CHEBI:32270 - trospium chloride

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ChEBI Name trospium chloride
ChEBI ID CHEBI:32270
Definition An organic chloride salt of trospium. It is an antispasmodic drug used for the treatment of overactive bladder.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB22657057, ChemicalBook:CB12566507, eMolecules:26937692, ZINC000013514412
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Trospium chloride is a muscarinic antagonist used to treat overactive bladder. It has side effects typical of this class of drugs, namely dry mouth, stomach upset, and constipation; these side effects cause problems with people taking their medicine as directed. However it doesn't cause central nervous system side effects like some other muscarinic antagonists. Chemically it is a quaternary ammonium cation which causes it to stay in periphery rather than crossing the blood–brain barrier. It works by causing the smooth muscle in the bladder to relax. It was patented in 1966 and approved for medical use in 1974. It was first approved in the US in 2004, and an extended release version was brought to market in 2007. It became generic in the EU in 2009, and the first extended-release generic was approved in the US in 2012.
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Formula C25H30NO3.Cl
Net Charge 0
Average Mass 427.970
Monoisotopic Mass 427.19142
InChI InChI=1S/C25H30NO3.ClH/c27-24(25(28,19-9-3-1-4-10-19)20-11-5-2-6-12-20)29-23-17-21-13-14-22(18-23)26(21)15-7-8-16-26;/h1-6,9-12,21-23,28H,7-8,13-18H2;1H/q+1;/p-1/t21-,22+,23+;
InChIKey RVCSYOQWLPPAOA-QKYUOBHYSA-M
SMILES [N+]12([C@]3(C[C@H](OC(C(C4=CC=CC=C4)(C5=CC=CC=C5)O)=O)C[C@@]1(CC3)[H])[H])CCCC2.[Cl-]
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): 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.
muscarinic antagonist
A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
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ChEBI Ontology
Outgoing trospium chloride (CHEBI:32270) has part trospium (CHEBI:145791)
trospium chloride (CHEBI:32270) has role antispasmodic drug (CHEBI:53784)
trospium chloride (CHEBI:32270) has role muscarinic antagonist (CHEBI:48876)
trospium chloride (CHEBI:32270) is a organic chloride salt (CHEBI:36094)
trospium chloride (CHEBI:32270) is a quaternary ammonium salt (CHEBI:35273)
IUPAC Name
(1S,3R,5R)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8λ5-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride
INNs Sources
chlorure de trospium WHO MedNet
cloruro de trospio WHO MedNet
trospii chloridum WHO MedNet
trospium chloride WHO MedNet
Synonyms Sources
IP-631 ChEBI
IP631 ChemIDplus
Trospium chloride KEGG DRUG
trospium Cl ChemIDplus
Brand Names Sources
Regurin ChEBI
Relaspium ChemIDplus
Sanctura ChemIDplus
Sanctura XR ChemIDplus
Santura ChemIDplus
Spasmed ChEBI
Spasmex KEGG DRUG
Spasmo 3 ChemIDplus
Spasmo-lyt ChemIDplus
Spasmolyt ChEBI
Spasmoplex KEGG DRUG
Trofame ChEBI
Trosec DrugBank
Trospikan ChEBI
Uraplex ChemIDplus
Manual Xrefs Databases
2776 DrugCentral
D01103 KEGG DRUG
DBSALT000883 DrugBank
Trospium_chloride Wikipedia
View more database links
Registry Number Type Source
10405-02-4 CAS Registry Number ChemIDplus
Citations Types Sources
15289745 PubMed citation Europe PMC
15684176 PubMed citation Europe PMC
15779697 PubMed citation Europe PMC
17722614 PubMed citation Europe PMC
19193592 PubMed citation Europe PMC
22120415 PubMed citation Europe PMC
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27765726 PubMed citation Europe PMC
28050642 PubMed citation Europe PMC
28067745 PubMed citation Europe PMC
28468509 PubMed citation Europe PMC
28792105 PubMed citation Europe PMC
30217174 PubMed citation Europe PMC
30697533 PubMed citation Europe PMC
31542894 PubMed citation Europe PMC
Last Modified
17 January 2020