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Synthesis of hydroxy derivatives of 3-phenyl-2H-1,3-benzoxazine-2,4(3H)-dione
Musilová, Jitka ; Macháček, Miloš (advisor) ; Kuneš, Jiří (referee)
Synthesis of hydroxy derivatives of 3-phenyl-2H-1,3-benzoxazine-2,4(3H)- dione Jitka Musilová The thesis is concerned with the preparation of 16 cyclic analogues of hydroxy-salicylanilides, i.e. 3- phenyl-2H-1,3-benzoxazine-2,4(3H)-diones monosubstituted with a hydroxyl group on the heterocyclic ring. The starting hydroxysalicylanilides belonging to four series were synthesized by the microwave- assisted reaction of the respective hydroxysalicylic acid with aniline (unsubstituted or para- substituted by chlorine, methyl or methoxy groups) in the presence of phosphorus trichloride. Their treatment with ethyl-chloroformate afforded the expected 1,3-benzoxazine derivatives in 77 - 94 % yields. All compounds prepared were characterized by infrared and NMR spectroscopy and by elemental analysis. All the compounds were examined for antifungal activity in vitro against Candida albicans, C. tropicalis, C. krusei, C. glabrata, Trichosporon asahii, Trichophyton mentagrophytes, Aspergillus fumigates, and Absidia corymbifera, but none of these compounds was more active than ketoconazole. In general, parent hydroxysalicylanilides were more active than their cyclic counterparts.
Synthesis of hydroxy derivatives of 3-phenyl-2H-1,3-benzoxazine-2,4(3H)-dione
Musilová, Jitka ; Macháček, Miloš (advisor) ; Kuneš, Jiří (referee)
Synthesis of hydroxy derivatives of 3-phenyl-2H-1,3-benzoxazine-2,4(3H)- dione Jitka Musilová The thesis is concerned with the preparation of 16 cyclic analogues of hydroxy-salicylanilides, i.e. 3- phenyl-2H-1,3-benzoxazine-2,4(3H)-diones monosubstituted with a hydroxyl group on the heterocyclic ring. The starting hydroxysalicylanilides belonging to four series were synthesized by the microwave- assisted reaction of the respective hydroxysalicylic acid with aniline (unsubstituted or para- substituted by chlorine, methyl or methoxy groups) in the presence of phosphorus trichloride. Their treatment with ethyl-chloroformate afforded the expected 1,3-benzoxazine derivatives in 77 - 94 % yields. All compounds prepared were characterized by infrared and NMR spectroscopy and by elemental analysis. All the compounds were examined for antifungal activity in vitro against Candida albicans, C. tropicalis, C. krusei, C. glabrata, Trichosporon asahii, Trichophyton mentagrophytes, Aspergillus fumigates, and Absidia corymbifera, but none of these compounds was more active than ketoconazole. In general, parent hydroxysalicylanilides were more active than their cyclic counterparts.

See also: similar author names
29 MUSILOVÁ, Jana
29 Musilová, Jana
5 Musilová, Jaroslava
1 Musilová, Jiřina
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