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I1637

Sigma-Aldrich

Ipratropium bromide monohydrate

≥98% (TLC), powder

Synonym(s):

Atropine isopropyl bromide

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About This Item

Empirical Formula (Hill Notation):
C20H30BrNO3 · H2O
CAS Number:
66985-17-9
Molecular Weight:
430.38
EC Number:
244-873-8
MDL number:
MFCD00792907
UNSPSC Code:
12352200
PubChem Substance ID:
24277843
NACRES:
NA.77

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

Gene Information

human ... CHRM1(1128) , CHRM2(1129) , CHRM3(1131) , CHRM4(1132) , CHRM5(1133)

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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
GHS07

Signal Word

Warning

Hazard Statements

H302 + H332,H319

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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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