U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C14H16N4O3.2Cl
Molecular Weight 359.208
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ASOXIME CHLORIDE

SMILES

[Cl-].[Cl-].NC(=O)C1=CC=[N+](COC[N+]2=C(\C=N\O)C=CC=C2)C=C1

InChI

InChIKey=QELSIJXWEROXOE-UHFFFAOYSA-N
InChI=1S/C14H14N4O3.2ClH/c15-14(19)12-4-7-17(8-5-12)10-21-11-18-6-2-1-3-13(18)9-16-20;;/h1-9H,10-11H2,(H-,15,19);2*1H

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
667.8 µM [IC50]
PubMed

PubMed

TitleDatePubMed
Pharmacokinetic profile and quantitation of protection against soman poisoning by the antinicotinic compound MB327 in the guinea-pig.
2016-02-26
Probing the role of amino acids in oxime-mediated reactivation of nerve agent-inhibited human acetylcholinesterase.
2015-03
Effect of reversible ligands on oxime-induced reactivation of sarin- and cyclosarin-inhibited human acetylcholinesterase.
2015-02-03
Reactions of methylphosphonic difluoride with human acetylcholinesterase and oximes--Possible therapeutic implications.
2014-11-18
Two medical therapies very effective shortly after high levels of soman poisoning in rats, but only one with universal utility.
2013-12-15
In vitro investigation of efficacy of new reactivators on OPC inhibited rat brain acetylcholinesterase.
2013-03-25
Syntheses and in vitro evaluations of uncharged reactivators for human acetylcholinesterase inhibited by organophosphorus nerve agents.
2013-03-25
A common mechanism for resistance to oxime reactivation of acetylcholinesterase inhibited by organophosphorus compounds.
2013-03-25
Human plasma-derived BuChE as a stoichiometric bioscavenger for treatment of nerve agent poisoning.
2013-03-25
Comparative kinetics of organophosphates and oximes with erythrocyte, muscle and brain acetylcholinesterase.
2012-03-07
Gene expression and phosphoprotein profile of certain key neuronal signaling proteins following soman intoxication.
2011-12-18
Reactivation of organophosphate-inhibited human acetylcholinesterase by isonitrosoacetone (MINA): a kinetic analysis.
2011-11-15
A comparison of the reactivating and therapeutic efficacy of chosen combinations of oximes with individual oximes against VX in rats and mice.
2011-10
Restoration of nerve agent inhibited muscle force production in human intercostal muscle strips with HI 6.
2011-09-25
Immobilization of Russian VX skin depots by localized cooling: implications for decontamination and medical countermeasures.
2011-09-25
Increasing oxime efficacy by blood-brain barrier modulation.
2011-09-25
Amidine-oximes: reactivators for organophosphate exposure.
2011-05-12
In vitro effects of acetylcholinesterase reactivators on monoamine oxidase activity.
2011-03-05
Effect of different buffers on kinetic properties of human acetylcholinesterase and the interaction with organophosphates and oximes.
2011-03
Kinetic analysis of interactions of paraoxon and oximes with human, Rhesus monkey, swine, rabbit, rat and guinea pig acetylcholinesterase.
2011-01-15
In vitro ability of currently available oximes to reactivate organophosphate pesticide-inhibited human acetylcholinesterase and butyrylcholinesterase.
2011
Prediction of soman-induced cerebral damage by distortion product otoacoustic emissions.
2010-11-09
Comparison of human and guinea pig acetylcholinesterase sequences and rates of oxime-assisted reactivation.
2010-09-06
Interactions of pyridinium oximes with acetylcholinesterase.
2010-09-06
Interaction kinetics of oximes with native, phosphylated and aged human acetylcholinesterase.
2010-09-06
In vivo reactivation by oximes of inhibited blood, brain and peripheral tissue cholinesterase activity following exposure to nerve agents in guinea pigs.
2010-09-06
Tabun-inhibited rat tissue and blood cholinesterases and their reactivation with the combination of trimedoxime and HI-6 in vivo.
2010-09-06
Kinetic analysis of interactions of different sarin and tabun analogues with human acetylcholinesterase and oximes: is there a structure-activity relationship?
2010-09-06
Mechanism for potent reactivation ability of H oximes analyzed by reactivation kinetic studies with cholinesterases from different species.
2010-09-06
Comparative study of oxime-induced reactivation of erythrocyte and muscle AChE from different animal species following inhibition by sarin or paraoxon.
2010-05-04
Effect of acetylcholinesterase oxime-type reactivators K-48 and HI-6 on human liver microsomal cytochromes P450 in vitro.
2009-08-14
Interaction of pentylsarin analogues with human acetylcholinesterase: a kinetic study.
2009-06-01
In vitro reactivation of trichlorfon-inhibited butyrylcholinesterase using HI-6, obidoxime, pralidoxime and K048.
2009-06
Comparison of the oxime-induced reactivation of rhesus monkey, swine and guinea pig erythrocyte acetylcholinesterase following inhibition by sarin or paraoxon, using a perfusion model for the real-time determination of membrane-bound acetylcholinesterase activity.
2009-04-28
Improvement of acetylcholinesterase-based assay for organophosphates in way of identification by reactivators.
2008-10-19
Comparison of oxime reactivation and aging of nerve agent-inhibited monkey and human acetylcholinesterases.
2008-09-25
A comparison of reactivating efficacy of newly developed oximes (K074, K075) and currently available oximes (obidoxime, HI-6) in soman, cyclosarin and tabun-poisoned rats.
2008-09-25
New bispyridinium oximes: in vitro and in vivo evaluation of their biological efficiency in soman and tabun poisoning.
2008-09-25
Active site mutant acetylcholinesterase interactions with 2-PAM, HI-6, and DDVP.
2006-04-14
Comparison of oxime-initiated reactivation of organophosphorous-inhibited acetylcholinesterase in brains of avian embryos.
2000-01-14
Reactivation by various oximes of human erythrocyte acetylcholinesterase inhibited by different organophosphorus compounds.
1996
Spontaneous and oxime-induced reactivation of acetylcholinesterase inhibited by phosphoramidates.
1988
Patents
Name Type Language
ASOXIME CHLORIDE
MART.   MI  
Common Name English
TRANSANT
Preferred Name English
1-(((4-(AMINOCARBONYL)PYRIDINIO)METHOXY)METHYL)-2-((HYDROXYIMINO)METHYL)PYRIDINIUM CHLORIDE (1:2)
Systematic Name English
4'-CARBAMOYL-2-FORMYL-1,1'-(OXYDIMETHYLENE)DIPYRIDINIUM CHLORIDE 2-OXIME
Common Name English
ASOXIME CHLORIDE [MI]
Common Name English
1-(2-HYDROXYIMINOMETHYL-1-PYRIDINIO)-3-(4-CARBAMOYL-1-PYRIDINIO)-2-OXAPROPANE DICHLORIDE
Systematic Name English
ASOXIME CHLORIDE [MART.]
Common Name English
HI-6
Code English
Code System Code Type Description
FDA UNII
HUV88P6SJS
Created by admin on Mon Mar 31 19:43:57 GMT 2025 , Edited by admin on Mon Mar 31 19:43:57 GMT 2025
PRIMARY
MESH
C022870
Created by admin on Mon Mar 31 19:43:57 GMT 2025 , Edited by admin on Mon Mar 31 19:43:57 GMT 2025
PRIMARY
WIKIPEDIA
ASOXIME CHLORIDE
Created by admin on Mon Mar 31 19:43:57 GMT 2025 , Edited by admin on Mon Mar 31 19:43:57 GMT 2025
PRIMARY
MERCK INDEX
m2095
Created by admin on Mon Mar 31 19:43:57 GMT 2025 , Edited by admin on Mon Mar 31 19:43:57 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID101029616
Created by admin on Mon Mar 31 19:43:57 GMT 2025 , Edited by admin on Mon Mar 31 19:43:57 GMT 2025
PRIMARY
CAS
34433-31-3
Created by admin on Mon Mar 31 19:43:57 GMT 2025 , Edited by admin on Mon Mar 31 19:43:57 GMT 2025
PRIMARY
PUBCHEM
91614
Created by admin on Mon Mar 31 19:43:57 GMT 2025 , Edited by admin on Mon Mar 31 19:43:57 GMT 2025
PRIMARY