| 摘要 |
<p>1,173,369. Piperazinopropiophenone derivatives. CIBA Ltd. 3 Oct., 1967 [5 Oct., 1966; 1 June, 1967], No. 45002/67. Heading C2C. Novel 3 - (4 - R - piperazino) - tert. - aminopropiophenones of the Formula I in which Am stands for a tertiary amino group preferably a di-lower alkylamino, N-lower alkyl- N-lower alkenylamino, N-lower alkyl-N-cyclo. alkyl - amino, N - lower alkyl - N - cycloalkyllower alkylamino with preferably 3 to 7 ring- carbon atoms, N-lower alkyl-N-(phenyl-lower alkyl)-amino or N-lower alkyl-N-arylamino, mono- or bicyclic lower alkyleneimino (or N- azacycloalkyl or -bi-cycloalkyl respectively, aralkyleneimino, hydroxy - aralkylene - imino or lower monocyclic monoaza-, -oxa- or -thiaalkylene-imino, N-lower alkyl-, free or esterified N-hydroxy-lower alkyl-, e.g. N-lower alkanoyloxy-lower alkyl-, or N-phenyl-lower alkyl- or N-aryl-azaalkyleneimino, wherein the heteroatoms are separated from each other by at least 2 carbon atoms, Ph stands for a phenylene radical optionally substituted by e.g. halogen, alkoxy nitro or alkylthio, each of alk 1 , alk 2 and alk 3 stands for lower alkylene separating the adjacent groups by two carbon atoms and R stands for an aryl radical or a heterocyclic radical of aromatic character, which radicals are unsubstituted or substituted by lower alkyl, esterified hydroxy or mercapto, esterified hydroxy or trifluoromethyl, and quaternary ammonium compounds thereof ("lower" defines the respective radicals with up to 7 carbon atoms), are prepared by: (a) condensing a compound of the Formula III in which R 2 stands for hydrogen or lower alkyl, preferably hydrogen, and a compound of the Formula IV or a salt thereof with formaldehyde or its reactive derivatives, or (b) oxidizing, for example with acetone and Al tert.-butoxide, a compound of the Formula V and, if desired, converting a resulting free compound into a salt or quaternary ammonium compound, or converting a resulting salt into the corresponding free compound, and/or, converting any resulting compound into another compound of Formula I. 4-Tert.-amino-acetophenones of Formula III above are prepared by condensation of a 4<SP>1</SP>- fluoroacetophenone and the appropriate secondary amine. 1 - (4 - Morpholinophenyl) - 3 - [4 - (2 - methoxy phenyl) - piperazino] - propanol is obtained by action of CH 3 MgI on 1-[3-ethozy-3-(4-morpholinophenyl) - propyl] - 4 - (2 - methoxyphenyl) - piperazine which had been obtained by amination with morpholine of the 1-[3-ethoxy-3-(4- fluorophenyl) - propyl] - 4 - (2 - methoxyphenyl)- piperazine obtained by reaction of 1-(2-methoxy-phenyl)-piperazine and 3-ethoxy-3-(4-fluorophenyl)-propyl bromide which itself was prepared from l-ethoxy-1,3-dichloropropane and the Grignard reagent obtained from 4-bromofluorobenzene. Pharmaceutical compositions in conventional forms for oral or parenteral administration and having central nervous system depressing effects comprise an above novel compound or salt and a carrier or diluent.</p> |
