Zatebradine Struktur

Zatebradine

Bezeichnung:Zatebradine

CAS-Nr85175-67-3

Englisch Name:Zatebradine

CBNumberCB11117164

SummenformelC26H36N2O5

Molgewicht456.58

MOL-Datei85175-67-3.mol

Zatebradine physikalisch-chemischer Eigenschaften

Siedepunkt	612.5±55.0 °C(Predicted)
Dichte	1.115±0.06 g/cm3(Predicted)
storage temp.	2-8°C
Löslichkeit	DMSO : ≥ 50 mg/mL (109.51 mM)
pka	8.99±0.50(Predicted)
Aggregatzustand	Oil
Farbe	Light brown to brown

Gefahreninformationscode (GHS)

Zatebradine Chemische Eigenschaften,Einsatz,Produktion Methoden

Originator
ZATEBRADINE HYDROCHLORIDE,Boenhringer Ingelheim
Definition
ChEBI: 3-[3-[2-(3,4-dimethoxyphenyl)ethyl-methylamino]propyl]-7,8-dimethoxy-2,5-dihydro-1H-3-benzazepin-4-one is a benzazepine.
Manufacturing Process
A suspension of 1-[7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-on-3-yl]-3- (N-benzylmethylamino)propane and 10% palladium-on-charcoal in glacial acetic acid was hydrogenated at 50°C and at a hydrogen pressure of 5 bar. After the catalyst had been filtered off, the solvent was evaporated in vacuum, and the residue was taken up in methylene chloride. After the solution had been extracted with an aqueous sodium bicarbonate solution and washed with water, it was dried over magnesium sulfate, evaporated and purified over silica gel with methylene chloride and then with increasing amounts of methanol (up to 10%). The N-[3-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3- benzazepin-2-one-3-yl)propyl]methylamine hydrochloride. Yield: 87% of theory. Melting point: 110°C (dec.).
1.26 g (20 mmols) of sodium cyanoborohydride were added to a solution of 3.29 g (10 mmols) of N-[3-(7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3- benzazepin-2-one-3-yl)propyl]methylamine hydrochloride and 1.8 g (10 mmol) of 2-(3,4-dimethoxyphenyl)acetaldehyde in 40 ml of ethanol, while maintaining a pH of 6-7 by the addition of 2 N hydrochloric acid, and stirring was continued for 48 h at room temperature. After evaporating the solution in vacuum, the residue was taken up in dilute hydrochloric acid and extracted twice with ether. Subsequently, the aqueous phase was made alkaline and extracted three times with methylene chloride, and the organic phase was evaporated and purified on silica gel. The 1-[7,8-dimethoxy-1,3,4,5- tetrahydro-2H-3-benzazepin-2-on-3-yl]-3-[N-methyl-N-(2-{3,4- dimethoxyphenyl}ethyl)amino]propane was obtained.
Therapeutic Function
Bradycardic

Zatebradine Upstream-Materialien And Downstream Produkte

Zatebradine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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