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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

Related Categories

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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T Seeger et al.
Toxicology letters, 206(1), 72-76 (2011-08-02)
An important factor for successful therapy of poisoning with organophosphorus compounds (OP) is the rapid restoration of blocked respiratory muscle function. To achieve this goal, oximes are administered for reactivation of inhibited acetylcholinesterase (AChE). Unfortunately, clinically used oximes, e.g. obidoxime
Paul M Lundy et al.
Toxicology, 285(3), 90-96 (2011-04-29)
The oximes pralidoxime (2-PAM), its dimethanesulphonate salt derivative P2S, and obidoxime (toxogonin) are currently licensed and fielded for the treatment of chemical warfare (CW) organophosphorous (OP) nerve agent poisoning. While they are effective against several of the identified threat CW
Miroslav Pohanka et al.
Environmental toxicology and pharmacology, 32(1), 75-81 (2011-07-27)
Asoxime (HI-6) is a well known oxime reactivator used for counteracting intoxication by nerve agents. It is able to reactivate acetylcholinesterase (AChE) inhibited even by sarin or soman. The present experiment was aimed to determine markers of oxidative stress represented
Helen Mumford et al.
Chemico-biological interactions, 203(1), 160-166 (2012-09-18)
Potent organophosphorous (OP) agents, such as VX, are hazardous by absorption through the skin and are resistant to conventional pharmacological antidotal treatments. The residence time of a stoichiometric bioscavenger, human butyrylcholinesterase (huBuChE), in the plasma more closely matches that of
C G Rousseaux et al.
Canadian journal of physiology and pharmacology, 67(10), 1183-1189 (1989-10-01)
HI-6 is an oxime experimentally developed for reactivation of previously untreatable soman-phosphorylated acetylcholinesterase. It has been shown to be effective in restoring acetylcholinesterase activity after poisoning with other "nerve agents" namely VX and sarin; however, its antidotal qualities for the
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