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Usage

Uses

Used in Pharmaceutical Industry:
4,6-dichloro-5-(2-Methoxyphenoxy)-2-(pyridin-4-yl)pyriMidine is used as a candidate for drug development for its potential therapeutic properties. Its unique molecular structure allows it to interact with biological targets, making it a promising compound for the creation of new medications.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 4,6-dichloro-5-(2-Methoxyphenoxy)-2-(pyridin-4-yl)pyriMidine serves as a subject of interest for further research. Its chemical properties and structural features are being investigated to understand its interactions with biological systems and to explore its potential as a lead compound in the design of new pharmaceuticals.

Upstream product

• 1878-85-9 (2-methoxyphenoxy)acetic acid 
• 150726-89-9 (2-methoxyphenoxy)-malonic acid dimethyl ester 
• 38768-62-6 methyl (2-methoxyphenoxy) ethanoate 
• 20730-58-9 2-(2-Methoxyphenoxy)propanedioic acid diethyl ester 
• 150728-08-8 5-(o-methoxyphenoxy)-4,6-dihydroxy-2-(pyridin-4-yl)-pyrimidine 
• 6345-27-3 4-amidinopyridine hydrochloride 

Downstream Products

• 290815-30-4 5-methyl-pyridine-2-sulfonic acid [6-chloro-5-(2-methoxy-phenoxy)-2-pyridin-4-yl-pyrimidin-4-yl]-amide 
• 346671-42-9 4-tert-butyl-N-[6-chloro-5-(2-methoxy-phenoxy)-2-(pyridin-4-yl)-pyrimidin-4-yl]-benzenesulfonamide 
• 329923-33-3 5-isopropyl-pyridine-2-sulfonic acid [6-chloro-5-(2-methoxy-phenoxy)-2-pyridin-4-yl-pyrimidin-4-yl]-amide 
• 329922-94-3 p-methyl-N-[6-chloro-5-(o-methoxyphenoxy)-2-(pyridin-4-yl)-4-pyrimidinyl]-benzene-sulfonamide 
• 405308-12-5 2-phenyl-ethanesulfonic acid [6-chloro-5-(2-methoxy-phenoxy)-2-pyridin-4-yl-pyrimidin-4-yl]-amide 
• 441797-85-9 4-amino-6-chloro-5-(o-methoxyphenoxy)-2-(4-pyridyl)-pyrimidine 
• 441797-50-8 C₂₃H₂₀ClN₅O₄S 
• 346671-43-0 4-tert-butyl-N-[6-(4-hydroxy-2-butynyloxy)-5-(o-methoxyphenoxy)-2-(pyridin-4-yl)-4-pyrimidinyl]-benzene sulfonamide 
• 346671-41-8 5-isopropyl-N-[6-(4-hydroxy-2-butynyloxy)-5-(o-methoxyphenoxy)-2-(4-pyridyl)-4-pyrimidinyl]-2-pyridine sulfonamide 
• 329925-10-2 5-methyl-pyridine-2-sulfonic acid [6-(2-amino-ethoxy)-5-(2-methoxy-phenoxy)-2-pyridin-4-yl-pyrimidin-4-yl]-amide 

Relevant academic research and scientific papers

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

Starting from the structure of bosentan (1), we embarked on a medicinal chemistry program aiming at the identification of novel potent dual endothelin receptor antagonists with high oral efficacy. This led to the discovery of a novel series of alkyl sulfamide substituted pyrimidines. Among these, compound 17 (macitentan, ACT-064992) emerged as particularly interesting as it is a potent inhibitor of ETA with significant affinity for the ET B receptor and shows excellent pharmacokinetic properties and high in vivo efficacy in hypertensive Dahl salt-sensitive rats. Compound 17 successfully completed a long-term phase III clinical trial for pulmonary arterial hypertension.

The use of sulfonylamido pyrimidines incorporating an unsaturated side chain as endothelin receptor antagonists

A series of compounds structurally related to bosentan 1 featuring an unsaturated side chain at position 6 of the core pyrimidine have been studied for their potential to block the ETA and ETB receptor. Incorporation of a 2-butyne-1,4-diol linker bearing a pyridyl carbamoyl moiety led to in vitro highly potent endothelin receptor antagonists (e.g., 70 and 75). The propargyl derivative 26 significantly reduced blood pressure in in vivo model studies with hypertensive salt-sensitive Dahl rats.

SULFONAMIDES

The novel sulfonamides of formula I, STR1 in which the symbols R. sup.1-R 9, R a, R b, X, Y and n have the significance given in the description and salts thereof can be used for the treatment of circulatory disorders, especially hypertension, ischemia, vasopasms and angina pectoris.