Synthesis of disubstituted tetrahydrocarbazoles with potential antidepressive activity.
A new series of disubstituted tetrahydrocarbazoles were synthesized. They are tested for antidepressive activity by the Porsolt's forced swimming test (one of the acute stress methods) and by the prevention of reserpine induced hypothermia and ptosis in mice. 3-Morpholino-1-[N-(6-methoxy-1,2,3,4- tetrahydrocarbozolyl)2-propanol, fumarate (XI) was demonstrated to be the most promising compound of this series. Besides, this series did not present the most common adverse effects of the conventional tricyclic-antidepressants (loss of locomotor coordination, ataxia and anticholinergic activity).
Giancaspro
G I
GI
Iquimefa-Conicet-Facultad de Farmacia y Bioquimica Universidad de Buenos Aires, Argentina.
Pizzorno
M T
MT
Albonico
S M
SM
Bindstein
E
E
Garofalo
A
A
Zeichen
R
R
D000818:Animals; D000928:Antidepressive Agents / Q000138:chemical synthesis* / Q000633:toxicity; D001522:Behavior, Animal / Q000187:drug effects; D001831:Body Temperature / Q000187:drug effects; D002227:Carbazoles / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D055598:Chemical Phenomena; D002621:Chemistry; D002627:Chemistry, Physical; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D009025:Morpholines / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D009043:Motor Activity / Q000187:drug effects; D009125:Muscle Relaxants, Central / Q000138:chemical synthesis; D010276:Parasympatholytics / Q000138:chemical synthesis; D011597:Psychomotor Performance / Q000187:drug effects; D012110:Reserpine / Q000037:antagonists & inhibitors
D000928:Antidepressive Agents; D002227:Carbazoles; D009025:Morpholines; D009125:Muscle Relaxants, Central; D010276:Parasympatholytics; D012110:Reserpine