1444000-03-6

Basic information

• Product Name: 2,2-dimethylpropionic acid 2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)-5,7-dimethoxy-4-oxo-4H-quinazolin-3-ylmethyl ester
• Synonyms: 2,2-dimethylpropionic acid 2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)-5,7-dimethoxy-4-oxo-4H-quinazolin-3-ylmethyl ester
• CAS NO: 1444000-03-6
• Molecular Weight: 484.549
• Mol File: 1444000-03-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,2-dimethylpropionic acid 2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)-5,7-dimethoxy-4-oxo-4H-quinazolin-3-ylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethylpropionic acid 2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)-5,7-dimethoxy-4-oxo-4H-quinazolin-3-ylmethyl ester(1444000-03-6)
• EPA Substance Registry System: 2,2-dimethylpropionic acid 2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)-5,7-dimethoxy-4-oxo-4H-quinazolin-3-ylmethyl ester(1444000-03-6)

Safety Data

• Hazardous Substances Data: 1444000-03-6(Hazardous Substances Data)

Upstream product

• 18997-19-8 Chloromethyl pivalate 
• 1044870-39-4 2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)-5,7-dimethoxy-3,4-dihydroquinazoline-4-one 

Downstream Products

• 1444000-02-5 6-(2-(4-(5,7-dimethoxy-4-oxo-3,4-dihydroquinazolin-2-yl)-2,6-dimethylphenoxy)ethoxy)-3,4,5-trihydroxytetrahydropyran-2-carboxylic acid 
• 1444000-04-7 3,4,5-triacetoxy-6-(2-(4-(3-(2,2-dimethylpropionyloxymethyl)-5,7-dimethoxy-4-oxo-3,4-dihydroquinazolin-2-yl)-2,6-dimethylphenoxy)ethoxy)tetrahydropyran-2-carboxylic acid methyl ester 

Relevant articles and documents

In vitro biosynthesis, isolation, and identification of predominant metabolites of 2-(4-(2-hydroxyethoxy)-3,5-dimethylphenyl)-5,7- dimethoxyquinazolin-4(3H)-one (RVX-208)

The structures of the two predominant metabolites (M4 and M5) of RVX-208, observed both in in vitro human and animal liver microsomal incubations, as well as in plasma from animal in vivo studies, were determined. A panel of biocatalytic systems was tested to identify biocatalysts suitable for milligram scale production of metabolite M4 from RVX-208. Rabbit liver S9 fraction was selected as the most suitable system, primarily based on pragmatic metrics such as catalyst cost and estimated yield of M4 (～55%). Glucuronidation of RVX-208 catalyzed by rabbit liver S9 fraction was optimized to produce M4 in amounts sufficient for structural characterization. Structural studies using LC/MS/MS analysis and 1H NMR spectroscopy showed the formation of a glycosidic bond between the primary hydroxyl group of RVX-208 and glucuronic acid. NMR results suggested that the glycosidic bond has the β-anomeric configuration. A synthetic sample of M4 confirmed the proposed structure. Metabolite M5, hypothesized to be the carboxylate of RVX-208, was prepared using human liver microsomes, purified by HPLC, and characterized by LC/MS/MS and 1H NMR. The structure was confirmed by comparison to a synthetic sample. Both samples confirmed M5 as a product of oxidation of primary hydroxyl group of RVX-208 to carboxylic acid.