title: Relationships between the chemical structure of antimycobacterial substances and their activity against atypical strains. Part 14: 3-Aryl-6,8-dihalogeno-2H-1,3-benzoxazine-2,4(3H)-diones.
abstract: A set of eight derivatives of 6,8-dichloro-3-phenyl-2H-benzoxazine-2,4(3H)-dione and nine derivatives of 6,8-dibromo-3-phenyl-2H-1, 3-benzoxazine-2,4(3H)-dione, substituted on the phenyl ring, was prepared by the reaction of the corresponding salicylanilides with ethyl chloroformate. The compounds were evaluated in vitro for antimycobacterial activity against Mycobacterium tuberculosis, Mycobacterium kansasii, and Mycobacterium avium. Their activity increases with increasing hydrophobicity and electron-withdrawing ability of the substituents on the phenyl ring.
authors.affiliation: Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Hradec Králové, Czech Republic.
authors.forename: K
authors.initials: K
authors.lastname: Waisser
authors.forename: J
authors.initials: J
authors.lastname: Hladuvková
authors.forename: J
authors.initials: J
authors.lastname: Gregor
authors.forename: T
authors.initials: T
authors.lastname: Rada
authors.forename: L
authors.initials: L
authors.lastname: Kubicová
authors.forename: V
authors.initials: V
authors.lastname: Klimesová
authors.forename: J
authors.initials: J
authors.lastname: Kaustová
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D000995:Antitubercular Agents / Q000138:chemical synthesis / Q000494:pharmacology; D006846:Hydrocarbons, Halogenated / Q000138:chemical synthesis* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D009161:Mycobacterium / Q000187:drug effects*; D010078:Oxazines / Q000138:chemical synthesis* / Q000494:pharmacology; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000995:Antitubercular Agents; D006846:Hydrocarbons, Halogenated; D010078:Oxazines