ACT-132577 Chemical Properties

Melting point:

139-141°C

Boiling point:

705.0±70.0 °C(Predicted)

Density 

1.841±0.06 g/cm3(Predicted)

storage temp. 

-20°C Freezer

solubility 

Chloroform (Slightly, Heated), Methanol (Slightly, Heated)

form 

Solid

pka

13.56±0.60(Predicted)

color 

White to Off-White

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

S(NC1C(C2=CC=C(Br)C=C2)=C(OCCOC2=NC=C(Br)C=N2)N=CN=1)(N)(=O)=O

ACT-132577 Usage And Synthesis

Uses

N-Despropyl-macitentan, is an active metabolite which is part of a family of endothelin receptor antagonist that allows for treatment of pulmonary arterial hypertension (PAH)

Definition

ChEBI: ACT-132577 is 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. It has a role as an antihypertensive agent, an endothelin receptor antagonist, a drug metabolite and a xenobiotic metabolite. It is an aromatic ether, an organobromine compound, a member of pyrimidines and a member of sulfamides. It is functionally related to an ethylene glycol.

in vivo

IC 50

ET_A: 3.4 nM (IC₅₀); ET_A: 6.7 (pA2); ET_B: 987 nM (IC₅₀); ET_B: 5.5 (pA2)