents for military as well as terroristic purposes."( A comparison of the potency of trimedoxime and other currently available oximes to reactivate tabun-inhibited acetylcholinesterase and eliminate acute toxic effects of tabun.
Cabal, J; Kassa, J; Kuca, K, 2005
)
"The potency of newly developed oximes (K074, K075) and commonly used oximes (obidoxime, trimedoxime, and HI-6) to counteract tabun or cyclosarin-induced acute toxic effects was studied in mice."( A comparison of the potency of newly developed oximes (K074, K075) and currently available oximes (obidoxime, trimedoxime, HI-6) to counteract acute toxic effects of tabun and cyclosarin in mice.
Humlicek, V; Kassa, J, 2008
)
"; 85% of LD50 value) were evaluated."( Evaluation of the potency of two novel bispyridinium oximes (K456, K458) in comparison with oxime K203 and trimedoxime to counteract tabun-induced neurotoxicity in rats.
Karasova, JZ; Kassa, J; Misik, J, 2013
)
"; 90% of LD50 value) were evaluated."( The Evaluation of the Potency of Newly Developed Oximes (K727, K733) and Trimedoxime to Counteract Acute Neurotoxic Effects of Tabun in Rats.
Hatlapatková, J; Kassa, J; Žďárová Karasová, J, 2015
)
" We further evaluated the efficacy of two different antidotal regimens, one comprising a single and the other repeated administration of antidotes, in countering the toxic effects of the exposure."( Repetitive antidotal treatment is crucial in eliminating eye pathology, respiratory toxicity and death following whole-body VX vapor exposure in freely moving rats.
Bloch-Shilderman, E; Cohen, L; Egoz, I; Gez, R; Gutman, H; Nili, U; Rabinovitz, I; Yacov, G, 2019
)

Compound-Compound Interactions

ExcerptReference
"Atropine, in combination with 1 of 6 other drugs, was tested in mice for the ability to prevent death by an otherwise lethal dose of the cholinesterase inhibitor, physostigmine."( Efficacy and toxicity of drug combinations in treatment of physostigmine toxicosis.
Klemm, WR, 1983
)

Dosage Studied

ExcerptReference
" In vivo, a quarter of the LD50 K203 dose insured survival of all mice after the application of as many as 8 LD50 doses of tabun, which is the highest dosage obtained compared to K048 and TMB-4."( Evaluation of oxime k203 as antidote in tabun poisoning.
Berend, S; Katalinić, M; Kovarik, Z; Kuc, K; Musilek, K; Radić, B; Vrdoljak, AL, 2009
)
" Rats received DFP intraperitoneally in a dosage of 6, 8, or 10 micromol/rat and immediately thereafter intraperitoneal injections of K-27, K-48, pralidoxime, obidoxime, trimedoxime, methoxime, or HI-6."( Efficacy of two new asymmetric bispyridinium oximes (K-27 and K-48) in rats exposed to diisopropylfluorophosphate: comparison with pralidoxime, obidoxime, trimedoxime, methoxime, and HI-6.
Hasan, MY; Kuca, K; Lorke, DE; Nurulain, SM; Petroianu, GA; Schmitt, A, 2009
)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AcetylcholinesteraseHomo sapiens (human)IC50 (µMol)167.00000.00000.933210.0000AID552421
[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)
AcetylcholinesteraseHomo sapiens (human)Kd5.30000.00801.77505.3000AID1162636
[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)
AcetylcholinesteraseRattus norvegicus (Norway rat)KR460.00003.00004.50006.0000AID302661
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (14)

Processvia Protein(s)Taxonomy
acetylcholine catabolic process in synaptic cleftAcetylcholinesteraseHomo sapiens (human)
regulation of receptor recyclingAcetylcholinesteraseHomo sapiens (human)
osteoblast developmentAcetylcholinesteraseHomo sapiens (human)
acetylcholine catabolic processAcetylcholinesteraseHomo sapiens (human)
cell adhesionAcetylcholinesteraseHomo sapiens (human)
nervous system developmentAcetylcholinesteraseHomo sapiens (human)
synapse assemblyAcetylcholinesteraseHomo sapiens (human)
receptor internalizationAcetylcholinesteraseHomo sapiens (human)
negative regulation of synaptic transmission, cholinergicAcetylcholinesteraseHomo sapiens (human)
amyloid precursor protein metabolic processAcetylcholinesteraseHomo sapiens (human)
positive regulation of protein secretionAcetylcholinesteraseHomo sapiens (human)
retina development in camera-type eyeAcetylcholinesteraseHomo sapiens (human)
acetylcholine receptor signaling pathwayAcetylcholinesteraseHomo sapiens (human)
positive regulation of cold-induced thermogenesisAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
amyloid-beta bindingAcetylcholinesteraseHomo sapiens (human)
acetylcholinesterase activityAcetylcholinesteraseHomo sapiens (human)
cholinesterase activityAcetylcholinesteraseHomo sapiens (human)
protein bindingAcetylcholinesteraseHomo sapiens (human)
collagen bindingAcetylcholinesteraseHomo sapiens (human)
hydrolase activityAcetylcholinesteraseHomo sapiens (human)
serine hydrolase activityAcetylcholinesteraseHomo sapiens (human)
acetylcholine bindingAcetylcholinesteraseHomo sapiens (human)
protein homodimerization activityAcetylcholinesteraseHomo sapiens (human)
laminin bindingAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
extracellular regionAcetylcholinesteraseHomo sapiens (human)
basement membraneAcetylcholinesteraseHomo sapiens (human)
extracellular spaceAcetylcholinesteraseHomo sapiens (human)
nucleusAcetylcholinesteraseHomo sapiens (human)
Golgi apparatusAcetylcholinesteraseHomo sapiens (human)
plasma membraneAcetylcholinesteraseHomo sapiens (human)
cell surfaceAcetylcholinesteraseHomo sapiens (human)
membraneAcetylcholinesteraseHomo sapiens (human)
neuromuscular junctionAcetylcholinesteraseHomo sapiens (human)
synaptic cleftAcetylcholinesteraseHomo sapiens (human)
synapseAcetylcholinesteraseHomo sapiens (human)
perinuclear region of cytoplasmAcetylcholinesteraseHomo sapiens (human)
side of membraneAcetylcholinesteraseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (43)

Assay IDTitleYearJournalArticle
AID302657Reactivation activity of tabun-inhibited AChE in rat brain at 1 mM after 30 mins2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Design of a potent reactivator of tabun-inhibited acetylcholinesterase--synthesis and evaluation of (E)-1-(4-carbamoylpyridinium)-4-(4-hydroxyiminomethylpyridinium)-but-2-ene dibromide (K203).
AID460740Inhibition of electric eel AChE at 1 mM by Ellman's assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID552421Inhibition of human recombinant AChE by modified Ellman's method2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Mono-oxime bisquaternary acetylcholinesterase reactivators with prop-1,3-diyl linkage-Preparation, in vitro screening and molecular docking.
AID1162635Octanol-phosphate buffer lipophilicity, log P of the compound at pH 7.6 after 24 hrs by shake flask method2014Bioorganic & medicinal chemistry letters, Oct-01, Volume: 24, Issue:19
Assessment of antidotal efficacy of cholinesterase reactivators against paraoxon: In vitro reactivation kinetics and physicochemical properties.
AID460736Reactivation of paraoxon-inhibited electric eel AChE assessed as enzyme activation at 10 uM by Ellman's assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID364613Reactivation of 1000 uM paraoxon inhibited AChE in rat brain homogenate2008Bioorganic & medicinal chemistry, Sep-01, Volume: 16, Issue:17
Monoquaternary pyridinium salts with modified side chain-synthesis and evaluation on model of tabun- and paraoxon-inhibited acetylcholinesterase.
AID276246Reactivation of tabun inhibited AChE from rat brain at 0.1 uM2006Bioorganic & medicinal chemistry letters, Nov-01, Volume: 16, Issue:21
Synthesis of asymmetrical bispyridinium compounds bearing cyano-moiety and evaluation of their reactivation activity against tabun and paraoxon-inhibited acetylcholinesterase.
AID552419Reactivation of DEP-mediated inactive human recombinant AChE at 100 uM after 15 mins by Ellman's method2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Mono-oxime bisquaternary acetylcholinesterase reactivators with prop-1,3-diyl linkage-Preparation, in vitro screening and molecular docking.
AID364612Reactivation of 10 uM tabun inhibited AChE in rat brain homogenate2008Bioorganic & medicinal chemistry, Sep-01, Volume: 16, Issue:17
Monoquaternary pyridinium salts with modified side chain-synthesis and evaluation on model of tabun- and paraoxon-inhibited acetylcholinesterase.
AID1162637Maximum reactivation of paraoxon-inhibited AChE (unknown origin)2014Bioorganic & medicinal chemistry letters, Oct-01, Volume: 24, Issue:19
Assessment of antidotal efficacy of cholinesterase reactivators against paraoxon: In vitro reactivation kinetics and physicochemical properties.
AID460735Reactivation of paraoxon-inhibited electric eel AChE assessed as enzyme activation at 100 uM by Ellman's assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID260333Reactivation potency against inhibited AChE from rat brain homogenate at 0.01 mM2006Bioorganic & medicinal chemistry letters, Feb, Volume: 16, Issue:3
Synthesis of the novel series of bispyridinium compounds bearing (E)-but-2-ene linker and evaluation of their reactivation activity against chlorpyrifos-inhibited acetylcholinesterase.
AID1162634Dissociation constant, pKa of the compound by non-linear regression/UV-VIS absorption spectra analysis2014Bioorganic & medicinal chemistry letters, Oct-01, Volume: 24, Issue:19
Assessment of antidotal efficacy of cholinesterase reactivators against paraoxon: In vitro reactivation kinetics and physicochemical properties.
AID302661Binding affinity to tabun-inhibited AChE2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Design of a potent reactivator of tabun-inhibited acetylcholinesterase--synthesis and evaluation of (E)-1-(4-carbamoylpyridinium)-4-(4-hydroxyiminomethylpyridinium)-but-2-ene dibromide (K203).
AID1162636Binding affinity to paraoxon-inhibited AChE (unknown origin)2014Bioorganic & medicinal chemistry letters, Oct-01, Volume: 24, Issue:19
Assessment of antidotal efficacy of cholinesterase reactivators against paraoxon: In vitro reactivation kinetics and physicochemical properties.
AID460734Reactivation of paraoxon-inhibited electric eel AChE assessed as enzyme activation at 1 mM by Ellman's assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID276248Reactivation of paraoxon inhibited AChE from rat brain at 0.1 uM2006Bioorganic & medicinal chemistry letters, Nov-01, Volume: 16, Issue:21
Synthesis of asymmetrical bispyridinium compounds bearing cyano-moiety and evaluation of their reactivation activity against tabun and paraoxon-inhibited acetylcholinesterase.
AID460995Inhibition of electric eel AChE at 100 uM by Ellman's assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID302659Reactivation activity of tabun-inhibited AChE in rat brain at 10 uM after 30 mins2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Design of a potent reactivator of tabun-inhibited acetylcholinesterase--synthesis and evaluation of (E)-1-(4-carbamoylpyridinium)-4-(4-hydroxyiminomethylpyridinium)-but-2-ene dibromide (K203).
AID460739Reactivation of paraoxon-inhibited human recombinant AChE assessed as enzyme activation at 10 uM by Ellman's assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID364611Reactivation of 1000 uM tabun inhibited AChE in rat brain homogenate2008Bioorganic & medicinal chemistry, Sep-01, Volume: 16, Issue:17
Monoquaternary pyridinium salts with modified side chain-synthesis and evaluation on model of tabun- and paraoxon-inhibited acetylcholinesterase.
AID260332Reactivation potency against inhibited AChE from rat brain homogenate at 1 mM2006Bioorganic & medicinal chemistry letters, Feb, Volume: 16, Issue:3
Synthesis of the novel series of bispyridinium compounds bearing (E)-but-2-ene linker and evaluation of their reactivation activity against chlorpyrifos-inhibited acetylcholinesterase.
AID1140216Acidic dissociation constant, pKa of the compound in phosphate/tris/glycine-NaOH containing buffer by UV-vis spectrophotometric analysis2014Bioorganic & medicinal chemistry, May-01, Volume: 22, Issue:9
Synthesis and in vitro evaluation of bis-quaternary 2-(hydroxyimino)-N-(pyridin-3-yl)acetamide derivatives as reactivators against sarin and VX inhibited human acetylcholinesterase (hAChE).
AID460998Inhibition of human recombinant AChE at 100 uM by Ellman's assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID460996Inhibition of electric eel AChE at 10 uM by Ellman's assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID460738Reactivation of paraoxon-inhibited human recombinant AChE assessed as enzyme activation at 100 uM by Ellman's assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID552413Reactivation of GA-mediated inactive human recombinant AChE at 100 uM after 15 mins by Ellman's method2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Mono-oxime bisquaternary acetylcholinesterase reactivators with prop-1,3-diyl linkage-Preparation, in vitro screening and molecular docking.
AID552420Reactivation of DEP-mediated inactive human recombinant AChE at 10 uM after 15 mins by Ellman's method2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Mono-oxime bisquaternary acetylcholinesterase reactivators with prop-1,3-diyl linkage-Preparation, in vitro screening and molecular docking.
AID552416Reactivation of POX-mediated inactive human recombinant AChE at 10 uM after 15 mins by Ellman's method2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Mono-oxime bisquaternary acetylcholinesterase reactivators with prop-1,3-diyl linkage-Preparation, in vitro screening and molecular docking.
AID552415Reactivation of POX-mediated inactive human recombinant AChE at 100 uM after 15 mins by Ellman's method2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Mono-oxime bisquaternary acetylcholinesterase reactivators with prop-1,3-diyl linkage-Preparation, in vitro screening and molecular docking.
AID552414Reactivation of GA-mediated inactive human recombinant AChE at 10 uM after 15 mins by Ellman's method2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Mono-oxime bisquaternary acetylcholinesterase reactivators with prop-1,3-diyl linkage-Preparation, in vitro screening and molecular docking.
AID276245Reactivation of tabun inhibited AChE from rat brain at 1 mM2006Bioorganic & medicinal chemistry letters, Nov-01, Volume: 16, Issue:21
Synthesis of asymmetrical bispyridinium compounds bearing cyano-moiety and evaluation of their reactivation activity against tabun and paraoxon-inhibited acetylcholinesterase.
AID460737Reactivation of paraoxon-inhibited human recombinant AChE assessed as enzyme activation at 1 mM by Ellman's assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID302660Toxicity in intramuscular dosed rat after 24 hrs2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Design of a potent reactivator of tabun-inhibited acetylcholinesterase--synthesis and evaluation of (E)-1-(4-carbamoylpyridinium)-4-(4-hydroxyiminomethylpyridinium)-but-2-ene dibromide (K203).
AID460999Inhibition of human recombinant AChE at 10 uM by Ellman's assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID302658Reactivation activity of tabun-inhibited AChE in rat brain at 100 uM after 30 mins2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Design of a potent reactivator of tabun-inhibited acetylcholinesterase--synthesis and evaluation of (E)-1-(4-carbamoylpyridinium)-4-(4-hydroxyiminomethylpyridinium)-but-2-ene dibromide (K203).
AID460997Inhibition of human recombinant AChE at 1 mM by Ellman's assay2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID552417Reactivation of MePOX-mediated inactive human recombinant AChE at 100 uM after 15 mins by Ellman's method2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Mono-oxime bisquaternary acetylcholinesterase reactivators with prop-1,3-diyl linkage-Preparation, in vitro screening and molecular docking.
AID461000Cytotoxicity against african green monkey Vero cells up to 4.67 ug/ml2010Bioorganic & medicinal chemistry, Jan-15, Volume: 18, Issue:2
Bisquaternary pyridinium oximes: Comparison of in vitro reactivation potency of compounds bearing aliphatic linkers and heteroaromatic linkers for paraoxon-inhibited electric eel and recombinant human acetylcholinesterase.
AID1162633Dissociation constant, pKa of the compound by Albert and Sergeant/UV-visible spectrophotometry method2014Bioorganic & medicinal chemistry letters, Oct-01, Volume: 24, Issue:19
Assessment of antidotal efficacy of cholinesterase reactivators against paraoxon: In vitro reactivation kinetics and physicochemical properties.
AID552418Reactivation of MePOX-mediated inactive human recombinant AChE at 10 uM after 15 mins by Ellman's method2011Bioorganic & medicinal chemistry, Jan-15, Volume: 19, Issue:2
Mono-oxime bisquaternary acetylcholinesterase reactivators with prop-1,3-diyl linkage-Preparation, in vitro screening and molecular docking.
AID364614Reactivation of 10 uM paraoxon inhibited AChE in rat brain homogenate2008Bioorganic & medicinal chemistry, Sep-01, Volume: 16, Issue:17
Monoquaternary pyridinium salts with modified side chain-synthesis and evaluation on model of tabun- and paraoxon-inhibited acetylcholinesterase.
AID276247Reactivation of paraoxon inhibited AChE from rat brain at 1 mM2006Bioorganic & medicinal chemistry letters, Nov-01, Volume: 16, Issue:21
Synthesis of asymmetrical bispyridinium compounds bearing cyano-moiety and evaluation of their reactivation activity against tabun and paraoxon-inhibited acetylcholinesterase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (130)

TimeframeStudies, This Drug (%)All Drugs %
pre-199046 (35.38)18.7374
1990's18 (13.85)18.2507
2000's29 (22.31)29.6817
2010's34 (26.15)24.3611
2020's3 (2.31)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 (%)
Trials2 (1.32%)5.53%
Reviews1 (0.66%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other148 (98.01%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]