ACT-132577

Base Information

• Chemical Name: ACT-132577
• CAS No.: 1103522-45-7
• Molecular Formula: C16H14Br2N6O4S
• Molecular Weight: 546.199
• Mol file: 1103522-45-7.mol

Synonyms:ACT-132577;N-[5-(4-Bromophenyl)-6-[2-[(5-bromo-2-pyrimidinyl)oxy]ethoxy]-4-pyrimidinyl]sulfamide;N-Despropyl Macitentan

Chemical Property of ACT-132577

Chemical Property:

• Boiling Point: 705.0±70.0 °C(Predicted)
• PKA: 13.56±0.60(Predicted)
• PSA: 150.59000
• Density: 1.841±0.06 g/cm3(Predicted)
• LogP: 4.38590
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly, Heated)

Purity/Quality:

98%Min ^*data from raw suppliers

N-DespropylMacitentan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• 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)

Technology Process of ACT-132577

There total 11 articles about ACT-132577 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

5-(4-bromophenyl)-4-(2-((5-bromopyrimidin-2-yl)oxy)ethoxy)-6-fluoropyrimidine → ACT-132577 (1103522-45-7)

Guidance literature:

With potassium carbonate; SULFAMIDE; In dimethyl sulfoxide; at 70 ℃; for 3h; Solvent;

Reference yield: 77.0%

5-(4-bromophenyl)-4-(2-((5-bromopyrimidin-2-yl)oxy)ethoxy)-6-chloropyrimidine → ACT-132577 (1103522-45-7)

Guidance literature:

5-(4-bromophenyl)-4-(2-((5-bromopyrimidin-2-yl)oxy)ethoxy)-6-chloropyrimidine; With cesium fluoride; In dimethyl sulfoxide; at 70 ℃; for 2.5h;

With potassium carbonate; SULFAMIDE; In dimethyl sulfoxide; for 3h; Reagent/catalyst; Heating;

Reference yield: 29.0%

benzylsulfamic acid {5-(4-bromophenyl)-6-[2-(5-bromopyrimidin-2-yloxy)-ethoxy]-pyrimidine-4-yl}-amide (441796-09-4) → ACT-132577 (1103522-45-7)

Guidance literature:

With boron tribromide; In dichloromethane; chloroform; at 20 ℃; for 35h;

DOI:10.1021/jm3009103

upstream raw materials:

benzylsulfamic acid {5-(4-bromophenyl)-6-[2-(5-bromopyrimidin-2-yloxy)-ethoxy]-pyrimidine-4-yl}-amide

(4-bromo-phenyl)-acetic acid methyl ester

2-(4-bromophenyl)-acetic acid

5-(4-bromophenyl)-4,6-dichloropyrimidine

Refernces

• 1、 -. "COMBINATION OF A 4-PYRIMIDINESULFAMIDE DERIVATIVE WITH AN SGLT-2 INHIBITOR FOR THE TREATMENT OF ENDOTHELIN RELATED DISEASES". Page/Page column 38. . Retrieved 2019/06/17.
• 2、 Bolli, Martin H.,Boss, Christoph,Binkert, Christoph,Buchmann, Stephan,Bur, Daniel,Hess, Patrick,Iglarz, Marc,Meyer, Solange,Rein, Josiane,Rey, Markus,Treiber, Alexander,Clozel, Martine,Fischli, Walter,Weller, Thomas. "The discovery of N -[5-(4-bromophenyl)-6-[2-[(5-bromo-2-pyrimidinyl)oxy] ethoxy]-4-pyrimidinyl]- N ′-propylsulfamide (macitentan), an orally active, potent dual endothelin receptor antagonist". supporting information. p. 7849 - 7861. Retrieved 2012/10/29.