METHACHOLINE BROMIDE
Synonym(s):Methacholine bromide
- CAS NO.:333-31-3
- Empirical Formula: C8H18BrNO2
- Molecular Weight: 240.14
- MDL number: MFCD00011816
- EINECS: 206-372-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-10-28 23:16:16
What is METHACHOLINE BROMIDE?
Chemical properties
WHITE CRYSTALLINE POWDER
The Uses of METHACHOLINE BROMIDE
Acetyl-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.
The Uses of METHACHOLINE BROMIDE
Methacholine is used only for bronchial hyperreactivity diagnostics. A synonym of this drug is provocholine.
What are the applications of Application
Acetyl β-methylcholine bromide is an acetylcholinesterase substrate
General Description
Methacholine 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 action
A 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.
Synthesis
Methacholine, 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]
Properties of METHACHOLINE BROMIDE
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 System | 1-Propanaminium, 2-(acetyloxy)-N,N,N-trimethyl-, bromide (333-31-3) |
Safety information for METHACHOLINE BROMIDE
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for METHACHOLINE BROMIDE
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