CHEBI:76609 - ACT-132577

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ChEBI Name ACT-132577
ChEBI ID CHEBI:76609
Definition A member of the class of sulfamides in which one of the amino groups of sulfonamide is substituted by a 5-(4-bromophenyl)-6-{2-[(5-bromopyrimidin-2-yl)oxy]ethoxy}pyrimidin-4-yl group. An active metabolite of macitentan (obtained by oxidative depropylation), an orphan drug used for the treatment of pulmonary arterial hypertension.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H14Br2N6O4S
Net Charge 0
Average Mass 546.19300
Monoisotopic Mass 543.91640
InChI InChI=1S/C16H14Br2N6O4S/c17-11-3-1-10(2-4-11)13-14(24-29(19,25)26)22-9-23-15(13)27-5-6-28-16-20-7-12(18)8-21-16/h1-4,7-9H,5-6H2,(H2,19,25,26)(H,22,23,24)
InChIKey DKULOVKANLVDEA-UHFFFAOYSA-N
SMILES NS(=O)(=O)Nc1ncnc(OCCOc2ncc(Br)cn2)c1-c1ccc(Br)cc1
Roles Classification
Biological Role(s): endothelin receptor antagonist
A hormone antagonist that blocks endothelin receptors.
drug metabolite

xenobiotic metabolite
Any metabolite produced by metabolism of a xenobiotic compound.
Application(s): antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
endothelin receptor antagonist
A hormone antagonist that blocks endothelin receptors.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ACT-132577 (CHEBI:76609) has functional parent ethylene glycol (CHEBI:30742)
ACT-132577 (CHEBI:76609) has role antihypertensive agent (CHEBI:35674)
ACT-132577 (CHEBI:76609) has role drug metabolite (CHEBI:49103)
ACT-132577 (CHEBI:76609) has role endothelin receptor antagonist (CHEBI:51451)
ACT-132577 (CHEBI:76609) has role xenobiotic metabolite (CHEBI:76206)
ACT-132577 (CHEBI:76609) is a aromatic ether (CHEBI:35618)
ACT-132577 (CHEBI:76609) is a organobromine compound (CHEBI:37141)
ACT-132577 (CHEBI:76609) is a pyrimidines (CHEBI:39447)
ACT-132577 (CHEBI:76609) is a sulfamides (CHEBI:51871)
Incoming macitentan (CHEBI:76607) has functional parent ACT-132577 (CHEBI:76609)
IUPAC Name
N-[5-(4-bromophenyl)-6-{2-[(5-bromopyrimidin-2-yl)oxy]ethoxy}pyrimidin-4-yl]sulfuric diamide
Manual Xrefs Databases
US2008233188 Patent
WO2007119214 Patent
WO2008026156 Patent
View more database links
Registry Number Type Source
11340634 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18780830 PubMed citation Europe PMC
19765655 PubMed citation Europe PMC
21541781 PubMed citation Europe PMC
22189899 PubMed citation Europe PMC
23568224 PubMed citation Europe PMC
23817130 PubMed citation Europe PMC
23900878 PubMed citation Europe PMC
24122797 PubMed citation Europe PMC
Last Modified
15 July 2016