Synthesis and central nervous system activity of quinazolones related to 2 methyl 3 (o tolyl) 4 (3H) quinazolone (methaqualone)

Article abstract of DOI:10.1021/jm00213a013

A number of derivatives of 2-methyl-3-(o-tolyl)-4(3H)-quinazolone bearing new substituents on the 2-methyl group have been synthesized. It was established that most substitutions at this position reduce or remove the CNS depressant activity of methaqualone. From the series prepared only the 2-fluoromethyl derivative or certain isothiouronium salts, which could be hydrolyzed in vivo to the 2-mercaptomethyl derivative, showed activity of the same magnitude as methaqualone.