CHEBI:90960 - tiotropium

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ChEBI Name tiotropium
ChEBI ID CHEBI:90960
Definition A quaternary ammonium ion obtained by methylation of the tertiary amino group of (1α,2β,4β,5α,7β)-7-[(hydroxydi-2-thienylacetyl)oxy]-9-methyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane. Used (in the form of the bromide hydrate) for maintenance treatment of airflow obstruction in patients with chronic obstructive pulmonary disease.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H22NO4S2
Net Charge +1
Average Mass 392.515
Monoisotopic Mass 392.09848
InChI InChI=1S/C19H22NO4S2/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/q+1/t11-,12-,13+,16-,17+
InChIKey LERNTVKEWCAPOY-DZZGSBJMSA-N
SMILES O([C@H]1C[C@]2([C@@H]3O[C@@H]3[C@](C1)([H])[N+]2(C)C)[H])C(C(C4=CC=CS4)(C=5SC=CC5)O)=O
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): muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
bronchodilator agent
An agent that causes an increase in the expansion of a bronchus or bronchial tubes.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tiotropium (CHEBI:90960) has role bronchodilator agent (CHEBI:35523)
tiotropium (CHEBI:90960) has role muscarinic antagonist (CHEBI:48876)
tiotropium (CHEBI:90960) is a quaternary ammonium ion (CHEBI:35267)
Synonyms Sources
(1α,2β,4β,5α,7β)-7-[(hydroxydi-2-thienylacetyl)oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane IUPAC
7-((hydroxybis(2-thienyl)acetyl)oxy)-9,9-dimethyl-3-oxa-9-azoniatricyclo(3.3.1.0(2,4))nonane ChemIDplus
BA 679 BR ChemIDplus
BA-679 BR ChemIDplus
Registry Numbers Types Sources
186691-13-4 CAS Registry Number ChemIDplus
9806715 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16357953 PubMed citation Europe PMC
19281093 PubMed citation Europe PMC
20508873 PubMed citation Europe PMC
20856827 PubMed citation Europe PMC
26604737 PubMed citation Europe PMC
Last Modified
15 January 2016