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SML2008

Sigma-Aldrich

Tiotropium bromide monohydrate

≥98% (HPLC)

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Synonym(s):
(1α, 2β, 4 β, 5α, 7β)-7-[(Hydroxydi-2-thienylacetyl)oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane bromide monohydrate, 3-Oxa-9-azoniatricyclo[3.3.1.02,4]?nonane, 7-[(2-hydroxy-2,2-di-2-thienylacetyl)oxy]-9,9-dimethyl-, bromide, hydrate (1:1:1), (1α,2β,4β,5α,7β), 6β,7β-epoxy-3β-hydroxy-8-methyl-1αH,5αH-tropanium bromide monohydrate, di-2-thienylglycolate
Empirical Formula (Hill Notation):
C19H22BrNO4S2 · H2O
CAS Number:
411207-31-3
Molecular Weight:
490.43
MDL number:
MFCD23704176
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

[H]O[H].O=C(C(C1=C([H])C([H])=C([H])S1)(O[H])C2=C([H])C([H])=C([H])S2)O[C@@]3([H])C([H])([H])[C@@]4([H])[C@@]5([H])[C@@](O5)([H])[C@](C3([H])[H])([H])[N+]4(C([H])([H])[H])C([H])([H])[H].[Br-]

InChI

1S/C19H22NO4S2.BrH.H2O/c1-20(2)12-9-11(10-13(20)17-16(12)24-17)23-18(21)19(22,14-5-3-7-25-14)15-6-4-8-26-15;;/h3-8,11-13,16-17,22H,9-10H2,1-2H3;1H;1H2/q+1;;/p-1/t11?,12-,13+,16?,17?;;

InChI key

MQLXPRBEAHBZTK-YQMLGFMRSA-M

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Application

Tiotropium bromide monohydrate may be used as a long-acting muscarinic receptor antagonist (LAMA) in a comparative study to explore its efficacy in the downregulation of the cough reflex in rabbits.

Biochem/physiol Actions

Tiotropium Bromide is an anticholinergic bronchodilator. It is considered a long-acting muscarinic receptor antagonist (LAMA) and is used clinically as an inhaled bronchodilator for chronic obstructive pulmonary disease (COPD) and asthma.
Tiotropium bromide exhibits more beneficial effects on pulmonary function than other anticholinergic and β-2 adrenergic agents. Tiotropium can prevent the proliferation of fibroblasts and myofibroblasts induced by acetylcholine. It can block human monocyte chemotaxis.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

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Tiotropium Bromide Inhibits Human Monocyte Chemotaxis
Kurai M, et al.
3D Bioprinting for Reconstructive Surgery, 5, 86-86 (2012)
Masaki Ogoda et al.
Journal of pharmacological sciences, 115(3), 374-382 (2011-03-02)
The aim of the current study was to characterize comparatively the binding of muscarinic receptor in the lung of rats intratracheally administered anticholinergic agents (tiotropium, ipratropium, glycopyrrolate) used clinically to treat chronic obstructive pulmonary disease (COPD) and asthma. Binding parameters
Donatella Mutolo et al.
Pulmonary pharmacology & therapeutics, 38, 1-9 (2016-04-16)
Long-acting muscarinic receptor antagonists (LAMAs) have been reported to attenuate cough in preclinical and clinical studies. The present study was performed on rabbits to compare aclidinium and tiotropium efficacy in the downregulation of the cough reflex. This reflex was evoked
Timothy E Albertson et al.
Expert opinion on investigational drugs, 26(1), 35-49 (2016-12-09)
Parasympathetic neurons utilize the neurotransmitter acetylcholine to modulate and constrict airway smooth muscles at the muscarinic acetylcholine receptor. Inhaled agents that antagonize the muscarinic (M) acetylcholine receptor, particularly airway M3 receptors, have increasing data supporting use in persistent asthma. Areas
Neil C Thomson
Expert opinion on pharmacotherapy, 18(3), 283-293 (2017-01-19)
Inhaled corticosteroids (ICS) alone or in combination with an inhaled long-acting beta

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