tolvaptan (CHEBI:32246)

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ChEBI Name	tolvaptan

ChEBI ID	CHEBI:32246

Definition	A racemate comprising of equimolar amounts of (R)- and (S)-tolvaptan. It is a selective vasopressin V₂ receptor antagonist used to treat euvolemic and hypervolemic hyponatremia. It is also used in the treatment of rapidly progressing autosomal dominant polycystic kidney disease to slow the rate of cyst development and renal insufficiency.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C26H25ClN2O3

Net Charge

Average Mass

448.950

Monoisotopic Mass

448.15537

Roles Classification
Biological Role(s):	vasopressin receptor antagonist Any drug which blocks vasopressin receptors.

Application(s):	aquaretic A class of diuretics which promote aquaresis (the excretion of water without electrolyte loss). vasopressin receptor antagonist Any drug which blocks vasopressin receptors.

ChEBI Ontology
Outgoing	tolvaptan (CHEBI:32246) has part (R)-tolvaptan (CHEBI:231426) tolvaptan (CHEBI:32246) has part (S)-tolvaptan (CHEBI:231424) tolvaptan (CHEBI:32246) has role aquaretic (CHEBI:194423) tolvaptan (CHEBI:32246) has role vasopressin receptor antagonist (CHEBI:59680) tolvaptan (CHEBI:32246) is a racemate (CHEBI:60911)

Incoming	DM-4103 (CHEBI:183655) has functional parent tolvaptan (CHEBI:32246) DM-4107 (CHEBI:183656) has functional parent tolvaptan (CHEBI:32246)

IUPAC Name

rac-N-{4-[(7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl]-3-methylphenyl}-2-methylbenzamide

Synonyms	Sources
(±)-4'-[(7-chloro-2,3,4,5-tetrahydro-5-hydroxy-1H-1-benzazepin-1-yl)carbonyl]-o-tolu-m-toluidide	ChEBI
(±)-tolvaptan	ChEBI
(RS)-tolvaptan	ChEBI
N-(4-{[(5RS)-7-chloro-5-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]carbonyl}-3-methylphenyl)-2-methylbenzamide	IUPAC
OPC 41061	DrugCentral
OPC-41061	DrugCentral
RS-tolvaptan	ChEBI

Registry Number	Type	Source
150683-30-0	CAS Registry Number	ChemIDplus

Last Modified

15 May 2024