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Merck
CN

SML0224

HI-6

≥98% (HPLC), oxime cholinesterase reactivator, powder

Synonym(s):

1-[[[4-(Aminocarbonyl)pyridinio]methoxy]methyl]-2-[(hydroxyimino)methyl]-pyridinium chloride, 4-Carbamoyl-1-[[[2-[(hydroxyimino)methyl]pyridinium-1-yl]methoxy]methyl]pyridinium dichloride, Asoxime chloride, HI 6, HI 6 chloride, HJ 6, Transant

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About This Item

Empirical Formula (Hill Notation):
C14H16N4O3 · 2Cl
CAS Number:
34433-31-3
Molecular Weight:
359.21
UNSPSC Code:
12352200
PubChem Substance ID:
329825243
NACRES:
NA.77
MDL number:
MFCD00869535

Key Documents

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Product Name

HI-6, ≥98% (HPLC)

SMILES string

[Cl-].[Cl-].NC(=O)c1cc[n+](COC[n+]2ccccc2\C=N\O)cc1

InChI key

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

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 15 mg/mL (clear solution)

shipped in

wet ice

storage temp.

−20°C

Quality Level

100

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General description

HI-6 functions as an antidote for treating intoxication caused by nerve agents. It acts as a potent drug in radiation protection and suppresses oxidative stress. HI-6 prevents the toxicity of the antineoplastic drug irinotecan.

Biochem/physiol Actions

HI-6 is an efficient oxime cholinesterase reactivator that is used as an antidote for organophosphates (Ops) exposure.
HI-6 is an efficient oxime cholinesterase reactivator.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000235848
0000025233
0000025233
0000235848
0000132499

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Modulation of ionising radiation generated oxidative stress by HI-6 (asoxime) in a laboratory rat model
Pohanka M, et al.
Neuro Endocrinology Letters, 31(2), 62-62 null
Jiri Kassa et al.
Basic & clinical pharmacology & toxicology, 110(4), 322-326 (2011-10-11)
The ability of three newly developed reversible inhibitors of acetylcholinesterase (AChE) (K298, K344 and K474) and currently available carbamate pyridostigmine to increase the resistance of mice against soman and the efficacy of antidotal treatment of soman-poisoned mice was compared. Neither
Miroslav Pohanka et al.
Drug and chemical toxicology, 34(3), 255-260 (2011-06-09)
Oxime reactivator HI-6 (asoxime, in some sources) is a potent antidote suitable for treatment of intoxication by nerve agents. Despite the fact that HI-6 is considered for practical application in emergency situations, the impact of HI-6 on patients' bodies has
Reinhard Bogan et al.
Drug testing and analysis, 4(3-4), 199-207 (2012-03-01)
As reactivators of inhibited acetylcholinesterase, oximes are essential antidotes in poisoning by organophosphorus compounds. Due to its superior efficacy in cases of soman, cyclosarin, and sarin poisoning, the oxime HI-6 represents a promising option for an active pharmaceutical ingredient (API)
Miriam Dadparvar et al.
Toxicology letters, 206(1), 60-66 (2011-07-06)
The standard treatment of intoxication with organophosphorus (OP) compounds includes the administration of oximes acting as acetylcholinesterase (AChE) reactivating antidotes. However, the blood-brain barrier (BBB) restricts the rapid transport of these drugs from the blood into the brain in therapeutically
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