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ChemicalBook--->CAS DataBase List--->101-26-8

101-26-8

101-26-8 Structure

101-26-8 Structure
IdentificationMore
[Name]

Mestinon
[CAS]

101-26-8
[Synonyms]

3-(DIMETHYLAMINOCARBONYLOXY)-1-METHYLPYRIDINIUM BROMIDE
3-DIMETHYLAMINOCARBONYLOXY-N-METHYL-PYRIDINIUM BROMIDE
3-(DIMETHYLCARBAMOYLOXY)-1-METHYLPYRIDINIUM BROMIDE
mestinon
PYBR
PYRIDOSTIGMINE BROMIDE
1-methyl-3-hydroxypyridiniumbromidedimethylcarbamate
3-(((dimethylamino)carbonyl)oxy)-1-methyl-pyridiniubromide
3-(dimethylcarbamyloxy)-1-methylpyridiniumbromide
3-hydroxy-1-methylpyridiniumbromidedimethylcarbamate
3-hydroxy-1-methylpyridiniumbromidedimethylcarbamate(ester)
dimethylcarbamicacidesterof3-hydroxy-1-methylpyridiniumbromide
kalimin
kalymin
mestinonbromide
mestinonebromide
pyridinium,3-hydroxy-1-methyl-,bromide,dimethylcarbamate(ester)
pyridinium,3-hydroxyl-1-methyl-,bromide,dimethylcarbamate
regonal
ro1-5130
[EINECS(EC#)]

202-929-9
[Molecular Formula]

C9H13BrN2O2
[MDL Number]

MFCD00079283
[Molecular Weight]

261.12
[MOL File]

101-26-8.mol
Chemical PropertiesBack Directory
[Melting point ]

154 °C
[storage temp. ]

2-8°C
[solubility ]

Very soluble in water and in ethanol (96 per cent).
[form ]

neat
[color ]

White to Almost white
[Merck ]

7977
[BCS Class]

3
[InChIKey]

VNYBTNPBYXSMOO-UHFFFAOYSA-M
[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 DataBack Directory
[Hazard Codes ]

T+
[Risk Statements ]

R26/27/28:Very Toxic by inhalation, in contact with skin and if swallowed .
R43:May cause sensitization by skin contact.
[Safety Statements ]

S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 2811 6.1/PG 2
[WGK Germany ]

3
[RTECS ]

UU5270000
[HazardClass ]

6.1
[PackingGroup ]

II
[HS Code ]

2933399090
[Hazardous Substances Data]

101-26-8(Hazardous Substances Data)
[Toxicity]

man,TDLo,oral,9mg/kg (9mg/kg),PERIPHERAL NERVE AND SENSATION: FASCICULATIONS,Israel Journal of Medical Sciences. Vol. 27, Pg. 659, 1991.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Mestinon(101-26-8).msds
Hazard InformationBack Directory
[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
[Uses]

Cholinergic, used in the treatment of myasthenia gravis, and is a pre-exposure antidote to chemical warfare agents.
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

Mestinon(101-26-8)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

101-26-8(sigmaaldrich)
[TCI AMERICA]

Pyridostigmine Bromide,>98.0%(T)(101-26-8)
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