Synthesis of Heterobicyclic Nitrogen Systems Bearing a 1,2,4-Triazine Moiety as Anticancer Drugs: Part IV

Abstract

Some new isolated and fused heterobicyclic nitrogen systems such as thiazolidinone, imidazolone, pyrimidinone, quinazolone, as-triazolone, as-triazinones, tetrazino-as-triazines, and the related compounds 3,4-diaminotriazine and sulfa derivatives 2–27 have been synthesized via treatment of 4-amino-6-styryl-3-thioxo-1,2,4-triazin-5(2,4H)ones (1) with cyclic and acyclic oxygen and nitrogen compounds. The structures of the products have been established from their elemental and spectral analyses. Some new compounds exhibited significant anticancer activities, where compounds 11j > 2a > 6 and 11I > 14 > 11k showed a moderate activity toward leukemia, ovarian cancer, and non-small cell lung cancer. The authors are very grateful to Prof. Dr. Johan P. Bader, Chief Antiviral Evaluations Branch and Prof. Dr. V. L. Narayanan, Chief Drug Synthesis, Chemistry Branch National Cancer Institute, Bethesda, Maryland, USA for evalution of the vitro antitumor tests as development program. Thanks also are due to the members of the NCl staff.