Vilazodone Hydrochloride

Bezeichnung:Vilazodone Hydrochloride

CAS-Nr163521-08-2

Englisch Name:Vilazodone Hydrochloride

CBNumberCB72521214

SummenformelC26H28ClN5O2

Molgewicht477.98582

MOL-Datei163521-08-2.mol

Vilazodone Hydrochloride physikalisch-chemischer Eigenschaften

Schmelzpunkt	279°C(lit.)
Flammpunkt	9℃
storage temp.	Inert atmosphere,Store in freezer, under -20°C
Löslichkeit	DMSO: soluble20mg/mL, clear
Aggregatzustand	powder
Farbe	white to beige
Stabilität	Hygroscopic

Sicherheit

Kennzeichnung gefährlicher	F,T
R-Sätze:	11-23/24/25-39/23/24/25
S-Sätze:	7-16-36/37-45
RIDADR	UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany	3
HS Code	29329990

Gefahreninformationscode (GHS)

Vilazodone Hydrochloride Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Vilazodone is a selective serotonin reuptake inhibitor (SSRI) and a partial agonist of the serotonin (5-HT) receptor subtype 5-HT_1A (IC₅₀s = 0.2 and 0.5 nM, respectively). It increases extracellular 5-HT in the rat ventral hippocampus and frontal cortex when administered intraperitoneally at doses of 1 and 3 mg/kg. Vilazodone (1 mg/kg, i.p.) decreases immobility in the forced swim test in both rats and mice. Formulations containing vilazodone have been used in the treatment of depression.
Verwenden
Vilazodone Hydrochloride, is the salt form of Vilazodone (V265000), which is a combined serotonin specific reuptake inhibitor (SSRI) and 5-HT1A receptor partial agonist currently under clinical evaluation for the treatment of major depression. Antidepressant.
Definition
ChEBI: A hydrochloride obtained by reaction of vilazodone with one equivalent of hydrochloric acid. Used for the treatment of major depressive disorder.
Clinical Use
Althoughseveral synthetic approaches have beenreported,a process-scale synthesis of vilazodone consists of the union of an indole-containing butyl tosylate 284 with a benzofuranyl piperazine whose synthesis is described in the scheme below. Piperazine 280 arises from a Buchwald coupling of commercially available benzofuranyl bromide 279 with piperazine through the use of a unique catalyst system employing the DavePhos ligand. This single coupling step, which has been executed on multigram scale in 70% yield,210 circumvented the need for any protecting group chemistry for either the primary amide within 279 or the piperazine amine functionality. For the preparation of the key indole subunit, Friedel-Crafts acylation of commercially available 5-cyanoindole (281) proceeded in good yield at the 3-position of the indole with 4-chlorobutanoyl chloride in 82% yield. Treatment of the resulting chloroketone with sodium borohydride in refluxing isopropanol converted 282 to the corresponding terminal alcohol 283. Tosylation of this alcohol was followed by displacement with piperazine 280 to give vilazodone hydrochloride (XXV) after acidification.
Synthese
Vilazodone hydrochloride is a combined serotonin reuptake inhibitor (SSRI) and 5-HT1A receptor partial agonist marketed under the trade name Viibryd.202 Viibryd was developed by Merck KGaA (Germany) and approved for the treatment of depression by the U.S. FDA on January 21st, 2011. Vilazodone has been shown to be well-tolerated at higher dosage levels, specifically by not causing significant weight gain or decreased sexual desire or function, which are improvements over existing antidepressant treatments.
Lager
Store at -20°C

Vilazodone Hydrochloride Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

163521-08-2, Vilazodone Hydrochloride Verwandte Suche:

Send Inquriy