333-31-3

333-31-3 structure

Name: UNII:M73AI9718D
Chemical Name: methacholine bromide
CAS Number: 333-31-3
Molecular Formula: C₈H₁₈BrNO₂
Molecular Weight: 240.138
Catalog: Signaling Pathways GPCR/G Protein mAChR
Create Date: 2018-04-26 08:00:00
Modify Date: 2024-01-06 07:49:50
Methacholine (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].

Name	methacholine bromide
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

Description	Methacholine (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 Catalog	Signaling Pathways >> Neuronal Signaling >> mAChR Research Areas >> Cardiovascular Disease Signaling Pathways >> GPCR/G Protein >> mAChR
In Vivo	Methacholine 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.

Melting Point	147-149ºC(lit.)
Molecular Formula	C₈H₁₈BrNO₂
Molecular Weight	240.138
Exact Mass	239.052078
PSA	26.30000

Hazard Codes	Xi: Irritant;
Risk Phrases	36/37/38
Safety Phrases	26-36
HS Code	2923900090

75-50-3

333-31-3

Literature: Journal of Pharmacology and Experimental Therapeutics, , vol. 51, p. 258 Chem. Zentralbl., , vol. 106, # I p. 436

74-83-9

108-16-7

108-24-7

333-31-3

Literature: US2192204 , ;

Precursor 4
75-50-3 74-83-9 108-16-7 108-24-7
DownStream 0

HS Code	2923900090
Summary	2923900090 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%

1855950-40-1	1158522-08-7
940364-43-2	134104-43-1
131615-57-1	6906-52-1
2034465-83-1	2034423-33-9
930439-75-1	1018584-77-4