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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

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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Jürgen Kufleitner et al.
Journal of microencapsulation, 27(7), 594-601 (2010-10-07)
Intoxication with organophosphorous nerve agents such as paraoxon requires immediate administration of antidotes such as oximes. However, the oximes lack sufficient activity in the central nervous system as they are unable to rapidly penetrate the blood-brain barrier (BBB) in therapeutically
Franz Worek et al.
Toxicology letters, 200(1-2), 19-23 (2010-10-26)
Previous in vitro studies showed marked species differences in the reactivating efficiency of oximes between human and animal acetylcholinesterase (AChE) inhibited by organophosphorus (OP) nerve agents. These findings provoked the present in vitro study which was designed to determine the
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
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]
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