P9053

Pyridine-2-aldoxime methochloride

Name: Pyridine-2-aldoxime methochloride
Brand: SIGMA

Synonym(s):

2-PAM chloride, Pralidoxime chloride

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About This Item

Empirical Formula (Hill Notation):

C₇H₉N₂O · Cl

CAS Number:

51-15-0

Molecular Weight:

172.61

EC Number:

200-080-9

MDL number:

MFCD00011981

UNSPSC Code:

12352202

PubChem Substance ID:

24899005

NACRES:

NA.77

Key Documents

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biological source

synthetic (organic)

Quality Level

100

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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Show Differences

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This Item	P60205	B3650	P0378
Sigma-Aldrich P9053 Pyridine-2-aldoxime methochloride	Sigma-Aldrich P60205 2-Pyridinealdoxime methiodide	Sigma-Aldrich B3650 Betaine aldehyde chloride	Sigma-Aldrich P0378 Phosphocholine chloride calcium salt tetrahydrate
biological source synthetic (organic)	biological source -	biological source synthetic (organic)	biological source synthetic (organic)
Gene Information human ... ACHE(43)	Gene Information human ... ACHE(43)	Gene Information -	Gene Information -
Quality Level 100	Quality Level 200	Quality Level 200	Quality Level 200
form solid	form solid	form powder	form powder
solubility water: 50 mg/mL, clear, colorless to faintly yellow	solubility -	solubility water: 50 mg/mL, clear, colorless to light yellow	solubility water: 100 mg/mL, clear to hazy, colorless to faintly yellow
mp 230 °C (lit.)	mp 220 °C (dec.) (lit.)	mp -	mp -

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.[1]

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Precautionary Statements

P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312

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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Monoquaternary pyridinium salts with modified side chain-synthesis and evaluation on model of tabun- and paraoxon-inhibited acetylcholinesterase.

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

Synthesis and in vitro evaluation of xylene linked carbamoyl bis-pyridinium monooximes as reactivators of organophosphorus (OP) inhibited electric eel acetylcholinesterase (AChE).

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

Synthesis of asymmetrical bispyridinium compounds bearing cyano-moiety and evaluation of their reactivation activity against tabun and paraoxon-inhibited acetylcholinesterase.

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

Quaternary salts of 4,3' and 4,4' bis-pyridinium monooximes. Part 2: synthesis and biological activity.

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

Nonquaternary reactivators for organophosphate-inhibited cholinesterases.

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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