P9053
Pyridine-2-aldoxime methochloride
Synonym(s):
2-PAM chloride, Pralidoxime chloride
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About This Item
Empirical Formula (Hill Notation):
C7H9N2O · Cl
CAS Number:
Molecular Weight:
172.61
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
biological source
synthetic (organic)
Quality Level
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
Kamil Musilek et al.
Bioorganic & medicinal chemistry letters, 16(21), 5673-5676 (2006-08-29)
Three asymmetrical AChE reactivators with cyano-moiety and propane linker were synthesized using modification of currently known synthetic pathways. Their potency to reactivate AChE inhibited by nerve agent tabun and insecticide paraoxon was tested in vitro and compared to pralidoxime, HI-6
Jyotiranjan Acharya et al.
European journal of medicinal chemistry, 46(9), 3926-3933 (2011-06-28)
A series of carbamoyl bis-pyridinium monooximes linked with xylene linker were synthesized and their in-vitro reactivation potential was evaluated against acetylcholinesterase (AChE) inhibited by organophosphorus inhibitors (OP) such as sarin, DFP and VX and the data were compared with reactivation
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
Jarosław Kalisiak et al.
Journal of medicinal chemistry, 55(1), 465-474 (2011-12-31)
A new class of amidine-oxime reactivators of organophosphate (OP)-inhibited cholinesterases (ChE) was synthesized and tested in vitro and in vivo. Compared with 2-PAM, the most promising cyclic amidine-oxime (i.e., 12e) showed comparable or greater reactivation of OP-inactivated AChE and OP-inactivated
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