Synthesis and pharmacological studies of 2'-sulphonyl[3-(3H-2,4-disubstituted-1,5-benzodiazepino)]-2,5-dimethyl-6,7-benzomorphans.
2'-Sulphonyl[3-(3H-2,4-dimethyl-1,5-benzodiazepino)]-2,5-dimethyl-6,7-ben zomorphan (3a), 2'-sulfonyl[3-(3H-2 methyl-4-phenyl-1,5-benzodiazepino)]-2,5-dimethyl-6,7-benzomorphan (3b) and 2'-sulfonyl [3-(3H-2-methyl-4-oxo-5H-1.5-benzodiazepino)]-2,5-dimethyl-6,7-benzomorphan (3c), synthesized from 2,5-dimethyl-6,7-benzomorphan (1) in three steps via chlorosulphonation, condensation with sodium salt of acetylacetone, benzoylacetone and ethyl acetoacetate separately and condensation with o-phenylenediamine, were studied for their pharmacological activities. It was found that 3a has mild CNS depressant, analgesic and anticonvulsant (against petit mal type of seizures) activities. 3b has significant anti-depressant and mild analgesic activities while 3c has CNS depressant, mild analgesic and anticonvulsant activities (against petitmal type seizures).
D000700:Analgesics / Q000138:chemical synthesis; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis; D000928:Antidepressive Agents / Q000138:chemical synthesis; D001575:Benzomorphans / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D004357:Drug Synergism; D005260:Female; D008297:Male; D051379:Mice; D009019:Morphinans / Q000138:chemical synthesis*; D010424:Pentobarbital / Q000494:pharmacology; D011619:Psychotropic Drugs / Q000138:chemical synthesis*; D012110:Reserpine / Q000037:antagonists & inhibitors; D012890:Sleep / Q000187:drug effects
D000700:Analgesics; D000927:Anticonvulsants; D000928:Antidepressive Agents; D001575:Benzomorphans; D009019:Morphinans; D011619:Psychotropic Drugs; D012110:Reserpine; D010424:Pentobarbital