Compounds > bis-(4-hydroxyiminomethylpyridinium)-2-trans-butene dibromide
Page last updated: 2024-10-15

bis-(4-hydroxyiminomethylpyridinium)-2-trans-butene dibromide

Description

bis-(4-hydroxyiminomethylpyridinium)-2-trans-butene dibromide: reactivator of isopropyl-methylphosphonylated acetylcholinesterase [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID135539067
CHEMBL ID200983
MeSH IDM0043281

Synonyms (11)

Synonym
bieloxime
CHEMBL200983
pyridinium, 1,1'-(2-butene-1,4-diyl)bis(4-((hydroxyimino)methyl)-, dibromide, (?,?,e)-
bdb 108
hg 5
1,1'-(1,4-buten)-bis(4-hydroxyiminomethylpyridinium) dibromide
pyridinium, 1,1'-(2e)-2-butene-1,4-diylbis(4-((hydroxyimino)methyl)-, dibromide
28172-18-1
bdb-108
pyridinium, 1,1'-(2-butenylene)bis(formyl-, dibromide dioxime (?,?,e)-
bis-(4-hydroxyiminomethylpyridinium)-2-trans-butene dibromide
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
AcetylcholinesteraseRattus norvegicus (Norway rat)KR19.00003.00004.50006.0000AID302661
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (20)

Assay IDTitleYearJournalArticle
AID451155Permeability by PAMPA2009Bioorganic & medicinal chemistry, Sep-01, Volume: 17, Issue:17
Fluorinated pyridinium oximes as potential reactivators for acetylcholinesterases inhibited by paraoxon organophosphorus agent.
AID451156Reactivation of diisopropylfluorophosphate-inhibited house fly AChE activity at 5 mM after 30 mins by Ellman's method2009Bioorganic & medicinal chemistry, Sep-01, Volume: 17, Issue:17
Fluorinated pyridinium oximes as potential reactivators for acetylcholinesterases inhibited by paraoxon organophosphorus agent.
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).
AID307192Reactivation of 1000 uM tabun-induced inhibition of AChE in rat brain at pH 7.6 after 10 mins2007Bioorganic & medicinal chemistry letters, Jun-01, Volume: 17, Issue:11
Novel series of bispyridinium compounds bearing a (Z)-but-2-ene linker--synthesis and evaluation of their reactivation activity against tabun and paraoxon-inhibited acetylcholinesterase.
AID301222Reactivation of 0.1 uM paraoxon-inhibited rat brain AchE2007Bioorganic & medicinal chemistry, Nov-01, Volume: 15, Issue:21
Monooxime reactivators of acetylcholinesterase with (E)-but-2-ene linker: preparation and reactivation of tabun- and paraoxon-inhibited acetylcholinesterase.
AID301220Reactivation of 1 mM paraoxon-inhibited rat brain AchE2007Bioorganic & medicinal chemistry, Nov-01, Volume: 15, Issue:21
Monooxime reactivators of acetylcholinesterase with (E)-but-2-ene linker: preparation and reactivation 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.
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).
AID307193Reactivation of 10 uM tabun-induced inhibition of AChE in rat brain at pH 7.6 after 10 mins2007Bioorganic & medicinal chemistry letters, Jun-01, Volume: 17, Issue:11
Novel series of bispyridinium compounds bearing a (Z)-but-2-ene linker--synthesis and evaluation of their reactivation activity against tabun and paraoxon-inhibited acetylcholinesterase.
AID301219Reactivation of 1 mM tabun-inhibited rat brain AchE2007Bioorganic & medicinal chemistry, Nov-01, Volume: 15, Issue:21
Monooxime reactivators of acetylcholinesterase with (E)-but-2-ene linker: preparation and reactivation of tabun- and paraoxon-inhibited acetylcholinesterase.
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).
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).
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).
AID307194Reactivation of 1000 uM paraoxon-induced inhibition of AChE in rat brain at pH 7.6 after 10 mins2007Bioorganic & medicinal chemistry letters, Jun-01, Volume: 17, Issue:11
Novel series of bispyridinium compounds bearing a (Z)-but-2-ene linker--synthesis and evaluation of their reactivation activity against tabun and paraoxon-inhibited acetylcholinesterase.
AID451158Reactivation of diisopropylfluorophosphate-inhibited AChE activity in bovine red blood cell at 5 mM after 30 mins by Ellman's method2009Bioorganic & medicinal chemistry, Sep-01, Volume: 17, Issue:17
Fluorinated pyridinium oximes as potential reactivators for acetylcholinesterases inhibited by paraoxon organophosphorus agent.
AID307195Reactivation of 10 uM paraoxon-induced inhibition of AChE in rat brain at pH 7.6 after 10 mins2007Bioorganic & medicinal chemistry letters, Jun-01, Volume: 17, Issue:11
Novel series of bispyridinium compounds bearing a (Z)-but-2-ene linker--synthesis and evaluation of their reactivation activity against tabun and paraoxon-inhibited acetylcholinesterase.
AID301221Reactivation of 0.1 uM tabun-inhibited rat brain AchE2007Bioorganic & medicinal chemistry, Nov-01, Volume: 15, Issue:21
Monooxime reactivators of acetylcholinesterase with (E)-but-2-ene linker: preparation and reactivation of tabun- and paraoxon-inhibited 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.
AID451159Reactivation of paraoxon-inhibited AChE activity in bovine red blood cell at 5 mM after 1 hr by Ellman's method2009Bioorganic & medicinal chemistry, Sep-01, Volume: 17, Issue:17
Fluorinated pyridinium oximes as potential reactivators for acetylcholinesterases inhibited by paraoxon organophosphorus agent.
AID451157Reactivation of paraoxon-inhibited house fly AChE activity at 5 mM after 1 hr by Ellman's method2009Bioorganic & medicinal chemistry, Sep-01, Volume: 17, Issue:17
Fluorinated pyridinium oximes as potential reactivators for acetylcholinesterases inhibited by paraoxon organophosphorus agent.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (16.67)18.7374
1990's0 (0.00)18.2507
2000's5 (83.33)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)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 (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
chlorpyrifos
Chlorpyrifos: An organothiophosphate cholinesterase inhibitor that is used as an insecticide and as an acaricide.. chlorpyrifos : An organic thiophosphate that is O,O-diethyl hydrogen phosphorothioate in which the hydrogen of the hydroxy group has been replaced by a 3,5,6-trichloropyridin-2-yl group.		2.0310chloropyridine;
organic thiophosphate		acaricide;
agrochemical;
EC 3.1.1.7 (acetylcholinesterase) inhibitor;
EC 3.1.1.8 (cholinesterase) inhibitor;
environmental contaminant;
insecticide;
xenobiotic
propranolol
Propranolol: A widely used non-cardioselective beta-adrenergic antagonist. Propranolol has been used for MYOCARDIAL INFARCTION; ARRHYTHMIA; ANGINA PECTORIS; HYPERTENSION; HYPERTHYROIDISM; MIGRAINE; PHEOCHROMOCYTOMA; and ANXIETY but adverse effects instigate replacement by newer drugs.. propranolol : A propanolamine that is propan-2-ol substituted by a propan-2-ylamino group at position 1 and a naphthalen-1-yloxy group at position 3.		2.0510naphthalenes;
propanolamine;
secondary amine		anti-arrhythmia drug;
antihypertensive agent;
anxiolytic drug;
beta-adrenergic antagonist;
environmental contaminant;
human blood serum metabolite;
vasodilator agent;
xenobiotic
warfarin
Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.. warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.		2.0510benzenes;
hydroxycoumarin;
methyl ketone
asoxime chloride
[no description available]		3.1350
pralidoxime chloride
[no description available]		3.1350organic chloride salt;
pyridinium salt		cholinergic drug;
cholinesterase reactivator
trimedoxime bromide
Trimedoxime: Cholinesterase reactivator used as an antidote in alkyl phosphate poisoning.		2.4420
obidoxime chloride
[no description available]		2.9540
ConditionIndicatedRelationship StrengthStudiesTrials