[Triperidin (Norakin): separation, stability and structure of stereoisomers].
The antiparkinsonian triperiden (1; as hydrochloride Norakin) is a mixture of the stereoisomers 1a and 1b. Their identification and separation by chromatographic methods or fractional crystallisation of the tartrates is described. By means of IR- und 13C-NMR spectral data structures of 1a and 1b are proposed. Under proton catalysis 1b racemizes to 1a. In acidic solution (heating in 0.1 mol.1-1 HCl or storage in gastric juice at 37 degrees C) hydrolysis of 1 takes place and four isomeric products were observed (Z1-Z4), which arise by cleavage of the cyclopropyl moiety. The main product Z2 was identified as the 2"-hydroxy derivative. The solid drug is stable at least for 5 years.
Pfeifer
S
S
Sektion Chemie--Wissenschaftsbereich Pharmazie--der Humboldt-Universität zu Berlin.
Haussner
M
M
Gründemann
E
E
Lücke
L
L
D000978:Antiparkinson Agents / Q000032:analysis* / Q000302:isolation & purification; D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D003460:Crystallization; D004355:Drug Stability; D009682:Magnetic Resonance Spectroscopy; D010880:Piperidines / Q000032:analysis* / Q000302:isolation & purification; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D000978:Antiparkinson Agents; D010880:Piperidines; C046667:triperiden
Triperiden (Norakin): Trennung, Stabilität und Struktur der Stereoisomeren.