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
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
200-080-9
MDL number:
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)
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 1
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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