METHACHOLINE CHLORIDE

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
METHACHOLINE CHLORIDE Structure
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
PH3.0~7.0 (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 Reference62-51-1
EPA Substance Registry System1-Propanaminium, 2-(acetyloxy)-N,N,N-trimethyl-, chloride (62-51-1)
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 Information
ProviderLanguage
SigmaAldrich English
METHACHOLINE CHLORIDE Usage And Synthesis
Chemical Propertiescolourless to white crystalline powder with a slight
UsesAcetyl-β-methylcholine (methacholine), an analog of acetylcholine, is use as a receptor agonist to study processes such as airway hyperresponsiveness associated with asthma.
Usesantihypertensive, antianginal
DefinitionChEBI: Methacholine chloride is a quaternary ammonium salt. It contains a methacholine.
General DescriptionMethacholine 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 ActionsMetabolically 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 UseMethacholine, 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 MethodsIt 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 materialsEthanol-->Diethyl ether-->Acetic anhydride-->Isopropyl alcohol-->Trimethylamine-->1-Chloro-2-propanol
DL-STEAROYL CARNITINE CHLORIDE CHOLINE PALMITOYL-DL-CARNITINE CHLORIDE PALMITOYL CARNITINE CHLORIDE, L-, [PALMITOYL-1-14C] Palmitoyl-L-Carnitine Chloride N-METHYL L-QNB, [N-METHYL-3H]- (2-hydroxypropyl)trimethylammonium (-)-BICUCULLINE METHCHLORIDE, 1(S),9(R) DL-DECANOYLCARNITINE CHLORIDE ACETOACETYL-L-CARNITINE CHLORIDE ACETYL-DL-CARNITINE HYDROCHLORIDE (-)-BICUCULLINE METHOCHLORIDE BICUCULLINE METHYLCHLORIDE (-), [METHYL-3H] (+/-)-OCTANOYLCARNITINE CHLORIDE DL-LAUROYLCARNITINE CHLORIDE MYRISTOYL-DL-CARNITINE CHLORIDE ACETYL-D-CARNITINE CHLORIDE BUTYRYL-L-CARNITINE CHLORIDE

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