86739-33-5

Upstream product

• 609-14-3 2-acetylpropanoic acid ethyl ester 
• 1670-14-0 benzamidine monohydrochloride 
• 13514-79-9 6-methyl-2-phenyl-3H-pyrimidin-4-one 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 

Downstream Products

• 29067-94-5 4,5-dimethyl-2,6-diphenylpyrimidine 
• 91397-84-1 4-chloro-5,6-dimethyl-2-phenyl-pyrimidine 

Relevant academic research and scientific papers

Metal-free radical C-H methylation of pyrimidinones and pyridinones with dicumyl peroxide

A new method for free radical methylation of pyrimidinones and pyridinones with dicumyl peroxide (DCP) under metal-free conditions is introduced. A 50 g-scale reaction could be performed safely at the desired concentration. The reaction solvent and DCP derivative were readily recovered by distillation. The product was purified by crystallization to minimize the amount of waste.

Ultrasound-Promoted Synthesis of 4-Pyrimidinols and Their Tosyl Derivatives

Ultrasound irradiation promoted the cyclocondensation of β-keto esters and amidines in good to excellent yields to form sixteen highly substituted 4-pyrimidinols. Tosylation of these compounds, in another ultrasound-promoted conversion, formed 4-pyrimidyl tosylates in high yields. The use of the developed protocol as an alternative route to 4-arylpyrimidines was illustrated with three examples of the Suzuki-Miyaura cross-coupling of the prepared tosylates with phenylboronic acid.

Synthesis and biological evaluation of novel sigma-1 receptor antagonists based on pyrimidine scaffold as agents for treating neuropathic pain

The discovery and synthesis of a new series of pyrimidines as potent sigma-1 receptor (σ1R) antagonists, associated with pharmacological antineuropathic pain activity, are the focus of this article. The new compounds were evaluated in vitro in σ-1 and σ-2 receptor binding assays. The nature of the pyrimidine scaffold was crucial for activity, and a basic amine was shown to be necessary according to the known pharmacophoric model. The most promising derivative was 5-chloro-2-(4-chlorophenyl)-4-methyl-6-(3-(piperidin-1-yl)propoxy)pyrimidine (137), which exhibited a high binding affinity to σ1R receptor (Ki σ1 = 1.06 nM) and good σ-1/2 selectivity (1344-fold). In in vivo tests, compound 137 exerted dose-dependent antinociceptive effects in mice formalin model and rats CCI models of neuropathic pain. In addition, no motor impairments were found in rotarod tests; acceptable pharmacokinetic properties were also noted. These data suggest compound 137 may constitute a novel class of drugs for the treatment of neuropathic pain.

Acetamide derivative, process for preparing the same, and a pharmaceutical composition containing the same

An acetamide derivative of the formula (I): STR1 wherein X is --0-- or --NR4 --, R1 is H, lower alkyl, lower alkenyl or cyclolalkyl-lower-alkyl, R2 is lower alkyl, cycloalkyl, substituted or unsubstituted phenyl, etc., Rs