Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C15H18N4O2 |
| Molecular Weight | 286.329 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 2 |
| Charge | 2 |
SHOW SMILES / InChI
SMILES
O\N=C\C1=CC=[N+](CCC[N+]2=CC=C(C=C2)\C=N\O)C=C1
InChI
InChIKey=LJYGXPCCGGSATE-UHFFFAOYSA-P
InChI=1S/C15H16N4O2/c20-16-12-14-2-8-18(9-3-14)6-1-7-19-10-4-15(5-11-19)13-17-21/h2-5,8-13H,1,6-7H2/p+2
Trimedoxime is the only one of the major bispyridinium oxime with a propylene linked between the two pyridinium rings. Trimedoxime is an oxime cholinesterase (AChE) reactivator. It was shown that trimedoxime is a more potent reactivator of the DFP-inhibited AChE than pralidoxime and a better reactivator than obidoxime in the case of the tabun-inhibited enzyme. It can be used parenterally as an antidote adjunct to atropine in treating human or animal (organophosphate group) anticholinesterase pesticide toxicity. Trimedoxime was the first oxime that was efficient in the treatment of animals intoxicated with tabun. It could also protect animals poisoned with sarin or VX, but not the ones intoxicated with soman.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| [Effect of a new cholinesterase reactivator, diethixime, on the central nervous system]. | 1977 Jan |
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| [Noncholinesterase component in the molecular mechanism of action of the cholinesterase reactivator dipyroxime]. | 1982 Jun |
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| Feeding behavior and brain acetylcholinesterase activity in bream (Abramis brama L.) as affected by DDVP, an organophosphorus insecticide. | 1992 Nov |
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| Comparison of oxime-initiated reactivation of organophosphorous-inhibited acetylcholinesterase in brains of avian embryos. | 2000 Jan 14 |
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| Efficacy of trimedoxime in mice poisoned with dichlorvos, heptenophos or monocrotophos. | 2005 Feb |
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| Potency of several oximes to reactivate human acetylcholinesterase and butyrylcholinesterase inhibited by paraoxon in vitro. | 2008 Sep 25 |
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| The antidotal efficacy of the bispyridinium oximes K027 and TMB-4 against tabun poisoning in mice. | 2010 Sep 6 |
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| In vitro ability of currently available oximes to reactivate organophosphate pesticide-inhibited human acetylcholinesterase and butyrylcholinesterase. | 2011 |
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| A comparison of the reactivating and therapeutic efficacy of chosen combinations of oximes with individual oximes against VX in rats and mice. | 2011 Oct |
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| In vitro investigation of efficacy of new reactivators on OPC inhibited rat brain acetylcholinesterase. | 2013 Mar 25 |
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| Testing of novel brain-penetrating oxime reactivators of acetylcholinesterase inhibited by nerve agent surrogates. | 2013 Mar 25 |
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| In vitro reactivation kinetics of paraoxon- and DFP-inhibited electric eel AChE using mono- and bis-pyridinium oximes. | 2014 Feb |
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| Interactions between xylene-linked carbamoyl bis-pyridinium mono-oximes and organophosphates inhibited-AChE: a kinetic study. | 2014 Feb 28 |
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DTXSID30217705
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6736-02-3
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5969
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Trimedoxime
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53E8JHT760
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927958-99-4
Created by
admin on Sat Dec 16 08:34:44 GMT 2023 , Edited by admin on Sat Dec 16 08:34:44 GMT 2023
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SUPERSEDED |
ACTIVE MOIETY
SALT/SOLVATE (PARENT)
