APROCITENTAN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H14Br2N6O4S
Molecular Weight	546.193
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NS(=O)(=O)NC1=NC=NC(OCCOC2=NC=C(Br)C=N2)=C1C3=CC=C(Br)C=C3

InChI

InChIKey=DKULOVKANLVDEA-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C16H14Br2N6O4S
Molecular Weight	546.193
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18780830

ACT-132577 is the major and pharmacologically active metabolite of macitentan (ACT-064992), which is dual ETA/ETB endothelin (ET) receptor antagonist designed for tissue targeting.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Endothelin receptor ET-A 19 Target ID: CHEMBL252 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26770447	Antagonist 2737		3.4 nM [IC50]
Endothelin receptor ET-B 11 Target ID: CHEMBL1785 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26770447	Antagonist 2737		987.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2554

PubMed

Title	Date	PubMed
Pharmacokinetic study of ACT-132577 in rat plasma by ultra performance liquid chromatography-tandem mass spectrometry.	2015	26770447
TNFα-induced airway smooth muscle cell proliferation depends on endothelin receptor signaling, GM-CSF and IL-6.	2016 Sep 15	27422754

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sun Dec 18 03:28:40 UTC 2022` Edited by `admin` on `Sun Dec 18 03:28:40 UTC 2022`
Record UNII	MZI81HV01P
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

APROCITENTAN

Official Name

English

N-(5-(4-BROMOPHENYL)-6-(2-((5-BROMOPYRIMIDIN-2-YL)OXY)ETHOXY)PYRIMIDIN-4-YL)SULFAMIDE

Systematic Name

English

ACT-132577

Code

English

SULFAMIDE, N-(5-(4-BROMOPHENYL)-6-(2-((5-BROMO-2-PYRIMIDINYL)OXY)ETHOXY)-4-PYRIMIDINYL)-

Systematic Name

English

MACITENTAN METABOLITE M6

Common Name

English

N-[5-(4-Bromophenyl)-6-{2-[(5-bromopyrimidin-2-yl)oxy]ethoxy}pyrimidin-4-yl]sulfuric diamide

Systematic Name

English

aprocitentan [INN]

Common Name

English

N-(5-(4-BROMOPHENYL)-6-(2-((5-BROMO-2-PYRIMIDINYL)OXY)ETHOXY)-4-PYRIMIDINYL)-SULFAMIDE

Systematic Name

English

Aprocitentan [WHO-DD]

Common Name

English

APROCITENTAN [USAN]

Common Name

English

Code System Code Type Description

USAN

GH-03