[3,4-Dihydro-1,2,4-benzotriazin-3,3'-spiro steroid derivatives of pharmacological interest].
In order to verify the possibility of pharmacological latentiation of bioactive ketones, the building up of a 3,4-dihydro-1,2,4-benzotriazine ring on position 3, 17 or 20 of steroids with hormonal activity was investigated. The heterocyclic formation was successful only on the less hindered position 3. Four (I alpha, I beta, II alpha, II beta) of the six derivatives so obtained were tested for androgenic activity and their effects were compared with those of testosterone and of the starting ketosteroids (5 alpha- and 5 beta-dihydrotestosterone, 5 alpha- and 5 beta-androstan-3,17-dione). The hormonal activity is not compromised by the coupling of the heterocyclic ring with the steroidal skeleton; on the contrary compound (I beta), derived from the inactive 5 beta-dihydrotestosterone, exhibited a high degree of androgenic activity.
D015113:Androstane-3,17-diol / Q000031:analogs & derivatives / Q000138:chemical synthesis; D000732:Androstanols / Q000138:chemical synthesis*; D000737:Androstenols / Q000138:chemical synthesis*; D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D013196:Dihydrotestosterone / Q000031:analogs & derivatives / Q000138:chemical synthesis; D066298:In Vitro Techniques; D008297:Male; D051379:Mice; D011893:Rana esculenta; D012669:Seminal Vesicles / Q000187:drug effects; D013739:Testosterone / Q000031:analogs & derivatives / Q000138:chemical synthesis; D045165:Testosterone Congeners / Q000138:chemical synthesis*; D014227:Triazines / Q000138:chemical synthesis
D000732:Androstanols; D000737:Androstenols; D045165:Testosterone Congeners; D014227:Triazines; D013196:Dihydrotestosterone; D015113:Androstane-3,17-diol; D013739:Testosterone
Derivati 3,4-diidro-1,2,4-benzotriazin-3,3'-spiro-steroidei d'interesse farmacologico.