CHEBI:46659 - ipratropium bromide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name ipratropium bromide
ChEBI ID CHEBI:46659
Definition The anhydrous form of the bromide salt of ipratropium. An anticholinergic drug, ipratropium bromide blocks the muscarinic cholinergic receptors in the smooth muscles of the bronchi in the lungs. This opens the bronchi, so providing relief in chronic obstructive pulmonary disease and acute asthma.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C20H30BrNO3
Net Charge 0
Average Mass 412.36114
Monoisotopic Mass 411.141
InChI InChI=1S/C20H30NO3.BrH/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/q+1;/p-1/t16-,17+,18+,19?,21+;
InChIKey LHLMOSXCXGLMMN-VVQPYUEFSA-M
SMILES [Br-].[H][C@]12CC[C@]([H])(C[C@@H](C1)OC(=O)C(CO)c1ccccc1)[N@+]2(C)C(C)C
Roles Classification
Biological Role(s): muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
Application(s): bronchodilator agent
An agent that causes an increase in the expansion of a bronchus or bronchial tubes.
muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
antispasmodic drug
A drug that suppresses spasms. These are usually caused by smooth muscle contraction, especially in tubular organs. The effect is to prevent spasms of the stomach, intestine or urinary bladder.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ipratropium bromide (CHEBI:46659) has part ipratropium (CHEBI:5956)
ipratropium bromide (CHEBI:46659) has role antispasmodic drug (CHEBI:53784)
ipratropium bromide (CHEBI:46659) has role bronchodilator agent (CHEBI:35523)
ipratropium bromide (CHEBI:46659) has role muscarinic antagonist (CHEBI:48876)
ipratropium bromide (CHEBI:46659) is a organic bromide salt (CHEBI:48369)
Incoming ipratropium bromide hydrate (CHEBI:5957) has part ipratropium bromide (CHEBI:46659)
IUPAC Name
(3-endo,8-syn)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8-isopropyl-8-methyl-8-azoniabicyclo[3.2.1]octane bromide
INNs Sources
bromure d'ipratropium ChemIDplus
bromuro de ipratropio ChemIDplus
ipratropii bromidum ChemIDplus
ipratropium bromide ChemIDplus
Synonyms Sources
(endo,syn)-(±)-3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8-(1-methylethyl)-8-azoniabicyclo[3.2.1]octane bromide ChEBI
3α-hydroxy-8-isopropyl-1αH,5αH-tropanium bromide (±)-tropate ChEBI
8-isopropylnoratropine methobromide ChemIDplus
ipratropium bromide (anhydrous) ChEBI
ipratropium bromide anhydrous ChemIDplus
Ipratropiumbromid ChemIDplus
N-isopropylnoratropinium bromomethylate ChemIDplus
Manual Xrefs Databases
DB00332 DrugBank
US3505337 Patent
View more database links
Registry Numbers Types Sources
10404264 Beilstein Registry Number Beilstein
22254-24-6 CAS Registry Number ChemIDplus
Last Modified
13 August 2010