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METHACHOLINE CHLORIDE

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METHACHOLINE CHLORIDE Basic information

Product Name:
METHACHOLINE CHLORIDE
Synonyms:
  • beta-methylacetylcholinechloride
  • mecholyl
  • (2-ACETOXYPROPYL)TRIMETHYLAMMONIUM CHLORIDE
  • 1-PROPANAMINIUM 2-(ACETYLOXY)-N,N,N-TRIMETHYL CHLORIDE
  • O-ACETYL-BETA-METHYLCHOLINE CHLORIDE
  • TRIMETHYL-B-ACETOXYPROPYLAMMONIUM CHLORIDE
  • TRIMETHYL-BETA-ACETOXYPROPYLAMMONIUM CHLORIDE
  • 2-(acetyloxy)-n,n,n-trimethyl-1-propanaminiuchloride
CAS:
62-51-1
MF:
C8H18ClNO2
MW:
195.69
EINECS:
200-537-2
Product Categories:
  • LOPRESSOR
  • inhibitor
  • Ammonium Chlorides (Quaternary)
  • Quaternary Ammonium Compounds
Mol File:
62-51-1.mol
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METHACHOLINE CHLORIDE Chemical Properties

Melting point:
171-173 °C(lit.)
Density 
1.1028 (rough estimate)
refractive index 
1.5790 (estimate)
storage temp. 
-20°C
solubility 
H2O: 50 mg/mL, clear, colorless
form 
powder
color 
White to Almost white
PH
3.0~7.0 (50g/l, 25℃)
Water Solubility 
almost transparency
Merck 
14,5940
BRN 
4162373
Stability:
Unstable - moisture sensitive. Incompatible with oxidizing agents.
LogP
-3.957 (est)
CAS DataBase Reference
62-51-1
EPA Substance Registry System
1-Propanaminium, 2-(acetyloxy)-N,N,N-trimethyl-, chloride (62-51-1)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
BR5250000
3-10-21
HS Code 
29239000

MSDS

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METHACHOLINE CHLORIDE Usage And Synthesis

Chemical Properties

colourless to white crystalline powder with a slight

Uses

antihypertensive, antianginal

Uses

Acetyl-β-methylcholine (methacholine), an analog of acetylcholine, is use as a receptor agonist to study processes such as airway hyperresponsiveness associated with asthma.

Definition

ChEBI: Methacholine chloride is a quaternary ammonium salt. It contains a methacholine.

General Description

Methacholine chloride occurs as colorless or white crystalsor as a white crystalline powder. It is odorless or has aslight odor and is very deliquescent. It is freely soluble inwater, alcohol, or chloroform, and its aqueous solution isneutral to litmus and bitter. It is hydrolyzed rapidly in alkalinesolutions. Solutions are relatively stable to heat and willkeep for at least 2 or 3 weeks when refrigerated to delaygrowth of molds.

Biochem/physiol Actions

Metabolically stable analog of acetylcholine; muscarinic agonist. Its ability to constrict airway smooth muscle is used to assess bronchial reactivity in the laboratory and clinically.

Clinical Use

Methacholine, acetyl β-methylcholine, is marketed as the racemic mixture. It is a selective muscarinic agonist with very little activity at nicotinic receptors. Although methacholine chloride is marketed as the racemic mixture, the S-(+)-enantiomer is 240-fold more potent than the R-(–)-isomer at muscarinic receptors. In addition, AChE hydrolyzes S-(+)–methacholine at approximately 54% the rate of acetylcholine, whereas the R-(–)–enantiomer is a weak inhibitor. Methacholine chloride is used via inhalation for the diagnosis of asthma. The resulting bronchospasm may be relieved with bronchodilators. Methacholine chloride is available as a powder that is reconstituted for inhalation.

Purification Methods

It forms white hygroscopic needles from Et2O and is soluble in H2O, EtOH and CHCl3. It decomposes readily in alkaline solutions and slowly in H2O. It should be handled and stored in a dry atmosphere. The bromide is less hygroscopic, and the picrate has m 129.5-131o (from EtOH). [racemate: Annis & Ely Biochem J 53 34 1953, IR of iodide: Hansen Acta Chem Scand 13 155 1959, Beilstein 4 IV 1670.]

METHACHOLINE CHLORIDE Preparation Products And Raw materials

Raw materials

METHACHOLINE CHLORIDESupplier

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