174227-14-6

Basic information

• Product Name: BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)-
• Synonyms: BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)-;Bosentan USP RC B;Bosentan IMpurity D;Bosentan Related CoMpound B;N-[1,6-Dihydro-5-(2-methoxyphenoxy)-6-oxo[2,2'-bipyrimidin]-4-yl]-4-(1,1-dimethylethyl)benzenesulfonamide;Bosentan Related Compound B (15 mg) (4-(tert-butyl)-N-[6-hydroxy-5-(2-methoxyphenoxy)-(2,2'-bipyrimidin)-4-yl]benzenesulfonamide);O-Deshydroxyethyl Bosentan;Bosentan USP Related Compound B: 4-(tert-Butyl)-N-[6-hydroxy-5-(2-methoxyphenoxy)-(2,2'-bipyrimidin)-4-yl]benzenesulfonamide
• CAS NO: 174227-14-6
• Molecular Formula: C₂₅H₂₅N₅O₅S
• Molecular Weight: 507.5615
• Mol File: 174227-14-6.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)-(174227-14-6)
• EPA Substance Registry System: BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)-(174227-14-6)

Safety Data

• Hazardous Substances Data: 174227-14-6(Hazardous Substances Data)

Usage

Description

BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)is a complex organic compound with a unique molecular structure. It is characterized by the presence of a benzenesulfonamide group, a 1,6-dihydro-5-(2-methoxyphenoxy)-6-oxo[2,2'-bipyrimidin]-4-yl moiety, and a 1,1-dimethylethyl group. BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)has potential applications in various fields due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)is used as an impurity in the synthesis of Bosentan, a mixed endothelin receptor antagonist. It plays a crucial role in the development and quality control of Bosentan, ensuring the purity and efficacy of the final product.
Used as a Vasodilator and Antihypertensive:
BenzenesulfonaMide, N-[1,6-dihydro-5-(2-Methoxyphenoxy)-6-oxo[2,2'-bipyriMidin]-4-yl]-4-(1,1-diMethylethyl)is used as a vasodilator and antihypertensive agent. It helps in relaxing blood vessels, improving blood flow, and reducing blood pressure, making it a potential candidate for the treatment of hypertension and other cardiovascular diseases.

Upstream product

• 107-21-1 ethylene glycol 
• 150727-06-3 4-tert-butyl-N-(6-chloro-5-(2-methoxyphenoxy)2,2'-bipyrimidin-4-yl)benzene sulfonamide 
• 147536-97-8 bosentan 
• 7388-28-5 sodium 2-hydroxyethoxide 
• 150728-13-5 4,6-dichloro-5-(2-methoxyphenoxy)-2,2'-bipyrimidine 
• 6292-59-7 4-tert-butylbenzenesulphonamide 
• 329923-15-1 4,6-dihydroxy-5-(o-methoxyphenoxy)-2-(2-pyrimidinyl)-pyrimidine 
• 90-05-1 2-methoxy-phenol 
• 57871-18-8 methyl ester of imino-pyrimidine acid 
• 150726-89-9 (2-methoxyphenoxy)-malonic acid dimethyl ester 
• 14080-23-0 2-cyanopyrimidine 
• 150728-12-4 5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl) pyrimidine-4,6(1H, 5H)-dione 

Downstream Products

• 147536-97-8 bosentan 
• 1447959-38-7 4-tert-butyl-N-(6-(cyanomethoxy)-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yl) benzenesulfonamide 
• 180576-46-9 methyl 2-(6-(4-tert-butylphenylsulfonamido)-5-(2-methoxyphenoxy)-2,2'-bipyrimidin-4-yloxy)acetate 
• 1174918-30-9 4-tert-butyl-N-(5-(2-methoxyphenoxy)-6-(2-oxoethoxy)-2,2′-bipyrimidin-4-yl)benzenesulfonamide 
• 157212-55-0 bosentan monohydrate 

Relevant articles and documents

Improved Large-Scale Synthesis of Bosentan Monohydrate

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Improved procedure for the preparation of Bosentan, an endothelin receptor antagonist

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Facile one-pot process for large-scale production of highly pure bosentan monohydrate, an endothelin receptor antagonist

Described is an efficient, economic, and one-pot process for the production of highly pure bosentan (1), an endothelin receptor antagonist. The synthesis comprises the reaction of 4,6-dichloro-5-(2-methoxyphenoxy)-2,2′- bipyrimidine (2) with 4-tert-butylbenzenesulfonamide (3) and ethylene glycol (4) in acetonitrile in the presence of potassium carbonate to yield bosentan (1) in the same pot. The present work also describes a novel purification method for the removal of critical dimer impurity (7) and 6-hydroxy impurity (8) in 1 by preparation of bosentan ammonium salt (6) using inexpensive ammonium hydroxide. Upon purification, bosentan monohydrate (1) with an overall yield of 68% and HPLC purity of 99.90% was achieved.