Anxiolytic Of Nonbenzodiazepine Structures

Meprobamate: Meprobamate, 2-methyl-2-propyl-1,3-propandiol dicarbamate (5.2.2) is synthesized by the reaction of 2-methylvaleraldehyde with two molecules of formaldehyde and the subsequent transformation of the resulting 2-methyl-2-propylpropan-1,3-diol (5.2.1) into the dicarbamate via successive reactions with phosgene and ammonia [48-50].

C3H7-CH-CHO + ch2° -»- c3h7-c-ch2-°h -^^ c3h7-c-ch2-oconh2

CH2-OH CH2-OCONH2

Meprobamate was proposed before the introduction of benzodiazepines into medical practice. The exact mechanism of action of this drug is not known; however, its effects on the CNS are more similar to the effects barbiturates than to benzodiazepines, but with shorter-lasting action. After the introduction of benzodiazepines into practice, the use of this drug became significantly less. Meprobamate is used primarily as a daytime anxiolytic in treating conditions of anxiety associated with everyday, usual, and common stress. Synonyms for this drug are cypron, equanil, stenzol, mepron, miltaun, and others.

Buspirone: Buspirone, 8-[4-[4-(2-pyrimidyl)-1-piperazinyl]butyl]-8-azaspiro [4,5] decan-7,9-dione (5.2.6), is synthesized by the reaction of 1-(2-pyrimidyl)-4-(4-aminobutyl)piperazine (5.2.4) with 8-oxaspiro[4,5]decan-7,9-dione (5.2.5). In turn, 1-(2-pyrimidyl)-4-(4-aminobutyl)piperazine (5.2.4) is synthesized by the reaction of 1-(2-pyrimidyl)piperazine with 4-chlorobutyronitrile, giving 4-(2-pyrimidyl)-1-(3-cyanopropyl)piperazine (5.2.3), which is hydrogenated with Raney nickel into buspirone (5.2.4) [51-55].

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