The origin of BZs stemmed from the 'diversity oriented,'81 search for a new tranquilizer. Chlordiazepoxide was synthesized in 1955 but was not evaluated in vivo until 3 years later when it was found to be a potent CNS depressant. The reason for not subjecting chlordiazepoxide to biological evaluation earlier was the fact that the compound was thought to be quinazoline-N-oxide 1, which resulted from the failed synthesis of heptoxdiazine 2 (Figure 2a). Several analogs of 1 were subjected to in vivo evaluation and all failed to show the desired effect. The attempted synthesis of 2 was performed simply because the compounds would be diverse relative to the known tranquilizers of the day
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