1393813-42-7

Basic information

• Product Name: SulfaMide, N-[5-(4-broMophenyl)-6-chloro-4-pyriMidinyl]-N'-propyl-
• Synonyms: SulfaMide, N-[5-(4-broMophenyl)-6-chloro-4-pyriMidinyl]-N'-propyl-;N-[5-(4-broMophenyl)-6-chloro-4-pyriMidinyl]-N'-propyl-SulfaMide;N-(5-(4-bromophenyl)-6-chloropyrimidin-4-yl)propane-1-sulfamide;5-(4-bromophenyl)-6-chloro-N-(propylsulfamoyl)pyrimidin-4-amine;N-[5-(4-Bromphenyl)-6-chlorpyrimidin-4-yl]-N'-propylsulfamid
• CAS NO: 1393813-42-7
• Molecular Formula: C₁₃H₁₄BrClN₄O₂S
• Molecular Weight: 405.69786
• Mol File: 1393813-42-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 518.2±60.0 °C(Predicted)
• Appearance: /
• Density: 1.612±0.06 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 4.75±0.50(Predicted)
• CAS DataBase Reference: SulfaMide, N-[5-(4-broMophenyl)-6-chloro-4-pyriMidinyl]-N'-propyl-(CAS DataBase Reference)
• NIST Chemistry Reference: SulfaMide, N-[5-(4-broMophenyl)-6-chloro-4-pyriMidinyl]-N'-propyl-(1393813-42-7)
• EPA Substance Registry System: SulfaMide, N-[5-(4-broMophenyl)-6-chloro-4-pyriMidinyl]-N'-propyl-(1393813-42-7)

Safety Data

• Hazardous Substances Data: 1393813-42-7(Hazardous Substances Data)

Usage

Uses

N-[5-(4-Bromophenyl)-6-chloro-4-pyrimidinyl]-N''-propylsulfamide is a useful synthetic intermediate in the synthesis of Macitentan (M105005); an orally active, potent dual endothelin receptor antagonist used for pulmonary arterial hypertension.

Upstream product

• 146533-41-7 5-(4-bromophenyl)-4,6-dichloropyrimidine 
• 147962-41-2 N-propylaminosulfonamide 
• 706811-25-8 5-(4-bromophenyl)-4,6-dihydroxypyrimidine 
• 149506-35-4 2-(4-bromophenyl)-malonic acid dimethyl ester 
• 41841-16-1 (4-bromo-phenyl)-acetic acid methyl ester 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 

Downstream Products

• 1393813-43-8 N‐[5‐(4‐bromophenyl)‐6‐[2‐hydroxyethoxy]‐4‐pyrimidinyl]‐N‐propylsulfamide 
• 2211059-05-9 2‐((6‐amino‐5‐(4‐bromophenyl)pyrimidin‐4‐yl)oxy)ethan‐1‐ol 
• 1433875-21-8 ACT-080803 

Relevant articles and documents

Improved and single-pot process for the synthesis of macitentan, an endothelin receptor antagonist, via lithium amide-mediated nucleophilic substitution

Abstract: An improved, simple, efficient, and telescoped synthesis of macitentan, an endothelin receptor antagonist, starting from 5-(4-bromophenyl)-4,6-dichloropyrimidine in an overall yield of around 62% is described. Graphical abstract: [Figure not available: see fulltext.].

A Novel Synthesis of Macitentan, an Endothelin Receptor Antagonist

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PROCESS FOR PREPARATION OF MACITENTAN

The present invention relates to a process for the preparation of N-[5-(4-Bromophenyl)- 6-[2-[(5-bromo-2-pyrimidinyl)oxy]ethoxy]-4-pyrimidinyl]-N'propylsulfamide or Macitentan of Formula (I). The present invention further relates to a process for the preparation highly pure N-[5- (4-Bromophenyl)-6- [2- [(5 -bromo-2-pyrimidinyl)oxy]ethoxy] -4-pyrimidinyl] - N'propylsulfamide or Macitentan of Formula (I). Said substantially pure Macitentan is useful in the preparation of pharmaceutical composition for the treatment of cardiac disorders.