Optically active 2-chloro-12-(3-dimethylamino-2-...

Details Optically active 2-chloro-12-(3-dimethylamino-2-... Optically active 2-chloro-12-(3-dimethylamino-2-...

C - Chemistry, Metallurgy

07

D

167/209, 260/237

C07D 273/01 (2006.01) A61K 31/395 (2006.01) C07D 273/00 (2006.01)

Patent

CA 1291133

OPTICALLY ACTIVE 2-CHLORO-12-(3-DIMETHYLAMIMO-2-METHYL- PROPYL)-12H-DIBENZO[d,g][1,3,6]DIOXAZOCINES AND A PROCESS FOR THE PREPARATION THEREOF A b s t r a c t The invention relates to optically active 2- -chloro-12-(3-dimethylamino-2-methylprcpyl)-12H-dibenzo- [ d,g ][1,3 9 6]dioxazocines of the formula Image (I) and pharmaceutically acceptable acid addition salts thereof. The enantiomers are especialiy active against Parkinson's disease. The optically active enantlomers are prepared by a) resolving the racemic 2-chloro-12-(3-dimethyl- amino-2-methylprcpyl)-12H-dibenzo[d,g][1,3,6] dioxazocine with an optically active organic acid and separating the enantiomers; or b) dissolving the racemic 2-chloro-12-(3-dimethyl- amino-2-methylpropyl)-12H-dibenzo[d,g]- [1,3,6]dioxazocine in an organic solvent, crystallizing and isolating one of the enantiomers, optionally dissolving additional racemic 2- -chloro-12-(3-dimethylamino-2-methylpropyl)-12H- dibenzo[d,g][1,3,6]dioxazocine in the mother liqueur obtained and crystallizing and isolat- ing the other enantiomer, and, if desired, repeating the whole process.

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