80427-93-6Relevant academic research and scientific papers
A Convenient and Efficient Method for the Preparation of 6-Acyl-2(3H)-benzoxazolones
Aichaoui, Hocine,Lesieur, Daniel,Henichart, Jean-Pierre
, p. 171 - 175 (2007/10/02)
Benzoxazolinone derivatives have been found to exhibit various pharmacological properties and 6-acyl-2(3H)-benzoxazolones are considered as key starting materials for the preparation of these compounds.Reported here are the optimal conditions for a regioselective acylation at the 6-position of the benzoxazolinone ring.A general method leading to the expected products in excellent yields consists in using a mixture of aluminum chloride-dimethylformamide as catalyst and acid anhydrides or chlorides as acylating agents.
Acyl-7 dihydro-2,3 benzoxazin-1,4 ones-3 et proprietes normolipemiantes
Moussavi, Ziaeddine,Lesieur, Daniel,Lespagnol, Charles,Sauzieres, Jacques,Olivier, Philippe
, p. 55 - 60 (2007/10/02)
7-Acyl-2,3-dihydro-1,4-benzoxazin-3-ones and normolipemic properties.Fibrates are still among the most widely used drugs for the treatment of dyslipoproteinemia. 7-Acyl-2,3-dihydro-1,4-benzoxazin-3-ones (Fig.1B) can be considered as conformationally restrained analogues of fibrates, such as fenofibrate.These compounds have been prepared and studied for their normolipemic activity particularly on plasma cholesterol, triglyceride and high density lipoprotein (HDL) cholesterol levels.Hepatotoxicity and mutagenicity have also been evaluated.Some of them show an interesting activity, quite comparable to fenofibrate, and are devoid of hepatotoxicity. hyperlipidemia / hypocholesterolemic drugs / fibrates / 7-acyl-1,4-benzoxazin-3-ones
Condensation of 3-Methylbenzoxazolinone with α,β-Unsaturated Acids
Merdji, B.,Lesieur, D.,Lespagnol, C.,Barbry, D.,Couturier, D.
, p. 1223 - 1227 (2007/10/02)
The reaction between 3-methylbenzoxazolinone and some unsaturated acids in PPA leads to mixtures of compounds, depending on the acid: 6-crotonyl-(or cinnamoyl)-3-methylbenzoxazolinones, 2,3-dihydro-2,5-(or 2,7)dioxo-3-methylcyclopentabenzoxazoles and 6-(3-oxo-indanyl)-3-methylbenzoxazolinones.The structure of the products was established by 13C and 1H nmr spectroscopy and (or) by independent synthesis.Possible mechanisms of the reaction are discussed; when competition is possible as in the last step of the cyclization, the benzene ring shows a higher reactivity than the aromatic nucleus of the benzoxazolinone: the contrary is observed when the benzene ring is p-chloro-substituted.
