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Macitentan

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Name

Macitentan

EINECS N/A
CAS No. 441798-33-0 Density 1.675 g/cm3
PSA 159.84000 LogP 5.37240
Solubility N/A Melting Point N/A
Formula C19H20Br2N6O4S Boiling Point 692.397 °C at 760 mmHg
Molecular Weight 588.27 Flash Point 372.548 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 441798-33-0 (macitentan) Hazard Symbols N/A
Synonyms

N-[5-(4-Bromophenyl)-6-(2-(5-bromopyrimidin-2-yloxy)ethoxy)- pyrimidin-4-yl]-N-propylaminosulfonamide;N-[5-(4-Bromophenyl)-6-[2-[(5-bromo-2-pyrimidinyl)oxy]ethoxy]-4-pyrimidinyl]-N'-propylsulfamide;

 

Macitentan Specification

The Macitentan, with the CAS registry number 441798-33-0, is also known as N-[5-(4-Bromophenyl)-6-(2-(5-bromopyrimidin-2-yloxy)ethoxy)- pyrimidin-4-yl]-N-propylaminosulfonamide. This chemical's molecular formula is C19H20Br2N6O4S and molecular weight is 588.27. What's more, its systematic name is N-[5-(4-Bromophenyl)-6-{2-[(5-bromo-2-pyrimidinyl)oxy]ethoxy}-4-pyrimidinyl]-N'-propylsulfuric diamide. Its classification code is Pulmonary arterial hypertension, idiopathic pulmonary fibrosis, oncology. This chemical is an investigational drug being studied for the treatment of pulmonary arterial hypertension. It acts as a dual endothelin receptor antagonist and is being developed by Actelion. 

Physical properties of Macitentan are: (1)ACD/LogP: 5.411; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): 4.80; (4)ACD/LogD (pH 7.4): 3.55; (5)ACD/BCF (pH 5.5): 1859.99; (6)ACD/BCF (pH 7.4): 105.57; (7)ACD/KOC (pH 5.5): 5100.20; (8)ACD/KOC (pH 7.4): 289.48; (9)#H bond acceptors: 10; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 136.6 Å2; (13)Index of Refraction: 1.633; (14)Molar Refractivity: 125.558 cm3; (15)Molar Volume: 351.203 cm3; (16)Polarizability: 49.775×10-24cm3; (17)Surface Tension: 64.8 dyne/cm; (18)Density: 1.675 g/cm3; (19)Flash Point: 372.548 °C; (20)Enthalpy of Vaporization: 101.45 kJ/mol; (21)Boiling Point: 692.397 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Pharmacodynamics of Macitentan are: Macitentan has an active metabolite, ACT-132577, which is an oxidative depropylation product. Both macitentan and ACT-132577 are mainly excreted in form of hydrolysis products via urine (about 2/3 of all metabolites) and faeces (1/3). Co-administration of ciclosporin has only a slight effect on the concentrations of macitentan and its active metabolite, while rifampicin decreases the area under the curve (AUC) of the drug's blood plasma concentration by 79%, and ketoconazole approximately doubles it. This corresponds to the finding that macitentan is mainly metabolised via the liver enzyme CYP3A4.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc1ccc(cc1)c3c(ncnc3OCCOc2ncc(Br)cn2)NS(=O)(=O)NCCC
(2)Std. InChI: InChI=1S/C19H20Br2N6O4S/c1-2-7-26-32(28,29)27-17-16(13-3-5-14(20)6-4-13)18(25-12-24-17)30-8-9-31-19-22-10-15(21)11-23-19/h3-6,10-12,26H,2,7-9H2,1H3,(H,24,25,27)
(3)Std. InChIKey: JGCMEBMXRHSZKX-UHFFFAOYSA-N 

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