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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
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.

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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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
O Soukup et al.
Physiological research, 60(4), 679-686 (2011-05-18)
Current treatment of organophosphorus poisoning, resulting in overstimulation and desensitization of muscarinic and nicotinic receptors by acetylcholine (ACh), consists of the administration of atropine and oxime reactivators. However, no versatile oxime reactivator has been developed yet and some mortality still
H Thiermann et al.
Toxicology letters, 197(3), 236-242 (2010-06-15)
Reactivation of inhibited acetylcholinesterase (AChE) with oximes is a causal therapy of intoxication with organophosphorus compounds (OPs). Maximal oxime effects are expected when effective doses are administered as soon as possible and as long as reactivation can be anticipated. An
Jyotiranjan Acharya et al.
Toxicology in vitro : an international journal published in association with BIBRA, 24(6), 1797-1802 (2010-07-06)
A series of bis-pyridinium oximes connected by methoxy alkane linkers were synthesized and their in vitro reactivation efficacy was evaluated against sarin-inhibited human AChE, and data were compared with 2-PAM and obidoxime. Among the synthesized compounds, 1,2-dimethoxy ethylene bis-[4,4'-(hydroxyiminomethyl) pyridinium]
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
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