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51063

Sigma-Aldrich

Obidoxime chloride

≥95.0% (HPLC)

Synonym(s):

1,1′-(Oxydimethylene)bis(pyridinium-4-carbaldoxime) dichloride, Bis(4-formylpyridiniomethyl) ether dioxime, Toxogonin

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About This Item

Empirical Formula (Hill Notation):
C14H16Cl2N4O3
CAS Number:
114-90-9
Molecular Weight:
359.21
Beilstein:
4117377
EC Number:
204-059-5
MDL number:
MFCD00038864
UNSPSC Code:
12352202
PubChem Substance ID:
57651305
NACRES:
NA.77

Quality Level

100

Assay

≥95.0% (HPLC)

form

powder or crystals

SMILES string

[Cl-].[Cl-].O\N=C\c1cc[n+](COC[n+]2ccc(cc2)\C=N\O)cc1

InChI

1S/C14H14N4O3.2ClH/c19-15-9-13-1-5-17(6-2-13)11-21-12-18-7-3-14(4-8-18)10-16-20;;/h1-10H,11-12H2;2*1H

InChI key

ZIFJVJZWVSPZLE-UHFFFAOYSA-N

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General description

active agent in Toxogonin

Biochem/physiol Actions

Antidote for organophosphate nerve agent poisoning, but, as with other oxime agents, not full spectrum. Obidoxime fails primarily to reactivate acetylcholinesterase that has been inhibited with cyclosarin.
Antidote for organophosphate nerve agent poisoning

Legal Information

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL1072
BCCF5488
BCCD3016
BCCD1721
BCBN0802V

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Ondrej Soukup et al.
Toxicology mechanisms and methods, 20(7), 428-433 (2010-07-07)
Obidoxime, a well-known bis-pyridinium reactivator, is often the preferred antidote of organophosphorus poisoning caused by pesticides and tabun. It is also considered to be an allosteric modulator of muscarinic receptors, preferably M2 sub-type. This study compared the effect of obidoxime
Guillaume Mercey et al.
Chemical communications (Cambridge, England), 47(18), 5295-5297 (2011-04-01)
Nerve agents are highly toxic organophosphorus compounds with strong inhibition potency against acetylcholinesterase (AChE). Herein, we describe two first extremely promising uncharged reactivators for poisoned human AChE with a superior or similar in vitro ability to reactivate the enzyme as
Marloes J A Joosen et al.
Archives of toxicology, 85(3), 227-237 (2010-09-16)
Current treatment of organophosphate poisoning is insufficient, and survivors may suffer from long-lasting adverse effects, such as cognitive deficits and sleep-wake disturbances. In the present study, we aimed at developing a guinea pig model to investigate the benefits of immediate
Zdeněk Fišar et al.
Toxicology letters, 201(2), 176-180 (2011-01-05)
Administration of acetylcholinesterase (AChE) reactivators (oximes) is usually used in order to counteract the poisoning effects of nerve agents. The possibility was suggested that oximes may show some therapeutic and/or adverse effects through their action in central nervous system. There
R M Dawson
Journal of applied toxicology : JAT, 14(5), 317-331 (1994-09-01)
A review was conducted of papers describing the use of N-methyl-2-pyridinealdoxime (PAM), toxogonin or HI-6 as antidotes to the nerve agents tabun, sarin, soman and VX. The review included use of the oxime alone, oxime plus atropine and oxime plus
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