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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/REAXYS Number:
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

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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
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
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
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