CAS 333-31-3|UNII:M73AI9718D

Introduction:Basic information about CAS 333-31-3|UNII:M73AI9718D, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameUNII:M73AI9718D
CAS Number333-31-3Molecular Weight240.138
Density/Boiling Point/
Molecular FormulaC8H18BrNO2Melting Point147-149ºC(lit.)
MSDS/Flash Point/

Names

Namemethacholine bromide
SynonymMore Synonyms

UNII:M73AI9718D BiologicalActivity

DescriptionMethacholine (Acetyl-β-methylcholine) bromide is a potent muscarinic-3 (M3) agonist. Methacholine bromide acts directly on acetylcholine receptors on smooth muscle causing bronchoconstriction and airway narrowing. Methacholine bromide shows a high sensitivity to identify bronchial hyperresponsiveness (BHR). Methacholine bromide can be used to measure airway hyperresponsiveness (AHR) as a diagnostic aid in the assessment of individuals with asthma-like symptoms and normal resting expiratory flow rates[1][2][3][4].
Related CatalogSignaling Pathways >>Neuronal Signaling >>mAChRResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>GPCR/G Protein >>mAChR
In VivoMethacholine bromide (0.5 µg/kg plus 5 µg/kg/min for 30 min) induces bronchoconstriction in dogs[4]. Methacholine bromide (0.5 mg/kg; i.v.) induces bronchoconstriction was inhibited by bradykinin (4-40 µg/kg; i.v.) in a a dose-dependent manner in mouse[5]. Animal Model: 9-week female BALB/c mice[6] Dosage: 0.03, 0.1, 0.3, 1 mg/kg Administration: I.v Result: Induced severe bronchoconstriction.
References

[1]. Cohen J, et al. Relationship between airway responsiveness to neurokinin A and methacholine in asthma. Pulm Pharmacol Ther. 2005;18(3):171-176.

[2]. Anderson SD, et al. Comparison of mannitol and methacholine to predict exercise-induced bronchoconstriction and a clinical diagnosis of asthma. Respir Res. 2009;10(1):4. Published 2009 Jan 23.

[3]. Cockcroft DW. Methacholine challenge methods. Chest. 2008;134(4):678-680.

[4]. Kabara S, et al. Differential effects of thiopental on methacholine- and serotonin-induced bronchoconstriction in dogs. Br J Anaesth. 2003 Sep;91(3):379-84.

[5]. Folkerts G, et al. Bradykinin causes inhibition of methacholine-induced bronchoconstriction in vivo in mice. Naunyn Schmiedebergs Arch Pharmacol. 2001 Jul;364(1):53-8.

[6]. Vitorasso RL, et al. Methacholine dose response curve and acceptability criteria of respiratory mechanics modeling. Exp Lung Res. 2020 Feb-Mar;46(1-2):23-31.

Chemical & Physical Properties

Melting Point147-149ºC(lit.)
Molecular FormulaC8H18BrNO2
Molecular Weight240.138
Exact Mass239.052078
PSA26.30000
InChIKeyMMVPLEUBMWUYIB-UHFFFAOYSA-M
SMILESCC(=O)OC(C)C[N+](C)(C)C.[Br-]

Safety Information

Hazard CodesXi: Irritant;
Risk Phrases36/37/38
Safety Phrases26-36
HS Code2923900090

Customs

HS Code2923900090
Summary2923900090 other quaternary ammonium salts and hydroxides。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

Synonyms

2-Acetoxy-N,N,N-trimethyl-1-propanaminium bromide
METHYLCHOLINE BROMIDE
UNII:M73AI9718D
metacholine
ACETYL-B-METHYLCHOLINE BROMIDE
Acetyl-β-methylcholine bromide
Acetyl-beta-methylcholine bromide
O-Acetyl-β-methylcholine Bromide
MECHOLYL BROMIDE
ACETYL SS-METHYLCHOLINE BROMIDE
MFCD00011816
1-Propanaminium, 2-(acetyloxy)-N,N,N-trimethyl-, bromide (1:1)
Methacholine
2-acetoxy-n,n,n-trimethylpropan-1-aminium bromide
EINECS 206-372-2
1-Propanaminium, 2-(acetyloxy)-N,N,N-trimethyl-, bromide
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