[Biologically active azomethines. Delépine reaction with 1-chloromethylisatin; preparation of some 1-aminomethylisatinazomethines (author's transl)].
The authors describe the synthesis of I-aminomethylisatin (3) from [I-chloromethylisatin] (1) by means of the Delépine reaction. On condensation with aromatic aldehydes, 3 yields the azomethines 5--7. The azomethine 5 is converted into the corresponding thiosemicarbazone 9. Testing for mitodepressive activity showed that the compounds 5--7 are active. On testing in vitro for tuberculostatic effects, the compound 9 proved exceptionally potent.
D000995:Antitubercular Agents / Q000138:chemical synthesis; D001391:Azo Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D007211:Indoles / Q000138:chemical synthesis*; D007510:Isatin / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D008938:Mitosis / Q000187:drug effects; D010944:Plants / Q000187:drug effects
D000995:Antitubercular Agents; D001391:Azo Compounds; D007211:Indoles; D007510:Isatin
Biologisch aktive Azomethine. Delépine-Reaktion mit 1-Chlormethylisatin (Darstellung einiger 1-Aminomethylisatinazomethine.