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SML0224

Sigma-Aldrich

HI-6

≥98% (HPLC)

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
MDL number:
MFCD00869535
UNSPSC Code:
12352200
PubChem Substance ID:
329825243
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 15 mg/mL (clear solution)

shipped in

wet ice

storage temp.

−20°C

SMILES string

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

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

InChI key

QELSIJXWEROXOE-UHFFFAOYSA-N

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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