All Photos(1)

I1637

Sigma-Aldrich

Ipratropium bromide monohydrate

≥98% (TLC), powder

Synonym(s):
Atropine isopropyl bromide
Empirical Formula (Hill Notation):
C20H30BrNO3 · H2O
CAS Number:
Molecular Weight:
430.38
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (TLC)

form

powder

color

white

solubility

H2O: 10 mg/mL

originator

Boehringer Ingelheim

SMILES string

O.[Br-].CC(C)[N@+]1(C)[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(CO)c3ccccc3

InChI

1S/C20H30NO3.BrH.H2O/c1-14(2)21(3)16-9-10-17(21)12-18(11-16)24-20(23)19(13-22)15-7-5-4-6-8-15;;/h4-8,14,16-19,22H,9-13H2,1-3H3;1H;1H2/q+1;;/p-1/t16-,17+,18+,19?,21?;;

InChI key

KEWHKYJURDBRMN-XSAPEOHZSA-M

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Application

Ipratropium bromide monohydrate has been used for the inhibition of peripheral muscarinic receptors in rats.

Biochem/physiol Actions

Ipratropium bromide monohydrate is a nonselective muscarinic acetylcholine receptor antagonist and a bronchodilator. In nebulized form, it is used for treating asthma and obstructive pulmonary diseases. It acts as a β2 adrenoreceptor agonist. Ipratropium bromide monohydrate is an anticholinergic agent and competes with acetylcholine. It promotes bronchodilation by stimulating sympathetic pathways.

Features and Benefits

This compound was developed by Boehringer Ingelheim. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Other Notes

N-isopropyl quaternary salt of atropine.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 2

Certificate of Analysis

Certificate of Origin

P J Barnes
Chest, 117(2 Suppl), 63S-66S (2000-02-16)
Tiotropium is a long-acting anticholinergic drug. Studies with cloned human muscarinic receptors show that tiotropium binds equally well to M(1), M(2), and M(3) receptors. However, it dissociates very slowly from M(1) and M(3) receptors compared with ipratropium, and more rapidly...
Comparative characterization of lung muscarinic receptor binding after intratracheal administration of tiotropium, ipratropium, and glycopyrrolate.
Ogoda M, et al.
Journal of Pharmacological Sciences, 115(3), 374-382 (2011)
E B Haddad et al.
British journal of pharmacology, 127(2), 413-420 (1999-06-29)
1. In this study we have evaluated the pharmacological profile of the muscarinic antagonist glycopyrrolate in guinea-pig and human airways in comparison with the commonly used antagonist ipratropium bromide. 2. Glycopyrrolate and ipratropium bromide inhibited EFS-induced contraction of guinea-pig trachea...
For COPD a combination of ipratropium bromide and albuterol sulfate is more effective than albuterol base.
Campbell S
Archives of Internal Medicine, 159(2), 156-160 (1999)
Bilateral acute angle closure developing due to use of ipratropium bromide and salbutamol.
Kola M, et al.
International Ophthalmology, 38(1), 385-388 (2018)

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