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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
Structure of TRIMEDOXIME

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

HIDE SMILES / InChI
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

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P22303|||Q53F46
Gene ID: 43.0
Gene Symbol: ACHE
Target Organism: Homo sapiens (Human)
PubMed

PubMed

TitleDatePubMed
[Effect of a new cholinesterase reactivator, diethixime, on the central nervous system].
1977 Jan
[Noncholinesterase component in the molecular mechanism of action of the cholinesterase reactivator dipyroxime].
1982 Jun
Feeding behavior and brain acetylcholinesterase activity in bream (Abramis brama L.) as affected by DDVP, an organophosphorus insecticide.
1992 Nov
Tabun-inhibited rat tissue and blood cholinesterases and their reactivation with the combination of trimedoxime and HI-6 in vivo.
2010 Sep 6
The antidotal efficacy of the bispyridinium oximes K027 and TMB-4 against tabun poisoning in mice.
2010 Sep 6
Interactions between xylene-linked carbamoyl bis-pyridinium mono-oximes and organophosphates inhibited-AChE: a kinetic study.
2014 Feb 28
Name Type Language
TRIMEDOXIME
WHO-DD  
Common Name English
TRIMEDOXIME CATION
Common Name English
TRIMEDOXIME ION
Common Name English
PYRIDINIUM, 1,1'-(1,3-PROPANEDIYL)BIS(4-((HYDROXYIMINO)METHYL)-
Common Name English
Trimedoxime [WHO-DD]
Common Name English
PYRIDINIUM, 1,1'-TRIMETHYLENEBIS(4-FORMYL-, DIOXIME
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID30217705
Created by admin on Sat Dec 16 08:34:44 GMT 2023 , Edited by admin on Sat Dec 16 08:34:44 GMT 2023
PRIMARY
CAS
6736-02-3
Created by admin on Sat Dec 16 08:34:44 GMT 2023 , Edited by admin on Sat Dec 16 08:34:44 GMT 2023
PRIMARY
PUBCHEM
5969
Created by admin on Sat Dec 16 08:34:44 GMT 2023 , Edited by admin on Sat Dec 16 08:34:44 GMT 2023
PRIMARY
WIKIPEDIA
Trimedoxime
Created by admin on Sat Dec 16 08:34:44 GMT 2023 , Edited by admin on Sat Dec 16 08:34:44 GMT 2023
PRIMARY
FDA UNII
53E8JHT760
Created by admin on Sat Dec 16 08:34:44 GMT 2023 , Edited by admin on Sat Dec 16 08:34:44 GMT 2023
PRIMARY
CAS
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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