METHACHOLINE BROMIDE

METHACHOLINE BROMIDE
  • CAS No.:333-31-3
Other grades of this product :
METHACHOLINE BROMIDE Basic information
Product Name:METHACHOLINE BROMIDE
Synonyms:1-Propanaminium,2-(acetyloxy)-N,N,N-trimethyl-,bromide;2-(acetyloxy)-n,n,n-trimethyl-1-propanaminiubromide;METHYLCHOLINE BROMIDE;MECHOLYL BROMIDE;METHACHOLINE BROMIDE;ACETYL-BETA-METHYLCHOLINE BROMIDE;ACETYL-B-METHYLCHOLINE BROMIDE;(2-HYDROXYPROPYL)TRIMETHYLAMMONIUM BROMIDE ACETATE
CAS:333-31-3
MF:C8H18BrNO2
MW:240.14
EINECS:206-372-2
Product Categories:Ammonium Bromides (Quaternary);Quaternary Ammonium Compounds;Substrates
Mol File:333-31-3.mol
METHACHOLINE BROMIDE Chemical Properties
Melting point 147-149 °C(lit.)
density 1.3952 (rough estimate)
refractive index 1.6120 (estimate)
storage temp. -20°C
form Crystalline Powder
color White to off-white
Water Solubility almost transparency
Sensitive Hygroscopic
BRN 6098010
EPA Substance Registry System1-Propanaminium, 2-(acetyloxy)-N,N,N-trimethyl-, bromide (333-31-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
TSCA Yes
HS Code 29239000
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
METHACHOLINE BROMIDE Usage And Synthesis
Chemical PropertiesWHITE CRYSTALLINE POWDER
UsesMethacholine is used only for bronchial hyperreactivity diagnostics. A synonym of this drug is provocholine.
UsesAcetyl-β-methylcholine bromide (methylcholine bromide, methacholine bromide, Mch), a muscarinic acetylcholine receptor agonist, may be used in studies that involve the indentification, characterization and mechanism of action of muscarinic acetylcholine receptors. Mch may be used as a reference material in procedures used to detect or quantify its presence.
General DescriptionMethacholine can exist as (S) and (R) enantiomers.Although the chemical is used as the racemic mixture, itsmuscarinic activity resides principally in the (S)-isomer.The (S)/(R) ratio of muscarinic potency for these enantiomersis 240:1.
Mechanism of actionA minor structural change is the presence of a methyl group at the β-carbon atom of choline, which results in two main changes in the pharmacological profile of the molecule. Unlike acetylcholine, methacholine is hydrolyzed only by acetylcholinesterase, and the rate of hydrolysis is significantly less than with acetylcholine. Thus, the action of methacholine is significantly longer lasting than acetylcholine. Moreover, the presence of a methyl group at the β-carbon of choline provides the compound with a greater selectivity of action. Methacholine directly acts on muscarinic receptors of smooth muscle, glands,and the heart, and it has a very weak effect on nicotinic receptors of the autonomic ganglions of skeletal muscle.
SynthesisMethacholine, 1-acetoxy-2-(N,N,N-trimethyl)propyl ammonium chloride (13.1.4) or acetyl-β-methylcholine can be synthesized by any of the methods described above [8]
METHACHOLINE BROMIDE Preparation Products And Raw materials

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