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CHEBI:391960 - darifenacin

Default Structure
ChEBI IDCHEBI:391960
ChEBI Namedarifenacin
Stars
Definition2-[(3S)-1-Ethylpyrrolidin-3-yl]-2,2-diphenylacetamide in which one of the hydrogens at the 2-position of the ethyl group is substituted by a 2,3-dihydro-1-benzofuran-5-yl group. It is a selective antagonist for the M3 muscarinic acetylcholine receptor, which is primarily responsible for bladder muscle contractions, and is used as the hydrobromide salt in the management of urinary incontinence.
Last Modified22 February 2017
DownloadsMolfile
FormulaC28H30N2O2
Net Charge0
Average Mass426.560
Monoisotopic Mass426.23073
SMILES[H][C@@]1(C(C(N)=O)(c2ccccc2)c2ccccc2)CCN(CCc2ccc3c(c2)CCO3)C1
InChIInChI=1S/C28H30N2O2/c29-27(31)28(23-7-3-1-4-8-23,24-9-5-2-6-10-24)25-14-17-30(20-25)16-13-21-11-12-26-22(19-21)15-18-32-26/h1-12,19,25H,13-18,20H2,(H2,29,31)/t25-/m1/s1
InChIKeyHXGBXQDTNZMWGS-RUZDIDTESA-N
Wikipedia
Roles Classification
Biological Role:
muscarinic antagonist  A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
darifenacin (CHEBI:391960) has role antispasmodic drug (CHEBI:53784)
darifenacin (CHEBI:391960) has role muscarinic antagonist (CHEBI:48876)
darifenacin (CHEBI:391960) is a 1-benzofurans (CHEBI:38830)
darifenacin (CHEBI:391960) is a monocarboxylic acid amide (CHEBI:29347)
darifenacin (CHEBI:391960) is a pyrrolidines (CHEBI:38260)
Incoming Relation(s)
darifenacin hydrobromide (CHEBI:31455) has part darifenacin (CHEBI:391960)
IUPAC Name 
2-{(3S)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-3-yl}-2,2-diphenylacetamide
INN  Source
darifenacinChemIDplus
Synonyms  Source
DARIFENACINChEMBL
(S)-1-(2-(2,3-dihydro-5-benzofuranyl)ethyl)-α,α-diphenyl-3-pyrrolidineacetamideChemIDplus
Manual XrefsDatabases
784DrugCentral
D03654KEGG DRUG
DarifenacinWikipedia
DB00496DrugBank
LSM-5995LINCS
Registry NumbersSources
Beilstein:8449641Beilstein
CAS:133099-04-4ChemIDplus
Citations