C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/304, 260/310
C07D 263/24 (2006.01) C07D 263/16 (2006.01) C07D 277/14 (2006.01) C07D 277/16 (2006.01)
Patent
CA 1097657
292273 ABSTRACT OF THE DISCLOSURE The present invention provides a 5-(substituted phenyl) -oxazolidinone or sulphur analogue thereof of the general formula Image (I) in which R1 represents a lower alkyl group with up to 6 carbon atoms, or a cycloalkyl or cycloalkylalkyl radical with up to 7 carbon atoms, R2 represents hydrogen or a lower alkyl group with up to 6 carbon atoms, a cycloalkyl or cycloalkylalkyl group with up to 7 carbon atoms, the phenyl group, an aralkyl group with 7 or 8 carbon atoms, an alkenyl or alkynyl group with 2 to 6 carbon atoms or the tetrahydrofuranyl radical, R3 represents hydrogen or a lower alkyl group with up to 6 carbon atoms, an aryl or aralkyl with 6 to 10 carbon atoms which may be ring substituted by lower alkoxy or an acyl group with up to 18 carbon atoms, R4 represents hydrogen or a lower alkyl group with up to 6 carbon atoms, R5 represents hydrogen or a lower alkyl or lower alkoxycarbonyl radical with up to 6 carbon atoms, and each X represents oxygen or sulphur atoms the two X moieties being the same or different, which comprises reacting a 2-amino-1-(3,4-disubstituted phenyl)-ethanol of the general formula Image (II) in which R1 to R5 have the meanings given above, with a carbonic or thiocarbonic acid derivative of the general formula (III) Image (III) in which Z and Y each represents chlorine or bromine or an imidazole radical or represents the group OR, in which R represents an alkyl, aryl or aralkyl radical or the two R's together represent an alkylene radical, and when required an aralkyl group in an ether group is split off by reduction with Raney nickel or a free hydroxyl group is alkylated or converted into another radical OR2 or the ring-oxygen or oxygen of the 2-carbonyl group is exchanged for sulphur by phosphorus pentasulphide or, when R3 represents hydrogen, it is N-acylated or N-alkylated. The compounds of the invention of the general formula have valuable pharmacological properties. They exhibit central depressive, antidopaminergic, antiociceptive and anticonvulsive actions, and thus have a certain similarity to neuroleptics such, for example, as chlorpromazine and haloperidol. However, the compounds of the invention differ from the classical neuroleptics in having different kind of influence on receptor-dependent, monoaminergic feedback mechanisms (decrease or extrapyramidal side effects).
292273
Huth Andreas
Kehr Wolfgang
Palenschat Dieter
Paschelke Gert
Schmiechen Ralph
Marks & Clerk
Schering Aktiengesellschaft
LandOfFree
5-(substituted phenyl)-oxazolidinones and sulphur analogues... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with 5-(substituted phenyl)-oxazolidinones and sulphur analogues..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and 5-(substituted phenyl)-oxazolidinones and sulphur analogues... will most certainly appreciate the feedback.
Profile ID: LFCA-PAI-O-528928