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Merck
CN

SML0224

Sigma-Aldrich

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

Key Documents

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Product Name

HI-6, ≥98% (HPLC)

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

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 Code

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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Jorge Alberto Valle da Silva et al.
Chemico-biological interactions, 307, 195-205 (2019-05-24)
The novel prophylactic agent 7-methoxytacrine-4-pyridinealdoxime is a hybrid compound formerly designed to keep acetylcholinesterase resistant to organophosphates by reactivating it in case of intoxication by such inhibitors. In rational design, a 5-carbon length-spacer hybrid compound was synthesized to evaluate its
Reinhard Bogan et al.
Drug testing and analysis, 4(3-4), 208-214 (2012-02-24)
HI-6 exhibits superior efficacy in the therapy of intoxication by different highly toxic organophosphorus nerve agents. Therefore HI-6 is a promising candidate for the development of new antidotes against nerve agents. For ethical and safety reasons antidotes containing HI-6 should
G RamaRao et al.
Toxicology, 290(2-3), 195-202 (2011-10-06)
Nerve agents irreversibly inhibit acetylcholinesterase (AChE), leading to cholinergic crisis and death at acute exposure levels. The complexity, delayed onset, and persistent nature of nerve agent induced CNS effects need to be elucidated to block their multiple effects. In the
C Whitmore et al.
Toxicology letters, 293, 207-215 (2017-11-14)
Post-exposure nerve agent treatment usually includes administration of an oxime, which acts to restore function of the enzyme acetylcholinesterase (AChE). For immediate treatment of military personnel, this is usually administered with an autoinjector device, or devices containing the oxime such
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
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