The oriented development of antituberculotics (Part II): halogenated 3-(4-alkylphenyl)-1,3-benzoxazine-2,4-(3H)-diones.
Based on our previous studies, 21 new halogenated 3-(4-alkylphenyl)-1,3-benzoxazine-2,4-(3H)-diones were synthesized by the reaction of salicylanilides and methyl-chloroformate. All compounds were screened in vitro against three different strains of mycobacterium, and Free-Wilson method was used to establish structure-activity relationships. 6-Bromo-3-(4-butylphenyl)-1,3-benzoxazine-2,4-(3H)-dione 3b proved to be the most active compound of the series.
Waisser
Karel
K
Department of Inorganic and Organic Chemistry, Charles University in Prague, Faculty of Pharmacy in Hradec Králové, Heyrovského, Czech Republic. waisser@faf.cuni.cz
Matyk
Josef
J
Divisová
Hana
H
Husáková
Petra
P
Kunes
Jirí
J
Klimesová
Vera
V
Palát
Karel
K
Kaustová
Jarmila
J
D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004149:Dioxoles / Q000302:isolation & purification / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D009161:Mycobacterium / Q000187:drug effects*; D010078:Oxazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D010636:Phenols / Q000302:isolation & purification / Q000494:pharmacology*; D012458:Salicylanilides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
C520877:3-(2-(7-methoxybenzo(d)(1,3)dioxol-5-yl)ethyl)phenol; C520878:6-(3-hydroxyphenethyl)benzo(d)(1,3)dioxol-4-ol; D000995:Antitubercular Agents; D004149:Dioxoles; D010078:Oxazines; D010636:Phenols; D012458:Salicylanilides