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HomeProduct name listMestinon

Mestinon

Synonym(s):3-(Dimethylaminocarbonyloxy)-1-methylpyridinium bromide;Pyridostigmine bromide

  • CAS NO.:101-26-8
  • Empirical Formula: C9H13BrN2O2
  • Molecular Weight: 261.12
  • MDL number: MFCD00079283
  • EINECS: 202-929-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-20 11:41:24
Mestinon Structural

What is Mestinon?

Description

Pyridostigmine is an inhibitor of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE; IC50s = 0.35 and 1 μM, respectively, for the human enzymes). Pyridostigmine (10 μM) reduces decreases in AChE activity induced by the organophosphate pesticides diisopropyl fluorophosphate, chlorpyrifos-oxon, diazinon-oxon, paraoxon, and malaoxon in isolated bovine red blood cells. It also reduces soman-induced membrane depolarization and decreases in AChE activity in isolated human muscle bundles in a concentration-dependent manner. Pyridostigmine (3 mg/kg per day for four weeks) prevents tachycardia and increases in sympathetic tone in mice following myocardial infarction induced by left coronary artery ligation. Formulations containing pyridostigmine have been used in the treatment of myasthenia gravis and as neuromuscular protective agents against organophosphate poisoning.

Chemical properties

White Solid

The Uses of Mestinon

Cholinergic, used in the treatment of myasthenia gravis, and is a pre-exposure antidote to chemical warfare agents.

What are the applications of Application

Pyridostigmine bromide is An inhibitor of ACE (acetylcholinesterase)

Definition

ChEBI: Pyridostigmine bromide is a pyridinium salt.

brand name

Mestinon (Valeant); Regonol (Sandoz).

General Description

Pyridostigmine bromide,3-hydroxy-1-methylpyridinium bromide dimethylcarbamateor pyridostigmine bromide (Mestinon), occurs as a white, hygroscopic,crystalline powder with an agreeable, characteristicodor. It is freely soluble in water, alcohol, and chloroform.
Pyridostigmine bromide is about one fifth as toxic asneostigmine. It appears to function in a manner similar tothat of neostigmine and is the most widely used anticholinesteraseagent for treating myasthenia gravis. Theliver enzymes and plasma cholinesterase metabolize thedrug. The principal metabolite is 3-hydroxy-N-methylpyridinium.Orally administered pyridostigmine has a half-lifeof 90 minutes and a duration of action of between 3 and6 hours.

Biochem/physiol Actions

Acetylcholinesterase inhibitor.

Clinical Use

Myasthenia gravis

Drug interactions

Potentially hazardous interactions with other drugs
Aminoglycosides, clindamycin and polymyxins antagonise effects of pyridostigmine.

Metabolism

Pyridostigmine undergoes hydrolysis by cholinesterases and is also metabolised in the liver. It appears that 75% of the plasma clearance of pyridostigmine depends on renal function. 3-Hydroxy-N-methylpyridinium has been identified as one of the 3 metabolites isolated from the urine. Pyridostigmine is excreted mainly in the urine as unchanged drug and metabolites.

Properties of Mestinon

Melting point: 154 °C
storage temp.  2-8°C
solubility  Very soluble in water and in ethanol (96 per cent).
form  neat
form  Solid
color  White to Almost white
Merck  14,7977
CAS DataBase Reference 101-26-8(CAS DataBase Reference)
EPA Substance Registry System Pyridinium, 3-[[(dimethylamino)carbonyl]oxy]-1-methyl-, bromide (1:1) (101-26-8)

Safety information for Mestinon

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H317:Sensitisation, Skin
Precautionary Statement Codes P262:Do not get in eyes, on skin, or on clothing.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for Mestinon

InChIKey VNYBTNPBYXSMOO-UHFFFAOYSA-M

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