Structure via PubChem · Public domain (PubChem)
pralidoxime
Sign in to saveAlso known as 2-PAM
Pralidoxime (2-pyridine aldoxime methyl chloride) or 2-PAM, usually as the chloride or iodide salts, belongs to a family of compounds called oximes that bind to organophosphate-inactivated acetylcholinesterase. It is used to treat organophosphate poisoning in conjunction with atropine and either diazepam or midazolam. It is a white solid.
Chemical data
- Formula
- C7H9N2O+
- Molecular weight
- 137.16 g/mol
- IUPAC name
- (NZ)-N-[(1-methylpyridin-1-ium-2-yl)methylidene]hydroxylamine
- SMILES
- C[N+]1=CC=CC=C1/C=N\O
- InChIKey
- JBKPUQTUERUYQE-UHFFFAOYSA-O
- XLogP
- 1
- Polar surface area
- 36.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 1
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1964
- Admin. routes
- oral, parenteral
- Indications
- poisoning, organophosphate poisoning
via ChEMBL · EBI
Research
1,679 papers- Pralidoxime.Chudoku kenkyu : Chudoku Kenkyukai jun kikanshi = The Japanese journal of toxicology · 2016
- Pralidoxime safety and toxicity in children.Prehospital emergency care · 2007
- Pralidoxime and pesticide poisoning: A question of severity?Biomedical journal · 2016
- Pralidoxime improves the hemodynamics and survival of rats with peritonitis-induced sepsis.PloS one · 2021
- Pralidoxime-like reactivator with increased lipophilicity - Molecular modeling and in vitro study.Chemico-biological interactions · 2023
via PubMed
Wikidata facts
- Mass
- 137.071488
- Has use
- medication
Show 8 more facts
- route of administration
- subcutaneous injection
- isomeric SMILES
- C[N+]1=CC=CC=C1/C=N/O
- canonical SMILES
- CN1C=CC=CC1=C[NH+]=O
- World Health Organisation international non-proprietary name
- pralidoxime
- subject has role
- antidote
- physically interacts with
- acetylcholinesterase
- Commons category
- Pralidoxime
- chemical formula
- C₇H₉N₂O⁺
via Wikidata · CC0
~4 min read
Encyclopedic overview
8 sectionsContents
- Chemical synthesis
- Mechanism of action
- Dosage
- Interactions
- Contraindications
- See also
- References
- External links
Pralidoxime (2-pyridine aldoxime methyl chloride) or 2-PAM, usually as the chloride or iodide salts, belongs to a family of compounds called oximes that bind to organophosphate-inactivated acetylcholinesterase. It is used to treat organophosphate poisoning in conjunction with atropine and either diazepam or midazolam. It is a white solid.
==Chemical synthesis== Pralidoxime, 2-pyridinaldoxime methylchloride, is prepared by treating pyridine-2-carboxaldehyde with hydroxylamine. The resulting pyridine-2-aldoxime is alkylated with methyl iodide giving pralidoxime as the iodide salt. 500px|center
Excerpted from Wikipedia’s “pralidoxime” article, available under the CC BY-SA 4.0 licence.