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ipratropium bromide

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ipratropium bromide

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Also known as (Endo,syn)-(+-)-3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8-(1-methylethyl)-8-azoniabicyclo[3.2.1]octane bromide, 3alpha-Hydroxy-8-isopropyl-1alphah,5alphah-tropanium bromide (+-)-tropate, ipratropium bromide anhydrous, ipratropii bromidum, ipratropium bromide (anhydrous), 8-isopropylnoratropine methobromide, N-isopropylnoratropinium bromomethylate

chemical compound

Key facts

Trade names
Atrovent, others
Ahfs drugs com
Monograph
Medlineplus
a618013
License data
United States</span>"}]]}'>US DailyMed : Ipratropium bromide
Pregnancy category
Australia</span>"}]]}'>AU : B1
Routes of administration
Inhalation , intranasal
Drug class
Anticholinergic ( muscarinic antagonist )
Atc code
R01AX03 ( WHO ) R03BB01 ( WHO )
Legal status
New Zealand</span>"}]]}'>NZ : Prescription only United Kingdom</span>"}]]}'>UK : POM (Prescription only) United States</span>"}]]}'>US : ℞-only
Protein binding
0–9% in vitro
Metabolism
Liver
Onset of action
15–30 minutes
Elimination half life
2 hours
Duration of action
3–5 hours
Cas number
22254-24-6 Ipratropium: 60205-81-4
Drugbank
DBSALT002739 Ipratropium: DB00332
Unii
J697UZ2A9J Ipratropium: GR88G0I6UL
Kegg
D02212

via Wikipedia infobox

Chemical data

Formula
C20H30BrNO3
Molecular weight
412.4 g/mol
IUPAC name
[(1S,5R)-8-methyl-8-propan-2-yl-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate bromide
SMILES
CC(C)[N+]1([C@@H]2CC[C@H]1CC(C2)OC(=O)C(CO)C3=CC=CC=C3)C.[Br-]
InChIKey
LHLMOSXCXGLMMN-CLTUNHJMSA-M
Polar surface area
46.5 Ų
H-bond donors
1
H-bond acceptors
4
Formal charge
0

via PubChem

Wikidata facts

Mass
411.14090591999997
Show 5 more facts
isomeric SMILES
[Br-].CC(C)[N+]1(C)[C@@H]2CC[C@H]1C[C@H](C2)OC(=O)C(CO)c3ccccc3
chemical formula
C₂₀H₃₀BrNO₃
Commons category
Ipratropium bromide
defined daily dose
0.24
canonical SMILES
CC(C)[N+]1(C)C2CCC1CC(OC(=O)C(CO)c1ccccc1)C2.[Br-]
Sources (3)

via Wikidata · CC0

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Article

Ipratropium bromide, sold under the trade name Atrovent among others, is a type of anticholinergic medication which is applied by different routes: inhaler, nebulizer, or nasal spray, for different reasons.

The inhalant opens up the medium and large airways in the lungs. It is used to treat the symptoms of chronic obstructive pulmonary disease (COPD) and asthma. It is used by inhaler or nebulizer. Onset of action is typically within 15 to 30 minutes and lasts for three to five hours.

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