ChemInform Abstract: SYNTHESIS AND PHARMACODYNAMICS OF 3‐DIALKYLAMINO‐1H,3H‐QUINAZOLINE‐2,4‐DIONES AND DERIVATIVES

Abstract

Die Anthranilsäurederivate ( I) werden mit Phosgen in 2 N HCl oder (wenn R′: ‐Cl) in Dioxan kondensiert und die entstandenen Benzoxazindione (II) über die Säurehydrazide (III) in die Aminochinazolindione (IV) übergeführt (die Cyclokondensation erfolgt in einigen Fällen mit Phosgen, in anderen mit Chlorameisensäureethylester).

New Benzo[h][1,6]naphthyridine and Azepino[3,2-c]quinoline Derivatives as Selective Antagonists of 5-HT4 Receptors: Binding Profile and Pharmacological Characterization

“…Scheme illustrates the synthesis of 9-chloro 5-substituted 1,2,3,4-tetrahydrobenzo[ h ][1,6]naphthyridines 4b , 5b which were obtained in a four-step pathway. 6-Chloroisatoic anhydride in the first step was prepared by cyclization of 5-chloroanthranilic acid in the presence of phosgene solution (20% in toluene) in dioxane at room temperature. Then, the following steps of the synthesis were realized in a similar manner as above.…”

Synthesis and stereochemical structure of derivatives of 2-substituted 3-cyclohexenylamidoquinazolin-4-ones obtained from N′-cyclohexenecarbonyl-substituted hydrazides of 2-aminobenzoic acid and certain orthoesters

“…In a continuation of researches on the synthesis of quinazolinone derivatives [1, 2], among which substances with sedative activity on the central nervous system [3,4], anticonvulsive activity [5], and antiallergic activity [6] were found, this article sets out the results of investigations into the synthesis of 2-substituted 3-cyclohexenylamidoquinazolinones, which have not been described in the literature, in the reactions of N′-cyclohexenecarbonyl-substituted 2-aminobenzohydrazides 1a,b with certain orthoesters 2-5. 3 Me, 5, 9, 13 R 1 = Ph; 6-9 R 2 = COOH, 10-13 R 2 = H __________________________________________________________________________________________ These reactions are attractive in that the C-2 atom of the quinazoline ring can be modified depending on the structure of the orthoester, and the C-1 atom of the cyclohexene can be modified depending on the reaction conditions.…”

“…The spatial structure of the obtained compounds was studied by homonuclear and heteronuclear NMR.In a continuation of researches on the synthesis of quinazolinone derivatives [1, 2], among which substances with sedative activity on the central nervous system [3,4], anticonvulsive activity [5], and antiallergic activity [6] were found, this article sets out the results of investigations into the synthesis of 2-substituted 3-cyclohexenylamidoquinazolinones, which have not been described in the literature, in the reactions of N′-cyclohexenecarbonyl-substituted 2-aminobenzohydrazides 1a,b with certain orthoesters 2-5. NH 2 N H O N H O R HOOC Me N O N H O R Me N R 1 R 2 R 1 C(OAlk) 3 2-5 1a,b 6a,b-13a,b…”