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P9053

Sigma-Aldrich

Pyridine-2-aldoxime methochloride

Synonyma:

2-PAM chloride, Pralidoxime chloride

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About This Item

Empirický vzorec (Hillův zápis):
C7H9N2O · Cl
Číslo CAS:
51-15-0
Molekulová hmotnost:
172.61
EC Number:
200-080-9
MDL number:
MFCD00011981
UNSPSC Code:
12352202
PubChem Substance ID:
24899005
NACRES:
NA.77

biological source

synthetic (organic)

form

solid

mp

230 °C (lit.)

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

SMILES string

[Cl-].C[n+]1ccccc1\C=N\O

InChI

1S/C7H8N2O.ClH/c1-9-5-3-2-4-7(9)6-8-10;/h2-6H,1H3;1H

InChI key

HIGSLXSBYYMVKI-UHFFFAOYSA-N

Gene Information

human ... ACHE(43)

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Biochem/physiol Actions

The prototypical reactivator of acetylcholinesterase that has been inactivated by organophosphorus insecticides or nerve agents. It is now known that no reactivator is effective against a broad spectrum of organophosphorus agents.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

ppe

dust mask type N95 (US), Eyeshields, Gloves

Osvědčení o analýze (COA)

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Diisopropylfluorophosphate

Sigma-Aldrich

D0879

Diisopropylfluorophosphate

2-Pyridinecarboxaldehyde 99%

Sigma-Aldrich

P62003

2-Pyridinecarboxaldehyde

Acetylthiocholine iodide ≥98% (TLC), powder or crystals

Sigma-Aldrich

A5751

Acetylthiocholine iodide

Dimethyl sulfoxide Hybri-Max™, sterile-filtered, BioReagent, suitable for hybridoma, ≥99.7%

Sigma-Aldrich

D2650

Dimethyl sulfoxide

Kamil Musilek et al.
Bioorganic & medicinal chemistry, 16(17), 8218-8223 (2008-08-05)
Acetylcholinesterase reactivators are crucial antidotes for the treatment of organophosphate intoxication. Eighteen monoquaternary reactivators of acetylcholinesterase with modified side chain were developed in an effort to extend the properties of pralidoxime. The known reactivators (pralidoxime, HI-6, obidoxime, trimedoxime, methoxime) and
Chennamaneni Srinivas Rao et al.
Bioorganic & medicinal chemistry letters, 16(8), 2134-2138 (2006-02-17)
In continuation of our investigations of unsymmetrical bisquaternary monooximes, we synthesized four new series of compounds bridged by hexyl, heptyl, octyl and nonyl groups. All eight monooximes viz., dibromides of 1-(4-hydroxyiminomethylpyridinium)6-(3/4-carbamoylpyridinium)hexane, 1-(4-hydroxyiminomethylpyridinium)-7-(3/4-carbamoylpyridinium)heptane, 1-(4-hydroxyiminomethylpyridinium)-8-(3/4-carbamoylpyridinium)octane, 1-(4-hydroxyiminomethylpyridinium)-9-(3/4-carbamoylpyridinium)nonane as well as the corresponding bis-oximes
F Worek et al.
Archives of toxicology, 72(4), 237-243 (1998-05-20)
The treatment of poisoning by highly toxic organophosphorus compounds (nerve agents) is unsatisfactory. Until now, the efficacy of new potential antidotes has primarily been evaluated in animals. However, the extrapolation of these results to humans is hampered by species differences.
Jyotiranjan Acharya et al.
European journal of medicinal chemistry, 44(3), 1335-1340 (2008-04-09)
A series of novel bis-pyridinium oximes connected by bis-methoxymethyl benzene, 1,4-bis-methoxymethyl (cis)-but-2-ene and 1,4-bis-methoxymethyl but-2-yne linkers were synthesized and their in vitro reactivation efficacy was evaluated against diisopropyl phosphorofluoridate (DFP) inhibited acetylcholinesterase (AChE) and compared with the established antidote 2-PAM
Kamil Musilek et al.
Bioorganic & medicinal chemistry letters, 17(11), 3172-3176 (2007-03-27)
Six novel AChE reactivators with a (Z)-but-2-ene linker were synthesized using the known synthetic pathways. Their ability to reactivate AChE, which had been previously inhibited by nerve agent tabun or pesticide paraoxon, was tested in vitro and compared to pralidoxime
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