HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
Huagongshe Open Program:[email protected]AI access: llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.7.8
  1. Home
  2. /Compound

2-[(Hydroxyimino)methyl]-1-methylpyridinium

HCID 4884
NotesReactions
Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
45765-69-3
Standard SMILES
C[n+]1ccccc1C=NO
InChIKey
JBKPUQTUERUYQE-UHFFFAOYSA-O
Molecular formula
C7H9N2O+
Average molar mass
137.16 g/mol
Monoisotopic mass
137.07148792

Overview

Pralidoxime is an antidote to organophosphate pesticides and chemicals. Organophosphates bind to the esteratic site of acetylcholinesterase, which results initially in reversible inactivation of the enzyme. If given within 24 hours,after organophosphate exposure, pralidoxime reactivates the enzyme cholinesterase by cleaving the phosphate-ester bond formed between the organophosphate and acetylcholinesterase.

Names & identifiers

Preferred name
2-[(Hydroxyimino)methyl]-1-methylpyridinium
IUPAC
N-[(1-methylpyridin-1-ium-2-yl)methylidene]hydroxylamine

Names & synonyms

AtnaaSpectrum_0011442-[(HYDROXYIMINO)METHYL]-1-METHYLPYRIDINIUMPrestwick0_000943Prestwick1_000943Spectrum2_000921Spectrum3_001498Spectrum4_000323CHEMBL1420KBioGR_000665KBioSS_001624DivK1c_000770
Show more names
SCHEMBL439969SPBio_000822SPBio_003065N-methyl-pyridinium-2-aldoximeGTPL4652orb1744464SCHEMBL31456539KBio1_000770

Database identifiers

CAS
45765-69-3、6735-59-7
PubChem CID
4884
ChEMBL
CHEMBL1420
Nikkaji
J232.003G

Properties

Computed structural properties

XLogP
1
Topological polar surface area
36.5 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
10
Formal charge
1
Complexity
125

Experimental & physicochemical properties

LogP1.564
Solubility1.49e-01 g/L
Melting Point · 2 items

215-225 °C

215 - 225 °C

Physical DescriptionSolid

Chemistry & industry

Pharmacology

Protein BindingNo binding to plasma proteins
Pharmacodynamics · 1 item

Pralidoxime is to reactivate cholinesterase (mainly outside of the central nervous system) which has been inactivated by phosphorylation due to an organophosphate pesticide or related compound. The destruction of accumulated acetylcholine can then proceed, and neuromuscular junctions will again function normally. Pralidoxime also slows the process of "aging" of phosphorylated cholinesterase to a nonreactivatable form, and detoxifies certain organophosphates by direct chemical reaction. The drug has its most critical effect in relieving paralysis of the muscles of respiration. Because pralidoxime is less effective in relieving depression of the respiratory center, atropine is always required concomitantly to block the effect of accumulated acetylcholine at this site. Pralidoxime relieves muscarinic signs and symptoms, salivation, bronchospasm, etc., but this action is relatively unimportant since atropine is adequate for this purpose.

Mechanism of Action · 1 item

Pralidoxime is an antidote to organophosphate pesticides and chemicals. Organophosphates bind to the esteratic site of acetylcholinesterase, which results initially in reversible inactivation of the enzyme. Acetylcholinesterase inhibition causes acetylcholine to accumulate in synapses, producing continuous stimulation of cholinergic fibers throughout the nervous systems. If given within 24 hours after organophosphate exposure, pralidoxime reactivates the acetylcholinesterase by cleaving the phosphate-ester bond formed between the organophosphate and acetylcholinesterase.

Biological Half-Life74-77 minutes
Metabolism/MetabolitesHepatic
Absorption, Distribution and ExcretionThe drug is rapidly excreted in the urine partly unchanged, and partly as a metabolite produced by the liver.
Cellular LocationsCytoplasm

Related reactions

0 records
New reaction record

No reaction records under the current filter.

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes