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Collect. Czech. Chem. Commun. 1999, 64, 1902-1924
https://doi.org/10.1135/cccc19991902

Relationships Between the Chemical Structure of Substances and Their Antimycobacterial Activity Against Atypical Strains. Part 18. 3-Phenyl-2H-1,3-benzoxazine-2,4(3H)-diones and Isosteric 3-Phenylquinazoline-2,4(1H,3H)-diones

Karel Waissera,*, Miloš Macháčeka, Hynek Dostála, Jiří Gregora, Lenka Kubicováa, Věra Klimešováa, Jiří Kuneša,b, Karel Palát, Jr.a, Jana Hladůvkováa, Jarmila Kaustovác and Ute Möllmannd

a Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Charles University, 500 05 Hradec Králové, Czech Republic
b Laboratory of Structure and Interactions of Biologically Active Molecules, Faculty of Pharmacy, Charles University, 500 05 Hradec Králové, Czech Republic
c National Reference Laboratory for Mycobacterium kansasii, Regional Institute of Hygiene, 728 92 Ostrava, Czech Republic
d Hans Knöll Institute of Natural Products Research, 07745 Jena, Germany

Crossref Cited-by Linking

  • Nemeček Peter, Mocák Ján, Lehotay Jozef, Waisser Karel: Prediction of anti-tuberculosis activity of 3-phenyl-2H-1,3-benzoxazine-2,4(3H)-dione derivatives. Chemical Papers 2013, 67. <https://doi.org/10.2478/s11696-012-0278-4>
  • Mrkvička Vladimír, Lyčka Antonín, Vícha Robert, Klásek Antonín: Reaction of 3‐Hydroxyquinoline‐2,4‐diones with Isocyanates and Thermally Induced Transformation of the Reaction Products. Helvetica Chimica Acta 2011, 94, 78. <https://doi.org/10.1002/hlca.201000128>
  • Nemeček Peter, Mocak Jan, Lehotay Jozef, Waisser Karel: PREDICTION OF HPLC RETENTION FACTOR OF POTENTIAL ANTITUBERCULOTICS BY QSRR. Journal of Liquid Chromatography & Related Technologies 2011, 34, 168. <https://doi.org/10.1080/10826076.2011.545747>
  • Petrlíková Eva, Waisser Karel, Divišová Hana, Husáková Petra, Vrabcová Petra, Kuneš Jiří, Kolář Karel, Stolaříková Jiřina: Highly active antimycobacterial derivatives of benzoxazine. Bioorganic & Medicinal Chemistry 2010, 18, 8178. <https://doi.org/10.1016/j.bmc.2010.10.017>
  • Krátký Martin, Vinšová Jarmila, Buchta Vladimír, Horvati Kata, Bösze Szilvia, Stolaříková Jiřina: New amino acid esters of salicylanilides active against MDR-TB and other microbes. European Journal of Medicinal Chemistry 2010, 45, 6106. <https://doi.org/10.1016/j.ejmech.2010.09.040>
  • Jadidi Khosrow, Ghahremanzadeh Ramin, Mehrdad Morteza, Ghanbari Mohammad, Arvin-Nezhad Hamid: A Simple Indirect Route for the Synthesis of N-Alkyl-4-imino-1,4-dihydro-2H-3,1-benzoxazin-2-ones. Monatsh Chem 2008, 139, 277. <https://doi.org/10.1007/s00706-007-0761-8>
  • Gallegos Ana, Carbó-Dorca Ramon, Ponec Robert, Waisser Karel: Similarity approach to QSAR. International Journal of Pharmaceutics 2004, 269, 51. <https://doi.org/10.1016/j.ijpharm.2003.08.013>
  • Waisser K., Dražková K., Čižmárik J., Kaustová J.: Antimycobacterial activity of basic ethyl esters of alkoxy-substituted phenylcarbamic acids. Folia Microbiol 2003, 48. <https://doi.org/10.1007/BF02931274>
  • Alkhathlan Hamad Z: Synthesis of 4-alkoxy-4-methyl- and 4-alkoxy-4-fluoromethyl-1,3-benzoxazinones. Tetrahedron 2003, 59, 8163. <https://doi.org/10.1016/j.tet.2003.08.044>
  • Azizian Javad, Mohammadi Ali A., Karimi Ali R.: An Efficient One-Pot Procedure for Preparation of 2,4(1H,3H)-Quinazolinediones and 2-Thioxoquinazolinone Derivatives Under Microwave Irradiation. Synthetic Communications 2003, 33, 415. <https://doi.org/10.1081/SCC-120015771>
  • Verma Manjusha, Singh † Sundaram, Singh Κ. N.: SYNTHESIS OF SOME NEW BENZOXAZINE DERIVATIVES OF BIOLOGICAL INTEREST. Heterocyclic Communications 2003, 9. <https://doi.org/10.1515/HC.2003.9.5.499>
  • Kubicová Lenka, Šustr Martin, Kráľová Katarína, Chobot Vladimír, Vytlačilová Jitka, Jahodář Luděk, Vuorela Pia, Macháček Miloš, Kaustová Jarmila: Synthesis and Biological Evaluation of Quinazoline-4-thiones. Molecules 2003, 8, 756. <https://doi.org/10.3390/81100756>
  • Waisser K., Kubicová L., Buchta V., Kubanová P., Bajerová K., Jirásková L., Bednařík O., Bureš O., Holý P.: In vitro antifungal activity of 3-phenyl-2H-benzoxazine-2,4(3H)-diones. Folia Microbiol 2002, 47, 488. <https://doi.org/10.1007/BF02818786>
  • Waisser Karel, Gregor Jiřı́, Dostál Hynek, Kuneš Jiøı́, Kubicová Lenka, Klimešová Věra, Kaustová Jarmila: Influence of the replacement of the oxo function with the thioxo group on the antimycobacterial activity of 3-aryl-6,8-dichloro-2H-1,3-benzoxazine-2,4(3H)-diones and 3-arylquinazoline-2,4(1H,3H)-diones. Il Farmaco 2001, 56, 803. <https://doi.org/10.1016/S0014-827X(01)01134-X>
  • Azizian Javad, Mehrdad Morteza, Jadidi Khosrow, Sarrafi Yaghob: Rearrangement of 4-imino-(1H,4H)-3,1-benzoxazine-2-ones to 2,4-quinazolinediones via an isocyanate carboxamide intermediate. Tetrahedron Letters 2000, 41, 5265. <https://doi.org/10.1016/S0040-4039(00)00803-0>
  • Waisser Karel, Gregor Jiří, Kubicová Lenka, Klimešová Věra, Kuneš Jiří, Macháček Miloš, Kaustová Jarmila: New groups of antimycobacterial agents: 6-chloro-3-phenyl-4-thioxo-2 -1,3-benzoxazine-2(3 )-ones and 6-chloro-3-phenyl-2 -1,3-benzoxazine-2,4(3 )-dithiones. European Journal of Medicinal Chemistry 2000, 35, 733. <https://doi.org/10.1016/S0223-5234(00)00174-4>