Studies on biologically active halogenated compounds. 1. Synthesis and central nervous system depressant activity of 2-(fluoromethyl)-3-aryl-4(3H)-quinazolinone derivatives.
Some 2-(fluoromethyl) analogues of 2-methyl-3-aryl-4-(3H)-quinazolinones have been synthesized and screened for CNS activities. It was shown that the 2-(fluoromethyl) analogues possess in general more potent CNS depressant activities and less toxicities than their parent compounds. Of particular interest were the 2-(fluoromethyl) analogues (22, 24, and 31) of methaqualone and 6-aminomethaqualone. Compound 24 was more potent in CNS depressant activity and less toxic than methaqualone. Compound 31 exhbited potent central muscle relaxing activity and markedly reduced toxicity as compared with 6-aminomethaqualone.
D000818:Animals; D000927:Anticonvulsants; D002492:Central Nervous System Depressants / Q000138:chemical synthesis*; D004597:Electroshock; D007928:Lethal Dose 50; D008297:Male; D008702:Methaqualone / Q000031:analogs & derivatives / Q000494:pharmacology; D051379:Mice; D009119:Muscle Contraction / Q000187:drug effects; D004856:Postural Balance / Q000187:drug effects; D011799:Quinazolines / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000927:Anticonvulsants; D002492:Central Nervous System Depressants; D011799:Quinazolines; D008702:Methaqualone