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Merck
CN

51063

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
UNSPSC Code:
12352202
NACRES:
NA.77
PubChem Substance ID:
57651305
EC Number:
204-059-5
Beilstein/REAXYS Number:
4117377
MDL number:
MFCD00038864
Assay:
≥95.0% (HPLC)
Form:
powder or crystals
Quality level:
100

Key Documents

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InChI key

ZIFJVJZWVSPZLE-UHFFFAOYSA-N

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

SMILES string

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

assay

≥95.0% (HPLC)

form

powder or crystals

Quality Level

100

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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

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5449
BCCL1072
BCCF5488
BCCD3016
BCCD1721

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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
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
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]
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
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
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