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333-31-3

333-31-3 structure
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: 2026-07-02 20:38:49
  • 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 ACETYL-BETA-METHYLCHOLINE BROMIDE
2-Acetoxy-N,N,N-trimethyl-1-propanaminium bromide
metacholine
TRIMETHYL-B-ACETOXYPROPYLAMMONIUM BROMIDE
ACETYL-B-METHYLCHOLINE BROMIDE
Acetyl-β-methylcholine bromide
O-Acetyl-β-methylcholine bromide
rac-(R*)-O-Acetyl-β-methylcholine
MECHOLYL BROMIDE
ACETYL SS-METHYLCHOLINE BROMIDE
METHACHOLINE BROMIDE
Trimethyl-beta-acetoxypropylammonium bromide
1-Propanaminium, 2-(acetyloxy)-N,N,N-trimethyl-, bromide (1:1)
Methacholine
1-Propanaminium, 2-(acetyloxy)-N,N,N-trimethyl-, bromide
2-Acetoxy-N,N,N-trimethylpropan-1-aminium bromide
METHYLCHOLINE BROMIDE
(2-HYDROXYPROPYL)TRIMET
MethacholineBromide>
(2-ACETOXYPROPYL)TRIMETHYLAMMONIUM BROMIDE
Acetyl-beta-methylcholine bromide
O-Acetyl-beta-methylcholine Bromide Mecholyl Bromide
Acetyl-&beta
1-Propanaminium,2-(acetyloxy)-N,N,N-trimethyl-,bromide
O-Acetyl-β-methylcholine Bromide
beta-Methylacetylcholine bromide
ACETYL-B-METHYLCHOLINE BROMIDECRYSTALLIN E
acetyl á-methylcholine bromide
ACETYL-β-METHYLCHOLINEBROMID
2(Acetyloxy)-N,N,N-triMethyl-1-propanaMiniuM broMide
MFCD00011816
TriMethyl-β-acetoxypropylaMMoniuM broMide
(2-HYDROXYPROPYL)TRIMETHYLAMMONIUM BROMIDE ACETATE
O-ACETYL-BETA-METHYLCHOLINE BROMIDE
2-acetoxy-n,n,n-trimethylpropan-1-aminium bromide
Acetyl β-methylcholine bromide
EINECS 206-372-2
2-(acetyloxy)-n,n,n-trimethyl-1-propanaminiubromide
Acetyl choline Methyl broMide -β
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
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

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333-31-3 structure

333-31-3

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

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333-31-3 structure

333-31-3

Literature: US2192204 , ;
Precursor  4

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%
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